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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

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1.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.

Most Popular★ 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…”

2,109 reviews2 to 3 hours (approx.)From $134.95by Hawaii Nautical

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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

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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

“* very clean boat * tons of helpful and kind staff * saw quite a few turtles and many, many fish * enjoyed the ride out, seeing the animals, then having a beverage while we sail around for a bit * super convenient pick up location”

1,655 reviews2 hours 30 minutes (approx.)From $89.56by Waikiki Sailing Company

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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

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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

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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

“Such a great experience even with 2 kids.We saw 2 turtles and tons of fish. Everyone who worked the boat was very knowledgeable and sweet. One even swam down and brought up a sea urchin for my son to hold. Great adventure!!”

936 reviews2 hours 30 minutes (approx.)From $76.49by Moana Sailing Co.

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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

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5.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

“Signage was terrible. No where did we see Signature Sunset Cruise We only found the cruise because the operator called us.”

890 reviews1 hour 30 minutes (approx.)From $89.95by Hawaii Nautical

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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

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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

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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

“Wow, what an amazing experience! Great crew, stunning catamaran, food was fantastic, and the hotel transfers included. I would highly recommend this cruise to everyone!!”

682 reviews2 hours (approx.)by Makani Catamaran

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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

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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

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9.Ko Olina Catamaran Sail and Snorkel with Lunch

3-hour catamaran sail from Ko Olina with gear, snorkeling at a reef teeming with fish, plus lunch and 3 cocktails.

★ 5.0

“What a lovely experience! I had been wanting to do a catamaran in Hawaii and finally was able to do it. A friend recommend this to me. Great and helpful staff! Lovely snorkeling!”

630 reviews3 hours (approx.)From $195.00by Ko Olina Ocean Adventures, Inc.

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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

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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

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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

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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

“I booked this experience mainly because my mom has always wanted to see and swim with dolphins in the wild. We were all a little nervous prior to boarding the boat just knowing we were going to be swimming in the open water, but all of the staff made us feel so comfortable and confident…”

166 reviews4 hours (approx.)From $199.00by Iruka Hawaii Dolphin

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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

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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

“Dustin & Greg provided an incredible experience. Very hands on, personable, knowledgeable, and fun. They made celebrating my daughter’s birthday an incredible experience. Highly highly recommend this family fun!”

157 reviews3 hours (approx.)From $120.69by Blue Ocean Snorkeling

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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

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14.Private Catamaran Cruise and Snorkeling Tour in Honolulu

Private Honolulu catamaran cruise with snorkeling off Waikiki. See Diamond Head, turtles, dolphins, and sometimes whales. BYOB.

★ 5.0

“Great private charter off the beach in Waikiki. Great calm day out on the water. Snorkeling was awesome. Saw 3 sea turtles and all sorts of fish. Then cruised past Diamond Head and watched whales frolicking. Great all around day and a highlight of our trip to Hawaii!”

152 reviews2 hours (approx.)From $749.00by Hawaii Ocean Charters

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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

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15.BYOB Waikiki Sunset Swim and Diamond Head Sailing

BYOB Waikiki sunset swim and Diamond Head sailing on a stable Hokulani trimaran, with snorkeling gear and ocean-life chances.

★ 5.0

“We had an awesome time on the BYOB Waikiki Sunset Swim and Diamond Head Sailing tour! The crew were super lively and made sure everyone was having a great time. The captain was especially fun — he kept things safe but also made suRead more”

150 reviewsFrom $79.00by Three Tiki Sailing

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More Sailing Tours On Oahu

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