Big Island Sailing
Set sail along the Big Island’s breathtaking coastlines and discover the beauty of Hawaii from the ocean. Whether you’re cruising at sunset, snorkeling in crystal-clear waters, or simply enjoying the ocean breeze, Big Island sailing tours offer a memorable experience for every traveler. Departing from locations like Anaehoʻomalu Bay and Honokōhau Harbor, catamarans like the Spirit of Aloha, Honi Olani, and Kona Style provide comfortable and scenic journeys along the Kona and Kohala coastlines. Along the way, you’ll have the chance to spot playful dolphins, sea turtles, and even humpback whales during the winter season. Snorkeling adventures often include visits to pristine sites like Kealakekua Bay, home to vibrant coral reefs and the historic Captain Cook Monument.
Many sailing tours combine relaxation and adventure, offering opportunities to snorkel, swim, or simply unwind with a cocktail while admiring a colorful Hawaiian sunset. With friendly crews, beautiful vessels, and spectacular ocean views, Big Island sailing is an unforgettable way to connect with the natural beauty of Hawaii. Whether you're celebrating a special occasion or just looking to experience the magic of the Pacific, a sailing tour promises a highlight of your Big Island vacation.
Kona-Kohala Coast Sunset Sail by Catamaran
Explore the Waikoloa and Kohala-Kona coastline aboard The Spirit of Aloha, a 54-foot sailing catamaran. Catch the moment the sun slips below the horizon. You may even see the green flash. Board from Anaehoomalu Bay (A-Bay) to sail, enjoy and ...
- 1.5 hours
- Free Cancellation
Kona Coastline Escape: Sail with Dolphins & Turtles on Honi Olani
Set sail on the Honi Olani, a 53-foot sailing catamaran, and explore the stunning Kona coastline. This 1.5-hour journey from Honokohau Harbor offers a chance to bask in the sun and enjoy the ocean breeze while taking in the breathtaking views. ...
- 1.5 hours
- Free Cancellation
Kealakekua Snorkel and Sail Adventure
Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens using our grand ...
- 4 hours
- Free Cancellation
Frequently Asked Questions
Where do most sailing tours depart from on the Big Island?
Most sailing tours depart from Kailua-Kona Pier, Honokohau Harbor, or Anaeho'omalu Bay near Waikoloa on the Kohala Coast.
What types of sailing tours are available?
You can choose from daytime sails, sunset cruises, snorkeling sails, whale watching tours (seasonal) and private charters.
Do I need sailing experience to join a tour?
No experience is necessary. All tours are crewed and include safety briefings and onboard guidance throughout the trip.
What should I bring on a sailing tour?
Bring sunscreen, sunglasses, a light jacket, a camera and swimwear if your sailing tour includes snorkeling.
Are food and drinks included on sailing tours?
Many sailing tours include beverages and light snacks or meals, especially during sunset or dinner cruises. Check the specific tour for details.