Top Oahu Sailing

Swap the crowds of Waikiki Beach for a relaxed Hawaiian sunset cruise experience. Relax with included snacks, soft drinks, and coolers with ice for any additional beverages you bring 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.

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.

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.

Beat the crowds on land and soak up the beauty of Waikiki from the water on this sunset cruise that is timed to coincide with the sun slipping below the horizon and painting the sky in unforgettable colors. Choose to relax on deck or jump off to swim in the ocean.

Enjoy a unique perspective on Oahu, and catch one of Hawaii’s famous sunsets from the water, on this sunset catamaran cruise from Honolulu Enjoy a barefoot boarding from Waikiki Beach, then sip on a beer, wine, or cocktail from the onboard open bar as you admire the unobstructed views of the coastline and the sun setting into the ocean.

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.

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.

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.

Every Friday night, the Hilton Hawaiian Village puts on a beautiful fireworks display. Rather than watching them from the beach, take to the water for a front-row view on this evening cruise off Waikiki Beach. Plus, enjoy an open bar, making this a fun and affordable way to kick off the weekend. This is a great option for families and group celebrations such as birthdays and bachelorette parties.

Turtle Canyon lies just off Waikiki and is a top spot to snorkel with Hawaiian green sea turtles, but finding the best spots requires going with an in-the-know guide. This 2-hour catamaran tour includes snorkeling equipment and a professional guide to lead your adventure along the Waikiki coastline. Swim with turtles and tropical fish or relax on deck while enjoying ocean views.

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.

Set sail and get up close with Waikiki’s majestic wildlife on this two-hour cruise. Board a spacious catamaran and glide across the water, admiring picturesque scenery of Oahu’s coast while searching for sea turtles, dolphins, coral, and vibrant fish. Stop to swim and snorkel in the turquoise water, or relax on the spacious deck.

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat. Families and nature enthusiasts will appreciate this relaxing cruise, which offers a chance to spot marine life up close. With an open bar option available, enjoy refreshments as you soak up the sun. If you don't see any whales on your first sail, you can return for a complimentary second sail within the season. - Complimentary second sail if no whales are spotted on the first trip - 1.5-hour sail from the beach with stunning views - Family-friendly experience suitable for all ages - Open bar included!

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.

Take the chance to dive into the crystal-clear waters of Oahu and experience snorkeling alongside wildlife during this luxurious catamaran tour. Keep an eye out for turtles as you explore Waikiki's Turtle Canyon. Then, take a break to relax before going paddleboarding, kayaking, and sea scooter riding. Guided by a passionate and knowledgeable team, embark on a fun adventure in nature with convenient hotel pickup available within Waikiki included.

Snorkel with green sea turtles in Oahu's Turtle Canyon on this tour departing from Waikiki. Board a power catamaran and sail along the shore of Oahu towards the island's best place to spot the resident turtles. Turtle sightings are guaranteed; if a turtle is not sighted, you will be given a free second cruise. The midday tour includes lunch and complimentary alcoholic drinks, while the morning tour offers unlimited soft drinks.

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.

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.

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.

Experience the joys of whale watching in Honolulu during this two-hour tour that guarantees sightings. Hop onto a modern trimaran boat with spacious seating, unobstructed views, and protective shade. Learn from onboard naturalists as you watch humpback whales breaching against the backdrop of Diamond Head. Conveniently located near most Waikiki hotels at 95 Holomoana St, you can bring your own drinks or snacks.

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 optional upgraded Hāwea premium all-inclusive beverages. As the sun goes down, you can hang out on the deck or have a fun ride on the net.

Step on board one of Honolulu's most-recognizable catamarans and set sail along the south shore of Oahu. Enjoy free-flowing drinks as you soak up the sun and stunning views of the Waikiki coastline and Diamond Head. As you cruise, look out for marine life such as dolphins and whales splashing through the waves.

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.