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List of all Sunset Sails & Cruises and Tours in Hawaii.

Hawaii Sunset Sails & Cruises

There are products in this Category that range in price from $19.98 to $3500.00

Enjoy a Romantic Hawaii Sunset Cruise!

Taking a Hawaii sunset cruise may prove to be the most romantic and relaxing moments of your vacation. Sunset cruises probably won't rank high on your list of adventure items on your trip but may instead be the simple ending to a perfect day. Hawaii sunset cruises or sunset sails are differentiated from Hawaii dinner cruises in that they do not include a dinner. Usually these tours are a couple of hours in length and provide Hawaiian appetizers or 'pupu's' and some cocktails, wine and beer. Each sunset cruise boat is of course different and has a different food and drink offering but the one thing they will all have in common will be a great view of the sunset.

The sunset hours are very special here and your sunset cruise in Hawaii will highlight this time of day as a central component of the tour's ambiance. Typically these moments of the day will be associated with calm ocean conditions as the ocean breezes will usually die down at sunset. In any event the locations your sunset cruise will depart from are generally chosen because of their particularly smooth ocean surroundings. These cruises are not the ones you would want to choose if you were interested in a vigorous ocean sail with plenty of wind to fill the sails but instead would be chosen because you wanted to enjoy the gentle breezes that are suitable for relaxation.

Hawaii Sunset Cruises Are Found On Every Island!

Each island has its special spots that are suitable for a great sunset cruise. These locations are generally west-facing so as to capture the full impact of the setting sun and generally depart from the leeward coastlines of each island so as to provide the most protected and calm areas. On Oahu these departures are generally along the Honolulu and Waikiki coastline. On the Big Island the area's best for departure would be along the Kona Coast from Kailua/Kona to Waikoloa. Maui has two coastlines that are suitable for a great sunset cruise in Hawaii; the coastline from Lahaina to Kaanapali and from Maalaea Harbor. Kauai's sunset cruises will depart from Poipu in the winter months and in the summer when the waves have calmed down the sunset cruises will generally depart out of Port Allen and take a longer four or even five hour cruise up to see the spectacular Na Pali Coastline.


We sell tickets to 83 items in the category Sunset Sails & Cruises in the state of Hawaii.

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Displaying 83 of 83 Results

$69.00
(6 Reviews, 5 Stars)

Enjoy two hours of sailing off the majestic West Maui Coast, while enjoying one of our complimentary beverages-beer, wine, soft drink, or bottled water-while you sit back, relax and let us do all the work.…

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$101.90
(4 Reviews, 5 Stars)

Three and a half hour afternoon scenic tour of Kauai's southwest shores, and the NaPali coast to see the sunset. This trip is on board the stable 65' catamaran Holo-Holo. Includes heavy appetizers,…

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$54.90 - $64.90
(4 Reviews, 5 Stars)

Enjoy a wonderful sunset cruise on the brand new pirate-themed Queen's Treasure catamaran. Feasting, merrymaking, and relaxing are all done in a luxurious environment that any pirate would envy.

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$47.90
(4 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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$79.90
(3 Reviews, 5 Stars)

This tour usually departs around 5:00pm, arriving at the manta ray site in about 45 minutes. You can snorkel a bit before you watch an amazing sunset from the boat. Snacks, fresh island fruit, soda, juice…

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$79.00
(3 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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$93.90
(3 Reviews, 5 Stars)

Experience a sunset Hawaiian style!! Sail along the Kohala Coastline and relax, take in the views of the island from afar and watch the sunset while you enjoy cocktails from the open bar and pupus (appetizer…

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$69.00
(3 Reviews, 5 Stars)

Experience a romantic sunset sail exploring the West Maui coastline surrounding Kaanapali. Enjoy Maui's legendary kamakani (wind) with Trilogy. They really put the sails up! This is a beach loading…

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$55.90
(3 Reviews, 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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$118.90
(2 Reviews, 5 Stars)

Alii Nui and her expert crew will treat you to a memorable evening! Go with them as they set the sails and chase the sun as it sets into the distant horizon into the Pacific Ocean. Enjoy a delicious array…

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$70.20
(2 Reviews, 5 Stars)

April marks the return of the best ocean view dining on Maui. The background music is a soothing compilation of Hawaiian and Island style tunes over a state of the art surround sound stereo system. You…

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$99.90
(2 Reviews, 5 Stars)

Enjoy a private sunset on the water or opt for a shared boat with other visiting guests. Shadowfax is a blue water sailer and you will enjoy a beautiful Maui sunset under sail. Hot and cold appetizers…

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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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$61.90 - $3500.00
(1 Review, 5 Stars)

This is a premier sailing experience. Sunsets at sea, viewed from Sea Maui are spectacular. Enjoy panoramic views of Molokai, Lanai, Maui and Kahoolawe while feasting on delicious pupus prepared by Chef…

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$750.00
(1 Review, 5 Stars)

Set sail in the calm leeward waters of Lahaina and discover the beauty of catching the wind. Relax and enjoy 360 degree views as the sun sets and lights up the islands of Maui, Molokai and Lanai. A private…

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$169.90
(1 Review, 5 Stars)

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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$106.90
(1 Review, 5 Stars)

This is a MUST DO while in Hawaii. It's a great opportunity to see manta rays feeding and interacting with other ocean creatures under the neon lights. You will be able to snorkel and get close to these…

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$101.90
(1 Review, 5 Stars)

This romantic dinner sunset sail is about 4.5 hours in length for you to enjoy sailing, a beautiful Hawaiian sunset and dinner. Available June-August only.

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$69.90
(1 Review, 5 Stars)

On this adults- only (21 and over) cruise, experience the essence of ho'okipa (hospitality) as we share with you the breathtaking beauty of Maui's sunset. Departing from historic Lahaina Harbor, you'll…

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$81.90
(1 Review, 5 Stars)

Come experience a traditional Hawaiian Outrigger Canoe Tour as you learn the art and sport of canoe paddling and information pertaining to the non-instrumental navigational techniques used by Polynesian…

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$69.90
(1 Review, 5 Stars)

Two hours of sailing into the sunset aboard a luxury catamaran with Kauai as a backdrop is a must do for every Hawaiian holiday. Enjoy a large shaded cabin area, comfortable cushioned seating and clean…

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$61.90
(1 Review, 5 Stars)

Set out from Ka'anapali Beach aboard the 64' catamaran "Gemini". See the beautiful Hawaiian sunset as well as the tri-island view of Maui, Molokai and Lanai (and if you look to the South you can even see…

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$69.95 - $69.95
(5 Reviews, 4.8 Stars)

Enjoy live entertainment, sunset views of 5 islands, great food, great service and great fun. There is covered seating on the upper and lower deck of this smooth and stable high tech catamaran, excellent…

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$59.90
(5 Reviews, 4.8 Stars)

The peaceful sounds of the wind in our sails while viewing Maui's Western coastline offers a most relaxing experience. The crew will pamper you with complimentary hors d'oeuvres and beverages,…

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$106.90
(4 Reviews, 4.8 Stars)

Explore Kauai's rugged Napali Coast where you'll see spectacular sea cliffs, enchanting waterfalls and timeless lava tubes. Enjoy a sunset with the history and legends of the ancient civilizations…

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$38.90
(4 Reviews, 4.8 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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$38.90
(18 Reviews, 4.7 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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$58.90
(15 Reviews, 4.7 Stars)

Come and enjoy a wonderful two hour sunset sail with appetizers and an open bar, departing from West Maui's beautiful Ka'anapali area.

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$114.90
(10 Reviews, 4.6 Stars)

Enjoy a 3 hour cruise and set sail to Captain Cook's Monument on Kona's only historical dinner cruise to Kealakekua Bay. This narrative cruise to Kealakekua Bay and Captain Cook's Monument…

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$35.90
(10 Reviews, 4.6 Stars)

Enjoy beautiful sunset views of 5 islands, appetizers, two free drinks, great service and great fun on this smooth and stable high tech catamaran! This tour has a 48 hour cancellation policy. This means…

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$152.90
(12 Reviews, 4.6 Stars)

Come aboard the Ali'i Nui catamaran and experience a dinner like no other on Maui. The Royal Feast provides a unique dining experience while you relax in comfort and dine like royalty. This two and…

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$79.90
(4 Reviews, 4.5 Stars)

Get out on the ocean for a sunset sail. Take in the panoramic sunset views and see the light changing colors on the mountains behind you. This trip includes two hours of real sailing. There will also…

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$1200.00 - $1500.00
(2 Reviews, 4.5 Stars)

Design your own custom charter for you and your private group.

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$71.90
(28 Reviews, 4.4 Stars)

2.5 hour sunset dinner cruise on board Maui Princess offering topside dinner seating to enjoy the views. Fine dining on linen covered tables with full table side service by wait staff and featuring a live…

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$75.90
(7 Reviews, 4.4 Stars)

Enjoy two and a half hours on the ocean for a Maui sunset sail with dinner and an open bar.

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$110.00
(6 Reviews, 4.3 Stars)

Enjoy sailing, cocktails and dinner while viewing the sights of the NaPali coastline complete with a magnificent sunset. After some sighting of the NaPali Coast enjoy cocktails, wine, beer and Blue Dolphin's…

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$64.90
(6 Reviews, 4.3 Stars)

Take a scenic cruise off the shores of Maui for sunset viewing, gourmet appetizers, open bar and great entertainment. Live entertainment is provided by master guitarist Joe Cano. He performs solo on Tuesday…

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$122.90
(4 Reviews, 4.3 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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$87.90
(7 Reviews, 4.1 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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$73.34
(3 Reviews, 4 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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$61.90
(3 Reviews, 4 Stars)

Enjoy a beautiful sunset on the water and live music by Marty Dread, Maui's reggae favorite. Join in for the most fun and exciting evening of your vacation, cruising the Maui coastline as you enjoy…

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$72.90
(3 Reviews, 4 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. During…

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$61.90
(1 Review, 4 Stars)

Experience the essence of ho'okipa (hospitality) as we share with you the breathtaking beauty of Maui's sunset. Departing from historic Lahaina Harbor, you'll experience the beauty of the Pacific Ocean…

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$55.90
(1 Review, 4 Stars)

Join Pacific Whale Foundation for a celestial stargazing cruise, featuring special guest astronomer Harriett Witt. Cruise beneath a starlit sky and learn about the stars, tides and cultural significance…

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$82.90 - $98.90
(2 Reviews, 3 Stars)

Enjoy a premier dining experience on the waters of Maui. All guests are offered outdoor seating, and indoor by request. Departing nightly from historic Lahaina Harbor, this cruise features a stunning sunset…

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$450.00 - $2250.00

This wonderful sailing power catamaran is ideal for small groups or a family searching for a moderately priced excursion with the luxury of a private charter. Go sailing, snorkeling, cruising the coastline…

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$700.00

Your Private Charter is designed to fit your perfect Maui vacation experience. Aboard the Kaha Loa you can go snorkeling, go on the search for whales and dolphins, cast some fishing lines out for the area's…

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$900.00

Plunge into the most exclusive and romantic way to watch sunset in Maui! The unobstructed views of sunset paired with warm tropical air and world-class service provided by Sea Monkey Staff will insure…

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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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$465.90

Experience the stunning hues of the Kawaihae sunset as it sinks into the deep blue Pacific Ocean, and casts its magical glow on the surrounding mountains of Kohala, Mauna Kea, Mauna Loa and Hualalai. A…

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$465.90

Experience the stunning hues of the Kawaihae sunset as it sinks into the deep blue Pacific Ocean, and casts its magical glow on the surrounding mountains of Kohala, Mauna Kea, Mauna Loa and Hualalai all…

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$149.00

The MAJESTIC offers a royal Sunset Dining experience, she is a sleek, yacht-like design 150 foot state of the art cruise vessel featuring two classy, but expansive air conditioned decks lined with panoramic…

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$139.00

The MAJESTIC offers a royal Sunset Dining experience, she is a sleek, yacht-like design 150 foot state of the art cruise vessel featuring two classy, but expansive air conditioned decks lined with panoramic…

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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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$119.00

Experience a romantic Hawaiian evening with a sunset, views of Waikiki Beach, Diamond Head and the Kahala Coastline. To finish off your beautiful evening at sea enjoy a wonderful fireworks display on…

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$127.90

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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$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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$129.00 - $129.00

Experience fine dining with an unbeatable view! Tables are set for intimacy and comfort. Your evening begins with cocktails and sailing along the pali sea cliffs. After mooring in a protected cove, your…

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$119.00

Visit Manta Village, located near the Sheraton Keauhou. Manta rays are simply big and beautiful, with no teeth, stingers or barbs. Their wingspans can exceed 15 feet in width. These gentle giants visit…

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$119.00

Enjoy a two hour sunset sail departing from a beautiful white sand beach in South Maui. Sample pupu's (appetizers) and sip on cocktails from the bar as you take in the sights and colors of the picturesque…

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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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$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. September thru November offers Monday, Wednesday and…

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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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$62.90

Enjoy cool 50's and 60's music under Maui's beautiful sunset. If you have fond memories of old time rock 'n' roll, or want to make some new ones, we invite you to shake, rattle, and…

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$56.90

Enjoy a full moon cruise with narration by international award winning astronomy writer and speaker Harriet Witt. A truly magical, memorable evening including pupus, desserts and drinks! Departing from…

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$61.90

Join Marty Dread, one of Maui's favorite entertainers, for a sunset cruise that includes dancing to reggae and island style music on an outdoor deck, watching whales as they breach and cavort in the ocean…

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$55.90

Enjoy a two hour cruise with Island Style Music for the most relaxing and romantic evening of your vacation. Cruise the south or west coastline of Maui as you enjoy hot and cold pupus, unlimited soft drinks…

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$77.90

Finally, something to do "after hours" on Maui! Alii Nui will be offering an option for visitors and locals alike for late night entertainment. Walk the "Red Carpet" as you come aboard Alii Nui, Maui's…

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$54.90 - $64.90

Enjoy a wonderful sunset cruise on the brand new pirate-themed Queen's Treasure catamaran. Sail, whale watch and explore Maui's beautiful west coast. Feasting, merrymaking, and relaxing are all…

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$70.20

This two and a half hour sunset dinner cruise offers whale watching with informal narration and hydraphones that are hooked up to the surround sound stereo system for your listening pleasure. Hula Girl…

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$19.98 - $35.90

Enjoy a beautiful sunset on the water and two hours of whale watching with expert narration by the captain and crew. We guarantee whale sightings from the middle of December to the middle of April.

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$43.90

This two hour sunset cocktail cruise and whale watching boat departs from the Lahaina Harbor and goes into the channel to take in the four-island views and sunset along the scenic West Maui coastline.…

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$56.90 - $63.90

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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$58.50

The focus of this excursion will be high tech sailing in West Maui's tradewinds. Hula Girl is decked out with Spectra racing sails and will be sure to please even the most passionate sailor while offering…

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$58.50

Enjoy a sunset cruise and whale watching with informal narration and hydrophones that are hooked up to the surround sound stereo system. An extensive a la carte menu is available for purchase, featuring…

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$73.90

Experience a Friday Night Fireworks display outside of Waikiki. Join the Queen from 7 to 8:30 pm and you're sure to enjoy the Friday night city lights like you've never seen them before. Perfect for any…

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$49.00

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

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$68.90

Someone says "Hawaii" and almost subconsciously an image of the iconic landscape of our city on the sea, Waikiki, pops into mind. We're taking the traditional land based viewpoints of Honolulu and turning…

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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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$96.90
(1 Review, 2 Stars)

Get the best view possible of the famous Kona sunsets as you sail to Keauhou Bay to snorkel with giant manta rays. State of the art engineered light boards are the best that the industry has to offer.…

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$75.00 - $600.00

Build your own perfect trip, starting when you wish. Sunset, dinner, snorkel, whale watch, relax -- you name the itinerary. We will help craft the outing based on your wishes.

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