Recent Searches
Clear

Top Big Island of Hawaii Sailing

Saved to wishlist!
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Big Island of Hawaii. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials
Select Dates
Dates
On the Water
Nature and Wildlife
Cruises & Sailing
Extreme
Snorkeling
Wildlife Encounters
Swimming
Sightseeing Tours
Water Tours
Dolphin Watching
Half-day Tours
Sunset Cruises
Sightseeing Cruises
Day Cruises
Motor Sports
Lunch
Full-day Tours
Catamaran Cruises
Whale Watching
Kayaking
Sort by:Featured

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay
Likely to Sell OutLikely to Sell Out

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
142
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$82.73
From
$82.73
Taking safety measures

Snorkel with Manta Rays Guaranteed

Snorkel with Manta Rays Guaranteed

star-4.5
140
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$125.70
From
$125.70
Taking safety measures

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay
Likely to Sell OutLikely to Sell Out

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
76
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.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$141.82
From
$141.82
Taking safety measures

Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa

Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa

star-5
35
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$119.58
From
$119.58
Taking safety measures

Manta Ray Snorkeling by Night in Kailua-Kona, Hawaii
Likely to Sell OutLikely to Sell Out

Manta Ray Snorkeling by Night in Kailua-Kona, Hawaii

star-4.5
86
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.
More
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$106.63
From
$106.63
Taking safety measures

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay
Likely to Sell OutLikely to Sell Out

Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
39
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.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$82.73
From
$82.73
Taking safety measures

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay
Likely to Sell OutLikely to Sell Out

Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay

star-5
31
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.
More
  • 4 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$141.82
From
$141.82
Taking safety measures

Sunset Sail Experience at Kona from Honokohau

Sunset Sail Experience at Kona from Honokohau

star-5
8
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$119.58
From
$119.58
Taking safety measures

Pau Hana Sunset Cocktail Cruise

Pau Hana Sunset Cocktail Cruise

star-4.5
3
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 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? Most Mondays we depart on our legendary sailing catamaran, Seasmoke Same price; same amenities, but you'll experience real coastal sailing! Call us to confirm your vessel. PLEASE NOTE: DUE TO VANDALISM OF OUR TENDER BOAT AT ANAEHO'OMALU BAY, ALL CRUISES WILL DEPART FROM THE DOCK AT KAWAIHAE HARBOR THRU AUGUST 31. 2021.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Taking safety measures

Kona Snorkel Tour

Kona Snorkel Tour

star-4
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$95.86
From
$95.86
Taking safety measures

Sailing by Catamaran on the Kona Coastlines

Sailing by Catamaran on the Kona Coastlines

star-5
1
Enjoy the magnificent sights of the Kona Coastline on this 1.5 Sail from Honokohau Harbor. As you coast in the comfort of the 53 foot sailing catamaran Honi Olani, look for marine wildlife such as dolphins and turtles.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.88
From
$85.88
Taking safety measures

Pau Hana Sunset Cruise with the Whales

Pau Hana Sunset Cruise with the Whales

star-5
19
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.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Taking safety measures

Three-quarter Day Sport Fishing Charter
Likely to Sell OutLikely to Sell Out

Three-quarter Day Sport Fishing Charter

star-5
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.
More
  • 6 hours
  • Free Cancellation
From
$992.24
per group
From
$992.24
per group

Filters

What people are saying about Sailing in Big Island of Hawaii

star-5
Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay
"Huge amount of coral and fish to see. One of the most beautiful sights of my life. Crew was excellent and knowledgeable."..."
star-5
Snorkel with Manta Rays Guaranteed
"Highly recommended and amazing experience. Even with kids. We went as a family of 5 incl 3 boys aged 6, 8 and 11."..."
star-5
Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay
"We had a fantastic time with Tony and his crew - they were all fun and friendly! The snorkeling experience was amazing - we got to see two very different reefs (Captain Cook & Iguana), and we enjoyed the history talk during the ride! We would certainly come back and would heartily recommend to anyone!"..."
star-5
Kona-Kohala Coast Sunset Sail by Catamaran from Waikoloa
"Beautiful experience, wonderful crew! Mike, Ethan and Rob were such a pleasure. Amazing way to see the sunset!"..."
star-5
Manta Ray Snorkeling by Night in Kailua-Kona, Hawaii
"The crew was so super kind and friendly. Since the boat was smaller, our group was smaller than most out in the bay, which gave us a more intimate experience with manta ray viewing."..."
star-5
Afternoon Sail & Snorkel Captain Cook Monument at Kealakekua Bay
"Such a great experience. Crew was kind, fun, and informative. We even got to see spinner dolphins and a manta ray!"..."
star-5
Deluxe Sail & Snorkel Captain Cook Monument at Kealakekua Bay
"The ocean was blue, the sun shinning, it was a perfect day. The crew was fantastic. It was awesome to snorkel at two different locations. This was one of our favorite outings."..."
star-5
Sunset Sail Experience at Kona from Honokohau
"Amazing experience. The crew were very friendly and nice. The boat was beautiful and you really can't beat watching the sunset from a beautiful boat in Hawaii. As an added bonus, we had a pod of spinner dolphins escort us back to the marina"..."
star-5
Pau Hana Sunset Cruise with the Whales
"Staff and crew were fantastic, and took great care of us all night. Great sunset cruise. Would recommend!"..."

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Sailing in Big Island of Hawaii?
Q:
What Sailing in Big Island of Hawaii are taking additional safety precautions?
Q:
What Sailing in Big Island of Hawaii are good for avoiding crowds?