Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 107 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 4Kona Afternoon Snorkel to Captain Cook Monument
• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 • World Famous Captain Cook Monument at Kealakekua Bay • Spinner dolphins, eagle rays and dense tropical reef fish • Trade wi... More
Kona Afternoon Snorkel to Captain Cook Monument
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Hawaii
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Superb255 reviews4.9
• Kealakekua Bay Marine Life Conservation District — 60-80 ft visibility, protected since 1969 â....
Maui: Whalewatch Sail from Lahaina
Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and fun two-hour whalewatch is led by a team of... More
Maui: Whalewatch Sail from Lahaina
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Hawaii
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Superb86 reviews4.8
Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catam....
Hilton Hawaiian Village Adventure Sail on the Spirit of Aloha
This cruise is exceptionally family-friendly, with no snorkeling or in-water activities, making it ideal for guests who want to experience the ocean without getting wet. Unlike many Waikiki beach catamarans, the Spirit of Aloha o... More
Hilton Hawaiian Village Adventure Sail on the Spirit of Aloha
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Hawaii
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Superb2 reviews5
This cruise is exceptionally family-friendly, with no snorkeling or in-water activities, making it i....
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
South Shore Open Sail from Kewalo Harbor Including Drinks
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Hawaii
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Superb28 reviews4.7
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....
Sunset and Manta Ray Snorkel Adventure
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of a lifetime - snorkeling with the majestic manta rays! Upon arriving, receive an in... More
Sunset and Manta Ray Snorkel Adventure
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Hawaii
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Superb872 reviews4.9
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail....
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens u... More
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure
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Hawaii
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Superb721 reviews5
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....
Hawaiian Canoe Sailing Experience in Maui
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More
Hawaiian Canoe Sailing Experience in Maui
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Hawaii
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Superb63 reviews4.6
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
Maui Midday Whale Watch in the Humpback Sanctuary out of Maalaea
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
Maui Midday Whale Watch in the Humpback Sanctuary out of Maalaea
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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....
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
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar
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Hawaii
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Superb15 reviews5
Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....
Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary
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
Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary
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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....
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
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....
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
Private Tour
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....
Private Tour
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
Private Tour
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....
Private Tour
Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More
Private Tour
Waikiki small group turtle snorkeling & sailing
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Hawaii
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Superb105 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
Private Tour
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
Private Tour
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 (Lēâ€....
Private Tour
Small Group Waikiki Sunset Sailing Tour
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More
Private Tour
Small Group Waikiki Sunset Sailing Tour
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Hawaii
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Superb118 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Private Tour
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
Private Tour
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests
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Hawaii
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Superb20 reviews4.9
Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experien....
Private Tour
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
Private Tour
Polynesian Canoe Sunset Sail
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Hawaii
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Superb129 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) off....
Private Tour
Private Catamaran Charter in Waikiki (1-6 Guests)
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More
Private Tour
Private Catamaran Charter in Waikiki (1-6 Guests)
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Hawaii
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Superb25 reviews5
Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....
Private Tour
Private Catamaran Sunset Sail in Waikiki
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large ... More
Private Tour
Private Catamaran Sunset Sail in Waikiki
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Hawaii
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Superb11 reviews5
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....
Private Tour