Oahu Sailing Trips


SAILING WORLDWIDE

11 Best Oahu Sailing Trips Worldwide

The best days on the water.

The 11 most popular oahu sailing trips. What each sail costs, how long you are on the water, and which crews run it well.

11 Best Oahu Sailing Trips Worldwide

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - Moana Catamaran comfort: easy boarding, real ocean air
Cruises & Boat Tours, Evening Experiences, Oahu, Oahu Sailing Trips, Sunset Sails, Tour Reviews

Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - The snorkeling moment: what it’s like when the guide takes over
Catamaran Cruises, Cruises & Boat Tours, Lunch Experiences, Oahu, Oahu Sailing Trips, Sailing, Snorkel Sailing Trips, Tour Reviews

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

2.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

Snorkel Turtle Canyon from Waikiki on a catamaran with lunch and guaranteed turtle sightings, plus a free second cruise if none appear.

4.5

“Such a great experience! From start to finish, this tour was perfect for our group of 6, (4 adults and 2 teenagers). Capt Joey, Greta and Natalie were professional, knowledgeable and fun! We saw so many fish and the turtles!!! Just amazing 😁. Highly recommend!!”

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Waikiki Turtle Snorkel and Sail on Hawea Catamaran - The Turtle Canyon Stop: What the Snorkel Time Actually Feels Like
Catamaran Cruises, Cruises & Boat Tours, Oahu, Oahu Sailing Trips, Sailing, Snorkel Sailing Trips, Tour Reviews

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

3.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Snorkel Turtle Canyon on a Hawea catamaran from Waikiki. Spot green sea turtles, octopus, and fish, plus gear, snacks, and a sail.

5.0

“Wonderful experience. Boat Captain was friendly, knowledgeable, and personable. The crew was easy-going and professional. Offering a varied of aid when getting on/off the boat, in and out of water, and every aspect of making sure customers were safe and comfortable while snorkeling.”

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Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - Waikiki pier to the reef: how the ride and stops work
Catamaran Cruises, Cruises & Boat Tours, Oahu, Oahu Sailing Trips, Sailing, Snorkel Sailing Trips, Tour Reviews, Tours

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - The catamaran experience: comfortable, not complicated
Cruises & Boat Tours, Guided, Oahu, Oahu Sailing Trips, Sailing, Snorkel Sailing Trips, Tour Reviews

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - Food and BYOB: pupus plus your drink of choice
Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Oahu, Oahu Sailing Trips, Sailing, Sunset Sails, Tour Reviews

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

6.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

Sail off Waikiki on a 40-foot catamaran for a 2-hour sunset cruise with Diamond Head views, complimentary pupus, and BYOB.

5.0

“My husband and I went on this sail to celebrate our anniversary, and it turned out to be such a memorable experience. We were a little nervous at first because it was raining and overcast, but the crew reassured us it would clear up—and it did! We’re so glad we didn’t cancel. Krash made the…”

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Luxury Catamaran Cruise from Oahu - Getting to the Catamaran at Ala Moana (and Kewalo Basin)
Catamaran Cruises, Cruises & Boat Tours, Oahu, Oahu Sailing Trips, Sailing, Tour Reviews, VIP

Luxury Catamaran Cruise from Oahu

Ko Olina Catamaran Sail and Snorkel with Lunch - Inside the 53-foot catamaran: comfort, bar, and real deck time
Catamaran Cruises, Cruises & Boat Tours, Lunch Experiences, Oahu, Oahu Sailing Trips, Sailing, Snorkel Sailing Trips, Tour Reviews

Ko Olina Catamaran Sail and Snorkel with Lunch

Waikiki: Friday Night Fireworks Catamaran Cruise - Timing, 6:30 pm Start, and How to Not Miss the Boat
Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Oahu Sailing Trips, Sailing, Tour Reviews

Waikiki: Friday Night Fireworks Catamaran Cruise

9.Waikiki: Friday Night Fireworks Catamaran Cruise

Watch Waikiki Friday night fireworks from a catamaran with Diamond Head views, music, and a cash bar in about 1h45.

4.5

“The Catamaran is awesome, plenty of seating , the crew were very entertaining. The views leaving the harbour were stunning looking back at the city and lights. The sun was setting as we left the harbour. The trip out of the harbour was smooth sailing and then we parked up opposite the Hilton to watch…”

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Waikiki Sunset Cocktail Sail with Open Bar - The open bar and Holokai Hooch: what you’ll actually be drinking
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Oahu, Oahu Sailing Trips, Party & Music Cruises, Sunset Sails, Tour Reviews

Waikiki Sunset Cocktail Sail with Open Bar

Waikiki: Parasailing in Hawaii - Getting There: Ala Moana Meeting Point, No Hotel Pickup
Oahu, Oahu Sailing Trips, Parasailing, Tour Reviews

Waikiki: Parasailing in Hawaii

11.Waikiki: Parasailing in Hawaii

Parasail over Waikiki with Diamond Head views, capped groups of 12, and multiple height options. Equipment and safety included.

4.5

“It was a good experience. Some hidden fees though (mandatory tips 10USD + fuel surcharge $7 per person)”

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The sailing ports worth the trip, grouped by the sea they sit on.