Top Oahu Sailing Tours

Escape the crowds of Waikiki Beach and enjoy the magic of a Hawaiian sunset on board a spacious double-decker catamaran. Roomy decks provide panoramic views of the Oahu coastline and a submerged glass-bottom viewing room offers the chance to observe marine life such as dolphins, whales, sea turtles, and native fish.

Escape the crowds of Waikiki Beach with this swim-and-sail catamaran tour. Head out onto crystal-clear water and look out for fish, turtles and dolphins on your way to a top swimming spot. Jump into the water or hang out in the onboard lounge areas then continue your journey to Diamond Head Crater.

There is no better way to soak up the beauty of Waikiki than by watching the sunset from the water on this cruise. Timed to coincide with the sun slipping below the horizon and painting the sky in unforgettable colors, the cruise offers you the chance to relax on deck or jump off to swim in the ocean.

Experience the beauty of Oahu’s wildlife on a two-hour cruise that’s sure to leave you in awe. Step aboard a roomy catamaran and set sail, admiring Hawaii’s lush coastline. Take a dip in the water and keep your eyes peeled for green sea turtles, dolphins, whales, and monk seals. Premium snorkel equipment and onboard refreshments are provided for a seamless sailing experience.

Swap the crowds of Waikiki Beach for a relaxed Hawaiian sunset experience on this small-group cruise. Relax with a cold beverage and included snacks as you cruise along the Waikiki coastline toward Diamond Head while the sun dips into the ocean. Look out for pods of dolphins and large Hawaiian green sea turtles that frequent the surface.

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, laid-back vibe perfect for couples, families, and small groups. Sail along the Waikiki coast beneath our iconic rainbow sail—bold, colorful, and instantly recognizable. It's the perfect backdrop for stunning photos and unforgettable memories. Choose General Boarding (includes one complimentary drink) or upgrade to Mana Premium for early boarding and all-inclusive island-style cocktails. With a closer-to-the-water design, friendly local crew, and relaxed pace, this isn’t just a sunset cruise—it’s an authentic aloha experience. Feel the ocean breeze, soak in golden skies, and sail into the magic of Waikiki like a true islander.

See the Waikiki coastline like never before on a sunset dinner cruise on board a 65-foot (20-meter) catamaran. Set sail from Waikiki and enjoy unobstructed views of the beach with a backdrop of the Ko`olau mountains. As the sun sets and the Honolulu skyline lights up, toast your day in paradise with two included drinks and a delicious dinner.

Enjoy unparalleled views of Diamond Head that are difficult to get on land when you join this lively sunset cruise from Kaka'ako Waterfront to Waikiki. Enjoy complimentary alcoholic and non-alcoholic drinks, good music, and a playful crew aboard a catamaran while you watch the sun dip below the horizon. Please note that all guests, including infants, need tickets, and the atmosphere can be party-like, so parents should consider this when bringing children.

Hop aboard The Universe, or your sailboat, to watch the sunset in Waikiki on this small-group tour. Your captain navigates, so you just need to relax. Sip on provided soda and water and snack on chips and crackers as you cruise along the water. Check out Diamond Head as the sun goes down and get some awesome photos.

Explore Oahu's waters on this submarine-style ride aboard the Atlantis Submarine. During this family-friendly adventure, learn about the local fish, coral, and other animals in this marine habitat through your guide's informative commentary. Descend 100 feet (30 meters) under the surface of the water without getting wet in a vehicle that is quiet and pollution-free, so marine life is undisturbed.

Discover the beauty of Oahu from the perspective of the water during an afternoon sail. Keep an eye out for a variety of marine life such as dolphins and whales. See local landmarks including the Diamond Head Lighthouse during the sail. Catch a glimpse of Koko Head and Koko Crater, and if the conditions are right, see all the way to Molokai, Maui, and Lanai.

Turtle Canyon sits just off the Waikiki coastline and is one of the most reliable spots on Oahu to snorkel alongside Hawaiian green sea turtles—but reaching it requires a boat. This catamaran tour departs from Waikiki, with a guide leading the snorkeling session and a light snack included on board.

This lively sunset cruise is great for groups as well as solo travelers. In fact, you’re likely to make fast friends with other passengers over conversation and cocktails including wine, champagne, and a variety of domestic and premium local beers from Maui Brewing. Have a signature cocktail, the “Holokai Hooch,” as you savor the sunset over Oahu.

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. You can go at the best time of day to snorkel (before 1pm) and see turtles, dolphins, eels, rays, octopus, big schools of tropical fish, and humpback whales (whale season is December - April). If you decide that you want to add to your trip, it’s no problem. It’s your boat and you decide the music, where you go, and rest assured you have the best crew to keep you safe at sea.

Set sail from Waikiki on board a beautiful catamaran. Enjoy stunning views of Waikiki Beach and Diamond Head as you glide over the water while enjoying soda and the Hāwea premium ONLY all-inclusive beverages. As the sun goes down, you can hang out on the deck or have a fun ride on the net.

Sail Waikiki’s coast on a spacious custom-built trimaran boat that is made for smooth and stable rides. Enjoy panoramic open-air views and ample seating options, including netted areas, benches, and a shaded lounge. Bring your own beverages and relax in your chosen spot, taking in the unrivaled beauty of the Hawaiian sunset and Diamond Head crater.

Perfect for jetlagged early birds, this intimate morning yacht tour from Honolulu takes you to Turtle Canyon in a small group of no more than six. Watch the sun rise over Diamond Head as you sail towards Turtle Canyon's reef, then jump into the water to snorkel in the company of sea turtles and colorful fish.

Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Perfect for exclusive celebrations or a fun day with family and friends, this rental offers total freedom to create memorable experiences. Tailor your event to your vision, whether it's a wedding celebration, corporate gathering, or family adventure. Say goodbye to crowds and hello to personalized service on the water. - Host exclusive events like weddings, graduations, or reunions - Enjoy a private space for up to 35 guests, free from crowds - Customize your experience with personal touches and themes - Perfect for families, corporate gatherings, and special milestones

Experience the picturesque beauty of an Oahu sunset the way it was meant to be seen—from the water while sailing on a catamaran. On this 2-hour cruise, watch for dolphins and whales, and enjoy a delicious charcuterie box with complimentary cocktails. This sailing experience is ideal for couples looking for a romantic evening on the water or families wanting to create lasting vacation memories.

Swap the Waikiki crowds on land for a serene 2-hour sunset experience aboard a catamaran. Set sail along the Pacific waters off Oahu as the sun sinks into the ocean and enjoy complimentary pupus (appetizers) while taking in views of Diamond Head and Waikiki as it lights up in the evening.

Discover all the vibrant marine life that calls Turtle Canyon’s reefs home—and enjoy an accessible way to snorkel and explore—on this family-friendly catamaran trip. Make your own way to the Kewalo Harbor, and hop aboard your well-appointed catamaran: snorkels, fins, masks, and more are all provided on board. Once you make it to the reefs, dive in, spot sea turtles and other marine life, and admire the underwater scenery.

Humpback whales migrate to Hawaii's Pacific waters each winter to give birth, making the season one of the few times these animals can be reliably spotted close to shore—but accessing the best viewing areas requires getting out on the water. This whale-watching tour from Honolulu covers the humpback migration window, with the chance to spot dolphins and green sea turtles along the route.

Embark on an adventure to Turtle Canyon on this catamaran excursion from Waikiki. Board your vessel and spend your time snorkeling in the pristine waters off the coast of Oahu. See green sea turtles being cleaned by fish and finger reefs as well as octopuses and starfish. The reef is quite shallow so snorkelers of all levels are encouraged to join.