Top Oahu Cruises & Sailing

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.

Sail on a catamaran down Oahu's western coast during this cruise from Ko Olina. Glide through the unspoiled waters on this side of the island in search of dolphins and whales, then dive in for a snorkeling experience in a hidden local spot rich with marine life. Enjoy a Hawaiian buffet, including alcoholic and non-alcoholic drinks, before heading back to shore. Choose from three daily departure times. Round-trip transportation from select Oahu hotels is included.

Hop aboard Hawaii’s newest yacht cruise, 'The Majestic', admire the setting sun and enjoy a relaxing evening dinner cruise on the waters off Waikiki Beach. Take in unobstructed views of Diamond Head and the Waikiki skyline while enjoying an Island Style Buffet or Appetizer Menu options. Hit the dance floor with live entertainment in the open seating lounge. Pick-up and drop-off from selected Waikiki hotels available. Book on a Friday to enjoy an amazing fireworks display off Waikiki beach.

Snorkel at two different Oahu reefs, with transportation between on a 53-foot (16-meter) catamaran in between during this half-day sailing and snorkeling excursion. Keep an eye out for dolphins and whales, sip provided cocktails, and refuel with a Hawaiian-style lunch. Pickup and drop-off available from select Waikiki hotels.

Settle in for an afternoon cruise aboard the Haleiwa Queen, a 50-foot power catamaran that departs conveniently from Honolulu’s harbor. Learn about Hawaii past and present from the friendly crew as you venture into the open Pacific Ocean to look for dolphins, sea turtles, and even migrating whales. As a bonus, look beneath the water’s surface at fish and coral reefs through unique magnifying view portals.

Cruise down the West coast of Oahu during sunset on this 2-hour tour Wai'anae. Meet your experienced captain and crew on board the ship, then set off in search of the best spot to watch the sunset. Snack on 'pupus' and sip 2 complimentary alcoholic beverages while relaxing on the boat's deck and watching the sky fill with orange, pink, purple and red. Learn from your guides about Hawaii’s seafaring history, which includes fishing, the invention of surfing and the Hawaiian art of way-finding. A shuttle from select West Oahu resorts and hotels is available.

Snorkel with green sea turtles in Oahu's Turtle Canyon on this 2- to 3-hour 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. After snorkeling, enjoy lunch (if option selected ) and two provided drinks while you keep your eyes peeled for passing marine life like dolphins and migrating whales. Snorkel equipment and round-trip transportation from Waikiki hotels is included.

Plan your vacation ahead of time by purchasing tickets for this 2-hour cruise from Oahu. Dine on a crab and steak dinner while watching live Hawaiian entertainment, a show called '60 Years of Aloha' and enjoying vistas over the Oahu coast.

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 history of place (Mo‘olelo) reflected through the land (ʻāina) and ocean (moana) aboard a classroom on the sea. Our cultural practitioner and crew involve guests in hands on activities, using native materials to make food, clothing, tools, and other traditional items. Ask questions, explore the deck, nets and hulls, take part in poi (taro) pounding or just relax and enjoy. 'Ukulele music and traditional chants ('oli) with locally-sourced traditional food and drinks are all part of this unique experience.

Get out onto the water in Oahu for an express sightseeing cruise, even if you just have an hour to spare. This glass-bottom boat tour is the perfect introduction to Hawaiian sea life, as the expert captain and crew help spot creatures like green sea turtles (honu), migrating whales, and dolphins. Unlike other catamaran cruises, this one lets you look underwater through clear magnifying port holes.

View the Hawaiian sunset from the deck of a luxury catamaran during this 1.5-hour cruise from Oahu. Glide along the coastline from Waikiki towards Diamond Head while enjoying the vibrant colors of the island sunset, appetizers, two alcoholic drinks and unlimited non-alcoholic drinks. Round-trip transportation from select Waikiki hotels is included.

Spend a relaxing two hours on an evening catamaran cruise from Waikiki. With maximum 25 passengers on board, you can enjoy the city without the hustle and bustle. Relax and watch the sunset from the deck and see Waikiki as it begins to light up for the evening. Your journey is further enhanced with provided drinks and snacks.

Snorkel in Kaneohe Bay off a small catamaran during this 3-hour cruise from Oahu. Leaving from He'eia State Park, visit Sunken City, Coconut Island, Turtle Canyon or the Sunken Island sandbar with an expert local guide. Learn how to sail or hop off the boat, using the snorkeling equipment provided, and explore Oahu's underwater world. Back at the beach, enjoy an included barbecue lunch with your small group, limited to 5 people to ensure personalized attention. Round-trip hotel transportation is provided.

Watch a spectacular fireworks display from the deck of a luxury catamaran during this 2-hour dinner cruise from Oahu. Scheduled every Friday night, this dinner cruise features a sumptuous tapas-style dinner and two drinks. Sail down the coast of Oahu with fantastic views of Diamond Head, the colorful Waikiki sunset and the weekly fireworks display. Round-trip transportation from Oahu hotels is included.

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.

If you’re looking for a unique, luxurious way to experience a Honolulu sunset, this Oahu sunset dinner and jazz cruise offers an unforgettable evening. While seated at a comfortable, private table, dine on seven different signature courses while sipping on super premium beverages, all while enjoying the smooth sounds of jazz as performed by live entertainment.  For an even more unique experience, book on a Friday and enjoy an extra hour to view the Friday aerial Fireworks show!

Take an evening cruise from Honolulu to watch the sunset from the water. Aboard the 'Star of Honolulu,' you can enjoy a welcome mai tai while admiring views of the ocean and coastline from the boat's four decks. A dinner of crab and steak is included, along with a live show and dancing.

Prebook your tickets for the popular Oahu Pacific Star sunset dinner cruise, a 2-hour excursion from Oahu. Enjoy the Pacific Rim cuisine and contemporary entertainment from your private table.

The beaches of Oahu can be crowded with tourists swimming and snorkeling. Escape the crowds and enjoy a relaxing, intimate experience aboard a catamaran off the coast of Diamond Head. This is a fun adventure for the whole family, with opportunities to swim and snorkel. Your guides provide on-board restroom and shower, all snorkel equipment, and Hawaiian music while you sail.

Explore Oahu's wildlife-rich waters on a sightseeing cruise that conveniently departs from Honolulu. Get a fresh perspective on Diamond Head and other South Shore landmarks as you stretch out on the spacious decks or under a shade cover. The seasoned crew helps spot dolphins, sea turtles, and occasionally humpback whales—plus, you can peer through magnifying glass portholes for a look underwater.

Oahu’s perfect beaches and jungle scenery are a photographer’s dream, but some of the best shots of the island are tucked away in secret spots, away from the crowds. Explore the island through the lens on a 5-hour, small-group, sunset photography tour from Waikiki with a local, photographer guide that includes hotel pickup and drop-off and the use of a tripod.

Every Friday night, catch the weekly Hilton Hawaiian Village fireworks display from the water on this evening cruise off Waikiki Beach. The cruise includes an open bar, making this a fun and affordable way to kick off the weekend. This is a great option for families, groups, and celebrations like birthdays and bachelorette parties.

On this exciting Oahu combo tour, start the day with a downhill bike ride with epic views of the coastline, before boarding a comfortable catamaran for a two-hour snorkeling adventure.  On this Oahu biking and sailing tour, all the necessary equipment is provided along with professional guides, as is round trip transportation and a deli-style lunch.

Spend the morning steeped in history with a visit to the Pearl Harbor memorial. Have control over the details of your experience with a small group and customizable tour. Leave the hassles of driving to your guide, who shares local insights and history as you visit the USS Arizona memorial, watch historical documentaries and explore museums dedicated to the events of WWII and Hawaii’s role in the war.