Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 104 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 5Moana’s Luxury semi-private Sunset Cruise on Nalu
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More
Moana’s Luxury semi-private Sunset Cruise on Nalu
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Hawaii
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Superb19 reviews4.8
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....
Honolua Snorkel Sail from Lahaina
Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way, watch for wild dolphins, then snorkel among Hawaiian green sea turtles in this vib... More
Honolua Snorkel Sail from Lahaina
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Hawaii
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Superb61 reviews4.9
Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Ma....
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests
Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experience Maui’s golden hour from the water. Departing from Ma‘alaea, this intimate evening cruise offers stunning views of the coast... More
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2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests
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Hawaii
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Superb18 reviews4.8
Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experien....
Free Cancellation
(Saving 10% )
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More
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Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
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Hawaii
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Superb68 reviews4.7
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....
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Private Oahu Sunset Charter with Tasting and Drinks
This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enoug... More
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Private Oahu Sunset Charter with Tasting and Drinks
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Hawaii
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Superb54 reviews5
This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world....
Free Cancellation
Private Tour
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BYOB Friday Night Fireworks Cruise
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With plenty of... More
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BYOB Friday Night Fireworks Cruise
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Hawaii
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Exellent6 reviews4.3
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....
Free Cancellation
Private Tour
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Sunset sail Aboard Manakai Catamaran
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, lai... More
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Private Tour
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Sunset sail Aboard Manakai Catamaran
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Hawaii
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Superb24 reviews5
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....
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Private Tour
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Polynesian Canoe Morning Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
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Polynesian Canoe Morning Sail
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Hawaii
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Superb18 reviews5
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
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Private Tour
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Sunset Sail Experience by Catamaran in Waikiki
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More
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Private Tour
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Sunset Sail Experience by Catamaran in Waikiki
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Hawaii
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Superb6 reviews4.8
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....
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Private Tour
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2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More
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2 Hour Swim, Snorkel & Sail (Kewalo Harbor)
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Hawaii
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Superb3 reviews5
A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....
Free Cancellation
Private Tour
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Waikiki Heritage and Diamond Head Wildlife Sail
Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This experience emphasizes relaxation, scenic views of Oʻahu’s south shore, and casual wildlife watching—keep an eye out for dolphin... More
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Private Tour
(Saving 15% )
Waikiki Heritage and Diamond Head Wildlife Sail
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Hawaii
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Superb32 reviews4.7
Set sail along the iconic Waikiki coastline for a laid-back 1.5-hour afternoon on the water. This ex....
Free Cancellation
Private Tour
(Saving 15% )
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More
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Private Tour
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#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
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Hawaii
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Superb4 reviews5
You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....
Free Cancellation
Private Tour
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3 Hour Luxury Private Sailing Catamaran for 7-12 People
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More
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Private Tour
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3 Hour Luxury Private Sailing Catamaran for 7-12 People
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Hawaii
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Superb4 reviews5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Free Cancellation
Private Tour
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Afternoon Ali'i Adventure
Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More
Free Cancellation
Private Tour
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Afternoon Ali'i Adventure
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Hawaii
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Superb6 reviews5
Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....
Free Cancellation
Private Tour
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Honolulu Sailing and Snorkeling Activity
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Hawaii
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Superb6 reviews5
You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine c....
Free Cancellation
Private Tour
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Private South Shore Sail Charter
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More
Free Cancellation
Private Tour
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Private South Shore Sail Charter
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Hawaii
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Superb2 reviews5
Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....
Free Cancellation
Private Tour
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Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu
Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no... More
Free Cancellation
Private Tour
(Saving inf% )
Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu
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Hawaii
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Superb34 reviews4.8
Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....
Free Cancellation
Private Tour
(Saving inf% )
Afternoon Sail With the Whales from Lahaina Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Free Cancellation
Private Tour
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Afternoon Sail With the Whales from Lahaina Harbor
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Hawaii
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Superb1 review5
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Free Cancellation
Private Tour
(Saving inf% )
Midmorning Whale Watch from Lahaina Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Free Cancellation
Private Tour
(Saving inf% )
Midmorning Whale Watch from Lahaina Harbor
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Hawaii
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Good3 reviews3.3
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Free Cancellation
Private Tour
(Saving inf% )
Sound of the Ocean Whale Watch Sail
Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them too. With a partnership with the award-winning immersive experience “Sounds ... More
Free Cancellation
Private Tour
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Sound of the Ocean Whale Watch Sail
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Hawaii
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Superb1 review5
Step aboard a boat and experience whale watching like never before. On this special cruise, see hump....
Free Cancellation
Private Tour
(Saving inf% )