Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 109 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 5Diamond Head Sunset Sail
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from the... More
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Diamond Head Sunset Sail
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Hawaii
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Superb15 reviews4.7
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....
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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 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More
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Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles
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Hawaii
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Superb3 reviews5
This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....
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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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Likely to Sell Out Sunset sail Aboard Manakai Catamaran
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Hawaii
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Superb21 reviews5
Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....
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Morning Whale Watch: 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
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Likely to Sell Out Morning Whale Watch: Lahaina Harbor
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Hawaii
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Superb29 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
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Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More
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Likely to Sell Out Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
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Hawaii
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Superb13 reviews5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
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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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Likely to Sell Out 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....
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Midday Whale Watch: Mā’alaea 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
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Likely to Sell Out Midday Whale Watch: Mā’alaea Harbor
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Hawaii
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Superb104 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
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#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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Likely to Sell Out #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....
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Waikiki Private Sunset Sail Romantic and Private
Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a spectacular Hawaiian sunset on your private yacht. Get a chance to see whales, dolphins and sea turtles. Immerse yourself in a bucke... More
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Likely to Sell Out Waikiki Private Sunset Sail Romantic and Private
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Hawaii
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Superb4 reviews5
Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a sp....
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Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle Canyons reveal a kaleidoscope of colors, from dazzling schools of fish to vi... More
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Likely to Sell Out Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
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Hawaii
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Very Good4 reviews4
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with ....
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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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Likely to Sell Out 3 Hour Luxury Private Sailing Catamaran for 7-12 People
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Hawaii
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Very Good4 reviews4
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
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Private Whale Watching Sailing Adventure
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More
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Likely to Sell Out Private Whale Watching Sailing Adventure
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Hawaii
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Good2 reviews3.5
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....
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Luxury Diamond Head Sunset Sail
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private 50' luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from... More
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Likely to Sell Out Luxury Diamond Head Sunset Sail
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Hawaii
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Superb3 reviews5
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....
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Explore Turtle Canyons Waikiki Snorkel and Sail Adventure
Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience is amazing for you to relax and have fun.... More
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Likely to Sell Out Explore Turtle Canyons Waikiki Snorkel and Sail Adventure
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Hawaii
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Exellent4 reviews4.5
Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience ....
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Waikiki Sunset Cruise and Iconic Views with Swimming
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide along the iconic Gold Coast as the sun sets, painting the sky with vibrant co... More
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Likely to Sell Out Waikiki Sunset Cruise and Iconic Views with Swimming
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Hawaii
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Superb2 reviews5
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in....
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Private Tour
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Likely to Sell Out
2hr 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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Likely to Sell Out 2hr Luxury Private Sailing Catamaran for 7-12 People
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Hawaii
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Superb3 reviews5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
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Honolulu Sailing and Snorkeling Activity
You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine creatures that call the Hawaiian islands home.... More
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Likely to Sell Out Honolulu Sailing and Snorkeling Activity
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Hawaii
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Superb3 reviews5
You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine c....
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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
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Likely to Sell Out 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 ....
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Moana’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
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Likely to Sell Out Moana’s Luxury semi-private Sunset Cruise on Nalu
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Hawaii
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Superb18 reviews4.8
The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....
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(Saving inf% )