Big Island of Hawaii Sailing Trips


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10 Best Big Island of Hawaii Sailing Trips Worldwide

The best days on the water.

The 10 most popular big island of hawaii sailing trips. What each sail costs, how long you are on the water, and which crews run it well.

10 Best Big Island of Hawaii Sailing Trips Worldwide

Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch - Kona-to-Kealakekua: The Catamaran Ride That Sets the Tone
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Island-Hopping Sails, Lunch Experiences, Sailing, Snorkel Sailing Trips, Tour Reviews

Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch

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1.Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch

Snorkel historic Kealakekua Bay from Kona on a power catamaran, with gear, lunch, and chances to spot dolphins and humpbacks.

Most Popular★ 5.0

“Beyond our expectations absolutely fabulous tour. Captain Bryce was entertaining and very knowledgeable about Hawaiian history. He also found whales and dolphins along the way to our snorkel spot. I highly recommend the Hang Loose tours!!”

2,232 reviews4 hours (approx.)From $85.00by Hang Loose Boat Tours

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Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona - Snorkeling at Red Hill: Gear, Water Time, and the Reality Check
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Dolphin & Whale Sails, Dolphin Watching, Sailing, Snorkel Sailing Trips, Tour Reviews, VIP

Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona

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2.Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona

Kona’s Red Hill snorkeling plus dolphin watch on a luxury catamaran with gear, meals, and fun water activities included.

★ 5.0

“Wow! I have been on two other snorkel trips and none compared to this experience. The food they provides was amazing, the boat was so much fun (they had so many fun things to swim with during our snorkeling time like a paddle board and yoga mat) and the crew was awesome. I highly recommend…”

797 reviews4 hours 30 minutes (approx.)From $183.77by Body Glove Cruises

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Afternoon Sail & Snorkel to the Captain Cook Monument - Keauhou Bay meeting point and the start-up routine
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Cruises & Boat Tours, Snorkel Sailing Trips, Tour Reviews

Afternoon Sail & Snorkel to the Captain Cook Monument

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Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure - The sail out of Kona: breakfast + dolphin and whale scanning
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Cruises & Boat Tours, Snorkel Sailing Trips, Tour Reviews

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

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Deluxe Sail & Snorkel to the Captain Cook Monument - Price and what you’re really buying for $179.27
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Cruises & Boat Tours, Snorkel Sailing Trips, Tour Reviews

Deluxe Sail & Snorkel to the Captain Cook Monument

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5.Deluxe Sail & Snorkel to the Captain Cook Monument

Deluxe catamaran sail in Kona to Captain Cook Monument and Red Hill for guided snorkeling, plus breakfast and lunch included.

★ 5.0

“Been on multiple snorkel trips and this one ranks high. Crew was very attentive, helpful and friendly. Boat was great - clean and spacious. Saw a variety of fish and creatures. Would definitely book again.”

535 reviews4 hours 30 minutes (approx.)From $177.73by Sea Paradise

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Deluxe Sail & Snorkel to the Captain Cook Monument - Price and what you’re really buying for $179.27
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Cruises & Boat Tours, Snorkel Sailing Trips, Tour Reviews

Deluxe Sail & Snorkel to the Captain Cook Monument

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Waikoloa Signature Catamaran Sunset Sail - Anaeho‘omalu Bay start: board, settle, and hunt the green flash
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Sails, Tour Reviews

Waikoloa Signature Catamaran Sunset Sail

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7.Waikoloa Signature Catamaran Sunset Sail

Waikoloa Signature Catamaran Sunset Sail: barefoot 53-foot catamaran, premium bar, live narration, Anaeho‘omalu Bay pause, and big Big Island views.

★ 4.5

“Great trip. Captain and crew were friendly and took care of getting on and off the boat with no issues. Time on the catamaran was fun. Saw a beautiful sunset and our time on the water. Drinks were great and service was excellent. Highly recommended!”

396 reviews1 hour 30 minutes to 2 hours (approx.)From $159.00by Hawaii Nautical

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Big Island Parasailing Experience - Choosing your flight height: 800 feet vs 1,200 feet
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Island-Hopping Sails, Parasailing, Tour Reviews

Big Island Parasailing Experience

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8.Big Island Parasailing Experience

Fly over Kona on UFO Parasail with quick, safe flights up to 1,200 feet, dry boat landings, and small-group views along the coast.

★ 5.0

“The parasail was a fun experience. It was a very short walk from the cruise ship, which was really convenient. The two young men who took us out were very considerate and well organized. They take a lot of pictures which are available for a reasonable price.”

353 reviews1 hour (approx.)From $136.60by UFO Parasail - Big Island

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Afternoon Sail & Snorkel to the Captain Cook Monument - Keauhou Bay meeting point and the start-up routine
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Cruises & Boat Tours, Snorkel Sailing Trips, Tour Reviews

Afternoon Sail & Snorkel to the Captain Cook Monument

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9.Afternoon Sail & Snorkel to the Captain Cook Monument

Afternoon sail and snorkel to Kealakekua Bay’s Captain Cook Monument from Keauhou. Gear, snacks, and chances to spot dolphins.

★ 5.0

“Great experience. The crew was amazing. There were two bathrooms onboard, big enough to change in. Very roomy and clean. Snacks, sodas and water are provided. Snorkeling was fun. Lots of fish to see.”

246 reviews3 hours (approx.)From $136.19by Sea Paradise

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Kona Signature Catamaran Sunset Sail - The route: Kailua-Kona coastline views and the Honokohau start
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Evening Experiences, Sailing, Sunset Sails, Tour Reviews

Kona Signature Catamaran Sunset Sail

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10.Kona Signature Catamaran Sunset Sail

Cruise Kona’s coast at sunset on a spacious catamaran with a full premium bar, snacks, and great chances for dolphins and whales.

★ 5.0

“Smooth sailing! Great captain and crew; the most welcoming and friendliest. Beautiful sunset and views of the island. A few whales here and there. I highly recommend this activity!”

218 reviews1 hour 30 minutes (approx.)From $109.00by Hawaii Nautical

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