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Hawaii Sunset Sails & Cruises

See All Activities See All Activities By Vendor List of all Sunset Sails & Cruises and Tours in Hawaii.

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

Sunset Sails & Cruises

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.

Look for this symbol in the tour descriptions below to indicate if it is Pride of America compatible.

Sunset Sails & Cruises Sorted by Specific Tour


We sell tickets to 95 items in the category Sunset Sails & Cruises in the state of Hawaii.

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

Displaying 95 of 95 Results

$118.90

Save 10.27%
(5 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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$152.90
(12 Reviews, 4.9 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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$49.00

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

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$109.00
(2 Reviews, 5 Stars)

A Hawaiian evening on MAJESTIC's Island Style Buffet Cruise invites you to escape the crowds and enjoy an all you can eat Island style buffet, a sunset with spectacular views of Waikiki Beach, Diamond…

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$119.00

Celebrating Freedom on MAJESTIC's Friday Firework's Island Style Buffet Cruise invites you to escape the crowds and enjoy an all you can eat Island Style Buffet, a sunset with spectacular views of Waikiki…

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$79.00
(1 Review, 5 Stars)

A romantic Hawaiian evening on MAJESTIC's Sunset Appetizer Cruise invites you to escape the crowds and enjoy an Appetizer (Pupu's) buffet, a sunset with spectacular views of Waikiki Beach, Diamond Head…

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$89.00

Celebrating Freedom on MAJESTIC's Friday Firework's Appetizer Cruise invites you to escape the crowds and enjoy an Appetizer (Pupu's) buffet, a sunset with spectacular views of Waikiki Beach, Diamond Head…

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$110.00
(5 Reviews, 4.8 Stars)

Enjoy a 4 hour sailing adventure with cocktails and dinner while viewing the sights of the NaPali coastline. Guests may enjoy a magnificent sunset and spectacular sightseeing unique to the NaPali Coast.…

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$75.00

Cruise for 2 hours off the calm south shore waters of Kauai while enjoying the magnificent sight of whales and other marine life. The two hour mid-day tour includes dessert pastries. When offered the late…

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$75.00

See the sights of the South side of the island. This cruise includes heavy appetizers, soft drinks of fruit juice, soda and water, and cocktails including beer, wine and mai tais.

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$114.90

Save 10.23%
(16 Reviews, 4.8 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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$80.90
(2 Reviews, 4.5 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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$117.90
(7 Reviews, 4.7 Stars)

Explore Kauai's rugged Napali Coast where guests will 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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$274.90 - $1379.90
(1 Review, 5 Stars)

The focus is on sailing and comfort aboard this luxury sailing yacht. Select the trip best suited to your desires. Sail, snorkel, enjoy sunset, propose to your loved one, vow renewal or married at sea,…

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$641.90

Intimate Sunset Sail. Glide through the water as the wind propels you amidst one of the world's greatest settings. Words can't describe a Maui sunset aboard a beautiful, private vessel such as…

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$250.00 - $1500.00

Mauna Kea Summit is home to the world's largest telescopes and has atmospheric clarity better than anywhere else on earth. Breathtaking views from Hawaii's tallest volcano! Check this activity off on…

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$19.98 - $30.89

Save 22.68%
(1 Review, 4 Stars)

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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$70.89 - $70.89

Save 21.19%
(1 Review, 5 Stars)

Come aboard the Calypso, Maui's brand new catamaran, and enjoy a sunset dinner cruise along the south Maui shoreline. Upon leaving Maalaea Harbor relax as you cruise the coast and listen to live music,…

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$24.95 - $38.89

Save 22.14%

This two hour sunset cocktail cruise along the Maui coast is a great option if you want to enjoy the sunset on the ocean but not have a full dinner. Dine on "Pupus" (appetizers) and enjoy both complimentary…

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$70.90

Save 11.38%
(2 Reviews, 4 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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$84.90

Save 10.63%
(2 Reviews, 5 Stars)

This is one from the bucket list, 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…

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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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$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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$89.00

This sunset sail departs from the Wai'anae Harbor on the west side of the island of Oahu. Enjoy appetizers and drinks as you watch the beautiful sunset. This tour's days and times can change seasonally.…

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$89.00

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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$149.00

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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$2160.00 - $3240.00
(1 Review, 5 Stars)

Build your own perfect trip as you wish. Enjoy 2, 3, 4, 5, or 6 hours to take in a sunset, dinner, snorkel or whale watch, relax and name the itinerary. We will help craft the outing based on your interest…

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$84.90

Save 15.06%
(31 Reviews, 4.6 Stars)

Enjoy 2.5 hour sunset dinner cruise on board Maui Princess offering topside dinner seating and stunning scenic views. Guests dine on linen covered tables with full table side service by wait staff. A live…

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$300.00 - $1200.00

Design your own private adventure on the "Kulapa Kai" which means...To Frolic in the Ocean! Choose from the minimum 1 hour captains special up to 18 hours with an overnight experience then hand pick from…

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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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$113.90

Save 11.71%
(8 Reviews, 4.8 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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$113.90

Save 11.71%
(2 Reviews, 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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$75.90

Save 10.71%

Kauai may be called the garden island but viewing this beautiful island from the sea really gives a fuller appreciation for its magnificent rugged coast. Enjoy a beautiful sunset as you set sail along…

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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. Choose this tour and experience an afternoon sail on one of the newest boats in the Hawaiian Islands. Enjoy…

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$42.90
(1 Review, 3 Stars)

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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$83.00
(3 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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$1600.00

Choose the one of a kind beautiful sailing catamaran "Hula Girl" for your next private-charter excursion. Different seasons boast special attractions but all year Maui has wonderful things to see and experience…

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$70.00
(1 Review, 5 Stars)

Enjoy a two hour sunset cruise with whale watching. Hula Girl provides an informal narration with hydrophones hooked up to a surround sound stereo system that captures the sound underwater. Guests can…

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$70.00

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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$83.00
(1 Review, 5 Stars)

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

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$129.00

Non beginners choose this night dive with manta Rays for a very unique experience. Enjoy a short and comfortable five-minute boat ride to Manta Village - located near the Sheraton Keauhou. Once at the…

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$557.90

Relax with Hawaiian music and enjoy a sweet sounding sunset on this 3 hour cruise along the coastline. Your excursion will take you down to Captain Cook's Monument, view sea caves, lava tubes and blow…

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$743.90 - $929.90

Want the boat just for your group, designate half a day to do what you would like to do with the people special to you. This private ocean excursion is yours to customize. Choose to cruise along 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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$825.00
(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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$899.99 - $2359.99

Guests can book a private adventure on the 37' Kainalu powerboat for groups up to 24 for options like snorkeling, whale watching, dolphin tours, at sea memorials, bottom fishing or just to catch the sunset!…

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$79.90
(7 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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$102.90

Save 10.52%
(4 Reviews, 5 Stars)

Experience an amazing 4 hour cruise along Kauai's spectacular coast with a 3 course dinner and a romantic Hawaiian sunset. As the afternoon light brings special magic to NaPali hear the history and legends…

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$133.90

Save 10.13%
(2 Reviews, 4.5 Stars)

Imagine 5 hours to enjoy the sea on this deluxe afternoon snorkel and dinner cruise. Sunset is a magical time and towards the end of your tour the scenery will show off it's color palette. Listen while…

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$70.90 - $70.90

Save 10.25%
(1 Review, 5 Stars)

Come and experience a 2 hour Whale Watch Cruise. Share in the beauty of Kauai's south shore with the gentle giants of the sea. Offered in the height of Whale Watch Season (January - March), this popular…

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$96.90

Get the best view possible of the famous Kona sunsets as you sail to Keauhou Bay to snorkel with giant manta rays. This tour is called "One of the top ten things to do in your lifetime" by Travel Channel!…

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$42.90
(21 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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$42.90
(5 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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$89.90
(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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$98.90
(5 Reviews, 5 Stars)

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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$135.00

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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$109.00 - $650.00
(3 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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$93.90
(4 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" (appetizers)…

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$60.00
(4 Reviews, 5 Stars)

Cruise along the picturesque North Shore to the Waimea Bay area. Feel free to bring your own alcoholic beverages.For guests needing assistance with a walker please inform agent at time of reservation so…

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$60.00

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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$70.00
(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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$142.30

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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$80.89 - $94.89

Save 15.99%
(1 Review, 5 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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$52.89

Save 15.98%
(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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$59.89

Save 15.59%
(3 Reviews, 4 Stars)

What could be more fun than dancing on the bow of a boat to live island-style music and pop/rock favorites by Maui recording artist Eric Gilliom. This open-air dance party at sea is a great multi-generational…

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$59.89

Save 15.59%
(1 Review, 3 Stars)

What could be more fun than dancing on the bow of a boat to live island-style music and pop/rock favorites by Maui recording artist Eric Gilliom. This open-air dance party at sea is a great multi-generational…

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$66.89

Save 15.33%
(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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$57.89

Save 16.1%
(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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$78.89 - $95.89

Save 15.13%

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

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$68.90
(8 Reviews, 4.1 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 including…

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$89.00
(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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$149.00

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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$68.90

Save 13.88%
(6 Reviews, 4.8 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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$450.00 - $3175.00

This wonderful Power Flybridge catamaran is an ideal private charter boat for small groups or a family searching for a moderately priced excursion with the luxury of a private charter. Go sailing, snorkeling,…

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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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$2250.00

On this Private Sunset in Paradise Sail feel the sea spray and look for dolphins on the bow while the sun sets slowly into the majestic Pacific Ocean! Relax Hawaiian style, enjoy tasty "Pupu's" (Hawaiian…

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$2250.00

Choose this Private Friday Night Firework Sail and get the Sunset and a Fireworks display! Guests can look for dolphins or whales on the bow while the sun sets slowly into the majestic Pacific Ocean!…

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$61.90

Save 10.29%
(8 Reviews, 5 Stars)

Enjoy two hours of sailing off the majestic West Maui Coast, and enjoy a beautiful sunset at sea while you sit back, relax and let us do all the work. Whale watching when in season, December-May.

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$1200.00 - $2100.00
(2 Reviews, 4.5 Stars)

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

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$61.90 - $3500.00
(2 Reviews, 4.5 Stars)

Sunsets at sea, a premier sailing experience! Each night is different and unique. While you take in views of Molokai, Lanai, Maui and Kahoolawe Chef Joey will delight you with appetizers "pupus" prepared…

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$71.90 - $3500.00

Live Entertainment and a sunset at sea, a most unique Maui sailing experience! Choose from two different wonderful performers, Tuesday Daesha Dee and on Thursday Bradda Francis. Take in views of Molokai,…

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$770.00

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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$81.05
(4 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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$126.17

Save 10%
(3 Reviews, 5 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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$167.95
(3 Reviews, 5 Stars)

This is the ultimate in luxury and romance for special occasions or just to treat yourself. Be pampered at the exclusive Captain's welcome reception on the top deck with a champagne greeting. Also enjoy…

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$50.00 - $96.11
(8 Reviews, 4.3 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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$104.45

Save 10%

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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$134.52

Save 10%

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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$176.30

Save 10%

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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$89.41

Enjoy the Pacific Star's buffet dinner in the midst of a beautiful ever changing tropical backdrop. Filled with continuous enchantment that includes a welcome Mai Tai drink, dinner, "Polynesian Journey"…

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$58.90
(21 Reviews, 4.8 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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$76.90

Save 10.06%
(8 Reviews, 4.5 Stars)

Enjoy two and a half hours on the ocean for a Maui sunset sail, savor dinner and a drink from the open bar.

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$88.26
(3 Reviews, 5 Stars)

Experience a idyllic sunset sail exploring the West Maui coastline surrounding Kaanapali. Enjoy Maui's legendary kamakani (wind) with Trilogy. They really put the sails up then while you take it all in…

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$132.84 - $132.84

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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$75.78 - $88.26

Choose this Maalaea Sunset Sail which is a Whale Watch during the winter months on Maui! Sunset boasts the most magnificent scenic veiws of both land and sea combined with the thrill of seeing Hawaiian…

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Sunset Sails & Cruises Sorted by Company

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(7 Reviews, 5 Stars)

Kamanu Charters Inc.

1 Activity Option

You'll enjoy "real sailing", snorkeling and whale watching on this trip with Kamanu Charters on their 36' custom designed sailing catamaran "Kamanu" to Pawai Bay. This area, located just north of Kona, is under State Fishery Management . The bay is within the Queen Liliuokalani Trust Land at Kaiwi Point and it is private. They also offer night manta ray snorkels.
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(6 Reviews, 5 Stars)

North Shore Catamaran Charters

3 Activity Options

The beautiful North Shore of Oahu provides the seascape for one of the most majestic boats on the island, the Ho'o Nanea, operated by North Shore Catamaran Charters. This 19 passenger, 40' sailing catamaran is one of the fastest on the island and offers fabulous sunset cruises, picnic snorkel sails and whale watching in season.
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(5 Reviews, 5 Stars)

Hula Girl

5 Activity Options

You would be 'hard pressed' to find a more beautiful sailboat on Maui to take out on a snorkel sail, whale watch, dinner or sunset sail or a private charter. This multimillion dollar state of the art 65'x35', 90' wing mast sailing catamaran is designed for sailing and for maximum comfort. In addition it comes with its own full galley and private chef so all your meals will be prepared custom just for you.
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(4 Reviews, 5 Stars)

Mauna Lani Sea Adventures

1 Activity Option

The beautiful Mauna Loa Resort in Waikoloa is the departure point for all the activities provided by the Mauna Lani Sea Adventures. Pristine snorkel adventures, scuba diving trips, sunset sails and whale watching trips in season are all available. The 55' Polynesian style catamaran 'Winona' carries intimate groups of passengers on tours along this gorgeous coastline.
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(3 Reviews, 5 Stars)

Atlantis Adventures

4 Activity Options

Atlantis Adventures will provide you with an opportunity to dive in absolute comfort in a 'state of the art', window filled submarine to a depth of about 100' for about forty minutes. Very spacious and air-conditioned these vessels hold just under fifty passengers as they are taken on one of the most unique rides of their lifetime.
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(3 Reviews, 5 Stars)

Port Waikiki Cruises

2 Activity Options

If sailing is truly your ultimate objective in going out on a boat you will be thrilled with a ride on the sailing boat Paragon. The Paragon is a 47' sailing catamaran that is designed for these waters and designed for speed. There are not that many boats that pass through these waters that could go faster than this one.
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(3 Reviews, 5 Stars)

Trilogy Excursions

3 Activity Options

One of the most popular and respected boating companies on Maui is the Trilogy which has been in operation here since 1973. Though being a large company now, operating six or so 50' range sailing catamarans, they are still the family owned operation that was begun by Eldon Coon and his two sons, Jim and Randy. Today they offer sailing tours to Lanai, Molokini, the West Coast of Maui and an assortment of shorter sunset and sailing options and whale watches.
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(3 Reviews, 5 Stars)

Maui Ocean Charters

1 Activity Option

Set sail with Maui Ocean Charters on their sailboat "Shadowfax". Trips are available that last anywhere from a few hours to a few days or more!
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(2 Reviews, 5 Stars)

Hang Loose Boat Tours

1 Activity Option

Wild dolphin watch & snorkel, evening sunset & manta snorkel, Kealakekua Bay snorkel.
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(1 Review, 5 Stars)

Hawaii Nautical

4 Activity Options

Hawaii Nautical offers a large variety of boat tours throughout the island of Oahu and on the Big Island of Hawaii. Snorkel tours and dolphin watches are offered in the mornings and the afternoons and in addition they offer sunset sails, dinner cruises, scuba and snuba options, whale watching in season and private charters.
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(1 Review, 5 Stars)

Cinderella

2 Activity Options

The Cinderella is a 51 foot customized Peterson sailing yacht. They do private and some shared charters on this ship, taking small groups of up to six passengers. Enjoy private snorkel sails, performance sails, whale watching or sunset sails. There are a variety of snorkeling destinations that are within a quick sail from their slip at Maalaea Harbor.
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(1 Review, 5 Stars)

Kainani Maui Sailing Charters

2 Activity Options

Her modern yacht shape, spacious interior, and blue water sailing capabilities make her the perfect Hawaii sailing charter boat. She is also available for Memorials at Sea or Ash Scattering Services and special requests.
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(1 Review, 5 Stars)

Hawaiian Outrigger Experience

1 Activity Option

Experience and relive a part of Hawaiian History as your cultural guides teach you traditional chants (oli), ancient myths, legends and historical facts. In honoring the wisdom and knowledge passed on by generations from ancestors. Offered daily Hawaiian Outrigger Canoe Tours depart from Wailea Beach in South Maui.
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(17 Reviews, 4.9 Stars)

Alii Nui Sailing Charters

2 Activity Options

The one of a kind, luxury catamaran Alii Nui departs from Maui's Maalaea Harbor and offers a variety of sail options which include Molokini snorkel tours, sunset sails, dinner sails and whale watches. All the specialty details have been included on all its tours to provide a privileged ocean experience. Snorkel tours include hot showers on board and large terry beach towels for your personal use. Dinner cruises are limited to 32 guests and even complementary pick-up is included on its whale watches.
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(10 Reviews, 4.9 Stars)

Scotch Mist Sailing Charters

2 Activity Options

The Scotch Mist is a 50' Santa Cruz Sailing Yacht which carries 18 passengers and offers sailing and snorkel charters off the coast of Maui. Having been the winner of the coveted Victoria to Maui Yacht Race in 1984, this vessel is a perfect choice to enjoy the waters off the coast of Maui and Lanai. She offers sailing and snorkel tours, sunset sails, trade wind sails and whale watching in season.
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(26 Reviews, 4.9 Stars)

Maita'i Catamaran

2 Activity Options

The 44' sailing catamaran, Mai Tai, has been one of the most popular boats we have ever had on Waikiki Beach. Leaving right from the sand between the Sheraton and the Halekulani this 47 passenger boat will take you out for a day sail, a snorkel or a sunset sail and a view of the Waikiki Coastline and Diamond Head.
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(7 Reviews, 4.9 Stars)

Kauai Sea Tours

3 Activity Options

Kauai Sea Tours is a large charter boat company that offers tours off the coast of Kauai and particularly the NaPali Coast with its beautiful 'signature' boat , Lucky Lady. In addition it also provides romantic dinner cruises and whale watches and also has a fleet of specially designed raft boats which are great for exploring caves, snorkeling and racing dolphins.
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(6 Reviews, 4.8 Stars)

Pride Charters

1 Activity Option

The Pride of Maui is one of the largest and most stable power catamarans available in Maui's fleet of boats. Leaving from Maalaea Harbor the 'Pride' offers tours to Molokini in the mornings but will also operate beautiful sunset cruises a few times a week and in addition will provide one of the most comfortable boats for whale watching in the winter months.
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(10 Reviews, 4.8 Stars)

Holo-Holo Charters

3 Activity Options

Holo Holo Charters offers a variety of boat tours on Kauai on large, powerful and stable catamarans. Tours include beautiful snorkel and dolphin watch excursions to the NaPali Coastline, raft tours of NaPali during the summer months, dinner sunset cruises, whale watching and tours to the forbidden island of Niihau.
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(5 Reviews, 4.8 Stars)

Blue Dolphin Charters

3 Activity Options

Blue Dolphin Charters offers spectacular motor sailing cruises to the NaPali Coast of Kauai and to the 'forbidden island' of Niihau. In addition Blue Dolphin also offers whale watches, snorkeling, snuba, dinner cruises, sunset sails and rafting excursions. All emphasis is placed upon customer comfort and its large boats each maintain large walk-in restrooms, fresh water showers and plenty of deck space.
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(16 Reviews, 4.8 Stars)

Body Glove

1 Activity Option

Kailua Kona's Body Glove Charters offers snorkel and dolphin watching tours on a daily morning charter, dinner cruises in the evenings, a historical luncheon cruise, SNUBA diving and a whale watch during the winter season. If you are interested in a wonderful 3 hour coastal tour without the snorkeling, Body Glove is the only game in town.
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(29 Reviews, 4.7 Stars)

Teralani

2 Activity Options

The 65' sailing catamarans of Teralani Charters offer snorkel sails along the West Coast of Maui as far up as Honolua Bay, offer dinner cruises leaving off the white sands of Kaanapali Beach and offer spectacular whale watches during the winter months. Sailing will generally be a part of all cruises, weather permitting, and the stiff afternoon winds off the western shores usually provide some adventure and excitement. Evenings cruises however usually just have a gentle breeze.
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(9 Reviews, 4.7 Stars)

Captain Andy's Expedition

2 Activity Options

Captain Andy's Sailing Adventures for years has offered tours to see the spectacular NaPali Coastline of Kauai. Sailing large and luxurious Gold Coast Yacht Sailing Catamarans, Captain Andy's will take you snorkeling and dolphin watching as well as provide romantic dinner and sunset cruises. In addition you can enjoy rafting adventures to the NaPali Coast.
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(31 Reviews, 4.6 Stars)

Hawaii Ocean Project

1 Activity Option

The environmentally conscious Hawaii Ocean Project operates a number of tours out of the West Side of Maui port of Lahaina Harbor. Their touring options include day tours and ferry trips between Maui and Molokai, dinner cruises, sunset cruises, snorkeling tours to Lanai and whale watches. Marine naturalists will be on board to explain the marine life and ecological education is the underlying foundation of all its activities.
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(8 Reviews, 4.6 Stars)

Makani Catamaran

2 Activity Options

One of the most beautiful sailboats sailing the waters off the coast of Waikiki is the Makani Catamaran. This 64' x 32' Cat is one of the very fastest on Oahu often achieving speeds of over thirty knots. Flush with the most modern amenities you will be able to enjoy a wonderful sunset sail, a coastal daytime sail and a snorkeling excursion.
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(5 Reviews, 4.6 Stars)

Holokai Catamaran

2 Activity Options

Go out on an adventure with Holokai Catamarans! Discover colorful tropical fish, green sea turtles, exotic coral reef and more of Hawaii's undersea life. Dolphins are also possibilities on this incredible adventure. Snorkeling in Hawaii is very fun and easy.
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(2 Reviews, 4.5 Stars)

Frogman Charters

3 Activity Options

The charter boat company Boss Frog's is also known by the name Frogman Charters and it operates Molokini tours, whale watches, sunset sails and dinner cruises from it departure point of Maalaea Harbor. It's two main boats are the 55' power catamaran Malolo and the 55' power catamaran Quicksilver.
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(2 Reviews, 4.5 Stars)

Sea Maui

2 Activity Options

Sea Maui is a beautiful 51 foot power, sailing catamaran that departs out of Kaanapali Beach. They offer a trade-wind sail every afternoon, a sunset sail in the evening and snorkel trips in the morning. Food is specially provided by renowned Chef Joey Macadangdang the former corporate executive chef of Roy's Kitchen.
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(18 Reviews, 4.4 Stars)

Star of Honolulu

8 Activity Options

The 232' Star of Honolulu is the largest dinner cruise boat in Hawaii, has four levels and seats as many as 1500 people. You will have your choice of various tiers of dinner options varying between 7 course, 5 course and 3 course meals, all at varying prices. A smaller vessel, Starlite, seats only 149 passengers and provides dinner cruises as well. In the winter months the Star of Honolulu also provides whale watches.
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(8 Reviews, 4.1 Stars)

Pacific Whale Foundation

7 Activity Options

The Pacific Whale Foundation is one of the main companies we have on island that goes out in search of the whales during the winter months. In addition, throughout the year they also offer boat tours to snorkel at Molokini, dolphin watches that look for dolphins and snorkel off the coast of Lanai and have rigid hull inflatable tours that visit the back side of Lanai.
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(8 Reviews, 4.1 Stars)

Paragon Sailing Charters

1 Activity Option

Certainly one of the very fastest boats found in the islands is the 47' customized sailing catamaran, Paragon. Paragon Sailing Charters offers a number of choices for boat tours ranging from morning sails to Molokini; Day Trips to Lanai; Sunset Sails; and Performance Sails.
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(2 Reviews, 4 Stars)

Gemini Charters

1 Activity Option

Gemini Charters offers sailing tours that depart off of Kaanapali Beach and has done so for over 30 years. They offer multiple tours which include a sail and snorkel up the coast to Honolua Bay when weather permits, a delightful champagne sunset sail and whale watching tours in season. Their seaworthy 64' Sea Runner Sailing Catamaran is an excellent choice for a real sail.
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Aqua Zone

1 Activity Option

Aqua Zone is a great option if you are looking to take-in some diving while visiting Oahu. One and two tank certified dives are available to visit the numerous 'boat and airplane wrecks' located off the southern and eastern shorelines. One and two tank introductory dives are also available at bountiful sea life locations as are daily snorkel tours.
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Makena Boat Charters

1 Activity Option

If you're staying on the south shore of Maui in the Kihei area, Wailea or Makena a really good choice for a snorkeling tour would be on the 65' sailing catamaran "Kai Kanani". This boat was built in 2007 and is a state of the art custom motorized sailboat. The location of the departure point for this boat is one of the very best because it is located just off the coast of Molokini, perhaps a short fifteen minute ride away.
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Ocean Joy Cruises

1 Activity Option

One of the most scenic coastlines on Oahu is the West Coast above Waianae near Ka'ena Point. Ocean Joy Cruises specializes in touring this area which is great for snorkeling but is extremely famous for its dolphin sightings. Their large and stable 61' power touring catamaran has all the comfortable features to make this outing a great day on the water.
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Privacy Charters

1 Activity Option

Privacy features a large air conditioned cabin with a couch seating for 3 guests, table seating for four, or sit in either of the two captains chairs at the lower helm station. Further forward there is a large clean restroom on the port side, and stateroom with a queen size bed on starboard side.
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Royal Hawaiian Catamaran

1 Activity Option

One of the most beautiful catamarans to ever grace the waters off the coast of Waikiki is the 52' Rudy Choy designed custom cruising catamaran, the Royal Hawaiian. This famous boat builder built this specific boat with the expressed purpose of sailing Hawaiian waters. The boat is used for snorkel and sailing trips as well as private charters which can include dinner, sunset, star watching and whale watches.
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Tradewind Charter

1 Activity Option

Tradewind Charters specialize in private charters and can accommodate anywhere between just two to as many as twelve passengers on their 43 foot sailing yacht. Depending upon how many you may have in your party you just may be completely surprised in a favorable way by just how much money it will actually cost to charter a boat privately.
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Kona Style

1 Activity Option

Kona Style offers morning and afternoon snorkeling and sailing on the "Noa Noa," our 50 foot sailing catamaran. Certified for 43 passengers and permitted for operations from Kailua pier, she boasts roomy seating in an open-air shaded cabin and up front in netted trampolines on each side of our retractable swim ladder. She provides a comfortable ride, safe and easy water access and is equipped with a fresh water shower and his/her restrooms.
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Kaha Loa

1 Activity Option

Kaha Loa is a 26-foot Glacier Bay power catamaran, perfect for cruising the waters around Lahaina and Maui. This boat features a shaded canopy top, an onboard marine head, fresh water shower, a full-feature stereo (feel free to bring your own music and we play it for you) a swim platform with ladder. There is plenty of seating on this boat, capable of carrying up to 10 guests, we only take a maximum of 6 guests in the interest of your comfort. The forward bow seating area is a very popular feature and this boat will reach speeds up to 28 knots, depending on ocean conditions.
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Hawaii Glass Bottom Boat

2 Activity Options

The Haleiwa Queen is a new 49 passenger glass-bottom viewing boat offering day and sunset cruises as well as the ever popular Friday Night Fireworks Cruise for a wonderful display in the sky and in the sea.
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Sea Monkey

1 Activity Option

Sea Monkey is perfect for a private charter of up to 6 of your favorite people for a day or sunset on the water.
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Into the Blue Hawaii

2 Activity Options

"Into the Blue" offers a variety of sea tour choices for exciting ocean adventures. Ideal for small group or intimate private charters this power catamaran makes Kealakekua Bay accessible to enjoy with your family and friends.
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Epic Tours

1 Activity Option

Epic Tours offers Jeep and 4 wheel drive SUV tours to hard to reach areas of the Big Island of Hawaii.
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Hula Kai

1 Activity Option

Join us aboard Fair Wind's sister vessel, Hula Kai.
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Sail Oahu

2 Activity Options

Experience Hawaii and the Pacific Ocean aboard your private yacht, Shalimar. The meaning of Shalimar in Sanskrit is "Home of Love on the Water".
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Hawaiian Boating Adventures

1 Activity Option

Design your own customized ocean adventures on the Big Island of Hawaii and choose both how long you want to go out and what ocean activities you want to do on your special tour.
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