Oahu · SAILING

15 Sailing Trips on Oahu to Build a Day Around

16 tours  ·  from $45 a head

The good sailing trips fill up weeks out and the best go first. Below: the 15 to book early, what each includes and where they differ.

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - What Makes Turtle Canyon Special
Catamaran Sailing, Cruises & Boat Tours, Lunch Experiences, Sailing, Sea Turtle Tours, Snorkeling, 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 Diamond Head views.

“Great experience! The crew was very experienced and made sure we all felt safe and secure. They were very knowledgeable and made out adventure that much more intriguing.”

Check availability →Read our full review

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Meeting the Hawea at Waikiki Beach
Catamaran Sailing, Cruises & Boat Tours, Sailing, Sea Turtle Tours, Snorkeling, Tour Reviews

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

2.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

★★★★★★★★★★5.0 · 1,655 reviews · 2 hours 30 minutes (approx.) · from $89Top rated

Snorkel Turtle Canyon from Waikiki on the Hawea catamaran, with gear, snacks, drinks, reef fish, sea turtles, and a scenic sail.

“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”

Check availability →Read our full review

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - Snorkeling with green sea turtles
Catamaran Sailing, Cruises & Boat Tours, Sailing, Sea Turtle Tours, Snorkeling, Tour Reviews, Tours

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

3.Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

★★★★★★★★★★5.0 · 1,420 reviews · 2 hours (approx.) · from $49

Snorkel Turtle Canyon from Waikiki with a small catamaran crew, guaranteed turtle sightings, gear, drinks, snacks, and a two-hour ocean trip.

“We had an amazing time with Krash and his crew! They were all very friendly, knowledgeable and ensured we got the most out of our experience! We were lucky enough to see a whale, dolphins, an octopus(which Shannon dove down to find) along with the gorgeous sea turtles! Highly recommend booking with Oahu catamarans and if we ever come back we will be booking with them again!”

Check availability →Read our full review

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Getting ready for the water
Catamaran Sailing, Cruises & Boat Tours, Guided, Sailing, Sea Turtle Tours, Snorkeling, 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, drinks, and Diamond Head views.

“The three girls in charge of the tour were amazing. They were so patient with our son who was a little apprehensive. We highly recommend this for a family, friendly, very personalized tour. The boat was very clean and spacious. They provided all the equipment besides our towels we bought from our hotel. Highly recommend and would do again.”

Check availability →Read our full review

Waikiki Signature Sunset Catamaran Sail - Snacks and Drinks: Useful Extras, Not a Full Meal
Catamaran Sailing, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Cruises, Tour Reviews

Waikiki Signature Sunset Catamaran Sail

5.Waikiki Signature Sunset Catamaran Sail

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

Sail from Waikiki toward Diamond Head for a sunset catamaran cruise with bento snacks, two drinks, ocean views, and a relaxed return to Honolulu.

“Very nice staff clean boat great music and great mai tais. Would definitely recommend!. Great snacks!”

Check availability →Read our full review

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - Sailing toward Diamond Head as the sun drops
Catamaran Sailing, Cruises & Boat Tours, Evening Experiences, Sailing, Tour Reviews

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

Luxury Catamaran Cruise from Oahu - What the Two-Hour Route Actually Shows You
Catamaran Sailing, Cruises & Boat Tours, Sailing, Tour Reviews, VIP

Luxury Catamaran Cruise from Oahu

7.Luxury Catamaran Cruise from Oahu

★★★★★★★★★★4.5 · 682 reviews · 2 hours (approx.)

Review the Oahu luxury catamaran cruise, with Waikiki views, wildlife spotting, sunset dinner, fireworks, drinks, and practical booking tips.

“We thought this was a sunset dinner cruise Only one table to sit. No narration of the area, just loud music. Did not care for the food either. The restrooms. Don't use them unless it is absolutely necessary. If you are over 55, think again before going.”

Check availability →Read our full review

Waikiki Deluxe Catamaran Whale Watch - Waikiki pickup requires the right booking option
Catamaran Sailing, 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

See humpback whales from Waikiki on a two-hour catamaran cruise with drinks, snacks, expert narration, open-air seating, and a free re-ride if needed.

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

Check availability →Read our full review

Ko Olina Catamaran Sail and Snorkel with Lunch - Starting at Ko Olina Marina
Catamaran Sailing, Cruises & Boat Tours, Ko Olina & West Oahu Tours, Lunch Experiences, Sailing, Snorkeling, Tour Reviews

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 on a 53-foot catamaran, snorkel among tropical fish, spot dolphins and whales, and enjoy lunch with drinks.

“Called the day before and canceled because of lack of people but they said they would refund our money still haven’t seen it yet”

Check availability →Read our full review

Waikiki: Friday Night Fireworks Catamaran Cruise - What the fireworks are really like
Catamaran Sailing, Cruises & Boat Tours, Evening Experiences, Friday Night 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

Cruise Waikiki at sunset, see Diamond Head and Friday fireworks, enjoy music and a cash bar on this 1-hour-45-minute catamaran ride.

“Great experience with fun people and great music. Highly recommend doing this on a Friday for the fireworks. We had a fabulous view”

Check availability →Read our full review

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

Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

11.Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

★★★★★★★★★★4.7 · 469 reviews · from $85

Snorkel with green sea turtles at Waikiki’s Turtle Canyon, then sail aboard the Hāwea catamaran with friendly guides and ocean views.

“We had an amazing time on the Turtle and Snorkeling Tour aboard the Hawea Catamaran in Waikiki! This was not our first snorkeling adventure, but the Hawea stood out as the most comfortable and well-equipped catamaran we've experienced. The boat is brand new with a non-slip floor, making it safe and stable even when wet. Every crew member was incredibly polite and attentive, ensuring a smooth and enjoyable trip. The onboard restroom felt like something out of a high-end hotel—spotless and luxurious. The snorkeling itself was fantastic! We spotted a variety of tropical fish, majestic sea turtles, and even dolphins swimming nearby, which made the trip unforgettable. The equipment provided…”

Check availability →Read our full review

Oahu: Waikiki Sunset Catamaran Sail and Swim - The ride toward Diamond Head
Catamaran Sailing, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Cruises, Tour Reviews

Oahu: Waikiki Sunset Catamaran Sail and Swim

12.Waikiki Sunset Catamaran Sail and Swim

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

Sail Waikiki at sunset on a pink-sailed catamaran, swim in the Pacific, and watch Diamond Head and Honolulu lights glow for $49.

“This was a great experience! Jamie, Peter and the rest of the crew were super friendly and welcoming, and even when there were some loud and difficult guests on board, they handled the situation very well. The swim is a great addition to the sunset and we would definitely do this again. I highly recommend!”

Check availability →Read our full review

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu - Meeting wild dolphins on their schedule
Catamaran Sailing, 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, ride a 21-foot waterslide, and enjoy lunch aboard a catamaran.

“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 in our abilities to complete this excursion. The views were incredible and we were able to see so many pods of dolphins from the boat as well as from the water. This was definitely a highlight of our trip and that was all thanks to the amazing staff for making it possible.”

Check availability →Read our full review

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun - What the Diamond Head stop adds
Catamaran Sailing, Cruises & Boat Tours, Sailing, Sea Turtle Tours, Snorkeling, Tour Reviews

Waikiki Catamaran Escape: Snorkel with Turtles & Water Sports Fun

Private Catamaran Cruise and Snorkeling Tour in Honolulu - Leaving Kewalo Basin for Waikiki’s open water
Catamaran Sailing, Cruises & Boat 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.)

Review of Honolulu’s private catamaran cruise with Diamond Head views, snorkeling, turtles, dolphins, BYOB drinks, and a small personal crew.

“Spectacular crew!!! Wonderful snorkel spots and experience in the ocean. We held a sea urchin, sea cucumber, and an octopus as well seeing a plethora of fish and turtles. We topped it off, watching a pod of dolphins play around the boat. Amazing!”

Check availability →Read our full review

Scroll to Top

Explore Oahu

Pick a coast, a harbour or a trail.