Sunset Cruises Hawaii 2026 | Book Maui Tours, Activities & Things to Do with HawaiiActivities.com
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Sunset & Cocktail Cruises

4.69
(435)
Book a Hawaii sunset cruise and watch the sky light up over the Pacific. Compare sunset dinner cruises, cocktail sails, and happy hour boats departing from Oahu, Maui, Kauai, and the Big Island. Browse evening boat tours by price, drink packages, and onboard dining options. Choose from romantic sunset sails for couples, lively party boats for groups, or elegant yacht experiences with live entertainment. Find the best sunset cruise in Hawaii and end the day with stunning ocean views and aloha.
Sunset & Cocktail Cruises
Sunset Dinner Cruises
Set out on a Maui dinner cruise with sunset views, delicious dinners, and tasty cocktails! Choose from Maui sunset cruises departing from Lahaina and Maalaea Harbor, and even if you are in Kaanapali or Kihei, there is a Hawaii dinner cruise for you! Whether you are looking for a fun night with family and friends or a romantic night for two, take your pick from a luxury dining experience on the Calypso, Alii Nui and Trilogy, or a casual dinner cruise aboard the Pride of Maui or Quicksilver.
Sunset Cocktail Cruises
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!
Holiday Cruises
Enjoy spending your holidays in paradise with these special, one-a-year Maui cruises! Set off from Lahaina Harbor or Maalaea Harbor for an unforgettable time on the calm waters of Maui, surrounded by the Pacific Ocean and nearby islands. Enjoy holiday-themed cocktails or food, and celebrate in style on a variety of special occasions including Christmas, New Years, Independence Day, and Halloween!
Private Sunset Cruise
Charter an evening sail from Kaanapali Beach or Maalaea Harbor and cruise the West Maui coastline as the sky lights up at sunset. These 2 to 2.5 hour voyages depart late afternoon, with time to relax on deck before the main show. Open bar, appetizers, and dinner options vary by vessel, with some cruises featuring live Hawaiian music. Dolphins and sea turtles often appear along the way. Browse charters to compare group sizes, onboard amenities, and departure times.

Top-Rated Activities for Maui

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1

Old Lahaina Luau - Maui's Most Authentic Hawaiian Luau Dinner & Show
USD 230.37
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2

4-Hour Small-Group Maui Bottom Fishing Charter from Maalaea - Keep What You Catch!
USD 199.49
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3

Drums of the Pacific Luau with Open Bar at Kaanapali Hyatt Regency Maui
From USD 211.10
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4

Te Au Moana Luau with Dinner, Fire Knife Show & Open Bar at Wailea Marriott Maui
From USD 225.00
21% OFF
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5

Maui All Stars Stargazing Tour & Haleakala National Park Sunset Experience
From USD 235.00
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6

Myths of Maui Royal Lahaina Luau - Open Bar, Polynesian Dance & Fire Knife Show
From USD 196.27
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7

Calypso Deluxe Molokini Crater & Turtle Town Snorkel Tour with Breakfast & Lunch
USD 201.83
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8

Deluxe Molokini & Turtle Snorkel Tour with Breakfast, Lunch & Drinks - Trilogy
USD 247.84
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9

Expeditions Lanai Ferry Boat Ticket from Maui | Round-Trip & One-Way Rides
From USD 69.11
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10

Lanai Island Guided 4x4 SUV Sightseeing Trekker Tour with Maui to Lanai Ferry
USD 302.62
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11

Four Winds Deluxe Molokini Snorkel Tour with Breakfast, Taco Bar Lunch & Drinks
From USD 213.41
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12

Skyline Eco-Adventure - Kaanapali Zipline Adventure with Expert Local Guides
USD 198.90
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13

Maui Private Luxury Snorkel Catamaran Charter with Molokini Option on the Alii Nui & Alii Kai
From USD 3,830.08
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14

Molokini and Turtle Town Snorkel Cruise with Food & Open Bar - Pride of Maui
USD 196.12
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15

Maui Nui Sunset Luau on Kaanapali Beach with Open Bar at Sheraton Resort
From USD 218.00
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16

2-Hour Maui Horseback Riding Tour at Circle M Ranch in Wailuku with Mountain Trails and Ocean Views
From USD 198.95
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17

Discover Lanai Day Trip from Maui, Hulopoe Bay Snorkeling & Sweetheart Rock
USD 333.50
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18

4.5-Hour Morning Snorkel Tour with Breakfast, Lunch & Drinks from Kaanapali
USD 166.94
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19

Hana and Beyond Tour - Rainforest, Waterfall & Black Sand Beach Swim with Lunch
From USD 219.90
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20

Maui Mountain Activities ATV Ride Tour Adventure with Oceanfront Trail
From USD 229.17

Latest reviews of Sunset & Cocktail Cruises

Maui Romantic Sunset Dinner Sail Cruise with Open Bar from Lahaina & Maalaea Harbor with Trilogy

Food and Service was Awesome

2026/06/08 Couples Awesome

Really enjoy the Maui sunset dinner cruise, The staff and food was awesome.

Thank you

Maui Ultimate Luxury Sunset Gourmet Dinner Sail & Open Bar - Alii Kai Catamaran

Unforgettable experience

2026/06/01 Couples Sue S

We thoroughly enjoyed our beautiful Ultimate Sunset Dinner Cruise. We upgraded to the Top Deck experience and highly recommend! There were 6 other lovely couples on this deck. The food was absolutely 5 star! The captain ... more

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2-Hour Kaanapali Sunset Cocktail Cruise with Open Bar & Appetizers - Sea Maui

Beautiful and Peaceful

2026/05/22 Couples Annie

Truly beautiful sunset cruise. The crew was friendly, the ride was perfect for relaxing and soaking in the sights. One of my favorite parts of our entire trip to Hawaii.

Pride of Maui Luau Sunset Dinner Cruise with Open Bar & Polynesian Show

Very lame

2026/04/30 Others Travelooza

Was not worth the price. Food was soap, Polynesian show- a guy playing a guitar and singing that you could hardly hear, hula dancer so mediocre. Not what we expected. Would not have paid over $100

2.5-Hour Sea Maui Sunset Dinner Cruise with Open Bar from Kaanapali Beach

Great Maui sunset cruise

2026/04/26 Couples Mark

We had a great time on our cruise. Great sights and wonderful staff!

Trilogy Deluxe Sunset Cocktail Sail Open Bar & Gourmet Appetizers from Maalaea

Crew was awesome!

2026/04/24 Couples CMP

We felt very welcome and everyone on board was so nice and helpful. Drinks and appetizers were great too! Will definitely do it again next time we go to Maui.

Sunset Cruises Hawaii 2026 | Book Maui Tours, Activities & Things to Do with HawaiiActivities.com
Book a Hawaii sunset cruise and watch the sky light up over the Pacific. Compare sunset dinner cruises, cocktail sails, and happy hour boats departing from Oahu, Maui, Kauai, and the Big Island. Browse evening boat tours by price, drink packages, and onboard dining options. Choose from romantic sunset sails for couples, lively party boats for groups, or elegant yacht experiences with live entertainment. Find the best sunset cruise in Hawaii and end the day with stunning ocean views and aloha.