Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 109 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 4Waikiki: 2-Hour Whale Watching with Guaranteed Sightings on Oahu
Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never forget to see this amazing creature. If you are lucky enough, you might see dolphins, sea ... More
Waikiki: 2-Hour Whale Watching with Guaranteed Sightings on Oahu
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Hawaii
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Superb1,335 reviews4.6
Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a ....
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More
Likely to Sell Out Waikiki Sunset Cruise Catamaran Boat Tour on Oahu
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Hawaii
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Superb19 reviews4.7
Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (LÄ“â€....
Experience Maalaea Harbor Sailing Snorkeling Adventure
Spend a leisurely afternoon sailing aboard the widest and most stable and luxurious catamaran in Maui, where your adventure takes you to the stunning waters of Molokini or a secret turtle sanctuary. Enjoy hand-shaken Mai Tais and ... More
Likely to Sell Out Experience Maalaea Harbor Sailing Snorkeling Adventure
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Hawaii
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Superb19 reviews4.7
Spend a leisurely afternoon sailing aboard the widest and most stable and luxurious catamaran in Mau....
Luxury Catamaran Whale Watch
From December through April, the waters off Maui come alive with the sights and sounds of the majestic humpback whales, and there’s no better way to witness the wonder than from the deck of our 65’ catamaran. This two-hour ex... More
Likely to Sell Out Luxury Catamaran Whale Watch
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Hawaii
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Superb89 reviews4.9
From December through April, the waters off Maui come alive with the sights and sounds of the majest....
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
Likely to Sell Out 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....
Likely to Sell Out
Polynesian Canoe Day 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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Likely to Sell Out Polynesian Canoe Day Sail
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Hawaii
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Superb29 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
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(Saving 10% )
Likely to Sell Out
Afternoon Sail & Snorkel to the Captain Cook Monument
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adve... More
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Likely to Sell Out Afternoon Sail & Snorkel to the Captain Cook Monument
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Hawaii
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Superb250 reviews4.9
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....
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2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 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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Likely to Sell Out 2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
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Hawaii
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Superb14 reviews4.8
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
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Private Tour
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Coral Gardens Afternoon Turtle Snorkel Sail w/ Lunch & Open Bar
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More
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Private Tour
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Likely to Sell Out Coral Gardens Afternoon Turtle Snorkel Sail w/ Lunch & Open Bar
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Hawaii
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Superb39 reviews4.8
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....
Free Cancellation
Private Tour
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Likely to Sell Out
Waikiki Turtle Snorkeling Adventure(8am)
Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesq... More
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Likely to Sell Out Waikiki Turtle Snorkeling Adventure(8am)
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Hawaii
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Superb40 reviews4.9
Embark on a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamar....
Free Cancellation
Private Tour
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Likely to Sell Out
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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Likely to Sell Out 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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Likely to Sell Out
South Shore Open Sail from Kewalo Harbor Including Drinks
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have complimentary drinks (alcoholic beverages available for adults 21+ with valid ID o... More
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Likely to Sell Out South Shore Open Sail from Kewalo Harbor Including Drinks
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Hawaii
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Superb27 reviews4.7
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....
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Private Tour
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Likely to Sell Out
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed
Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More
Free Cancellation
Private Tour
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Likely to Sell Out Best Waikiki Whale Watching in Honolulu: Whales Guaranteed
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Hawaii
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Superb250 reviews4.6
Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....
Free Cancellation
Private Tour
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Likely to Sell Out
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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Private Tour
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Likely to Sell Out 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....
Free Cancellation
Private Tour
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Likely to Sell Out
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 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
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out 3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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Hawaii
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Superb1 review5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Polynesian Canoe Sunset Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and bec... More
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out Polynesian Canoe Sunset Sail
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Hawaii
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Superb127 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) off....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
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
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Private Tour
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Likely to Sell Out 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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Likely to Sell Out
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
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Likely to Sell Out 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% )
Likely to Sell Out
Maui Sunset Sail
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It’s the perfect way to expe... More
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Private Tour
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Likely to Sell Out Maui Sunset Sail
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Hawaii
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Superb220 reviews4.6
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
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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Likely to Sell Out 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
Private Tour
(Saving inf% )