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Sunset Sails & Cruises

Sunset Sails & Cruises on Oahu

There are 25 products in this category that range in price from $37.81 to $600.00.


Oahu sunset sails or sunset cruises provide some of the most relaxing and romantic sunset sails in Hawaii.



Oahu cruise sunset sails are usually just a couple hours in length and occur during the most beautiful two hours of the day. This is a time of the day to unwind and relax with a cocktail in hand and share in the day's adventures. Many people love to enjoy an Oahu sunset sail in the late afternoon as a preparation for a nice meal at a restaurant afterwards and the timing for this is perfect allowing for reservations at a restaurant at about 8 pm.

Sunset sails have always been a favorite in Oahu particularly out of Waikiki or Honolulu. Your sunset sail sets the tone for the evening to follow and Waikiki is such a busy and happening evening location that the sunset sail will dove-tail just perfectly with whatever event my come next. Another reason Waikiki is so popular for its sunset sails is the traditional Friday night fireworks display which occurs just after sunset and is great to see from the ocean looking back at the city from your sunset cruise.

Your choice of sunset sails and sunset cruises on Oahu is quite wide and there are any one of a number of sunset cruises and types of venues and programs to choose from.

  • Most sunset cruises leave from Waikiki or Honolulu but we also have sunset sails departing from the Ko'Olina Resort Marina and from the North Shore at Haleiwa.

  • The size of your Oahu cruise sunset sail could be as few as just the two of you or could be with literally hundreds of others in a big sunset cruise party atmosphere.

  • Many Oahu sunset sails are referred to as a "booze cruise" and are just great for party time.

  • A close cousin to the Oahu sunset cruise is the Oahu dinner cruise, the difference being that instead of just serving "pupus" on the sunset sails they serve a full dinner on the dinner cruises.

You will be glad you arranged your evening sunset cruise entertainment off the coast of Waikiki and Diamond Head with its colorful sunsets and beautiful views of the Honolulu shoreline. A more romantic evening activity than a sunset sail will be hard to find.


We sell tickets to 25 items in the category Sunset Sails & Cruises on Oahu.

View the complete list below or use our Activity Finder to narrow down your options.

Displaying 25 of 25 Results

$79.00
(2 Reviews, 5 Stars)

There's nothing like a Hawaiian sunset, and nothing beats seeing a sunset from sea. During this trip you will enjoy a scenic cruise from the Hilton Pier south towards Diamond Head. Normally the captain…

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$64.90
(2 Reviews, 5 Stars)

The North Shore of Oahu has more whale sightings than any other location on Oahu. Last season there were over 700 sightings and two double breeches in the Haleiwa Harbor Channel. Between December and…

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$47.90
(2 Reviews, 5 Stars)

The beauty of a Hawaiian sunset can never be enjoyed more than when you are out on the ocean. Experience a majestic Hawaiian sunset aboard this peaceful island cruise. Feel the indescribable evening ocean…

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$55.90
(1 Review, 5 Stars)

Cruise along the picturesque North Shore to the Waimea Bay area. Feel free to bring your own alcoholic beverages.

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$71.78
(1 Review, 5 Stars)

Enjoy the Pacific Star's buffet dinner with one welcome mai tai drink in the midst of a beautiful ever changing tropical backdrop filled with continuous enchantment that includes a welcome hula and…

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$37.81
(12 Reviews, 4.9 Stars)

You'll board barefoot from Waikiki Beach and then sail into the sunset. This romantic journey offers golden views of Diamond Head, Waikiki and Honolulu's cityscape as the sun paints the sky and…

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$73.34
(2 Reviews, 4.5 Stars)

Honolulu city lights and a sunset dinner. Escape and relax. Enjoy a sunset sail and open air dining on a beautiful catamaran. Watch the setting sun reflect off the Honolulu skyline and the famed Diamond…

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$113.64
(3 Reviews, 4 Stars)

A champagne toast starts your three star sunset dinner and show aboard the Star of Honolulu. Feast on a 5-course whole Main lobster and tenderloin steak dinner complete with premium beverages. Four decks…

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$38.83
(1 Review, 4 Stars)

Shimmering water and twinkling lights make up the scenery as you glide across the deep blue sea with the mahina (moon) guiding the way. Enjoy a 90 minute sail, complete with an open bar, a spectacular…

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$84.16
(4 Reviews, 3.8 Stars)

Enjoy casual elegance after a welcome aboard mai tai and explore four panoramic decks for breathtaking views of the Hawaiian sunset and coastline. Dine on all you can eat crab and sirloin steak dinner.…

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$600.00

Get a private or shared charter for an evening out on the water to view the sunset and the Friday night fireworks display. Please note that because of the limited availability, there are no refunds available…

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$175.00

The sailing yacht Ko Nau Lani, built for 80 passengers, becomes an exclusive dinner cruise for a maximum of 20 people! The attire is at your own discretion (leisure and resort casual is what most people…

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$135.00

Set sail from Waikiki Beach onboard the 54 foot catamaran Spirit of Aloha to view the fireworks and eat dinner at sea. During the cruise you will be served an array of gourmet, fresh selections. The menu…

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$135.00

Come enjoy some time on the water and get great views of the fireworks while enjoying food and drinks. There is an array of gourmet, fresh selections, a fusion of the best Hawaiian, Asia -Pacific and Continental…

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$114.90

Take in the sights, snorkel and catch a beautiful Hawaiian sunset. Travel 40 to 50 miles round trip, going all the way to beautiful Makua Valley, Yokohama Beach and even Ka'ena Point. Enjoy an hour…

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$166.63

The ultimate in luxury and romance for special occasions. Be pampered at the exclusive Captain's welcome reception on the top deck with a champagne greeting. Also enjoy a seasonally inspired 7 course…

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$82.63

Friday night is a wonderful time for a 2.5 hour cruise to enjoy a beautiful fireworks display, dinner and drinks. Enjoy views of the Honolulu and Waikiki skyline, Ko'olau Mountains and Diamond Head.

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$92.90

Go out on a fireworks cruise with Paradise Watersports!

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$136.90

Where else would be better to watch fireworks? Watch as the incredible Hawaiian sunset paints color and vibrancy across the sky, the ocean and the lush green mountains. Relax and marvel as the city lights…

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$118.79

Take in the sights, snorkel and catch a beautiful Hawaiian sunset. Travel 40 to 50 miles round trip, going all the way to beautiful Makua Valley, Yokohama Beach and even Ka'ena Point. Enjoy an hour…

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$79.00

This sunset sail departs from the Wai'anae Harbor on the west side of the island. Enjoy appetizers and drinks as you watch the beautiful sunset. Whale watch season December - April.

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$79.00

Enjoy a scenic cruise south toward Diamond Head, catch the moment the sun slips below the horizon and feast on some delicious appetizers and drinks. You may even see the green flash.

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$56.90 - $58.86

Sunset, stargazing and full moon cruise. These trips are usually available two nights out of each month, most of the year. Tour is run in lieu of the traditional sunset cruise. Dates are determined by…

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$49.00

Join in for an unforgettable fireworks show along the Waikiki shoreline.

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$42.90

Friday night is fireworks night on Oahu, and seeing it from the water on the Holokai is a real treat! You are invited to enjoy a lovely evening under the stars and moonlight while watching a spectacular…

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