Sailing Trips in Oahu
Top 10 Best Oahu Sailing Trips
Found 68 Sailing Trips activities in Oahu. Sort by Popularity.Waikiki 2-Hour Sunset Sailing Catamaran – Swim & Sail Adventure
There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the ocean, with the iconic Waikiki coastline as your backdrop. As the sun begins to se... More
Waikiki 2-Hour Sunset Sailing Catamaran – Swim & Sail Adventure
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Oahu
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Superb607 reviews4.7
There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way....
Waikiki: 2-hour Turtle Canyon Snorkeling Adventure
Join us for a 2-hour snorkeling adventure at Turtle Canyon, one of Oahu’s top snorkeling spots! Cruise along the stunning Waikiki coastline aboard our either 55-ft open-style catamaran or 50-ft double-decker power catamaran and ... More
Waikiki: 2-hour Turtle Canyon Snorkeling Adventure
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Oahu
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Superb1,497 reviews4.7
Join us for a 2-hour snorkeling adventure at Turtle Canyon, one of Oahu’s top snorkeling spots! Cr....
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
Experience one Viator's 2025 Top 20 Best Excursions in the country. This Oahu Catamaran snorkel tour offers unbeatable value and family-friendly fun from Waikiki. Swim alongside Hawaiian green sea turtles and vibrant tropical fis... More
Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed
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Oahu
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Superb1,747 reviews4.9
Experience one Viator's 2025 Top 20 Best Excursions in the country. This Oahu Catamaran snorkel tour....
Waikiki Turtle Snorkeling Tour with Free Pickup
Experience a special turtle snorkeling adventure in Waikiki aboard a smooth and comfortable catamaran. This all-in-one 6-in-1 ocean tour includes snorkeling, kayaking, stand-up paddleboarding (SUP), sea scooters, and more—offeri... More
Waikiki Turtle Snorkeling Tour with Free Pickup
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Oahu
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Superb282 reviews4.9
Experience a special turtle snorkeling adventure in Waikiki aboard a smooth and comfortable catamara....
Waikiki Turtle Snorkel and Sail on Hawea Catamaran
Experience the best of Waikiki on a Turtle Snorkel & Sail combo aboard the Hawea Catamaran. This popular Oahu tour blends marine exploration and island relaxation in one extraordinary outing. Swim among sea turtles and tropical fi... More
Waikiki Turtle Snorkel and Sail on Hawea Catamaran
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Oahu
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Superb1,754 reviews4.8
Experience the best of Waikiki on a Turtle Snorkel & Sail combo aboard the Hawea Catamaran. This pop....
Waikiki Sunset Cocktail Sail on the Moana Catamaran
All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with premium drinks, indescribable views, and music. As we sail alongside Oa... More
Waikiki Sunset Cocktail Sail on the Moana Catamaran
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Oahu
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Superb2,375 reviews4.9
All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Wa....
Waikiki Sunset Boat Cruise
No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed views create the best photo opportunities! Listen to great music as we cruise the Waikiki coastline with views of Diamond head cra... More
Waikiki Sunset Boat Cruise
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Oahu
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Superb213 reviews4.9
No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed ....
Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu
-Open bar fully included: beer, wine, cocktails, and more -21+ only on Fridays! -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Spacious 45-foot catamaran with near 360 degree view -Families welcome: Keiki ra... More
Waikiki: Sunset Cruise from Beach & Cocktail Open Bar | Oahu
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Oahu
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Superb594 reviews4.7
-Open bar fully included: beer, wine, cocktails, and more -21+ only on Fridays! -Direct beach boardi....
Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon
-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel equipment -Fun, friendly, lifeguard certified crew -BYOB (Bring your own Beverage. No glass bottles)... More
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Best Waikiki Snorkel Tour: Guaranteed Turtles at Turtle Canyon
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Oahu
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Superb330 reviews4.8
-Guaranteed Hawaiian sea turtles at Turtle Canyon -Ample shade and seating on board -Premium snorkel....
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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
2025 VIATOR TOP 10 award for WATER EXPERIENCES in the UNITED STATES including the TOP SUNSET CRUISE in the US! Join us for a beautiful Hawaiian sunset!! We have been sailing the Pacific waters off of the Island of Oahu since 1985... More
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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB
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Oahu
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Superb975 reviews4.9
2025 VIATOR TOP 10 award for WATER EXPERIENCES in the UNITED STATES including the TOP SUNSET CRUISE ....
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Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed
Welcome aboard Hawaii Nautical, you're invited to observe, learn, and experience Hawaiian Green Sea Turtles firsthand! Guests will learn about the life cycle, behaviors, and threats to the Hawaiian Sea Turtles "Honu" (Learning pr... More
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Waikiki Catamaran Snorkel with Lunch Option: Turtles Guaranteed
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Oahu
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Superb2,131 reviews4.7
Welcome aboard Hawaii Nautical, you're invited to observe, learn, and experience Hawaiian Green Sea ....
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Honolulu Sunset Sail from Kewalo Harbor Including Drinks
Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 21+ with valid ID to consume alcoholic beverages). Sail the south shore from Kaka'ako Waterfront to Waikiki, with beautiful views ... More
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Honolulu Sunset Sail from Kewalo Harbor Including Drinks
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Oahu
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Superb202 reviews4.8
Our Sunset Sail tour is a fun and wild 90-minute sail where all drinks are complimentary! (Must be 2....
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Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
Our sunset turtle snorkeling tour delivers a unique all-in-one Waikiki ocean experience, combining adventure, relaxation, and unforgettable views in one trip. We reach Turtle Canyon quickly, giving you more time in the water to s... More
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Waikiki Turtle Snorkeling Tour 6 Activities + & Sunset Cruise
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Oahu
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Superb24 reviews5
Our sunset turtle snorkeling tour delivers a unique all-in-one Waikiki ocean experience, combining a....
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Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos with the rainbow sails and also the beautiful scenery with Diamond head in the background. The net is also a fun ride and you’ll g... More
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Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
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Oahu
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Superb312 reviews4.8
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos wi....
Free Cancellation
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Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More
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Best Waikiki Sunset Cruise: BYOB Sunset Sail with Swimming
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Oahu
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Superb210 reviews4.9
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....
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Waikiki Sunset Cruise from Oahu
Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point to observe marine life such as dolphins, whales, sea... More
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Waikiki Sunset Cruise from Oahu
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Oahu
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Superb68 reviews4.7
Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks an....
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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure
Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More
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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....
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Oahu
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Superb969 reviews4.7
Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....
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2-Hour Oahu Sunset Catamaran Sail
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for ... More
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2-Hour Oahu Sunset Catamaran Sail
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Oahu
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Superb135 reviews4.8
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran fr....
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Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More
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Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village
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Oahu
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Exellent37 reviews4.5
Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....
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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
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Private Tour
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Private Catamaran Sunset Sail in Waikiki
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Oahu
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Superb11 reviews5
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....
Free Cancellation
Private Tour
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