Big Island of Hawaii Sailing Trips


SAILING WORLDWIDE

12 Best Big Island of Hawaii Sailing Trips Worldwide

The best days on the water.

The 12 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.

12 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

“Excellent boat. Great whale watching, snorkeling and a super friendly crew. We got there early and had a full two hours to snorkel. That’s not a guarantee on all trips due to the seas or anything out of their control but the fact they didn’t rush us out of the water was super nice.”

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

“Deluxe large Catamaran vessel very comfortable and great for snorkeling swimming or just lounging in the ocean water. Awesome jump from top deck even a slide off the back of the boat. Easy access off and back on the boat after a swim. Nice breakfast and lunch - burgers were great. Staff very friendly and…”

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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3.Afternoon Sail & Snorkel to the Captain Cook Monument

Kona afternoon sail and snorkel to the Captain Cook Monument: reef-safe gear, snacks, guided time in the water, and optional onboard drinks.

★ 5.0

“Beautiful area, reef, &bay, calm bay, great location, nice equipment , nice boat, nice crew. Easy and beautiful snorkeling. They made me put in so many characters to get off this prompt”

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

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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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4.Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Morning catamaran sail and snorkel in Kealakekua Bay with breakfast, gear, and lunch included from Kona’s coast.

★ 5.0

“My fiancé and I took the morning sail and snorkel. We had an amazing time. The captain and all the crew were so helpful and friendly on shore and on the boat. We were met and checked in by Kamakani (spelling 🤷🏼) and Alex. They were both helpful to get us signed in and ready…”

695 reviews4 hours (approx.)From $189.00by Kona Style

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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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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 crew! Nice drinks. Saw whales (but no sunset, just due to weather that is not anyone's fault!)”

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

“Joel & Christen did amazing and my kids (9&11) loved it!! We will definitely try in Maui too. Highly recommend them!!”

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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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

“The captain and crew were very good. Welcomed us aboard and had a wonderful voyage with fun group of dolphins.”

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

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Waikoloa Catamaran Snorkel Sail Including Lunch - Guided Snorkeling That Actually Helps (Not Just a Ticket)
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Lunch Experiences, Sailing, Snorkel Sailing Trips, Tour Reviews

Waikoloa Catamaran Snorkel Sail Including Lunch

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Kona Deluxe Catamaran Whale Watch - The boat setup: shaded comfort, restrooms, and why the catamaran matters
Big Island of Hawaii, Big Island of Hawaii Sailing Trips, Catamaran Cruises, Cruises & Boat Tours, Dolphin & Whale Sails, Sailing, Tour Reviews, Whale Watching

Kona Deluxe Catamaran Whale Watch

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12.Kona Deluxe Catamaran Whale Watch

Kona whale watch on a deluxe catamaran with a premium bar, shade, and humpback sightings. Whale-guarantee return option.

★ 4.5

“Seeing false killer whales was awesome! Crew was knowledgeable and personable. Great 1.5 hours on the water in beautiful Hawaii!”

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

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