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15 Best Sailing Tours On Oahu

Oahu’s best days out.

The 15 most popular sailing tours on Oahu. A short list of the ones worth building a day around, with prices, run times and where to book.

15 Best Sailing Tours On Oahu

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

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

2.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

“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 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

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

4.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

“did the turtle snorkel with wife and daughter captain and crew were great helping with getting in and out of the water as well as assisting while in the water as wife and daughter aren't great swimmers. crew was extremely friendly and helpful would definitely book again.”

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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

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

6.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
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, VIP

Luxury Catamaran Cruise from Oahu

7.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

“This was my favorite excursion! There were drinks at the bar, and once the sails were up we whipped through the water, and the large swells made it an exciting ride! My kids really enjoyed it too!”

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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

8.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

“Crew was very friendly and knowledgeable. Catamaran was exceptionally clean. The tour was advertised to have food and there were only packages of chips. Crew checked on passengers and brought beverages. Was advertised as 2 hours. Was a bit less than 90 minutes.”

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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

10.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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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

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu - How the Morning Works: Pickup, Timing, and Why It Starts So Early
Catamaran Sailing Cruises, Cruises & Boat Tours, Dolphin Tours, Dolphin Watching, Lunch Experiences, Oahu, Sailing, Tour Reviews

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

12.Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

Swim with wild dolphins off Oahu on a catamaran, then snorkel Makaha sea turtles with an onboard 21-ft waterslide plus lunch.

4.5

“It is well worth the money. The staff is very well trained and very accommodating. I know they say they leave at 5 PM sharp but you got about 510 minutes after that to get there no longer than that. We saw many dolphins turtles even whales If I had one thing I would like…”

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Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun - Diamond Head on the Route: The Photo Moment You Get Without Trying
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Snorkeling Tours, Tour Reviews

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

13.Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

Waikiki catamaran turtle snorkeling plus paddle boarding and sea scooters. Snacks, drinks, and possible dolphins or whale sightings.

5.0

“I thought the whole crew did an amazing job. They were detailed oriented and had safety in mind first which was great for this trip as we were on our honeymoon. Dustan Brewer happened to be a crew member who just so happened to go to school at Blue Springs south which I worked at…”

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Private Catamaran Cruise and Snorkeling Tour in Honolulu - Offshore Waikiki snorkeling: turtles, fish, and real water time
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Private, Sailing, Snorkeling, Snorkeling Tours, Tour Reviews, Tours

Private Catamaran Cruise and Snorkeling Tour in Honolulu

BYOB Waikiki Sunset Swim and Diamond Head Sailing - The 2-Hour Rhythm: Waikiki, Sailing, Swim, Sunset, Back Again
Catamaran Sailing Cruises, Cruises & Boat Tours, Diamond Head Tours, Evening Experiences, Oahu, Sailing, Tour Reviews

BYOB Waikiki Sunset Swim and Diamond Head Sailing

More Sailing Tours On Oahu

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