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8 Best Maui Sunset Cruises For a Great Night Out

best maui sunset cruise

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I’ve traveled all over the world and one of the things I always look forward to doing in every location is watching the sunset (and now that I have young kids I’m usually also watching the sunrise ). 

While we’ve seen some great sunsets, none compare to Maui. The sunsets here are unbelievably spectacular. Pink, purple, ombre skies that sometimes you can’t even believe are real. And while you can certainly see these sunsets from land, there’s something very special about enjoying them from the water. 

If you’re looking for a Maui sunset cruise that really wows, we have a list of the best of the best, and what makes each one so special. Living on Maui for three years we were able to experience more than our fair share of these, so we’re happy to be able to share our advice with you!

Want to get right to it without reading all the details? Jump in and book these recommended tours: 1. This is the cruise to book if you want live music 2. Book this for a convenient Wailea departure 3. Getaway from the crowds with this small group sail 4. Luau or cruise? Get both with this sunset luau cruise 5. Enjoy a full dinner cruise with your sunset 6. This is our favorite tour during whale season Need more time on (and in) the water? Make sure you check out our top snorkeling tours on Maui .

Best Maui Sunset Cruises

1. Sunset Live Music Cruise (Ka’anapali)

Head out onto the water with a drink in hand while being serenaded by an on-bard musician. This sunset live music cruise really knows how to have a good time. Offered every Tuesday and Thursday, you and approximately 47 other guests will board a 55’ catamaran for two hours of fun. 

Included is live music, an open bar (beer, wine, champagne, and mixed drinks), and pupus (light appetizers). 

They depart from Ka’anapali beach (how convenient!) and if you’re not staying in Ka’anapali you’ll get a 4 hour Whalers Village parking validation. Note that because of the convenient location and not needing to drive to a harbor, they do beach loading. That means you’ll be wading into the water up to your knees in order to board. Long dresses and pants aren’t ideal here. 

If you’re not interested in live music, or you can’t go on Tuesday or Thursday, they offer a regular sunset cruise (sans live music) all other days of the week. Learn more about their standard Ka’anapali sunset cocktail cruise .

2. Sunset Luau Cruise (Ma’alaea Harbor)

Can’t decide between going to a luau or enjoying a sunset cruise for an evening activity? Do both with this sunset luau cruise ! While this isn’t a true full luau, you’ll still get to experience traditional music and dance with Maui’s gorgeous sunset as a backdrop. 

You’ll board the maxi powered catamaran which leaves from Ma’alaea Harbor in central Maui (paid parking available). On board you’ll be treated to appetizers, a full dinner, and an open bar with beer, wine, and mixed drinks. During the cruise you’ll have the opportunity to enjoy Polynesian dance, which makes this experience part sunset cruise, part luau. 

The boat has a coast guard approved occupancy of 149 people, but they intentionally limit it to 60% of capacity so there’s extra space to stretch out. While this is the most expensive cruise on this list, you do get to see hula and a full dinner.

If you prefer to keep your luau and your sunset sail separate, we have a list of the best luaus on Maui.

cheap sunset cruise maui

3. Catamaran Sunset Sail

Spend 2.5 hours aboard this 48 passenger, 65’ catamaran, with plenty of room to spread out. Excited for a little more adventure? Head up front to the trampolines (though you might get a bit wet). 

They have two different boat options, both leaving from Lahaina Harbor. The first is on a 65’ Catamaran, with capacity up to 48 passengers. The second cruise on the Paragon is limited to 25 passengers. 

On both, you can enjoy pupus as well as an open bar with cocktails, wine, and beer. 

Note: Due to the damage to Lahaina Harbor during the fires, Sail Maui is no longer operating from Lahaina Harbor. Book their Molokini Snorkel Tour from Ma’alaea Harbor in Central Maui to support their crew!

4. Adventure Sunset Sail

Staying in Wailea or Kihei? This is the sunset cruise you want to be on. This Adventure Sunset Sail departs from Maluaka Beach , a very convenient South Maui location. The adventure part of this sunset sail is that you get to enjoy a beach loading, which means you should expect to get wet! We happened to go out on an evening when the south swell was particularly large, so we were in for even more of an adventure! (You can see the video of our experience below). 

Once aboard the 65’ catamaran, you’ll enjoy two hours of sail time, 3 appetizer courses from The Market Maui (a great Wailea deli/restaurant), and an open bar featuring local brand like MauiWine and Ocean Vodka. 

If you haven’t rented a car or you don’t want to drive, they do offer shuttle service from Wailea hotels. But book early as this option tends to fill up! 

We loved this sunset cruise experience and we were able to go out for a great night in Wailea after it ended. Here’s a list of our favorite Wailea restaurants .

5. Lahaina, Ka’anapali, or Ma’alaea Sunset Sail

Another stellar option is this 2 hour sunset cruise which departs from three different locations on the island: Lahaina Harbor, Ma’alaea Harbor, or Ka’anapali (beach loading). 

A standout feature here is that they offer private tables for two, which makes this a great option for a romantic evening on the sea. They serve plated appetizers and there is a premium open bar with beer, wine, and cocktails. 

If you’ve taken the cruise from Lahaina Harbor, it’s just a short walk to their family-owned pizza restaurant, Kapena’s , which we highly recommend!

Best Maui sunset cruise

6. Champagne Sunset Sail

If you’re looking for a smaller group, this is the sunset sail for you. This is a sailing experience, not just a sunset cruise on their Santa Cruz 50 sailing yacht. With a capacity of only 22 people, this is a fun small group experience. 

While you won’t find as much food on this sail as you will on the others, you’ll enjoy champagne and chocolate. Guests must be 13 years or older to enjoy this experience. 

7. Premium Sunset Dinner Cruise

If you’re looking for something more than a cocktail and pupu cruise, consider a dinner cruise . Hop aboard this 65’ luxury catamaran for 2.5 hours, relax, and enjoy the spectacular scenery and service. 

You’ll depart from the beach in Ka’anapali — very convenient if you’re staying in Ka’anapali. But if you’re not, don’t worry! They give you a 4 hour parking validation for Whalers Village . Once aboard, you’ll have an open bar and a buffet dinner to enjoy. There’s something for nearly everyone when it comes to the food selection. 

Kids of all ages are welcome. But don’t wear long dresses or pants. This is a beach loading boat, which means you’ll get a bit wet while getting on and off. The convenience of this beach loading cruise can’t be beat. 

Maui Luxury Sunset Cruise

8. Luxury Sunset Sail from Ma’alaea Harbor (10% off!)

Keep it simple and luxurious with this 2 hour sunset sail. This is arguably one of the best sunset sails for spotting whales in the winter as you’ll cruise through the ‘Au’Au channel. This is the area between Lana’i and West Maui and its warm, shallow waters are a favorite of humpback whales and their calfs!

An open bar and appetizers are included in the price. While this isn’t a small tour (it welcomes up to 48 passengers), it’s a great option for families with small children because kids under 3 sail for free! Plus you’ll save 10% with our discount code!

Maui Sunset Cruise FAQs

Can you see whales on a maui sunset cruise.

You sure can! While these aren’t whale watching tours, if they come across a whale during whale season, they will absolutely stop to watch them. Whale season runs December – April , and these sunset cruises all cruise in prime whale watching locations. So the odds of seeing whales during your cruise is pretty good! 

Best sunset sail Maui

What is the best place to watch the sunset on Maui?

Head to West or South Maui for spectacular sunset views. You’ll get amazing views both from land or from sea. What we love about a sunset cruise is that you not only get to appreciate the sunset over the water, you get to see the island lit up in the glow of the setting sun. 

What do you wear on a Maui sunset cruise?

Pretty much anything you want! Bring a light jacket or sweater, especially during the winter if you tend to get cold in the evening. There is usually a light wind and after a day of fun in the sun, it can feel a little cool. 

If you’re doing one of the beach loading tours, don’t wear long dresses or pants. Expect that your knees and below will get wet. But that’s part of the adventure of beach loading!

How long is a sunset sail on Maui?

Most sunset sails on Maui are two hours, though you will find some that run a bit longer, at 2.5 hours. But they are quick tours that will usually get you back in time for any dinner plans you have that evening.

Find a great place to stay on Maui: The 7 Best Vacation Rentals in Wailea and Makena The 12 Best Maui Beach Hotels (+ 5 awesome beachfront condos) Where to Stay in Hana Maui for One Night: 4 Great Options

There’s More to See Than Sunsets

Maui is a dream destination and there is so much to see and do. If you want to make your trip planning easy, our itineraries are here to help . With carefully thought-out excursion days, we take you around the island, seeing the best sights, stopping at the best beaches, and eating at the best restaurants. We’ve done the homework for you, now you get to download and enjoy!

My twin sister and I just returned from an amazing birthday in Maui.  I ordered your itinerary for Maui and we relied on it heavily. I just wanted you to know your itinerary was spot on and your recommendations were the best. Thank you so so much. Kate R.

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Maui Wayfinder Itinerary

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The step-by-step itinerary takes you to all the best beaches, snorkeling spots, restaurants, and sights. You’ll get six carefully planned excursion days to help you see the can’t miss stops no matter how limited your time is.

Get all the details on our itinerary and download it for a memorable and easily planned trip to Maui.

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I'm the co-founder, with my husband Jordan, of The Hawaii Vacation Guide. We have lived on Maui and Oahu and continue to travel, experience, and learn about the Hawaiian Islands. We travel with our kids, Henry and Edith. I am a planner! I love to plan trips from the mainland and island-hopping adventures, excursion days, and everything in-between. I spend a lot of my time in Hawai'i on a SUP and my favorite time of year in Hawai'i is whale season!

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cheap sunset cruise maui

DELUXE KA'ANAPALI

Sunset sail.

cheap sunset cruise maui

DELUXE KAANAPALI

cheap sunset cruise maui

Guest dine at personal two-top tables seated outside. We serve a tasty spread of plated appetizers that are sure to satisfy even the most discriminating gourmet.

Kula Cherry Tomato & Mozzarella Skewer with aged balsamic glaze

Hummus with cucumbers and carrots

BBQ Chicken Skewer

Kalua Pulled Pork Sliders with Coleslaw on a Sweet Hawaiian Roll

AND A SWEET DESSERT

Chef’s choice : Seasonal dessert

cheap sunset cruise maui

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Sunset Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

Note: Guests must be 21+ with a valid I.D. to enjoy out premium alcoholic bar beverages

cheap sunset cruise maui

DEPARTURE TIMES

  • Feb 1 – Mar 31   |   4:30pm – 6:30pm
  • Apr 1 – May 31   |   5:00pm – 7:00pm
  • Jun 1 – Aug 31   |   5:15pm – 7:15pm
  • Sep 1 – Oct 14   |   4:30pm – 6:30pm
  • Oct 15- Jan 31 |  4:00pm – 6:00pm

This tour departs directly from Ka’anapali’s Dig Me Beach.  See below for exact location. Check-in time is 30 minutes prior to scheduled departure time.

TOUR DURATION

Check-in location.

  • Sheraton’s beach lawn, Ka’anapali

Check-in with our Crew member in a blue shirt on the lawn in front of the Sheraton, at the end of the Beach Walk. 

**NOTE** If at check-in, surf conditions are deemed dangerous, guests can expect to walk 10-15 minutes north on the beach walk to a safer boarding area. Check-in location will not change.

We will be loading from the beach, you can expect to get wet up to your knees when you board. Please watch the short Beach Loading video below, taken on a small surf day. This tour is NOT recommended for guests with mobility issues. Please consider a tour with a Maalaea departure.

  • 2605 Ka’anapali Pkwy
  • Lahaina,HI 9676

Parking is available at the Sheraton Maui for $15. Guests also have the option to park at Whalers Village. Trilogy will not validate your parking pass at Whalers.

*On days when beach loading is not possible due to large surf, we will depart from Maalaea Harbor. Guests are responsible for their transportation to Maalaea Harbor. We will always try to give ample warning if this change must take place.

Kaanapali beach loading Trilogy

KA'ANAPALI BEACH LOADING

This excursion loads directly from the sands of world-famous Ka’anapali Beach, and you WILL get wet when loading. Please watch this quick video showing our beach-loading process during medium shore break. Please keep in mind that beach loading requires a certain level of physical fitness.   Guests with injuries or disabilities which impede mobility may find beach loading too difficult or strenuous. It is recommended that guests with mobility issues and parents with small infants , book one of our many tours departing from the Lahaina Harbor. 

WHAT'S INCLUDED

Comfortable seating and on-deck tables for two

Hot and cold appetizers and dessert

Premium open bar (21+ yrs must have ID)

Juice, Sodas, Filtered Water

Whale Watching (Dec-April)

NOTE: This tour loads directly from the beach & is NOT recommended for guests with mobility issues. You WILL GET WET. Please read all rules prior to booking. This is a barefoot cruise.

EXPLORE OTHER TOURS

orange sunset with trilogy boat in foreground

DELUXE MA'ALAEA

champagne toast on trilogy boat

CAPTAIN'S SUNSET

Dinner sail.

humpback whale breach in maui at sunset

MA'ALAEA SUNSET

Whale watch.

Book online today and save up to 40% off

Bundle two or more trips and save 40% (808) 249-8811

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Cruise with us, make a difference. Every tour has a certified marine naturalist and all proceeds go to our mission.

  • Dolphin Watch
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Sunset Sail

Experience a relaxing evening on our sunset cruise for all ages with tantalizing pūpū (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean. BYOB starting September 7.

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Adult Sunset Sail

Let the gentle sea breeze flow through your hair on our renowned adults-only sunset cruise as you witness Maui's famous sunsets while enjoying tantalizing pūpū (appetizers). BYOB starting September 7.

Whale watch Sail

Whale watch Sail

Experience Maui's top-rated whale watch aboard our eco-friendly sailing vessel, Ocean Spirit.

Whale Watch Sail Deluxe

Whale Watch Sail Deluxe

Enjoy a deluxe 3-hour whale watch plus a delicious lunch onboard our state-of-the-art luxury sailing vessel, Ocean Spirit.

Maui Sunset Cocktail Cruise

  • Additional Info
  • Cocktail Cruise
  • Whale Watching

Whale Watching Dec 15th – April 15th

Approx. 2 Hours

Sea Maui’s ’Original Sunset Cocktail Cruise’ is a Ka’anapali tradition. Sunsets at sea, viewed from Sea Maui are spectacular and during our winter months, our sunset trips are also a whale watching tour! Our guests will take in a panoramic view of Molokai, Lanai, Maui, and Kahoolawe while enjoying pupus prepared by Executive Chef Joey Macadangdang and a premium open bar including local beers, white wine, champagne, light rum, dark rum, vodka, whisky, and mixers. Each night is different and special aboard Sea Maui. What better way to end your day?

This cruise departs directly from Ka’anapali beach. Check-in times vary throughout the year, please see your confirmation email to confirm your time. This trip returns to the beach just after sunset.

Includes Whale Watching Dec 15th – April 15th

24 hours’ notice of cancellation is required for a full refund. Once within the 24-hour window no refunds will be honored, if rescheduling is possible a $25 fee per passenger will apply. Customers will receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. MUST call to cancel. (808) SEA-MAUI. No-shows will be charged the full price or given the option to reschedule for a $25 fee per passenger. Special events (New Year’s Eve, 4th of July, etc.) require 72 hours’ notice. Third-party vouchers or tickets not sold by Sea Maui may have additional refund restrictions, Sea Maui will not be responsible for the refunding of any payment taken by a third-party vendor.

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Calypso Maui

  • most popular!

FROM MA'ALAEA HARBOR: MAUI SUNSET DINNER CRUISE ABOARD THE CALYPSO

Quick details.

  • Calendar Availability: Runs Daily
  • Clock Mandatory Check-In: 5:00 PM
  • Clock Prompt Departure: 5:30 PM
  • Clock Duration: 2 Hours
  • Users Ages: All ages
  • User Small Child: Ages 3 and under free - 1 free child per paying adult
  • Map Marker Meet At: Ma'alaea Harbor, Slip 76, 101 Ma'alaea Road, Wailuku, HI 96793
  • Anchor Waiver: Please sign the Liability Waiver before you go
  • Phone Tour Not Available?: If your dates aren’t available online, please contact us at 808-856-4260
  • Info Includes: Dinner & Two Drinks

Small Children Free - 1 Small Child (No Meal) Per Paying Adult

Enjoy a sunset dinner cruise in maui .

This stable, comfortable, triple-deck catamaran leaves from centrally-located Ma’alaea Harbor. Come aboard this relaxing two-hour excursion, which gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from your place on top of the waves! Seating on the Calypso sunset dinner cruise in Maui comfortably accommodates any size group, including couples, families, and even large corporate events. You’ll find tables for two, four, eight, and ten, as well as enclaves throughout the vessel to sit and sip drinks, see the ocean from a new perspective, or hang with the kids when they need to fidget.

Explore all three decks, and take your time to find just the right spot in sun or shade. Calypso’s three restrooms are on the lowest deck. The front of the boat is the most open to sun and wind, so wear a secure hat and, as one of our lighthearted guests advised, “consider leaving your fake eyelashes on shore”! After you’ve settled in, pick up a fizzy soda, tropical juice or island themed adult beverage. Your Calypso sunset dinner cruise includes two free drinks, and once the catamaran has motored out of the harbor, you can order alcohol. Friendly crew members tend the bar, and they can bring you Mai-Tais, wine, and beer.

When it’s time for the delicious main meal enjoy  juicy prime rib. Mahi mahi, teriyaki chicken, steamed vegetables, roasted potatoes, and chocolate cake is also ready for you to eat. While you chow down, the crew comes by often to take things out of your way, ensuring that no trash ends up in the ocean. There is plenty of time to gaze at the islands of Kaho’olawe and Lana’i in the distance – not to mention the epic snorkeling site, Molokini Crater. Closer to the boat, you’ll see the Kahalawai Mountains of west Maui as they stretch toward the sky. When humpback whales are visiting the islands from Alaska, chances are excellent that you will see some of the magnificent marine mammals on your Calypso dinner cruise! Any time you do, the captain and crew are sure to get on the mic for some whale conversation. You and your group will love this fun time on the sea, so follow the sun, love your loved ones, and have a great meal on the Calypso dinner cruise!

  • Chevron down Mandatory Check-In

30-minutes prior to departure

  • Chevron down Duration
  • Chevron down Meet At

Ma’alaea Harbor, Slip 76, 101 Ma’alaea Road, Wailuku, HI 96793

  • Chevron down Paid Parking
  • There is paid parking available at Maui Harbor Shops / Maui Ocean Center located at 300 Ma’alaea Road, Wailuku, HI 96793 and at the Ma’alaea Harbor around the boat slips
  • Give yourself extra time to account for traffic, weather, road construction, parking , and the walk from the parking lot to the boat slip (10-15 minutes) in order to arrive at check-in 30-minutes prior to departure
  • Chevron down Dinner Menu
  • Caesar salad with homemade buttery croutons, freshly grated parmesan cheese, and warm breadsticks

Choice of Entrée

  • Garlic rosemary roasted prime rib
  • Fresh island fish with lemon butter caper sauce
  • BBQ roasted chicken thigh and leg combo
  • Kiawe smoked baby back ribs
  • Penne pasta with Thai basil marinara (vegetarian option)
  • All entrees served with white rice and locally sourced sautéed vegetables
  • Double-layer chocolate cake and New York style cheesecake
  • Chevron down Drink Menu
  • Honolulu Beerworks El Guapo Blonde Ale, Hope Island IPA, Kewalo’s Cream Ale
  • Mahina Premium Dark and Light Rum, Torado Silver Tequila, Early Times Kentucky Whisky, Nikolai Premium Vodka, Mr. and Ms. Tea Pina Colada
  • Sycamore Lane Cellars Chardonnay and Cabernet Sauvignon
  • Unlimited ice-cold soda, juice, and water
  • Chevron down What's Included
  • Live island-style music (most nights)
  • Two complimentary alcoholic beverages included, $5.00 each thereafter. Must be 21+ with a valid photo ID
  • Unlimited Ice-cold soda, juice, and water
  • Triple-deck catamaran with incredible panoramic views
  • Comfortable table and chair seating
  • Large stable decks with plenty of space to move around
  • Experienced and professional captain and crew
  • Chevron down What's Available
  • Adult beverages are available for purchase $5.00 each
  • Dramamine is available for purchase 2 for $5.00
  • T-shirts are available for purchase $20.00 each
  • Chevron down What's Excluded
  • Hotel pick-up and drop-off
  • Parking fees
  • Chevron down What to Bring
  • Light jacket or sweater
  • Valid ID required for passengers 21+ who will be drinking alcoholic beverages
  • Cash if you plan to tip the crew
  • Chevron down What You Should Know
  • If you have a dietary restriction (vegetarian, gluten free, etc.) this must be noted and specific dietary restricted lunch requested at time of booking
  • There is no meal provided for small child 0 – 3 years old. Someone in your party can share their meal with the small child or you can purchase a child ticket that comes with a meal included
  • Minimum drinking age is 21
  • Must have valid photo ID
  • Operates in most weather conditions, please dress appropriately
  • A 24-hour notice is required for cancellation or reschedule
  • Children must be accompanied by an adult
  • Chevron down Accessibility
  • Not wheelchair accessible
  • Stroller accessible
  • Near public transportation

RELATED CRUISES

  • DEC - APRIL

From Ma'alaea Harbor: Maui Whale Watch Cruise Aboard the Calypso

The two-hour Calypso whale watching in Maui is one of the most thrilling family-friendly Hawaiian activities! From December 18th through April 15th, climb aboard our boat, and make your way to the top. Book your Maalaea whale watching excursion online today!

  • Hour Glass 2 hours

From Ma’alaea Harbor: Thanksgiving Dinner Cruise Aboard the Calypso

Enjoy the spectacular views of the West Maui Mountains and neighboring islands on Molokai and Lanai as our crew serves you table-side a Hawaiian-influenced Thanksgiving day feast with all the fixings!

Sea Maui

  • Most Popular!

Original Sunset Cocktail Cruise on Maui

Quick details.

Hour Glass Duration: Approx 2 hours

Calendar Availability: Daily

Tuesdays & Thursdays Includes Live Music!

Info Includes:  Pupus (appetizers) and Open Bar Provided

Binoculars Whale Watching: Enjoy whale watching on your sunset trip from Dec. 15 – April 15

Adult (Ages 21+)

Teen (ages 13 - 20), child (ages 3 - 12), young child (ages 2 and under), starting price for private charter, seize your stay at hawaii with a sunset cocktail cruise on maui.

Get on board Ka’anapali’s classic, Sea Maui Original Sunset Cocktail cruise. Nothing is more perfect than watching the sun set down into the ocean while sailing or whale watching in the vast Pacific sea. So start your big night on a Maui sunset cocktail cruise with friends before continuing your night in town. Be ready to get overwhelmed by the spectacular view of pastel colors painted in the sky as you sail while enjoying pupus prepared by none other than Chef Jai.

The majestic scenery you’ll see while you sail will not only be the breathtaking view of the sunset that spreads widely over the horizon but also experience and participate in Maui whale watching. Witness the great spotting of the humpback whales that swim over the ocean on their annual winter migration. Always ready your camera to capture every moment you spend on the cruise and have something you can reminisce about as you finish your vacation trip to Hawaii. 

What to Expect on Your Sunset Cocktail Cruise on Maui

What’s included in our sunset cocktail cruise on maui.

Raise your glass and cheer for a unique sunset experience in paradise with Sea Maui. We offer two exclusive sunset sail’s daily that provide various availability than other boat cruises. Enjoy a premium bar with local craft beers and handcrafted premium cocktails during the entire duration of your trip. Devour everything that is provided on this trip, including the following:

  • Suit yourself with any non-alcoholic and alcoholic drinks beverages during the cruise.
  • Avail of unlimited alcoholic drinks in Sea Maui’s open bar.
  • Have a validated parking space for 4 hours. 
  • Enjoy heavy appetizers. 
  • Tuesdays & Thursdays enjoy live music on board!

Departure and return details of the cruise

You can check in at the Sea Maui kiosk on the beach walk at Whalers Village, located between Leilani’s and Hula Grill, 30 minutes before departure time. You are given 4 hours of parking space for the parking structure at Whalers Village. 

After your sunset cocktail cruise, you will return to the original departure location. Your sunset dinner cruise will end right where it all started. 

Required clothes to wear and items to bring on Maui’s sunset dinner cruise

  • You are expected to wear comfortable clothes.
  • Bring preventative medicine or a kit if you are prone to motion sickness.
  • Bringing of light jackets, cardigans, and sweaters is recommended as the temperature on the open water decreases at night.
  • All alcoholic drinkers must bring a valid or government-issued photo ID. 
  • Wearing sandals and flip tops are suggested for easy removal as all footwear will be collected and placed in a bin during the trip.

Cancellation Policy

  • You will not get a refund for what you paid if you cancel the trip less than 24 hours prior to its starting time.
  • All cut-off times are based on experience local time. 
  • All changes made less than 24 hours prior to the trip will not be accepted.
  • You are to receive a full refund of what you spend if you cancel at least 24 hours before your trip’s starting time. 

Restrictions

  • The sunset cocktail cruise on Maui is not accessible for a wheelchair. 
  • All children can join and enjoy the sunset cocktail cruise.
  • Guests with mobility issues or people who have difficulty walking with assistance are not recommended to join the trip. As this is a beach-loading catamaran, walking a few steps is required to reach the dropdown staircase and get into the vessel. 

Additional Information

  • All guests must have a moderate physical fitness level.
  • Sea Maui can accommodate a maximum of 48 guests. 
  • All confirmation bookings will be received once booking is paid in full.
  • Maui sunset cocktail cruise schedule is subject to cancellation or changes due to traffic and weather conditions. 
  • Gratuity for crews is not included in what you paid during booking. 
  • All crews of Sea Maui are lifeguards, and CPR certified.
  • The menu of appetizers is subject to daily changes. Rest assured that every appetizer is made of allergen and gluten-free, if requested. However, any specific restrictions must be noted during your booking. 
  • The minimum drinking age allowed to drink alcoholic beverages is 21 years old. 

Enjoy feeling the peaceful waters as you relax and go with the sailing flow, seizing every moment spent during your tour. A sunset cocktail cruise on Maui is an excellent way to kick off your day before heading off the town to continue enjoying the rest of Hawaii’s nightlife. Our crews will immediately answer any queries and concerns, so do not hesitate to reach out and contact us at Sea Maui. We are happy to make your vacation stay in Hawaii a memorable one. So contact us to book your spot on a sunset cocktail cruise on Maui today!

  • Chevron down What's on the menu?

PUPU MENU (Appetizers)

CRISPY PORK SLIDERS (Pork)

CHICKEN PARMESAN SALAD

CRUNCHY ASIAN SLAW

FRIED CHICKEN w/ UNAGI & SPICY CHILI GARLIC AIOLI (Soy)

  • Chevron down What drinks are included?

All of our trips include a full open bar for guests that are 21+ years of age with proper ID.

We offer domestic & local beers, High Noon Hard Seltzers, Chardonnay, LaMarca Prosecco, Redemption Rye Whiskey, light rum, dark rum and Meili Vodka. We can create many different cocktails such as Maitai’s, Maui Mules, etc.

Our non-alcoholic beverages include soft drinks, lemonade, passion orange guava juice, water and coffee.

  • Chevron down More Information
  • Easy-to-find check-in location at The Whaler’s Village Shopping Center and the only boat with a physical location on the beach. Our kiosk is located along the beach walk at Whaler’s Village between Leilani’s and Hula Grill.
  • The only boat with 4 hours of free parking validation, savings of $20 or more!
  • Exceptional staff & service/certified naturalists for whale watches
  • All crew members are lifeguard and CPR certified.
  • Premium open bar
  • Complimentary juice, water, Coke, Diet Coke, Sprite, and lemonade
  • Kama’aina rate available with Hawaii ID, please call  (808) SEA-MAUI  to book.
  • Private charters also available
  • Don’t see your answer here? Check out our FAQ page, or just give us a ring (808) SEA-MAUI

Related Adventures

  • Hour Glass Approx 2.5 hours
  • Calendar Daily , Includes Live Music on Wednesdays and Saturdays!

Premium Maui Sunset Cruise with Dinner

Are you looking for a unique dining experience to leave behind the hustle and bustle of the land? Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience.

Sea Maui Surf & Paddle Board Lessons

Check out Sea Maui Surf for lessons, rental boards, and beach gear!

  • Hour Glass 2.5 hours
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Xpress Snorkel Tour on Maui

This one-of-a-kind Maui snorkeling adventure is the perfect option for customers who want to get to the snorkeling quickly at one of the most unique spots around the island!

  • Hour Glass 3.5 hours
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Afternoon West Maui Snorkel Tour

Not exactly a morning person? This is the snorkel trip for you. The perfect way to spend the afternoon and not have to wake up early or spend 5 hours on the boat!

Hawaii Discount Tours and Activities

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cheap sunset cruise maui

Maui Sailing Tours

Enjoy a relaxing cruise along Maui’s scenic shores – a truly memorable experience. Sip a tropical drink and enjoy the beautiful sunset colors that dip the West Maui Mountains and the ocean into fascinating shades of orange and red. You may even spot a pod of dolphins or a humpback whale during the winter whale watch season.   Hawaii Discount offers several popular Maui sunset cruises at discounted rates. From families or couples to singles and groups of friends, Maui sailing tours are for everyone. Find great deals on Maui's best sailing tours on Hawaii Discount. 

Ma'alaea Harbor Departure

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Ka'anapali Beach Departure

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Maui Sights and Treasures

Sunset Champagne Cruise Kai Kanani Maui

  • What to Bring/Food
  • Cancellations
  • Book the tour
  • Cocktail Cruises
  • Ocean Activities

Sunset Champagne Cruise Maui

cheap sunset cruise maui

Experience the ultimate romantic excursion on a sunset sail!

Have you are ever been in South Maui (Kihei, Wailea, Makena) at sunset and seen the silhouette of a Sailboat out in the Ocean and thought to yourself, ” wow, how nice would it be to be on that boat right now”? Well, this is that sailing catamaran!

That part of the Ocean by Makena-Wailea does not normally get the heavier trade winds like the boats departing from Maalaea.  This is truly sunset sailing at it’s best! And on such a luxurious boat! Talk about pampering, we consider the Kai Kanani to be one of the top 5 Luxury Catamarans on Maui. One of our ladies went this past Wed. night and agreed it was Five Star all the way.

You will enjoy a beautiful sunset sail aboard the luxurious Kai Kanani, which is a 56-foot Catamaran.  You will be pampered by a great crew, that will take care of your every need. Champagne is being poured and pupus( heavy appetizers) are served,  while you relax and sail into the sunset.

Complimentary Mercedes Van shuttle service from Wailea Hotels & South Kihei Resorts.  This lovely catamaran departs from Maluaka Beach, in front of the Makena Beach and Golf Resort.

There is free parking at the south end of the beach. Go early for parking and walking down to the beach.

Dress appropriately, as you might get a bit wet getting on and off the sailboat, as it is loading from the beach.

Additional information

What to Bring:

Camera (waterproof case)

What not to bring

We do not recommend the ladies wearing longer dresses that could get wet while boarding/ un boarding. Same with long pants for men or women (not that anyone here wears long pants in Hawaii, even out to dinner).

Also, keep in mind that this Sunset Sail is a barefoot cruise.

If you have small children, again keep in mind you will be boarding from the beach and will carry the child on board.

Open bar with champagne, wine, cocktails, beer.

• Baked Pasta, Three Cheese, Marinara, Herbs • Seared Ahi with Chimichurri Sauce: Lemon, Garlic, Herbs OR Braised Ribeye • Caesar Salad, Sourdough Croutons, Shredded Parmesan, Caesar Dressing or Kula Mixed Green • Assorted Cheese & Charcuterie, Sourdough Crostini, Crackers • Hummus & Crudité: Celery, Carrot, Cucumber • Brownies, Toasted Coconut • Chocolate Chip Cookies

Maui Sights & Treasures Cancellation Policy: NO refunds or changes within 48 hours of activity unless otherwise stated. A 10% cancellation fee will be applied to all cancellations made outside of 48 hours of the activity.

Please note: We require all bookings to be made at least 48 hours in advance of the event so that we can guarantee your reservation. If you would like to book an event within the next 48 hours, please call us toll free at 1-888-841-9155 and we would be happy to assist you.

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Sunrise Deluxe Snorkel

The most exclusive tour on Maui, snorkeling Molokini before any other snorkel boats arrive. Hot cinnamon rolls, a three-course breakfast, plus an open bar make this the best morning of your visit to Maui.

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Adventure Sunset Sail

There’s nothing quite like a Maui sunset, with Molokini silhouetted on the horizon and the presence of friends and loved ones and the best crew on Maui taking care of your every need.

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Signature Deluxe Molokini Snorkeling Tour

Snorkel Molokini and enjoy up to 200 ft. of visibility on our classic Maui adventure. An open bar, Maui Brewing beers and full-service deli lunch in three courses complete the perfect day!

About Kai Kanani

We are a family-owned, 30+ year-old company committed to the quality of your experience in our marine sanctuary. South Maui and the Wailea-Makena area are prized for their beautiful beaches, calm and clear emerald-blue waters, and near perfect weather year round. We gratefully acknowledge our kuleana (responsibility) as caretakers of this South Maui paradise. As a company, we treat each other, our guests and our neighbors with Aloha and respect and we believe that is what keeps Maui such an amazing and beautiful place to visit and to live.

The Kai Kanani II is the only commercial catamaran that lives in South Maui, moored off of Maluaka Beach in Makena. Seven days-a-week, she takes passengers on the short cruise out to Molokini Crater, just 3 miles away, to swim and play in the clearest water in all of Hawaii. Five nights-a-week, the Kai Kanani II raises her sails, taking advantage of our famous afternoon trade winds on our Adventure Sunset Sail. These trips and other special offerings are all crewed by the best group of men and women to grace the blue channels of these islands. Their goal is to create the best memories you’ll take home after your time on Maui.

We feature fresh island foods, all curated by Wailea’s own Spoon & Key Market, a chef-inspired deli and restaurant using ingredients that are locally-sourced and house-cured. Our bar features Maui’s Organic Ocean Vodka, Kula Rum, Fy Gin and wines from MauiWine in Ulupalakua. Kai Kanani’s tours are saturated in local experience and cuisine so that you go away feeling connected and refreshed.

The Beach-Loading Pros

South Maui has a unique beauty unlike anywhere else on the island. For a boat company, there’s one very important feature: there are no boat harbors!

Because of this, Kai Kanani’s passengers “beach-load,” walking through the surf and up on to our gorgeous 65-foot catamaran. Our crew are experts at beach-loading, taking pride in our ability to get everyone of our guests on board as dry and safe as possible for your upcoming tour

For us, it’s part of the adventure! So come prepared to get a little wet while getting on-board. Then sit back and relax while our crew takes care of your every need during your adventure in Maui. Kai Kanani Sailing Charters staff is here to help you and make your adventure on the Kai Kanani II memorable, safe & fun. Let us know if you have any questions or concerns about any part of your excursion with us or any other part of your Maui vacation . We look forward to seeing you out on the water and we’ll see you on-board!

What shoes should you wear? We suggest sandals or flip-flops, shoes that are easily removed as you walk across the beach barefoot. And please bring a towel! Once on board, you’re welcome to wear your sandals or whatever type of shoe you’re comfortable in.

Over 1,000 5-Star Reviews on TripAdvisor

a close up of a glass

Such a great time. We had so much fun with Capt Anthony, Mikey, Eric, Adam, and Dwight. The food was fabulous. Sounds crazy, but true. Great drinks. Beautiful music. A little slice of paradise in the evening. Highly recommend!

The sunset adventure cruise was fantastic. The captain and crew were welcoming, fun, and informative. Four light courses were served during the cruise and champagne was passed around during sunset. Would recommend for couples or friends looking for a chill evening.

We had an amazing day! We were picked up at our hotel and taken to the beach to meet our catamaran. Then -Crater, fish eel, turtles - breakfast, snack, lunch, ending with cocktails. Service was outstanding! Highly recommend!!!!

A true highlight of our trip to Maui! This tour was wonderful! The crew was beyond friendly & helpful, the snorkeling at the crater & additional stop to swim with sea turtles was truly amazing! The food was fabulous too! Would not hesitate to do this tour again!

Photo Gallery

a man wearing sunglasses taking a selfie in a body of water

Sailing Tours in Maui: A Journey through Oceanic Wonders

Welcome to the serene and spectacular landscapes of Maui, a place where the ocean unveils its secrets and the winds whisper tales of the seas. Sailing Tours in Maui are a gateway to a world filled with azure waters, vibrant marine life, and heavenly sunsets. Whether you’re an avid sailor or a marine enthusiast yearning for new experiences, the sailing tours here offer an array of unforgettable adventures.

The Enchanting Beauty of Maui

Maui, the second-largest of the Hawaiian Islands, is a treasure trove of natural beauty and marine wonders. It’s a place where the mountains meet the sea, creating breathtaking landscapes that leave visitors in awe. The island’s diverse ecosystems and rich cultural heritage make it a sought-after destination for travelers seeking both relaxation and adventure.

The warm tropical climate, coupled with the gentle breezes of the Pacific, provides ideal conditions for sailing. The crystal-clear waters and abundant marine life make every sailing tour a unique experience, allowing visitors to immerse themselves in the enchanting beauty of the ocean.

Embark on Diverse Sailing Adventures

Maui offers a plethora of sailing tours tailored to cater to the diverse preferences of its visitors. Whether it’s the thrill of snorkeling or the tranquility of a sunset cruise, there’s something for everyone.

Maui Snorkeling Tours

Delve into the underwater paradise of Maui with Maui snorkeling tours . Witness the vibrant coral reefs teeming with a myriad of fish species, sea turtles, and other exotic marine creatures. The clear waters offer excellent visibility, ensuring a mesmerizing snorkeling experience.

Guided by experienced instructors, even beginners can safely explore the underwater world and get up close to its inhabitants. The snorkeling spots are carefully chosen to offer the best conditions and marine life sightings, making the tours suitable for both novice and experienced snorkelers.

Sunrise Snorkel Maui

Experience the serene beauty of the ocean at dawn with sunrise snorkel in Maui . As the first rays of the sun light up the sky, the ocean reveals its true colors, offering a unique and tranquil snorkeling experience.

The early morning calm provides ideal conditions for snorkeling, allowing you to explore the reefs in peace, without the crowds. The rising sun enhances the underwater scenery, illuminating the coral formations and marine life in a soft, golden glow. It’s a magical experience that leaves a lasting impression on all who witness it.

Wailea Sunset Cruise

Conclude your day in Maui with a magical Wailea sunset cruise . Sail along the picturesque coastline as the setting sun paints the sky in vibrant shades of orange, pink, and purple. The gentle sea breeze and the soothing sound of the waves create a romantic and relaxing atmosphere, making it a perfect way to end your day.

As you cruise along the calm waters, keep an eye out for dolphins, whales, and other marine life that frequent the area. The panoramic views of the sun setting over the Pacific Ocean are truly mesmerizing, offering ample photo opportunities to capture the moment.

Expert Guidance and Safety

Whether it’s your first time on a sailing tour or you’re a seasoned sailor, the experienced and friendly crews ensure your safety and enjoyment throughout the journey. They share interesting facts and stories about the local marine life and ecosystems, enriching your sailing experience.

All necessary equipment and instructions are provided, ensuring a smooth and enjoyable experience for everyone on board. The crew’s local knowledge and expertise allow them to choose the best spots and routes, maximizing your chances of witnessing the diverse marine life and scenic beauty of Maui.

Conclusion: A Nautical Journey Like No Other

Sailing tours in Maui offer an unparalleled opportunity to explore the pristine waters and witness the vibrant marine life of the island. The diverse range of tours available caters to all preferences and skill levels, ensuring a memorable experience for everyone.

Whether you’re exploring the colorful coral reefs, witnessing the serene beauty of a sunrise, or enjoying the romantic ambiance of a sunset cruise, sailing tours in Maui promise a nautical adventure like no other. So come, set sail, and let the winds guide you through the enchanting waters of Maui, creating memories that will last a lifetime.

Explore the Magic of Molokini Crater Snorkeling

Discover the enchanting world beneath the waves with molokini crater snorkeling , a must-do adventure for anyone visiting Maui. This crescent-shaped, partially submerged volcanic crater offers crystal-clear waters, vibrant coral reefs, and a plethora of marine life, making it an ideal destination for snorkelers of all levels.

Why Molokini Crater is Unique

Molokini Crater, a protected marine conservation area, is renowned for its exceptional water clarity, with visibility often exceeding 100 feet. The crater’s unique geography creates a natural sanctuary for hundreds of fish species, many of which are endemic to Hawaii. From the colorful parrotfish to the elusive octopus, Molokini offers an underwater spectacle that is second to none.

What to Expect When Snorkeling at Molokini

When you embark on a molokini snorkeling adventure, you’re in for an experience of a lifetime. The crater’s calm and clear waters make it perfect for beginners, while the diverse marine life and underwater terrain offer plenty to explore for the more experienced snorkeler.

Preparing for Your Snorkeling Trip

Before you dive into the waters of Molokini, it’s important to prepare. Make sure to choose a reputable snorkeling tour that prioritizes safety and environmental conservation. Additionally, familiarize yourself with Maui snorkeling techniques and equipment to ensure a comfortable and enjoyable experience.

Environmental Conservation Efforts

Preserving the natural beauty of Molokini Crater is a top priority. As visitors, it’s our responsibility to respect and protect this delicate ecosystem. By choosing eco-friendly tours and adhering to conservation guidelines, we can help ensure that Molokini remains a pristine snorkeling destination for generations to come.

Additional Snorkeling Spots Around Maui

While Molokini Crater is a jewel in Maui’s crown, the island offers numerous other snorkeling spots worth exploring. From the vibrant coral gardens of snorkeling in Maui to the serene waters of Kapalua Bay, each location offers its own unique charm and marine life.

As you plan your snorkeling in Maui adventure, remember that the island’s beauty extends beyond its beaches. The rich cultural heritage, lush landscapes, and warm Aloha spirit make every visit to Maui an unforgettable journey.

Embarking on a Molokini Crater snorkeling trip not only offers an opportunity to explore one of the world’s most exceptional underwater environments but also invites you to become part of a community dedicated to preserving the beauty and diversity of Maui’s marine life. Dive in and discover the magic that lies beneath the surface.

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Deluxe calypso sunset dinner cruise.

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$ 139.95

Join the crew of Calypso Catamaran, Maui’s newest catamaran, for a fun and relaxed cruise over the blue Pacific Ocean, while enjoying a delicious dinner and catching the beauty of a Hawaii sunset from the waters. This incredible sunset dinner cruise features popular island-style tunes, your choice of five delicious entrees, two cocktails, unlimited non-alcoholic drinks, views of Maui, Molokini, Lanai, and much, much more!

Adult-Prime Rib (Ages 13 & up) $139.95 (Reg $149.95) + tax/fees

Adult-Baby Back Ribs (Ages 13 & up) $139.95 (Reg $149.95) + tax/fees

Adult-Chicken (Ages 13 & up) $139.95 (Reg $149.95) + tax/fees

Adult-Fish (Ages 13 & up) $139.95 (Reg $149.95) + tax/fees

Adult-Vegetarian (Ages 13 & up) $139.95 (Reg $149.95) + tax/fees

Child-Prime Rib (Ages 4-12) $109.95 (Reg $109.95) + tax/fees

Child-Baby Back Ribs (Ages 4-12) $109.95 (Reg $109.95) + tax/fees

Child-Chicken (Ages 4-12) $109.95 (Reg $109.95) + tax/fees

Child-Fish (Ages 4-12) $109.95 (Reg $109.95) + tax/fees

Child-Vegetarian (Ages 4-12) $109.95 (Reg $109.95) + tax/fees

Small Child (Ages 3 & under) NO MEAL FREE!! (No Meal)

Please ADD any food allergies and/or restrictions (Vegan, Gluten-Free, etc.). If none, please add “NONE”

All bookings are subject to our Terms and Conditions.

Deluxe Calypso Dinner Cruise Highlights

  • Smooth ride aboard Calypso, Maui’s largest catamaran
  • Incredible sunset views
  • Choose from a selection of five (5) delicious entrees
  • Prime Rib, Chicken, Fish, Baby Back Ribs, or Vegetarian entrees
  • Includes two (2) cocktails & unlimited non-alcoholic beverages
  • Popular island tunes
  • Departs from Maalaea Harbor
  • Whale Watching (in season)
  • Pricing & Important Information
  • Tour Details & Menu
  • Location Map
  • Cancellation & Refund Policy

Adults: $139.95 (Reg $149.95) + tax/feed = $148.35 Children (Ages 4-12): $109.95 (Reg $119.95) + tax/fees = $116.55 Infant (Ages 3 & under): FREE (One per Paying Adult – Additional Small Children pay Child Rate)

*** Total Savings after Tax/Fees when comparing our price with the vendor’s (subject to change without notice) **Gratuity is NOT included. Please be generous to your crew & captain.

Location: Maalaea Harbor, slip 76-78 Days: Daily Checkin Time: Varies   Departure Time: Varies **Cruise times change according to sunset times. Please refer to your voucher for the exact check-in and start time for your dinner cruise. Duration: 2 hours Parking: Available for a fee at Maalaea Harbor. Bring cash or a credit card to pre-pay your parking.

What to bring or wear: Wear comfortable clothing.  We recommend bringing sunglasses, a camera, a light cover-up, and cash for crew gratuity.

As you board Calypso, Maui’s newest and super sleek catamaran, you will see why it has what is considered one of Maui’s most popular sunset cruises. Calypso is the only dinner cruise on Maui offering five delicious entree options. Also included are 2 cocktails (mixed drinks, beer & wine) and unlimited non-alcoholic beverages.

Please select one of the following options when placing your order:

* Rosemary Garlic Roasted Prime Rib –  Hand-carved to order by the onboard chef, served with horseradish, au jus & other condiments available. * Local Fresh Island Fish (Mahi-Mahi or Ono) – Delicious local island fish served with fresh lemon, & savory Caper Beurre Blanc sauce. * BBQ Roasted Chicken Thigh Leg Combination * Kiawe Smoked Baby Back Ribs • Vegetarian Entree –  Penne Pasta with Fresh Thai Basil Marinara

All Options Include Rice, Caesar salad with Parmesan cheese and cracked pepper, a Vegetable Medley, and Fresh dinner rolls with butter.

Dessert – Choice of Chocolate Cake OR New York Cheesecake

IMPORTANT:  Dietary Restrictions: Vegetarian and gluten-free meals can be available only upon request when placing your order 

DRINKS Your cruise includes unlimited sodas, juice, coffee,  bottled water, and the following cocktails (Two (2) per adult):

* Mai Tai : Light + Dark Rum, Guava, Pineapple & Splash of Cranberry. • Pina Colada : Light Rum, Coconut, Pineapple, Splash of Dark Rum. *Served on the rocks* • Margarita : Silver Tequila, Sweet & Sour, Splash of Orange Juice. *Served on the rocks* • Dark ‘N’ Stormy : Dark Rum, Ginger Ale & Splash of Bitters. • Tequila Sunrise : Silver Tequila, Orange Juice & Cranberry. • Vodka Soda Spritz: Vodka, Soda Water, Spritz of Your Choice (Guava or Pineapple). • Local Beers : Maui Brew Co. “Bikini Blonde” & Maui Brew Co. “Big Swell IPA.” • Wine : Chardonnay & Cabernet.

Calypso - Maalaea Harbor, slip 76-78

***48-Hour Cancellation Policy***

To cancel your tour please call us at 808-707-7260. Our agents are available Monday through Saturday between the hours of 8:30 am and 4 pm H.S.T.  This activity requires that cancellations be made at least 48 hours before your tour’s start time so they may authorize a full refund. If you call outside our agent hours, please leave us a message or TEXT US. We check for voicemails and texts regularly, and will process your request as soon as possible.

**Refunds on cancellations made via voicemail, email or text can only be confirmed once an agent process it with the vendor(s).**

Refunds will not be issued on: *  NO-SHOWS * LATE ARRIVALS – Please make sure to verify travel time to your activity

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Customer reviews, related activities, surf cycling hawaii’s water bike tour $ 109.95, hawaii ocean rafting special whale watch lahaina (1.5-hr) $ 57.95, deluxe maui snorkel tours: discover molokini crater with sail maui $ 174.95, lani kai ii deluxe molokini & turtle town snorkeling $ 175.95, mahalo tours hana local style – (8 pax) $ 227.95, sail maui maalaea sunset sailing experience $ 88.95, ali’i nui deluxe molokini-turtle snorkel & sail $ 259.00.

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Premier Snorkel Sail

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West Maui Adventure Snorkel Sail

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TURTLE REEF AFTERNOON SNORKEL

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Holo Holo Sunset Cocktail Sail

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Ka'anapali Sunset Dinner Sail

Two couples enjoying a scenic sail and dinner together

4th of July Sail

Two Teralani boats peacefully sailing on the open sea

Premium Whale Watch

Thrilling main mid-day whale watch adventure with breathtaking views of majestic whales in the ocean

Classic Whale Watch

An up-close encounter with magnificent whales at sea

Discount Whale Watch

incredible marine giants in their natural habitat.

DOLPHIN WATCH

the sunlight sparkles on the ocean waves, enhancing the dolphins' energetic performance

KA'ANAPALI SURF CLUB

A bright yellow kayak rests on the sandy shore beside the calm, blue sea

AQUALANI WATERSPORTS WAILEA

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HOLO HOLO SUNSET COCKTAIL SAIL

Secure your spot today, trip features.

Experience the ultimate getaway from the bustling Ka’anapali shores as you embark on our luxurious sailing catamaran directly from Ka’anapali Beach. Leave the world behind and step into a world of relaxation and luxury. Upon boarding, our team will greet you with signature cocktails, perfectly crafted to tantalize your taste buds. Our attentive crew will pamper you with delectable, passed appetizers, carefully crafted by local chefs and fresh ingredients. This intimate journey promises to create cherished memories that will linger long after the setting sun.

DEPARTURE TIME

(Feb.1 – Apr 15 departure time is 4:30pm) (Apr.16 – Aug 31 departure time is 5:00pm) (Sept.1 – Sept 30 departure time is 4:30pm) (Oct. 1 – Jan 31 departure time is 4:00pm)

Our Adult menu features our very own “Teralani Sunset Cocktail”, White Wine, Sparkling Rose, Beer on tap, and Local favorite “Humpback Lager” from Hilo Brewing Company, Mai Tai, Vodka, Rum and Mixers. Non-alcoholic options include assorted 100% cane sugar Soda, Tropical Juices and filtered water. Please have all guests 21 and over bring a valid picture ID.

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cheap sunset cruise maui

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Activities on Maui

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cheap sunset cruise maui

Evenings in Paradise

When the sun sets in Maui, the fun is just getting started. You can discover amazing magic in Lāhainā, relax with a sunset dinner cruise, or see dramatic dance and music at Maui Theatre.

And you shouldn’t leave the islands without seeing the Wailele Polynesian Lūau. This authentic cultural experience includes a superb Hawaiian buffet-style meal and free flow of drinks all evening. The breathtaking finale is none other than Maui’s own fire-knife dancers.

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cheap sunset cruise maui

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cheap sunset cruise maui

Sunset Dinner Cruise

Enjoy a tableside dinner, dancing, and spectacular sunset aboard one of Maui’s largest cruising yachts, the 118-foot Maui …

Feast at Lele

Feast at Lele

Join us for an intimate, unique, and sophisticated evening complete with a mai tai greeting, fresh flower lei, …

Wailele Luau

Wailele Lū‘au

Tropical gardens, tiki torches, and a superb buffet-style Hawaiian meal create an authentic setting for this three-hour dinner …

Wailele Luau

The Old Lāhainā Lū‘au

Experience the history of the Polynesian migration, followed by the ancient hula, in this traditional …

cheap sunset cruise maui

IMAGES

  1. The 5 Best Maui Sunset Dinner Cruises [2024 Reviews]

    cheap sunset cruise maui

  2. Try Sea Maui's New Premium Sunset Dinner Cruise

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  3. Sunset Dinner Cruise Aboard Calypso Serving Prime Rib or Mahi-Mahi

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  4. The 10 Best Sunset Dinner Cruises in Maui

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  5. Trilogy Sunset Dinner Sail Review

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  6. Premium Sunset Cocktail Cruise from Ka’anapali Beach Maui

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COMMENTS

  1. THE TOP 10 Maui Sunset Cruises (w/Prices)

    Likely to Sell Out. Maui Nui Luau at the Sheraton Maui Resort & Spa. 1,069. At this oceanfront, Kaanapali luau on the island of Maui, feel the rhythmic beat of the drums as the sun sinks low in the sky, and experience the magic of Polynesian dance as tiki torches flicker in the night.

  2. Maui Sunset Cruises| Discount Specials Sunset Cruises

    Maui Sunset Hawaiian Cruise. Alii Sunset Cruise Number One On Maui As the gentle glow of Maui's signature sunset settles over the horizon, toast to the day's end aboard a one-of-a-kind luxury catamaran that. Tuesday and Thursday. 2 hours total. $ 239.00.

  3. Maui Sunset Sails

    KA'ANAPALI SUNSET DINNER SAIL. DATES: Daily. DEPARTURE: Daily - check in 30 mins. prior to departure time. LENGTH: 2.5 HOURS. Embark on luxury with Teralani sailing and indulge in an unforgettable dinner at sea. Leave the loud, crowded restaurants of Ka'anapali behind as you step into a world of relaxation and luxury.

  4. Original Sunset Cruise with Open Bar from Ka'anapali Beach

    2435 Kaanapali Pkwy. 2435 Kaanapali Pkwy, Lahaina, HI 96761, USA. Please check in 30 minutes prior to departure at the Sea Maui kiosk located between Leilani's & Hula Grill on the beach walk at Whaler's Village. We validate 4 free hours at Whaler's Village parking structure.

  5. 8 Best Maui Sunset Cruises For a Great Night Out

    If you prefer to keep your luau and your sunset sail separate, we have a list of the best luaus on Maui. Book the Sunset Luau Cruise. Sail Maui leaving from Lahaina Harbor. 3. Catamaran Sunset Sail. Spend 2.5 hours aboard this 48 passenger, 65' catamaran, with plenty of room to spread out.

  6. Deluxe Kaanapali Sunset Sail

    2605 Ka'anapali Pkwy. Lahaina,HI 9676. Parking is available at the Sheraton Maui for $15. Guests also have the option to park at Whalers Village. Trilogy will not validate your parking pass at Whalers. *On days when beach loading is not possible due to large surf, we will depart from Maalaea Harbor.

  7. Maui Sunset Sailing: Sail Ocean Spirit

    3 Hours. Lunch. Beverages. Book Now Call To Book. $113.71 $149.95. (Early Bird Special, Save 25%!) Sail Maui waters onboard our luxury sailing catamaran, Ocean Spirit. This eco-friendly vessel offers maximum space and comfort. Book your adventure today!

  8. Maui Sunset Cocktail Cruise

    This cruise departs directly from Ka'anapali beach. Check-in times vary throughout the year, please see your confirmation email to confirm your time. This trip returns to the beach just after sunset. Includes Whale Watching Dec 15th - April 15th. Sunsets at sea, viewed from Sea Maui are spectacular and during our winter months, our sunset ...

  9. Original Sunset Cruise with Open Bar from Ka'anapali Beach

    Maui Sunset Luau Dinner Cruise from Ma'alaea Harbor aboard Pride of Maui. 495. from $148.70. Maui, Hawaii. Sunset Sail off the coast of Ka'anapali Beach, Maui. 3. from $150.10. Maui, Hawaii. Lanai Snorkeling Half Day with Sea Scooter.

  10. Maui Sunset Dinner Cruise from Ma'alaea Harbor

    ENJOY A SUNSET DINNER CRUISE IN MAUI! This stable, comfortable, triple-deck catamaran leaves from centrally-located Ma'alaea Harbor. Come aboard this relaxing two-hour excursion, which gives you time to enjoy a delicious meal, explore the incredible craft, listen to great island-style music, and watch the sun go down from your place on top of the waves!

  11. Maui Sunset Cruises

    2 Hours • All Ages • Sail into Maui's amazing sunset! Enjoy Live Polynesian / Hawaiian Entertainment & an Authentic Hawaiian Dinner, while sailing the beautiful coast! 3 Hour Sunset Snorkeling + LIVE DJ + Maui Boat Party. BYOB. Snorkeling gear is provided for free during the cruise. Changing an Existing Reservation?

  12. Hawaii Nautical

    Hawaii Nautical - Luxury Sunset Cruise. Escape the crowds on this intimate Maui sunset cruise. Limited to just 6 guests, you'll be whisked away on the powerboat Amore and cruise past Molokini Crater. Relax on board and enjoy the island views you can only get at sea. With this sunset cruise you also have the option to make it a private tour by ...

  13. Sunset Sailing Tour

    Soak In The Golden Hour On A Wailea Sunset Cruise. There's nothing quite like a Maui sunset, with Molokini silhouetted on the horizon and the presence of friends and loved ones and the best crew on Maui taking care of your every need. Kai Kanani's Adventure Sunset Sail is a two-hour sail featuring live music, a stellar menu from Wailea's ...

  14. Sunset Cocktail Cruise on Maui

    What's included in our Sunset Cocktail Cruise on Maui. Raise your glass and cheer for a unique sunset experience in paradise with Sea Maui. We offer two exclusive sunset sail's daily that provide various availability than other boat cruises. Enjoy a premium bar with local craft beers and handcrafted premium cocktails during the entire ...

  15. Maui Sailing

    Hawaii Discount offers the best Maui Sunset Cruises, Maui Cocktail Cruises and Maui Dinner Cruises. Home; Activities; Tours; Luaus; Oahu; Maui; Kauai; Big Island; Groups; About Us; Blog; Contact Us; Discount Hawaii Activities & Tours Make Your Vacation Extraordinary (Toll Free) 1-866-482-9775 (Local) 808-892-2082. Activities. Dinner Cruises;

  16. Sunset Champagne Cruise Kai Kanani Maui

    Sunset Champagne Cruise Maui. The Kai Kanani begins their Sunset Champagne cruise trip from Makena. Less wind than Maalaea Sunset Cruises. Luxurious sixty five foot sailing yacht, custom built for your comfort. Heavy appetizers, and Champagne… as you sail across the deep blue sea! Experience the ultimate romantic excursion on a sunset sail!

  17. Kai Kanani

    View All Tours. The Kai Kanani II is the only commercial catamaran that lives in South Maui, moored off of Maluaka Beach in Makena. Seven days-a-week, she takes passengers on the short cruise out to Molokini Crater, just 3 miles away, to swim and play in the clearest water in all of Hawaii. Five nights-a-week, the Kai Kanani II raises her sails ...

  18. Deluxe Calypso Sunset Dinner Cruise

    Regular Price: Reg $149.95. $139.95. Add to wishlist. Join the crew of Calypso Catamaran, Maui's newest catamaran, for a fun and relaxed cruise over the blue Pacific Ocean, while enjoying a delicious dinner and catching the beauty of a Hawaii sunset from the waters. This incredible sunset dinner cruise features popular island-style tunes ...

  19. Maui's Holo Holo Sunset Cocktail Sail

    Our Adult menu features our very own "Teralani Sunset Cocktail", White Wine, Sparkling Rose, Beer on tap, and Local favorite "Humpback Lager" from Hilo Brewing Company, Mai Tai, Vodka, Rum and Mixers. Non-alcoholic options include assorted 100% cane sugar Soda, Tropical Juices and filtered water. Please have all guests 21 and over bring ...

  20. entertainment

    Sunset Dinner Cruise. Enjoy a tableside dinner, dancing, and spectacular sunset aboard one of Maui's largest cruising yachts, the 118-foot Maui … learn more. Feast at Lele. Join us for an intimate, unique, and sophisticated evening complete with a mai tai greeting, fresh flower lei, … learn more. Wailele Lū'au

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