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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

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

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

“Fantastic, crew Captain Jenna, Julia, Des and Tia were amazing and really helpful we got to see lots of turtles and beautiful fish. On the way back in we had the sails up cruising along so fun”

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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

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

“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: 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

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.”

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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

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

“There’s so many choices for sunset cruises out there and it can be overwhelming. I’d recommend stopping right here and booking this one with Hawaii Nautical! This company had by far the nicest boat on the water when we went out. Somehow our family of 7 ended up being the only ones on the boat…”

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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

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

“Such a beautiful experience! The staff were so kind. It was worth it for sure! The sunset was gorgeous and we even saw 2 whales! They served beverages and had a nice spread of food as well! 10/10 would recommend!!!”

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Luxury Catamaran Cruise from Oahu - Makani Catamaran in Honolulu: Fast, Scenic, and Made for Ocean Views
Catamaran Sailing Cruises, Cruises & Boat Tours, Oahu, Sailing, Tour Reviews, VIP

Luxury Catamaran Cruise from Oahu

7.Luxury Catamaran Cruise from Oahu

Luxury Makani catamaran from Oahu for a 2-hour Waikiki cruise. Sunset buffets, Friday fireworks, and chances at dolphins, turtles, whales.

4.5

“Fun night, crew is great! Beautiful views , would book this again! Was the best way to kick off our vaca”

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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

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

“Great time! Captain Chris and crew were fantastic. Saw some whales, had a great boat ride. Highly recommend this adventure!”

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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

9.Ko Olina Catamaran Sail and Snorkel with Lunch

53-foot catamaran from Ko Olina with included snorkeling gear, lunch, and a bar, plus chances to spot dolphins and whales.

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!”

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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

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

“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 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

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

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

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

“Read careful No guarantee swim with dolphins if no doubles you can try again at 50% off which is crazy You have to request a glass of water and when they are bust you do without bring water if you go and be aware you may or may not swim with dolphins and/or turtles grandkids…”

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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

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

A 3-hour Waikiki catamaran mix of turtle snorkeling and extra water sports, with snacks, photo help, and seasonal whale sightings.

5.0

“Such an amazing experience! The entire crew was incredibly helpful, kind, and made the day so much fun from start to finish. We got to snorkel, enjoy different water activities, and also just relax on the boat with snacks and great vibes. Everything felt well-organized but still laid-back, and the staff truly made the experience…”

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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

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

“Great communication, we met our two-man crew and were immediately comfortable and having fun on the boat. Blue tooth stereo, pouring our own drinks. Made a stop to see turtles, and another to splash around. Even went out far to look unsuccessfully for whales. Great company, and they even gave us perfect weather.”

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More Sailing On Oahu

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Explore Oahu

From Waikiki to the North Shore, and every way to spend a day on the island.