Oahu · SAILING

15 Sailing Trips on Oahu Worth Booking

47 tours  ·  from $41 a head

Every trip has one free day too few. These 15 sailing trips justify the slot, priced and timed so you can decide in minutes and get back to the beach.

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - Turtle Canyon and the one-hour snorkel
Cruises & Boat Tours, Lunch Experiences, Oahu Snorkeling Tours, Oahu Turtle Snorkeling Tours, Sailing, Tour Reviews

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

1.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

★★★★★★★★★★4.5 · 2,109 reviews · 2 to 3 hours (approx.) · from $134Our pick

Snorkel with guaranteed green sea turtles at Turtle Canyon from Waikiki, with a catamaran sail, lunch, drinks, and views of Diamond Head.

“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.”

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Waikiki Turtle Snorkel and Sail on Hawea Catamaran - What the Hawea catamaran adds
Cruises & Boat Tours, Oahu Snorkeling Tours, Oahu Turtle Snorkeling Tours, Sailing, Tour Reviews

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - Guides Who Make a Difference
Cruises & Boat Tours, Oahu Snorkeling Tours, Oahu Turtle Snorkeling Tours, Sailing, Tour Reviews, Tours

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - What snorkeling at Turtle Canyon is like
Cruises & Boat Tours, Guided, Oahu Snorkeling Tours, Oahu Turtle Snorkeling Tours, Sailing, Tour Reviews

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

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

★★★★★★★★★★4.5 · 936 reviews · 2 hours 30 minutes (approx.) · from $76

Snorkel Turtle Canyon from Waikīkī on a family-friendly catamaran with gear, lifeguards, turtles, fish, and a complimentary bar drink.

“I had an amazing time with Moana Sailing for the sea turtles and snorkeling experience! For the ticket price, it was definitely worth the value. The highlight for me was spotting a few sea turtles during the trip—such a magical moment to see them up close in their natural habitat. The crew was fantastic and truly made the trip memorable. Bella, Sophia, Kyle, and Bridget were all wonderful to work with—so friendly, professional, and fun. Their energy and enthusiasm added to the experience and made me feel comfortable and entertained. The boat was well-equipped, and the snorkeling gear was in great condition. The crew provided helpful tips and made sure…”

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Waikiki Signature Sunset Catamaran Sail - The bento box is a pleasant snack, not dinner
Cruises & Boat Tours, Evening Experiences, Oahu Sunset Cruises, Sailing, Tour Reviews

Waikiki Signature Sunset Catamaran Sail

5.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Review the Waikiki Signature Sunset Catamaran Sail, with Diamond Head views, drinks, snacks, wildlife chances, pickup details, and practical tips.

“The experience was beautiful, peaceful, and fun, along with very nice and helpful crew members. My husband and I booked this cruise a day after our wedding, and it was one of the best things we experienced in Hawaii! Drinks at the bar were great!”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - The Pacific view of Diamond Head
Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Sailing, Tour Reviews

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

Waikiki Deluxe Catamaran Whale Watch - What the two-hour cruise feels like onboard
Cruises & Boat Tours, Sailing, Tour Reviews, Whale Watching

Waikiki Deluxe Catamaran Whale Watch

8.Waikiki Deluxe Catamaran Whale Watch

★★★★★★★★★★4.5 · 638 reviews · 2 hours (approx.) · from $89

Review of Waikiki Deluxe Catamaran Whale Watch, with whale sightings, drinks, crew tips, pickup details, seasickness advice, and re-ride policy.

“It was a nice boat. The crew were awesome. We didnt see any whales on our trip. Would do it again...”

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Ko Olina Catamaran Sail and Snorkel with Lunch - Starting at Ko Olina Marina
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Ko Olina Catamaran Sail and Snorkel with Lunch

9.Ko Olina Catamaran Sail and Snorkel with Lunch

★★★★★★★★★★5.0 · 630 reviews · 3 hours (approx.) · from $195

Sail Oahu’s west coast aboard a 53-foot catamaran, snorkel among tropical fish, spot dolphins and whales, and enjoy lunch with drinks.

“The crew is great, very helpful and friendly. The views are fabulous and I had a wonderful time. Even the play list was enjoyable.”

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Waikiki: Friday Night Fireworks Catamaran Cruise - Watching the fireworks near the Hilton Hawaiian Village
Cruises & Boat Tours, Evening Experiences, Oahu Fireworks Cruises, Sailing, Tour Reviews

Waikiki: Friday Night Fireworks Catamaran Cruise

10.Friday Night Fireworks Catamaran Cruise

★★★★★★★★★★4.5 · 610 reviews · 1 hour 45 minutes (approx.) · from $67

Watch Waikiki fireworks from a Pink Sails catamaran with Diamond Head views, music, drinks, snacks, and a lively Friday night setting.

“Great experience overall. Boat was comfortable enough and well equipped. The capitan and two crew were fantastic!”

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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea - Boarding behind the Duke Kahanamoku Statue
Cruises & Boat Tours, Oahu Snorkeling Tours, Oahu Turtle Snorkeling Tours, Sailing, Snorkeling, Tour Reviews

Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

Oahu: Waikiki Sunset Catamaran Sail and Swim - What the two-hour route gives you
Cruises & Boat Tours, Evening Experiences, Oahu Sunset Cruises, Sailing, Tour Reviews

Oahu: Waikiki Sunset Catamaran Sail and Swim

12.Waikiki Sunset Catamaran Sail and Swim

★★★★★★★★★★4.6 · 351 reviews · from $49

Sail from Waikiki on a pink-sailed catamaran, swim in warm Pacific water, and watch Diamond Head and Honolulu glow at sunset.

“I booked this for my Dad’s 70th bday. They made sure he was super comfortable, and accommodated us for noise levels. A great activity for all ages. Super fun crew who made the cold weather a lot more fun for everyone! We saw some turtles and Duff brought up a sea urchin for us to hold!”

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Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu - What happens at Makaha
Cruises & Boat Tours, Dolphin Watching, Lunch Experiences, Sailing, Tour Reviews

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

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

★★★★★★★★★★4.5 · 166 reviews · 4 hours (approx.) · from $199

Swim with wild dolphins off Oahu’s west coast, then snorkel with turtles and enjoy a waterslide, lunch, and ocean views.

“Absolutely amazing experience. We went with the whole family including a 7 and 8 year old. It was very kid friendly and they were able to participate with no problem. We got to see the dolphins and several turtles. Would highly recommend.”

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Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun - Leaving Ala Moana with Diamond Head ahead
Cruises & Boat Tours, Oahu Snorkeling Tours, Oahu Turtle Snorkeling Tours, Sailing, Tour Reviews

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

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

★★★★★★★★★★5.0 · 157 reviews · 3 hours (approx.) · from $120

Sail from Waikiki to snorkel with turtles, then enjoy kayaks, paddleboards, sea scooters, snacks, and Diamond Head views.

“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 back in Kansas City. He did a great job at communicating with us throughout our trip. Thank you!”

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Private Catamaran Cruise and Snorkeling Tour in Honolulu - Snorkeling with turtles, fish, and small sea life
Cruises & Boat Tours, Oahu Snorkeling Tours, Private, Sailing, Snorkeling, Tour Reviews, Tours

Private Catamaran Cruise and Snorkeling Tour in Honolulu

15.Private Catamaran Cruise and Snorkeling Tour in Honolulu

★★★★★★★★★★5.0 · 152 reviews · 2 hours (approx.)

Private Honolulu catamaran cruise for up to six with Diamond Head views, snorkeling, turtles, dolphins, and a flexible BYOB setup.

“We had an awesome time! Our captains made it a once in a lifetime experience. We were able to hold an octopus and we found adorable spinner dolphins that put on a show for us! It was the perfect day!”

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