SAILING WORLDWIDE
The best days on the water.
The 15 most popular oahu sailing trips. What each sail costs, how long you are on the water, and which crews run it well.
Sail on Moana Catamaran for a Waikiki sunset, with premium cocktails, chances to spot dolphins and humpback whales, and views of Diamond Head.
Most Popular“The crew were very attentive and made the trip enjoyable despite the rough seas and some people suffering from sea sickness. Drinks were plentiful with a good variety.”
Snorkel Turtle Canyon from Waikiki on a catamaran with lunch and guaranteed turtle sightings, plus a free second cruise if none appear.
“Great crew, great views of diamond head and waikiki, great refreshments, awesome snorkeling, saw 5-6 sea turtles, gliding, surfacing, great fun..”
Snorkel Turtle Canyon on a Hawea catamaran from Waikiki. Spot green sea turtles, octopus, and fish, plus gear, snacks, and a sail.
“We walked to the boat from the Waikiki beach hotel. The crew were very friendly. The boat has 2 clean bathrooms. We saw sea turtles and colorful fish. We will do this tour again next time we are back to the island.”
2-hr Oahu catamaran snorkel at Turtle Canyon. Turtle sightings are 100% guaranteed. Gear, snacks, and a comfy ride included.
“Excellent experience snorkeling with the turtles and fish! Lucy and Shannon were so great. We had our 3 young children with us and our 4 yr old wasn’t so sure once in the water so Lucy brought him to sit on the surf board with her so he could still be out on the water…”
Snorkel Turtle Canyon from a Waikīkī catamaran for turtles and fish, with lifeguards and drinks on the sail back. Family-friendly.
“Very beautiful experience. The staff was very friendly. The view & scenery was breathtaking. Highly recommended!”
Sail off Waikiki on a 40-foot catamaran for a 2-hour sunset cruise with Diamond Head views, complimentary pupus, and BYOB.
“Crash,Shannon, Sushi was great. Staff took pictures for you and answered all kinds of questions. Great time.”
Enjoy a 2-hour luxury catamaran cruise from Oahu with possible dolphins, turtles, and seasonal whales plus Waikiki views and sunset buffet on select sails.
“Great time! The staff was amazing! Beautiful! Great way to start are vacation!”
Sail from Ko Olina on a 53-foot catamaran, snorkel colorful reefs, and enjoy lunch plus cocktails, with dolphin and whale chances.
“The captain and crew were excellent. We saw lots of fish, dolphins and a sea turtle The boat was amazing and fun. I highly recommend this cruise”
Watch Waikiki Friday night fireworks from a catamaran with Diamond Head views, music, and a cash bar in about 1h45.
“Great crew, very energetic and entertaining. There was an excellent view of the city and fireworks.. l would highly recommend to all.”
Sunset cocktail sail on Waikiki’s Holokai Catamaran with open bar, signature Holokai Hooch, and a social crew on Oahu.
“Enjoyed the sail immensely. Boat was comfortable and clean, loading and unloading was easy. Would recommend!”
Parasail over Waikiki with Diamond Head views, capped groups of 12, and multiple height options. Equipment and safety included.
“Fun experience! The crew was awesome! Definitely worth every penny! Will return for the 1000ft trip! Thank you”
Ke Kai’s Waikiki sunset catamaran sails from the beach with drinks included, Diamond Head views, and a lively crew for ~90 minutes.
“Great vibe on the trip. Highly recommended. Did the sunset trip all staff on board were super friendly.”
A 90-minute Waikiki sunset catamaran cruise with an included premium bar, light bites, and top-notch Diamond Head views.
“Terrific! The crew was sensitive to seasick passengers and everyone else. They kept up a great conversation with all on the boat. The boxes food was tasty and there were drinks for all tastes.”
West Oahu catamaran hunt for dolphins, turtles, and seasonal whales with snorkeling, breakfast, and deli lunch, plus hotel pickup options.
“Awesome beautiful day! Everyone was so nice and helpful. Saw lots of dolphins. Would highly recommend.”
A 90-minute sunset catamaran sail from Waikiki with drinks included, easy ocean access, Diamond Head views, and a relaxed crew vibe.
“All crews are nice and took photos for us. The tour was amazing and definitely would come back next time.”
The sailing ports worth the trip, grouped by the sea they sit on.
