Hawaii · SUNSET CRUISES

The 15 Best Sunset Cruises in Hawaii

41 tours  ·  from $44 a head

The leeward coasts get the sunset and the flat water at the same hour. These 15 sailings are priced and timed, with a note on which serve a real dinner and which hand you a plastic cup.

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - Meeting the Moana Catamaran at Kewalo Basin Harbor
Cruises & Boat Tours, Sailing, Sailing in Oahu, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews, Tours in Oahu

Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

1.Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Our pick

Spend about two hours sailing from Kewalo Basin Harbor past Waikiki and Diamond Head on the Moana Catamaran, a Hawaii-built boat with an experienced crew. Your first premium drink is included, with more available for $8. Arrive early, bring a light sweater, and remember this is a barefoot sail.

“Crew was great. Experience was great. Some good wind made for a good sail. Even saw two whales. One breached nicely.”

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Big Island GOAT Experience: Mauna Kea Summit, Sunset & Stars - The long ride up in a 4x4 van
Stargazing & Mauna Kea Tours, Sunset Cruises, Sunset Cruises in the Big Island, Tour Reviews, Tours in the Big Island

Big Island GOAT Experience: Mauna Kea Summit, Sunset & Stars

2.Big Island GOAT Experience: Mauna Kea Summit, Sunset & Stars

★★★★★★★★★★5.0 · 1,706 reviews · 7 to 8 hours (approx.) · from $289

Ride a 4x4 van from Hilo, Waikoloa, or Kona to Mauna Kea’s 13,796-foot summit for sunset, then stargaze at lower elevation. Your small group gets warm jackets, gloves, snacks, hot drinks, guide-led astronomy, a telescope viewing, and a professional night photo. Guides such as Tay, Kella, John, and Chris share Hawaiian stories and sky lore.

“It's an amazing experience being at that height! Once in a lifetime for me. We got some great photos that have impressed are friends and family. Our guide, Tay, was great. The stargazing portion was really cool. The best view of the stars I have ever had.”

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Deluxe Na Pali Sunset Tour on the Lucky Lady - Boarding the Lucky Lady at Port Allen
Sunset Cruises, Tour Reviews, Tours, Tours in Kauai, Waimea Canyon & Na Pali Coast Tours

Deluxe Na Pali Sunset Tour on the Lucky Lady

3.Deluxe Na Pali Sunset Tour on the Lucky Lady

★★★★★★★★★★4.5 · 1,510 reviews · 5 hours (approx.) · from $222

Board the 60-foot Lucky Lady at Port Allen for a five-hour Na Pali Coast sunset cruise. Captain Evan and other local captains share island history and legends while you watch for whales, dolphins, turtles, waterfalls, and sea caves. Dinner, beer, wine, Mai Tais, soft drinks, restrooms, and open-air viewing are included.

“This 5-hour tour was worth every minute! We were lucky enough to see several humpback whales, a pod of dolphins, and the magnificent Na Pali coastline. A word of advice for future travelers: the water can get rough. Quite a few people, including my son, dealt with seasickness. I highly recommend eating a light meal beforehand and taking motion sickness medication. I cannot praise the crew of the Lucky Lady enough. They were incredibly professional and attentive, constantly checking on guests and tirelessly swapping out buckets for those who weren't feeling well. Big kudos to the entire team for their hard work!”

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Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - The food and open bar are central to the value
Cruises & Boat Tours, Sunset Cruises, Sunset Cruises in Maui, Tour Reviews, Tours in Maui

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

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

★★★★★★★★★★5.0 · 1,422 reviews · 2 hours (approx.) · from $127

Sail from Ka’anapali Beach for about two hours with unlimited cocktails, non-alcoholic drinks, and hearty pupus. The barefoot catamaran carries up to 48 people and may spot whales from December 15 through April 15. Expect live music on some Tuesdays and Thursdays, beach boarding, and possible spray on the way out.

“It was a great ride with amazing views of the sunset, but also WHALES! We saw more whales on this trip than we did on our whale watching tour. The people were great and the drinks were delicious. It was a relaxing night. Would schedule again.”

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Honolulu: Three Star Deluxe Sunset Dinner Cruise and Show - The sunset view toward Diamond Head
Cruises & Boat Tours, Dining Experiences, Dinner Cruises, Dinner Experiences, Luaus & Shows, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews, Tours in Oahu

Honolulu: Three Star Deluxe Sunset Dinner Cruise and Show

5.Three Star Deluxe Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 1,204 reviews · 2 hours (approx.) · from $193

Sail from Honolulu’s Pier 81 on the Star of Honolulu for a sunset over Diamond Head, a five-course dinner with lobster and steak, live jazz, Hawaiian performances, and two premium drinks. The cruise lasts about two hours, or three hours on Fridays, with optional hotel pickup from select Waikiki locations.

“Most amazing experience EVERRR!! Music was Excellent!! And the food first class! The only thing is it was not clear for my Uber driver to find because it said Pier 8, and it was actually pure one. So he was gonna drop us off at the wrong place. So on your side, you should clarify the exact place or pier.”

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Kauai: Na Pali Sunset & Sightsee Boat Tour - Sea Caves, Spray, and Motion Sickness
Cruises & Boat Tours, Sunset Cruises, Tour Reviews, Tours, Tours in Kauai, Waimea Canyon & Na Pali Coast Tours

Kauai: Na Pali Sunset & Sightsee Boat Tour

6.Na Pali Sunset & Sightsee Boat Tour

★★★★★★★★★★4.5 · 1,168 reviews · 4 to 5 hours (approx.) · from $263

Cruise 17 miles along Kauai’s Na Pali Coast aboard a power catamaran with guides such as Captain Nate, Captain K, and Captain Jess. Expect sea-cliff views, caves, possible whales and dolphins, a Hawaiian dinner, drinks, island stories, and sunset. The boat carries up to 49 people and returns to Port Allen Marina.

“An all around glorious experience with Captain Glenn, Mason and Selma. Easy, informative, friendly - seamless transitions with regard to drinks, meals, conversations, safety announcements. We would return in a heartbeat. Donald and Adelle”

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Sunset Dinner Cruise in Honolulu, Hawaii - Fresh cooking, two main courses, and a practical kids option
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Sunset Dinner Cruise in Honolulu, Hawaii

7.Sunset Dinner Cruise in Honolulu, Hawaii

★★★★★★★★★★4.0 · 1,023 reviews · 2 hours (approx.)

Spend about two hours offshore watching the sun set behind Waikiki and Diamond Head while the onboard chef prepares salad, short ribs or mahi-mahi, and dessert. Soda and water are included, and you may bring your own alcohol for the upper-deck tiki bar. Verify current operation before booking.

“What a beautiful view of the sunset and of Waikiki Beach. The dinner was top notch. The whole crew was friendly.”

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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach - Winter whale watching from Ka’anapali
Cruises & Boat Tours, Dining Experiences, Dinner Cruises, Dinner Experiences, Sunset Cruises, Sunset Cruises in Maui, Tour Reviews, Tours in Maui

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

8.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166

Set out from Ka’anapali Beach aboard Sea Maui’s 65-foot catamaran for a 2.5-hour sunset cruise with a chef-prepared buffet, full open bar, indoor and outdoor seating, and live music on Wednesdays and Saturdays. From December 15 through April 15, the crew also watches for humpback whales. Expect wet feet when boarding from the sand.

“Beautiful sunset cruise. We ate and drank well, and saw many whales. A few breached. The boat’s driver needs to work on his whale approach instincts, and I wish he would cut the engines when close to them.”

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Waikiki Signature Sunset Catamaran Sail - A Sunset Cruise Built Around Diamond Head
Cruises & Boat Tours, Sailing, Sailing in Oahu, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews, Tours in Oahu

Waikiki Signature Sunset Catamaran Sail

9.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Board Hawaii Nautical’s 53-foot catamaran in Honolulu for a 90-minute barefoot sunset cruise along Waikiki toward Diamond Head. You’ll receive a light bento box, two alcoholic drinks, and unlimited nonalcoholic beverages. Crew members such as Chris, Phil, and Keoni have been praised for their friendly service and wildlife tips.

“This sunset sail (with adult beverages) was the best kick-off for our Oahu vacation. Sailing turned travel stress into laid-back bliss. When we get our own catamaran, we will hire this perfect (Joey+Andrea+?) crew!!”

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Sunset and Manta Ray Snorkel Adventure - Why the 50-foot catamaran matters
Manta Ray Night Snorkels, Snorkeling, Snorkeling in the Big Island, Sunset Cruises, Sunset Cruises in the Big Island, Tour Reviews, Tours in the Big Island

Sunset and Manta Ray Snorkel Adventure

10.Sunset and Manta Ray Snorkel Adventure

★★★★★★★★★★5.0 · 843 reviews · 2 hours 15 minutes (approx.) · from $154

Sail the Kona coast aboard a 50-foot catamaran as the sun sets, then hold onto a lighted board while manta rays feed below you. Kona Style supplies snorkel gear, a wetsuit top, drinks, and hot cocoa afterward. Captain Dan and the crew focus on safety, clear instruction, and keeping nervous swimmers comfortable. The boat carries up to 36 people.

“The staff were very friendly and informative . A thorough explanation of what to expect was given by staff . Experience of getting in the water with the manta rays was amazing! The crew was fun and great at what they do! Would recommend choosing Kona Style for your manta ray snorkel experience !”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - Sailing toward Diamond Head
Cruises & Boat Tours, Food, Food & Drink, Sailing, Sailing in Oahu, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews, Tours in Oahu

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

11.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44Best value

Spend about two hours on a 40-foot catamaran sailing from Ala Moana toward Diamond Head and Waikiki. Captain Krash, Captain Carlos, Shannon, Lucy, Holly, and other crew members have hosted this relaxed cruise, sometimes with the friendly dogs Sushi and Mona aboard. Expect sunset views, light pupus, music, and BYOB for guests over 21.

“We left on time , got a cooler to use , Had some snacks and appetizers,fruits and veggies and humus with pita chips , cheese charcuterie and crackers ready right at the beginning of the trip I enjoyed the choice of music that was themed and well picked - 80-it's , 90ies , Abba etc. Love it ! Thanknyou!”

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From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver - Leaving Ma’alaea Harbor for Lanai views
Cruises & Boat Tours, Dining Experiences, Dinner Cruises, Dinner Experiences, Sunset Cruises, Sunset Cruises in Maui, Tour Reviews, Tours in Maui

From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

12.From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 826 reviews · 2 hours (approx.) · from $139

Board the Quicksilver catamaran at Ma’alaea Harbor for a two-hour sunset cruise with table-side service, island-style music, and a three-course dinner. Choose prime rib, mahi-mahi, ribs, chicken, or vegetarian pasta. Two alcoholic drinks are included, and winter sailings may bring humpback whale sightings.

“Great experience as to cruise, music, food and photographer. Only suggestion is send out the email about traffic, parking, etc earlier in the day. Received it at 2pm for a 5pm cruise.”

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Maui Sunset Dinner Cruise - A Hawaiian Hula Experience - The meal: ribs, chicken, and island-style sides
Cruises & Boat Tours, Dining Experiences, Dinner Cruises, Dinner Experiences, Luaus & Shows, Sunset Cruises, Sunset Cruises in Maui, Tour Reviews, Tours in Maui

Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

13.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

★★★★★★★★★★4.5 · 703 reviews · 2 hours (approx.) · from $158

Cruise Maui’s coast aboard the spacious Pride of Maui catamaran for a two-hour sunset outing near Molokini. You’ll get a buffet of ribs, shoyu chicken, vegetables, and coconut sweet potatoes, plus an open bar with microbrewed beer, wine, cocktails, and mocktails. Live Hawaiian slack key music and hula add a real island touch, and winter sailings may include humpback whales.

“This is a great late afternoon excursion. We'll worth the price and during whale watching season added immense pleasure to the trip.”

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BYOB Sunset Cruise off the Waikiki Coast - The route: Waikiki Beach, Diamond Head, and city lights
Cruises & Boat Tours, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews, Tours in Oahu

BYOB Sunset Cruise off the Waikiki Coast

14.BYOB Sunset Cruise off the Waikiki Coast

★★★★★★★★★★5.0 · 694 reviews · 1 hour 30 minutes (approx.) · from $44

Cruise Oahu’s coast for about 90 minutes aboard a boat limited to 40 people. Bring sealed, non-glass drinks, use the onboard cooler and ice, and watch the sunset beside Waikiki Beach and Diamond Head. Crew members, including Captain Hollace and Tanner on some departures, provide snacks, light refreshments, local stories, and photo help.

“The crew was very friendly and accommodating. Very comfortable boat ride, it wasn’t over crowded with people so everyone had a good spot to see the sunset. This is a must do activity when visiting”

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Honolulu: Pacific Star Sunset Dinner Cruise and Show - Sunset views from the 60-foot upper decks
Cruises & Boat Tours, Dining Experiences, Dinner Cruises, Dinner Experiences, Luaus & Shows, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews, Tours in Oahu

Honolulu: Pacific Star Sunset Dinner Cruise and Show

15.Pacific Star Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 633 reviews · 2 hours (approx.) · from $139

Sail from Pier 8 aboard the Star of Honolulu for a two-hour sunset dinner cruise with a Pacific Rim buffet, one Mai Tai, coffee, tea, and live contemporary entertainment. You’ll see Oahu’s coast from wraparound decks, while Friday sailings add an hour and fireworks. Seating, food quality, and views of the show vary by package and table.

“Perfect evening on the water. A great buffet and enterainment was provided. Enjoyed a beautiful sunset and the shore fireworks. Our server Tina was super nice.”

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