Sunset Cocktail Cruises | Book Maui Tours, Activities & Things to Do with HawaiiActivities.com
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Sunset Cocktail Cruises

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Go on a Maui sunset cruise, and enjoy tropical cocktails, live music, incredible west Maui views, and celebrate the spirit of aloha while watching a beautiful Hawaiian sunset. Whether you are looking for a romantic evening for two, or a fun night with family and friends, choose from the best sunset cruises on Maui with departures from Lahaina, Kaanapali, and Maalaea. Raise your glass on a booze cruise with Sea Maui and Pride of Maui, or relax on a casual sail with Quicksilver and Trilogy!
Your Guide to Sunset Cocktail Cruises on Maui
There is no better way to end your day on Maui than with a sunset cruise, and soon you will have one of the best times that can be had in Hawaii. Although Maui offers a number of different places where you can go to see the sunset, the best views will always be from the comfort of a smooth sailing catamaran. Departing from Lahaina, Kaanapali, and Maalaea, watch as the sky begins to ignite in a stunning array of colors before the sun dips below the horizon with a brief "green flash". With an array of drinks to choose from, and often times even appetizers, you will have the best sunset experience in Maui aboard a sunset cruise!

What to Expect & Know Before You Go
  • Although Maui is usually nice and warm throughout the year, it can get a bit chilly on sunset cruises once the sun has set so you will want to bring a light jacket or sweater.
  • Some boats are considered "barefoot" and your shoes will be collected at the time of boarding, and it is always recommended that if you do wear shoes on a boat, that you choose footwear that is flat or with low heels. You never know when the ocean will get a little bumpy!
  • While there is no dress code, many guests use this opportunity to wear aloha attire on Maui sails and cruises, and casual resort attire is a great option as well.
  • There are a wide variety of restaurants around many of the cruise departure locations, and you can plan on having dinner before or after your Maui cocktail cruise.
  • Sunset cruises on sailing catamarans will usually have a lounging net where you can sit and relax during the cruise. This area is considered a "splash zone" so please be aware that you might get wet when seated on the net.
  • Hold on tight! When you are cruising, keep on hand on the boat at all times to make sure you don’t slip and fall.
  • Since many of the sunset cruises on Maui offer open bars, you will want to have a designated driver in your group, or utilize a taxi/ride share to get to and from your tour.
  • It is customary to give the captain and crew a gratuity if you feel they did an excellent job, and cash tips are always appreciated.

How to Get to an Maui Sunset Cocktail Cruise
Cocktail cruises on Maui depart from Lahaina, Kaanapali, and Maalaea, and depending on where you are staying on the island, the check-in location could be anywhere from a quick walk from your hotel to an hour long drive.

As most sunset cruises on Maui do not offer transportation, you will want to have a rental care available to drive, or choose an option that departs within walking distance or a reasonable ride share or taxi ride.



Frequently Asked Questions
Q: How long is the sunset cruise on Maui?
A: Most Hawaii sunset cocktail cruises range from one to two hours in duration.

Q: What kind of drinks are served on Maui sunset cruises?
A: Although the exact drinks served will vary depending on the boat, each cruise will often serve a variety of drinks like mai tais, pina coladas, margaritas, beer, wine, and signature cocktails as well.

Q: Are Maui sunset cruises family-friendly?
A: Many of the cruises are family-friendly and welcome guests of all ages.

Q: Is food served on Maui sunset cocktail cruises?
A: All of the sunset cruises in Maui serve appetizers or snacks, and there are also a number of different restaurants available around the departure areas so you can always eat before or after the cruise

Q: How much should you tip on a sunset cruise on Maui?
A: It is customary to give 20% of your tour total to the captain and crew. If your total was $100, $20 to the crew is a good amount.

Q: What is the most affordable Maui sunset cruise?
A: All of the sunset cocktail sails on Maui are similarly priced, and will fit into almost any Hawaiian holiday budget.

Q: What is the best cruise on Maui?
A: HawaiiActivities.com offers the best Maui sunset cruises in Hawaii, and each one we offered has been hand selected by our staff of local experts.

Top-Rated Activities for Maui

Latest reviews of Sunset Cocktail Cruises

Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy

So good we booked another!

2024/02/09 Couples Dave Luscombe

Fun, relaxing time. The crew were all so good and quick with a drink and a joke. We had such a great time we booked another four next week. Saw whales and a perfect sunset.

Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy

A perfect evening!

2023/11/25 Couples Karen

Nick and his crew made the experience so much more than we expected. The cocktails we supreme and they ensured our glasses were never empty. The photographer did a fantastic job.

Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy

Gorgeous Sail

2023/10/22 Couples Rebecca S

Crew and boat were amazing! Perfect relaxing evening sail with great appetizers and delicious cocktails. Captain had wonderful stories about the history of the area. Definitely recommend this trip for all!

Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy

Beautiful!

2023/10/01 Couples Mary T

We took the Sunset Sail on the Trilogy I from Maalaea Harbor. The crew was fantastic. Captain Carrie is a wonderful human! We all felt very welcome & the crew couldn't have been more sweet. The drinks were flowing & th... more

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Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy

Amazing views, fun crew and great drinks!

2023/08/09 Couples Annette

The crew on the cruise were super fun and made sure to engage with everyone. The cocktails were fantastic and were served quickly. The food was good, a plate of appetizers was served to each guest, so not a choice if the... more

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Maui Cocktail Sunset Sail with Premium Open Bar & Gourmet Appetizers - Trilogy

Sunset cruise

2023/07/26 Families Denise

My husband and I did the sunset sail with my sister and brother in law and we all had such a great time! The crew were fabulous, very attentive and the photographer took great pictures and we bought them, I highly reco... more

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Sunset Cocktail Cruises | Book Maui Tours, Activities & Things to Do with HawaiiActivities.com
Go on a Maui sunset cruise, and enjoy tropical cocktails, live music, incredible west Maui views, and celebrate the spirit of aloha while watching a beautiful Hawaiian sunset. Whether you are looking for a romantic evening for two, or a fun night with family and friends, choose from the best sunset cruises on Maui with departures from Lahaina, Kaanapali, and Maalaea. Raise your glass on a booze cruise with Sea Maui and Pride of Maui, or relax on a casual sail with Quicksilver and Trilogy!