Oahu Sailing
Set sail on the sparkling waters of Oahu and experience the island from a whole new perspective. Oahu sailing tours offer a perfect mix of relaxation and adventure, taking you along the stunning coastline with views of Diamond Head, Waikiki Beach, and beyond. Choose from a variety of options, including daytime sightseeing cruises, romantic sunset sails, or exhilarating snorkeling adventures. Many tours feature comfortable catamarans, friendly crews, and complimentary refreshments, making your journey as enjoyable as the destination itself. Feel the ocean breeze and soak in the beauty of Hawaii's tropical paradise as you glide across the water.
Oahu sailing experiences are perfect for couples, families, or solo travelers looking for a memorable adventure. Some tours even include whale watching during the winter months or live music and dining for an extra special touch. Whether you're chasing a vibrant sunset or simply relaxing under the Hawaiian sun, sailing in Oahu offers an unforgettable way to connect with the magic of the islands and create memories that will last a lifetime.
Moana’s Sunset Cocktail Sail Along Oahu's Waikiki Coast
All aboard! There is no better place to be during Oahu’s magnificent golden sunsets than on our Waikiki Sunset Cruise, an unmatched experience complete with premium drinks, indescribable views, and music. As we sail alongside Oahu’s iconic Coast, you’ll find...
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will bring a calmness and serenity like no...
Waikiki Sunset Cocktail Sail with Open Bar
This is our most popular sail for the fun-loving crowd! All drinks are included on this lively cruise! Strangers become fast friends on this one regardless if your cruising solo or with a crew! We provide juice, soda, bottled water, wine, champagne, and a variety of...
Polynesian Canoe Sunset Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and become immersed in the stories and...
Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos with the rainbow sails and also the beautiful scenery with Diamond head in the background. The net is also a fun ride and you’ll get splashed if you decide to give it a...
Waikiki Beach Sunset Sail
Join us on Ke Kai for a 90-minute popular sunset sail departing directly off of Waikiki Beach! Enjoy a stunning Hawaiian sunset on a yellow and purple 49-passenger catamaran with complimentary drinks! Set sail on the high seas and enjoy tasty beverages, great views of...
Sunset Boat Cruise: Swim and Cruise Waikiki
There’s no better place to take a dip than the crystal-clear waters of Waikiki—and no better way to experience a Hawaiian sunset than from the ocean, with the iconic Waikiki coastline as your backdrop. As the sun begins to set, you'll be surrounded by the...
Waikiki 3pm Tradewind Sail - Open Bar Included w/ General Ticket
Open Bar: Included with the price of General Admission until 8/31/2025 This is an excellent cruise for families and sailors wanting to relax and enjoy a beautiful afternoon in the sun. We'll be keeping a sharp eye out for dolphins, whales and other sea life while...
Frequently Asked Questions
What types of sailing tours are available on Oahu?
Options include daytime sailing, sunset cruises, snorkeling sails, whale watching sails (in season), and private charters.
Where do sailing tours usually depart from?
Most tours depart from Waikiki, Kewalo Basin Harbor, or Ko Olina on the west side of the island.
Do I need sailing experience to join a tour?
No experience is needed. All tours are crewed and include safety briefings and full guidance.
What should I bring on a sailing tour?
Bring sunglasses, sunscreen, a light jacket, and a camera. If the tour includes swimming or snorkeling, bring swimwear and a towel.
Are food and drinks provided on board?
Many sailing tours include snacks, beverages, or even full meals, especially on sunset or dinner cruises. Check the tour description for details.