Top Big Island of Hawaii Sailing
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12 results | All Big Island of Hawaii Tours
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Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay
112
Sail up the scenic Kona coastline, getting views of ancient lava flows and verdant cliffs, and stopping at the Captain Cook Monument, on this afternoon sail in Kealakekua Bay. Slip into the water using the provided snorkeling gear to see vibrant schools of fish, living coral, and even pods of spinner dolphins. Learn about the area's underwater flora, fauna, and ecosystem through guided commentary.
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From
$82.73
From
$82.73
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
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Snorkel with Manta Rays Guaranteed
126
Embark on an evening adventure and swim near Hawaii’s manta rays. Start the tour with a sunset sail on a comfortable trimaran to ‘Manta Ray Village’. After a safety briefing, put on your snorkel gear and spend an hour in the water using a state-of-the-art, lit up flotation device to stay on the water’s surface and observe the manta rays bellow as they feed on plankton. Finally climb aboard the boat and warm up with hot chocolate and snacks as you return to shore.
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From
$125.70
From
$125.70
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
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Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay
62
Ensure you find some of the best snorkeling sites in Hawaii on this sail and snorkel adventure leaving from Keauhou Bay Pier. Set sail along the Kona coastline toward the Captain Cook Monument, where your adventure begins. Jump into the clear water to explore the vibrant reef of the marine sanctuary of Kealakekua Bay, which is home to schools of colorful fish and pods of spinner dolphins. Your tour includes breakfast, lunch, and equipment such as snorkeling gear and boogie boards.
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From
$141.82
From
$141.82
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay
27
Set sail down the Kona coastline aboard a trimaran, arriving in the Kealakekua Bay Marine Preserve for an afternoon of snorkeling. Splash into the turquoise waters near the Captain Cook Monument, and search for pods of spinner dolphins that frequent the bay. All equipment is provided along with light snacks and reef-safe sunscreen to make the trip convenient.
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From
$82.73
From
$82.73
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay
27
This half-day boat cruise takes you to the two best snorkeling sites in Kealakekua Bay: The reef beneath Captain Cook's monument and the underwater lava formations of Red Hill. In addition to breakfast and lunch, your guides provide all necessary equipment, basic snorkeling tips, and identification charts to help you spot fish and dolphins in their natural habitat. Don’t forget your camera—the route showcases sweeping views of the Kona coastline.
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From
$141.82
From
$141.82
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Learn More

Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa
19
Experience the magical Hawaiian sunset from the water on this evening catamaran cruise from Anaehoomalu Bay. Set sail along the scenic Waikoloa and Kohala-Kona coastline, sip a glass of wine as you gaze out across the Pacific, then relax on deck as you watch the sunset over the Big Island.
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From
$119.58
From
$119.58
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Pau Hana Sunset Cruise with the Whales
18
Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala on a well appointed power or sailing catamaran. Also includes unlimited tropical juice, soft drinks, and a selection of beer and wine, and individually wrapped bar snacks. If you'd like, you can bring your own alcoholic beverages aboard...we'll keep them icy cold for you till you're ready for them! The on-board naturalist will provide interpretation of the whales behaviors -- great fun -- great photo ops!
Please note: This Cruise departs either from Anaeho'omalu Bay at the Waikoloa Beach Resort, OR, Kawaihae Harbor.
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From
$139.00
From
$139.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Kona Snorkel Tour
5
Join us aboard our historically accurate double-hulled Hawaiian sailing canoe and experience Kona like our ancestors did, while learning the mo'olelo (stories) of this unique location.
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From
$95.86
From
$95.86
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Three-quarter Day Sport Fishing Charter
2
The Kona Coast is one of the best places for sport fishing on Hawaii’s Big Island. On this morning charter cruise, enjoy a tailor-made experience for you and your group. Enjoy a delicious breakfast on-board, look out for whales and dolphins along the coast, and spend as long as you like fishing. All equipment and instruction is provided to help you maximize your chances of catching a blue marlin or other fish.
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From
$992.24
per group
From
$992.24
per group

Pau Hana Sunset Cocktail Cruise
1
Enjoy the warm tropical breezes and unparalleled views of the Big Island aboard a well-appointed catamaran. This cruise includes unlimited soft drinks, tropical juices, beers and single serve wines and a variety of individually wrapped crunchy snacks.. Great fun -- great photo ops! Please note: Cruises scheduled on the vessel Alala are not sailing trips...you'll be cruising under power.
Looking for a sailing cruise? From December 15th - April 14th, most Mondays and Wednesdays, the boat departs from Anaeho'omalu Bay on our legendary sailing catamaran, Seasmoke Same price; same amenities, but you'll experience real coastal sailing!
From December 15th - April 14th most Saturdays, we depart directly from the finger pier at Kawaihae Harbor on our well-appointed power catamaran, Alala (easy dockside boarding to a very spacious catamaran).
From April 16 - December 14, most Mondays & Wednesdays we depart from Anaeho'omalu Bay, and most Saturdays, we depart from Kawaihae Harbor.
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From
$139.00
From
$139.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Sunset Sail Experience at Kona from Honokohau
1
Explore the beautiful Kona coastline from while aboard the Honi Olani, a 53-foot sailing catamaran. Catch the moment the sun slips below the horizon...you may even see the green flash. Enjoy the blue Pacific Ocean and maybe catch a glimpse of wildlife at play. Snacks and beverages served aboard. Unlimited non-alcohol beverages. Two free alcohol drinks per adult.
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From
$119.58
From
$119.58
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Manta Ray Snorkeling by Night in Kailua-Kona, Hawaii
63
Located in Kailua-Kona on the Big Island of Hawaii, Eka Canoe Adventures specializes in manta ray snorkeling experiences with a cultural touch. One of a few historically accurate Hawaiian double-hulled canoes, Wa'a Kini Kini is your unique gateway to the waters of the Kona coastline. Regarded by the Travel Channel as one of the most thrilling experiences on earth, join us as we watch magnificent manta rays glide through the ocean in search of dinner! They can weigh more than 1,000 lbs and span more than 15 feet! Don't worry, manta rays only filter feed on plankton. Our manta ray night snorkel experience is an activity that can only be had in a few locations on earth; one of them is here on the Big Island of Hawaii. You're unlikely to find another activity that provides an incredible adrenaline rush while being very safe and low-risk! Manta ray snorkeling will give you an unforgettable sensation. It is both humbling and awe-inspiring.
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From
$106.63
From
$106.63
Face masks required for guides in public areas
Face masks required for travelers in public areas
Face masks provided for travelers
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- Banyan Drive
- Hulihee Palace
- Hamakua Coast
- Parker Ranch
- Kolekole Falls
- Original King Kamehameha Statue
- Chain of Craters Road
- Hualalai Volcano
- Hawi
- Kilauea Volcano
- Akaka Falls
- Kailua Pier
- St. Benedict's Painted Church
- Kona Cloud Forest Sanctuary
- Hiilawe Falls
- Kaʻu Coffee Mill
- Waimea
- Kona (Kailua Bay) Cruise Port
- Kahaluu Beach Park
- Royal Kona Coffee Center
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