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15 Best Catamaran Sailing Cruises On Oahu

Oahu’s best days out.

The 15 most popular catamaran sailing cruises on Oahu right now. The ones worth putting on the itinerary, with what each costs, how long it runs and who you book with.

15 Best Catamaran Sailing Cruises On Oahu

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - The 2-Hour Route: Out Past Diamond Head, Then Back Along Waikiki
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Tour Reviews

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

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - Boat, crew, and the pace that keeps you happy
Catamaran Sailing Cruises, Cruises & Boat Tours, Lunch Experiences, Oahu, Sailing, Tour Reviews, Turtle & Reef Snorkeling Tours

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

2.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

Waikiki catamaran snorkel with guaranteed green turtles at Turtle Canyon, plus lunch, drinks, and easy gear for a short 2–3 hour trip.

★ 4.5

“It was a great experience! We had Chris, Clay and Cabrina as our guides and captains. Very entertaining crew! They went over safety precautions and gave clear directions. I’m not a strong swimmer, and I felt completely safe with the high visibility life vest and snorkel gear. Clay and Cabrina go out in the ocean…”

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Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Hawea Catamaran Crew: How Safety and Help Work in Practice
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, Turtle & Reef Snorkeling Tours

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

3.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Snorkel Turtle Canyon from Waikiki on the Hawea catamaran. See green sea turtles, then sail back with snacks and cold brew.

★ 5.0

“Great crew! Fun day, very friendly and informative staff. Catamaran was well equipped. Team did a great job ensuring everyone was safe in the water. Reminder…this is a trip for participants who know how to swim and are comfortable in the water.”

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Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - The turtle guarantee: what it means on the water
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, Tours, Turtle & Reef Snorkeling Tours

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

4.Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Waikiki’s Turtle Canyon snorkel from a small catamaran. Included gear, guided water time, refreshments, and a turtle sighting guarantee.

★ 5.0

“Loved this tour ! All staff was super kind and helpful. They have the cutest co-captain and her name is sushi! Everything about this experience was amazing. 10/10”

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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Snorkeling Setup: Gear, the Secured Raft, and Crew Guidance
Catamaran Sailing Cruises, Cruises & Boat Tours, Guided, Oahu, Sailing, Tour Reviews, Turtle & Reef Snorkeling Tours

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

5.Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Waikīkī turtle snorkeling and sailing from Kewalo Harbor. Gear, lifeguards, and a raft for kids, spot sea turtles, then sail back.

★ 4.5

“Great 7am snorkeling trip out. Sunrise over Diamond Head does not disappoint. Turtles, tropical fish and dolphins! Jenna, Ethan and Crew were great hosts.”

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Waikiki Signature Sunset Catamaran Sail - Two drink tickets plus a bento box that stays snack-sized
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Sailing, Tour Reviews

Waikiki Signature Sunset Catamaran Sail

6.Waikiki Signature Sunset Catamaran Sail

1.5-hour Waikiki-to-Diamond Head sunset catamaran with two drinks, a bento snack box, unlimited non-alcoholic beverages, and great views.

★ 4.5

“What a wonderful sunset. The crew and catamaran were top-notch. I definitely would do this again. Very friendly and a perfect way to end our trip to Hawaii! I would recommend this to all.”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - Food and BYOB: The Snack Spread and How to Plan Your Own Night
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Oahu, Sailing, Tour Reviews

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

Waikiki Deluxe Catamaran Whale Watch - 3) The Humpback Hunt: What the Crew Looks For
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, Whale Watching, Whale Watching Cruises

Waikiki Deluxe Catamaran Whale Watch

9.Waikiki Deluxe Catamaran Whale Watch

Waikiki catamaran whale watch with a full premium bar, expert narration, and a free re-ride if humpbacks don’t show.

★ 4.5

“The crew were super nice and competent. The cruise was super fun. They gave us vouchers since we didn’t see any humpbacks during the time out. Would absolutely do again, whales or not.”

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Ko Olina Catamaran Sail and Snorkel with Lunch - The sailing portion: what you’re watching for on the way out
Catamaran Sailing Cruises, Cruises & Boat Tours, Lunch Experiences, Oahu, Sailing, Tour Reviews, Turtle & Reef Snorkeling Tours

Ko Olina Catamaran Sail and Snorkel with Lunch

Waikiki: Friday Night Fireworks Catamaran Cruise - The Pre-Fireworks Cruise Hour: Views You Actually Get to Enjoy
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Sailing, Sunset & Dinner Cruises, Tour Reviews

Waikiki: Friday Night Fireworks Catamaran Cruise

11.Waikiki: Friday Night Fireworks Catamaran Cruise

Waikiki Friday night fireworks catamaran cruise from Ala Wai Yacht Harbor. Diamond Head views, music, cash bar, snacks. 1h45.

★ 4.5

“The guys took great care of the guests. Must try the chips. They request for us to arrive early, which i appreciate because who really wants to wait for stranglers or who really wants to miss a trip knowing it cannot be refunded.”

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Waikiki Sunset Cocktail Sail with Open Bar - Holokai Catamaran drinks: what you actually get
Catamaran Sailing Cruises, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Oahu, Tour Reviews

Waikiki Sunset Cocktail Sail with Open Bar

12.Waikiki Sunset Cocktail Sail with Open Bar

Waikiki sunset sail on the Holokai Catamaran with an open bar, Maui Brewing beer, and a social crew on Oahu’s water.

★ 4.5

“i can get windy so don’t stress about doing your hair. but it was so beautiful to see the city from the ocean. the staff is very friendly and informative. would definitely do this tour again.”

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Waikiki Beach Sunset Sail - Price and What You Get for About $70 Per Person
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Tour Reviews

Waikiki Beach Sunset Sail

13.Waikiki Beach Sunset Sail

Waikiki sunset catamaran sail with drinks, music, and Diamond Head views. 1.5 hours from Ke Kai Beachfront with a lively crew.

★ 5.0

“This is a fun and relaxing experience. Go with friends or go with family, ok for kids…but maybe leave them behind if you can :)”

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Oahu: Waikiki Sunset Catamaran Sail and Swim - Getting Onboard at Pink Sails Waikiki Without Stress
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Honolulu, Sailing, Tour Reviews

Oahu: Waikiki Sunset Catamaran Sail and Swim

14.Oahu: Waikiki Sunset Catamaran Sail and Swim

Sail a pink-sailed catamaran into Waikiki’s sunset, swim in the Pacific, and watch Diamond Head glow as the shoreline turns on.

★ 4.6

“This was a great experience! Jamie, Peter and the rest of the crew were super friendly and welcoming, and even when there were some loud and difficult guests on board, they handled the situation very well. The swim is a great addition to the sunset and we would definitely do this again. I highly recommend!”

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Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea - Where You Meet and How to Avoid Startup Confusion
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Tour Reviews

Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea

More Catamaran Sailing Cruises On Oahu

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