Top Big Island of Hawaii Cruises & Sailing

Discover Kona’s underwater paradise on this snorkeling cruise and dolphin watch. Cruise through the protected marine sanctuaries of Red Hill, home to more than 600 species of enchanting ocean wildlife. After a safety briefing and some basic instruction from the lifeguard-trained crew, jump in the water for a snorkel. Also, enjoy dolphin watching and a Hawaiian-style barbecue lunch. Then relax with a cocktail from the premium cash bar and enjoy the timeless beauty of the Kona coastline on the return trip. Bring a towel. Everything else is included.

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.

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.

Journey back in time — when ancient, powerful Kings ruled the rugged, fertile land of the Hawaiian Islands — on this 3-hour lunch or 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. At Kealakekua Bay, enjoy a Hawaiian-style buffet dinner with live entertainment, then relax and experience a beautiful sunset on the return trip. One complimentary cocktail is included.

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.

Cruise and snorkel along the South Kona Coast aboard a private catamaran during this 4-hour charter from Kona. Meet your local captain aboard the comfortable, spacious boat and set off in search of adventure. Don the provided mask, snorkel and flippers, then jump in and snorkel in the aquamarine waters of the Kealakekua Bay. Sail past The Grotto, Parrot's Cove and Red Hill, listening to tales of local history and culture from your captain. Perch on the ship's bow, searching for pilot whales and spinner dolphins in deeper waters. Enjoy personalized attention and a flexible itinerary on this private tour.

The Kona coastline is an aquatic playground that's filled with possibility, whether it's snorkeling with manta rays, searching for dolphins, or watching whales in winter. For an exclusive, comfortable, and private way to explore the Kona coast, this rugged, catamaran-style boat is perfect for small group excursions—since the itinerary and activities are completely catered to only you and your group. Along with a professional, knowledgeable captain who can recommend fun-filled activities, experience a private charter in Kona that you and a group of up to 24 people are sure to never forget.

Get up, close, and personal with some of the most impressive creatures on earth during this Hawaiian whale-watching tour. Enjoy the serene journey along the Kohala Coast—looking out for lava walls and sandy stretches of beach—before reaching a spot infrequently visited by other boats for a near-exclusive and unspoiled whale-spotting experience. Learn about the whales along the way, as you sip on complimentary soft drinks.

Take in the beauty of the magnificent humpback whales in the blue Pacific waters as you coast in the comfort of Honi Olani a 53 foot custom-built sailing catamaran. Whales guaranteed or come back free on same or lesser-value trip (Re-rides only, no refunds). Hawaii is known as one of the best places in the world to go whale watching, as the humpback whales migrate to Alaska to the warm waters surrounding the Hawaiian Islands to give birth. Learn about the whales' unique behavior and why their long journey is so important while watching them fluke, spy hop, and breach out of the water. With thousands of whales that have all made the 3,000 mile voyage, you won't have to journey far off shore to find them.

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.

Limited to minimum of 6 & maximum of 14 people, this guided snorkeling adventure by speedboat provides a more intimate experience of Hawaii’s marine life and coral reefs than is possible on a larger group tour. The schedule is customizable, but swimming near wild dolphins. All snorkeling gear, snacks, and drinks are provided.

See, hear and photograph the Humpback Whales from our stable catamaran decks. Early morning ocean conditions are generally the calmest of the day! Includes, soft drinks and crunchy granola bar snacks. Guaranteed – see a Humpback or ride again for free!

Make your boat ride a luxurious experience on this snorkeling tour to the South Kona coast. Theater-style seating, arm and headrests, and both a breakfast buffet and barbecue lunch ensure a comfortable cruise, while high-quality snorkel gear for diving off the remote South Kona coast promise sightings of the tropical aquatic life you came to see.

Take the ultimate snorkeling and sailing trip along the Kona Coast during this 4-hour luxury yacht trip with a small group. Explore the stunning beaches and bays of the Big Island aboard a high-end boat, stopping at top snorkel sites and spotting marine life like dolphins, turtles, and whales. Unlimited refreshments, plus snorkel gear and a tasty picnic- or bento-style lunch are also included.

Winter is the most exciting time to be out on the water in Hawaii, as it’s the time of year when thousands of migrating humpback whales visit the islands. On this exciting Big Island whale watching tour, experience the thrill of traveling aboard a high-speed raft, and then seeing a whale swimming just in front of the boat. Though the boat will obey the federal laws and not approach within 100 feet (30 meters), it isn’t uncommon for the whale to decide to swim up under the boat!