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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. A short list of the ones worth building a day around, with prices, run times and where to book.

15 Best Catamaran Sailing Cruises On Oahu

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - On board: barefoot sailing, a full bar, and a restroom
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Sunset & Dinner Cruises, Tour Reviews

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

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

A 2-hour Waikiki catamaran sunset sail from Kewalo Basin Harbor, with cocktails, Diamond Head views, and possible dolphins or humpback whales.

Most Popular 5.0

“Wonderful experience from start to end. The crew was very attentive to everyone's needs, asking if we needed drinks, etc. Definitely don't forget a sweater because with the sun down and the wind blowing, it can get a bit chilly. I would recommend this trip and I'm glad we did it!”

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Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - Stop-by-stop: what happens at each part of the route
Catamaran Sailing Cruises, Cruises & Boat Tours, Lunch Experiences, Oahu, Sailing, Snorkeling Tours, 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 power catamaran with guaranteed green sea turtles, lunch and drinks, plus ocean views.

4.5

“Crew was super friendly, always offering to bring us drinks. We took the 8 AM so I didn’t drink any of the alcoholic drinks offered, and I was driving. But they had fun tropical cocktails as well as beer. The snacks were mini bags of potato chips, so if you are taking the morning excursion,…”

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Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Hawea Catamaran: A Clean Boat and a Crew That Keeps It Moving
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Snorkeling Tours, Tour Reviews

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

3.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Sail from Waikiki on the Hawea catamaran to Turtle Canyon for guided snorkeling with green sea turtles, reef fish, and a relaxing ride back.

5.0

“Best snorkel tour! For someone who hasn’t done a snorkel tour in awhile this was perfect. The staff was excellent fun and so helpful. They all made the experience amazing. We saw 3 turtles and some fish. On the return ride tried to see whales but none some saw flying fish! Next time I come…”

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Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - The 100% Turtle Guarantee: What You Should Expect
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Snorkeling Tours, Tour Reviews, Tours

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

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

Two-hour Waikiki catamaran snorkel with Turtle Canyon reef, premium gear, and a 100% turtle sighting promise.

5.0

“Definitely recommend booking with them! The 100% guarantee turtle sighting is true! One of the crew members gave us a tour and another was with us in the water as our lifeguard. Great experience all around!”

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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Snorkeling setup that works for kids and cautious first-timers
Catamaran Sailing Cruises, Cruises & Boat Tours, Guided, Oahu, Sailing, Snorkeling Tours, Tour Reviews

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

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

A 2.5-hour catamaran snorkeling trip from Kewalo Harbor to Turtle Canyon reefs to spot sea turtles, fish, and more, with gear and lifeguards included.

4.5

“These guys are awesome! They were so helpful getting me and my kids set up in the water to find swim with turtles and view the incredible wildlife. They were extremely attentive to a variety of needs, like my kids being a little scared to get in, as well as me getting sea sick. All…”

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Waikiki Signature Sunset Catamaran Sail - The Route: Waikiki Coast to Diamond Head Turnaround
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Sailing, Sunset & Dinner Cruises, Tour Reviews

Waikiki Signature Sunset Catamaran Sail

6.Waikiki Signature Sunset Catamaran Sail

Waikiki to Diamond Head sunset cruise on a 53-ft catamaran with bento snacks, two drinks, and unlimited non-alcoholic drinks.

4.5

“We booked this trip last minute and are so glad that we did! The sunset was beautiful and so relaxing to see it from the boat. The charcuterie boxes and cocktails were great and the crew were absolutely lovely. A perfect little trip on the first leg of our honeymoon! Highly recommend ⭐️”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - The 5:15 pm Diamond Head Stop: Getting Oriented from the Pacific
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

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

A 2-hour Waikiki sunset catamaran with Diamond Head views, complimentary pupus, and BYOB for adults 21+. Small-group value at $44.99.

5.0

“Captain Krash and crew were so accommodating and entertaining. I travel to Oahu often, and this was the best sunset view I've experienced. Viewing from the catamaran is definitely worth it!”

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Luxury Catamaran Cruise from Oahu - Fast Catamaran Cruising in Waikiki: What You’re Really Buying
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Luxury Catamaran Cruise from Oahu

8.Luxury Catamaran Cruise from Oahu

A fast luxury catamaran cruise from Oahu with Waikiki views, possible dolphin and turtle sightings, and sunset options with buffet and skyline.

4.5

“We thought this was a sunset dinner cruise Only one table to sit. No narration of the area, just loud music. Did not care for the food either. The restrooms. Don't use them unless it is absolutely necessary. If you are over 55, think again before going.”

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Waikiki Deluxe Catamaran Whale Watch - Meeting at Kewalo Basin: How the Day Starts
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, Whale Watching, Whale Watching Tours

Waikiki Deluxe Catamaran Whale Watch

9.Waikiki Deluxe Catamaran Whale Watch

Waikiki Deluxe catamaran whale watch from Kewalo Basin with a full bar, guided humpback spotting, and a free re-ride if whales don’t show.

4.5

“The boat was so much. It was great being on the water. We didn’t see any whales that day so we re booked for the next day and upgraded to the turtle/snorkeling tour. We had a blast! We saw whales, turtles and beautiful fish. The staff is wonderful and a lot of fun.”

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Ko Olina Catamaran Sail and Snorkel with Lunch - Snorkeling at the reef: gear is included, dolphins are possible
Catamaran Sailing Cruises, Cruises & Boat Tours, Lunch Experiences, Oahu, Sailing, Snorkeling Tours, Tour Reviews

Ko Olina Catamaran Sail and Snorkel with Lunch

Waikiki: Friday Night Fireworks Catamaran Cruise - Ala Wai Yacht Harbor and the Diamond Head Cruise Segment
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Live Shows & Entertainment, Oahu, Sailing, Tour Reviews

Waikiki: Friday Night Fireworks Catamaran Cruise

11.Waikiki: Friday Night Fireworks Catamaran Cruise

Watch Waikiki’s Friday fireworks from a catamaran. Great views, fun crew, and a relaxed coastal cruise with drinks and snacks.

4.5

“Boat crew was great! Very helpful and gave great information. Boat ride got a little bumpy and the crew was great about giving information to make you feel comfortable. Fireworks show was very underwhelming and disappointing.”

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Waikiki Sunset Cocktail Sail with Open Bar - The Holokai Catamaran setup: open bar and signature drinks
Catamaran Sailing Cruises, Cruises & Boat Tours, Drinking Tours, Evening Experiences, Oahu, Sunset & Dinner Cruises, Tour Reviews

Waikiki Sunset Cocktail Sail with Open Bar

12.Waikiki Sunset Cocktail Sail with Open Bar

Waikiki Sunset Cocktail Sail on the Holokai Catamaran with open bar, signature Holokai Hooch, and nonstop golden-hour views.

4.5

“The music was low could barely hear it! The vide was boring not a fun vibe at all. If your okay with quiet time this boat is for you!”

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Waikiki Beach Sunset Sail - Mamala Bay and Oahu’s South Shore: what the first stretch is really for
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Oahu, Sunset & Dinner Cruises, Tour Reviews

Waikiki Beach Sunset Sail

13.Waikiki Beach Sunset Sail

Waikiki sunset catamaran with drinks onboard, Diamond Head views, and an easy departure right from Waikiki Beach.

5.0

“Fun experience with good music, unlimited alcohol drinks and sodas. You are free to move about the boat and see Waikiki from the ocean.”

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Oahu: Waikiki Sunset Catamaran Sail and Swim - The Route That Hits Diamond Head and Waikiki Lights
Catamaran Sailing Cruises, Cruises & Boat Tours, Evening Experiences, Honolulu, Sailing, Sunset & Dinner Cruises, Tour Reviews

Oahu: Waikiki Sunset Catamaran Sail and Swim

West Oahu Dolphin Watch and Snorkel Sail with Lunch - Breakfast, Lunch, and Premium Drinks (Yes, It Matters)
Catamaran Sailing Cruises, Cruises & Boat Tours, Dolphin Tours, Dolphin Watching, Lunch Experiences, Oahu, Snorkeling Tours, Tour Reviews

West Oahu Dolphin Watch and Snorkel Sail with Lunch

More Catamaran Sailing Cruises On Oahu

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