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OAHU

15 Best Sailing On Oahu

Oahu’s best days out.

The 15 most popular sailing 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 Sailing On Oahu

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

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1.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.

Most Popular★ 4.5

“They cancelled the excursion less than 12 hours before start time. Said there was not enough people to make it worth their time. Two days later, I still have not received a refund. And, it should be noted, they avoided any use of the Viator platform when canceling the excursion.”

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 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

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2.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

“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.”

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 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

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3.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

“My daughter (8) has never snorkeled and isn’t a strong swimmer (neither am I). Shannon was so patient with her - allowing her to hang on to the surfboard and taking the time to ease her tension in the water. She went above and beyond to ensure she had a great experience! Lucy and the…”

1,420 reviews2 hours (approx.)From $49.95by Oahu Catamarans LLC

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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

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4.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

“The experience was exceptionally well organized and truly enjoyable! It was our first time snorkeling, and we absolutely loved it. Watching turtles and the variety of colorful fish was an extraordinary highlight that made the trip unforgettable.”

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

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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

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5.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

“It was a fun trip, the crew were super friendly and very accommodating. Great way to see Waikīkī from the water and the sunset was beautiful.”

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 - 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

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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 options for a calm break from beach crowds.

★ 5.0

“It was an awesome experience to sail with Crush and the crew. The food and drinks that we were served was more than I expected and was really good and perfect for the ride. Crush, who was navigating the boat, has a dog and I had fun petting her. Crush also gave us information about…”

836 reviews2 hours (approx.)From $44.99by Oahu Catamarans LLC

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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

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8.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

“We took the boat twice in two days. The first day we didn’t see any whales but had some amazing beverages on the boat. We got a certificate to come back and we returned the next day and saw whales and had more beverages. Capt Joey and crew did a great job.”

638 reviews2 hours (approx.)From $89.00by Hawaii Nautical

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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

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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

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10.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.”

610 reviews1 hour 45 minutes (approx.)From $67.77by Pink Sails Waikiki

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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea - Sailing out from Duke Kahanamoku to Turtle Canyon
Cruises & Boat Tours, Honolulu, Sailing, Snorkeling, Tour Reviews, Turtle & Reef Snorkeling Tours

Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

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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

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12.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

“The catamaran cruise was excellent!!! Pink Sails was very organized and knowledgeable with what they were doing. We felt safe on the boat. They were saving drinks on the boat. I don’t remember them serving food. The weather was perfect when we went. We were able to swim out too because the waves weren’t that…”

351 reviewsFrom $49by Pink Sails Waikiki

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Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu - Getting started early: the 7:30 a.m. rhythm and why it matters
Catamaran Sailing Cruises, Cruises & Boat Tours, Dolphin Watch & Swim Tours, Dolphin Watching, Lunch Experiences, Oahu, Sailing, Tour Reviews

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

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

Swim with wild dolphins off Oahu, snorkel Makaha for turtles, then enjoy a 21-ft waterslide, paddle time, and included lunch.

★ 4.5

“They did find a few dolphins, but not very many. Maybe 10 or 12 that we only saw for about 45 seconds. They ran the tour like you are in the Army. We’re on vacation, don’t order us around like we’re Privates in the Army. The Skippers First Mate yelled the entire time. Very uneasy.…”

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 Crater: The Scenic Part Before You Get Wet
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, Turtle & Reef Snorkeling Tours

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

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Private Catamaran Cruise and Snorkeling Tour in Honolulu - Diamond Head cruising and an offshore Waikiki snorkel plan
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Private, Sailing, Snorkeling, Tour Reviews, Tours, Turtle & Reef Snorkeling Tours

Private Catamaran Cruise and Snorkeling Tour in Honolulu

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15.Private Catamaran Cruise and Snorkeling Tour in Honolulu

Private catamaran cruise and snorkeling off Honolulu. Swim near turtles and dolphins, cruise past Diamond Head, BYOB, up to 6.

★ 5.0

“This activity was wonderful. Nick and Sam were so nice and they made this activity our favorite. We swam with fish and turtles, saw sea urchins, and then Sam’s buddy on another boat told him where the pod of spinner dolphins were, so he took us there and it was the best! I would highly…”

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

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More Sailing On Oahu

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