Top Oahu Sailing

Experience one of Hawaii’s famous sunsets on a cruise along Waikiki’s coast. Board your vessel and watch the sky change colors as the sun starts to dip below the horizon. While you sail, keep your eyes peeled for dolphins and, from November to May, even humpback whales. You can also enjoy views of Waikiki landmarks including Diamond Head.

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 timed with the sun slipping below the horizon and painting the sky in unforgettable colors. Choose to relax on deck or swim in the ocean; snorkeling gear is not provided due to limited visibility at sunset.

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.

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.

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.

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.

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.

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.

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

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.

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.

Sail along Oahu's beautiful coastline and immerse yourself in Hawaiian culture on this sailing trip aboard a Polynesian canoe. Join a small group and board the all-wooden vessel to begin your journey. Listen to local stories and enjoy hands-on activities such as making food, clothes, and tools using local items, with the beautiful coastal scenery serving as your backdrop.

Every winter, humpback whales travel to the warmer waters of the Pacific to give birth to their calves. Embark on a whale-watching tour from Honolulu to observe them in their natural habitat and get a far closer look than you can from land. Keep your eyes peeled for other wildlife, such as dolphins and green sea turtles, while you sail.

Waikiki transforms into a vibrant spectacle on Friday nights, and the Friday Fireworks Cruise offers a unique vantage point to experience this magic. Departing from Kewalo Basin, enjoy a 90-minute cruise with stunning views of the Waikiki skyline and a front-row seat to the fireworks display. Sip on light refreshments as you soak in the atmosphere and the ocean breeze, all while avoiding the crowded beaches. Perfect for date nights or special occasions, this cruise ensures a memorable evening in paradise. - 90-minute cruise with offshore fireworks viewing every Friday at 7:00 PM - Depart from Kewalo Basin Harbor with easy access and no parking hassles - Light refreshments included; BYOB allowed for a more personalized experience - Suitable for all ages; children must be accompanied by a guardian

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.

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 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.

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.

Whale watching and a sunset cruise from Waikiki are often two separate bookings—this cruise combines both in a single outing, departing at dusk, and coinciding with the humpback migration season off Oahu's coast. As you sail, keep watch on the water, as dolphins are also commonly spotted along the route.

Get a front-row seat for Waikiki's famed Friday night fireworks display. This evening cruise from Honolulu offers 360-degree, open-air views and a romantic experience to remember. Enjoy a complimentary alcoholic welcome beverage as you embark, then settle in and enjoy the scenery as the sun goes down and the fireworks light up the sky.