Top Big Island of Hawaii Sailing Tours

There are few places in all of Hawaii more historic than Kealakekua Bay, as it's the spot where Captain Cook was killed in a skirmish with native Hawaiians, and the Hawaiian monarch, King Kamehameha III was born just a few miles away. The history aside, it's also one of the best places to snorkel on the Big Island of Hawaii, and you'll have the chance to experience the beauty on this snorkeling tour from Kona. Search for dolphins on the way to the bay while admiring the volcanic coast, and after scouring the red for coral and fish, climb aboard for a lunch that's served by the friendly crew.

Swim with giant manta rays in their nighttime habitat during this 2.5-hour activity in Kona. Travel out into the seas offshore to watch the colorful Kona sunset, then jump in to swim with the docile rays as they feed on microscopic plankton. Follow your guides around the manta habitat and watch as the animals are attracted to the bright lights, creating a "manta rave" of lights, bubbles and mantas. All snorkel equipment, including flotation devices and wet suits, is included. Manta sightings are guaranteed, or you will be given a voucher for another tour.

Experience the rainbow-colored fish and bright corals beneath the waves without ever getting wet during this glass-bottom boat trip from Kona. Climb aboard your 36-foot (10-meter) vessel (specially designed for floating above reefs) with an expert naturalist as you explore the incredible marine landscape of Hawaii. As you cruise, observe Hawaii’s underwater coastline and admire fascinating creatures like dolphins, turtles and maybe even a seasonal whale or two.

Journey back in time — when ancient, powerful Kings ruled the rugged, fertile land of the Hawaiian Islands — on this 3-hour dinner cruise to Kealakekua Bay. Travel 12 miles down the Kona Coast to the Captain Cook monument. Learn the many secrets of the Big Island as a local historian points out more than 50 points of interest along the way.

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.

Sample a cross-section of outdoor sights on the Big Island during this shore excursion exploring Volcanoes National Park, waterfall, black sand beach and more. Discover the postcard-perfect Rainbow Falls before visiting the amazing volcanic steam vents and unique geology around Kilauea Volcano. Before your day is done, check out an ornamental Japanese garden, snack on treats at a local candy shop, and visit a gorgeous black sand beach. A guide, park entrance fees, and round-trip port transport are included.

Have the opportunity to admire wild manta rays in their natural habitat on this evening cruise. Set sail after dark, when the manta rays come out to feed on plankton, and use a custom-made lightboard that attracts the rays. Float through the warm waters for up to 40 minutes, use your snorkel to watch as the rays swim and feed, and learn more about the majestic creatures from your guide.

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.

Take a Kealakekua Bay snorkeling cruise, and depart from the waters of Keauhou Bay to scour the Kona coastline for dolphins, turtles or, even, whales in the winter months. Upon arrival in Kealakekua Bay, peer overboard at the crystal clear waters that teem with colorful reef fish. After receiving expert instruction and snorkeling equipment onboard, you'll jump in the water to experience some of the best snorkeling on the Big Island.

Escape the hustle and bustle of Kona and round-out your day on the Big Island of Hawaii in style with a relaxing sunset cruise. Aboard a comfortable and spacious catamaran, take in the views as you sail along the Kona coastline and toast the sunset with an included beverage or two.

Combine two must-do experiences to enhance your vacation in Hawaii. First, board a spacious catamaran for a sunset cruise along the Kona coast. Then slip into the ocean for a snorkel adventure with manta rays. Guides provide instruction and ensure your comfort with included snorkel gear, swim noodle, and a wetsuit. Afterward, enjoy juice, soft drinks, or hot cocoa with cookies; beer, wine, and cocktails are available to purchase.

Sail along the Kona coast aboard a spacious catamaran during this half-day tour to Kealakekua Bay, and take advantage of multiple amenities like the shaded cabin and sunny splash nets. Start with a continental breakfast, then build your own sandwich after a snorkeling session (equipment and instruction included). Beer, wine, and liquor are available to purchase.

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.

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.

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.

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.

The white-sand beaches and volcanic landscapes of the Kohala Coast are even more atmospheric at sunset. With this tour, set sail at dusk and admire the views onboard a comfortable catamaran. As you cruise along the coast, sip a selection of wines, beers, and soft drinks, and tuck into a variety of tasty snacks.

Escape the hustle and bustle of land and soak up the sun and ocean breeze while taking in the sights of the Kona coastline on this sailing trip aboard a comfortable 53-foot catamaran. As you glide across the blue water, keep an eye out for marine wildlife such as dolphins and (during migratory season) humpback whales.

Combine a sunset cruise with whale watching while on the Big Island. Cruise on a spacious sailing or power catamaran off the Kohala Coast, and relax with drinks and snacks on a bench or a netted trampoline. Look for both humpback whales and the green flash as the sun sets below the horizon. Listen to whale songs with the underwater hydrophone and learn more about whales from the onboard naturalist.

Join us for a sensational 4 hour coastal sail, which includes snorkeling in the marine sanctuary of Kealakekua Bay (home of the Captain Cook Monument). Explore the incredible world under the water with its abundance of marine life, coral structures and warm water temperatures. After snorkeling, we will stop at a couple of our favorite cultural landmarks that you can only see from the ocean as our crew shares with you the stories of these historical locations. This activity includes everything you need for a great morning on the water, including a continental breakfast, lunch, use of all snorkel equipment, complimentary reef-safe sunscreen and the best crew on the Kona coast!

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expectations on the pristine waters of the Kona coast. Immerse yourself in a unique and unforgettable experience as we invite you to join us for a 2.5-hour sail and snorkel on our traditional Hawaiian double-hull sailing canoe – the only commercial vessel of its kind. Your adventure begins shortly after sunrise at Keauhou Bay, where our skilled crew will welcome you aboard our canoe, Kini Kini. As the sails unfurl, you’ll be transported to a bygone era, where the art of traditional Polynesian navigation was a fundamental way of Hawaiian life. Feel the synergy of modern comfort and ancient tradition as we glide smoothly over crystal blue waters. The highlight of our journey lies beneath the surface as we take you to a secluded cove where abundant sealife lies before your snorkel lens!