Top Oahu Sailing Tours - page 2

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.

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. The sailboat leaves from the harbor in Waikiki and sails between the harbor and Diamond Head Crater, and stops at Turtle Canyon to swim with the turtles.

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.

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.

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.

Cruise to Oahu's Turtle Canyon in a 65-foot (20-meter) catamaran that departs from the only pier in Waikiki. Learn about the life, behavior, and cultural significance of Hawaiian green sea turtles (known locally as *honu*) then jump into Turtle Canyon's protected tropical waters to swim among them.

Explore Oahu's most popular spots all in one day on this tour, including transportation to and from your hotel. Travel comfortably around the island in an air-conditioned coach or minivan as you pass by Diamond Head and North Shore Surfing Beaches. Make stops at the Dole Plantation, Kualoa Ranch and a variety of lookout points.

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and breezy adventure sailing. Snorkel equipment and drinks are all included.

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 included.

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

This combination snorkeling and sailing adventure is perfect for families and nature enthusiasts. Swim with green sea turtles, tropical fish, and other marine life in Turtle Bay near Honolulu. Next, enjoy a cruise around Diamond Head in search of spinner dolphins, and in the winter months, humpback whales. Have some complimentary drinks and snacks as you savor the natural beauty that surrounds you.

Experience the ultimate Friday night in Waikiki aboard a fireworks cruise! After sunset, get ready for a spectacular show as fireworks light up the city skyline. Sip on premium drinks from the onboard bar and enjoy the illuminated night sky. This party promises unforgettable views and a vibrant atmosphere that will make your evening truly special. Book now and experience an amazing night on the water, surrounded by the magic of fireworks and the beauty of Waikiki.

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 a delightful journey through Oahu's pristine waters on a luxurious and comfortable catamaran. Our Turtle Snorkeling Package offers a unique opportunity to snorkel with friendly turtles in the heart of Waikiki's picturesque waters. Enjoy other activities such as paddle boarding, kayaking, and our sea scooters off the coast of Waikiki!Our passionate and knowledgeable tour guides will make your snorkeling adventure an unforgettable experience. Along with snorkeling, keep an eye out for other marine wildlife such as dolphins and seasonal whale sightings. Join us for a thrilling day on the water, filled with excitement and wonder.

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 and group celebrations such as birthdays and bachelorette parties.

Watch the sunset over Oahu from the comfort of a 46-foot chartered yacht during a 2.5-hour private dinner cruise. With space for up to six passengers, this evening excursion is the perfect opportunity to celebrate an anniversary, share a special family experience, or take your annual girls trip to the next level. Enjoy a freshly prepared dinner, plus an open-bar with unlimited prosecco, beer, spirits, and non-alcoholic drinks.

Experience Waikiki like the celebs do—from aboard a private yacht. With your captain at the helm, you’ll glide toward Diamond Head at sunset, you and your crew basking in the views, catching splashes of dolphins and whales in the distance. As the sun sets, the city lights begin to glow, and the views only get better and better.

Discover an unforgettable side of O‘ahu most visitors never experience! Our Kāneʻohe Sandbar Splash & Snorkeling Adventure takes you beyond Waikiki to the serene waters of Kāneʻohe Bay, framed by the dramatic Ko‘olau mountains and protected by one of Hawaii’s largest barrier reefs. What makes this adventure truly special is the combination of scenic cruising, immersive ocean activities, and a unique sandbar stop where you can swim, snorkel, paddleboard, and explore calm, turquoise waters with vibrant marine life — including tropical fish and often Hawaiian green sea turtles. Unlike typical beach excursions, this tour blends relaxation, exploration, and local beauty into one experience: enjoy the stunning views of the bay’s dramatic landscape, cool off in crystal-clear water, and connect with nature in a peaceful marine sanctuary. Whether you’re seeking adventure, family fun, or a memorable day on the water, this guided sandbar cruise offers a truly unique Hawaiian ocean experience.

Experience the magic of Waikiki's Friday night fireworks aboard a cozy catamaran. Enjoy views of Diamond Head and the ocean as the crew share stories about local culture and marine life; you might spot turtles, dolphins, or whales. Bring your favorite beverages (BYOB, no glass), sip complimentary green tea or hot cocoa, and soak in authentic aloha vibes during this memorable evening.

Wake up in the morning and enjoy a sail around Oahu aboard a traditional, all-wood Polynesian canoe. This small-group tour has a strong focus on Hawaiian heritage and guests can learn about the stories and history of the tropical state. While onboard, guests also enjoy hands-on activities like making food, clothing, and tools with traditional items.

Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience is amazing for you to relax and have fun.

You’re guaranteed to see an array of endemic reef fish, colorful corals, and other unique marine creatures that call the Hawaiian islands home.

Swap the crowded boat tours for the chance to explore the ocean your way with this private catamaran charter from Honolulu. Glide across the ocean in comfort on board a sleek 48-foot (15-meter) catamaran and take your pick from three activity options: snorkeling, swimming near Diamond Head, or sailing down the coastline to take in the island views and look for marine life.

The Kaneohe Sandbar is one of the best places around Oahu for swimming and snorkeling. But, without your own boat, it's tricky to get there. This boat trip does all the hard work for you so that you can relax on board as you cruise to the sandbar then spend your time as you please, whether by jumping into the water, spotting turtles or just soaking up the sun and scenery.