Top Oahu Sailing

There is no better way to soak up the beauty of Waikiki than by watching the sunset from the water. This evening cruise is timed to coincide with the sun slipping below the horizon and painting the sky in unforgettable colors. You can spend your time relaxing on the deck or take the opportunity to jump off board and swim in the ocean.

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.

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.

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.

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.

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.

Explore Oahu's waters on this submarine-style glass-bottom boat 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. Please be aware all passengers must be 36" or taller to ride. Descend 100 feet (30 meters) under the surface of the water without getting wet. 

Set out on a search for Hawaii's green sea turtles during this snorkel tour from Honolulu. Board your catamaran and head out to shallow coral reefs where the majestic creatures are known to hang out. Then, don your snorkel gear and observe the turtles in their natural habitat from a safe distance. You can also spot several other aquatic species, like colorful fish and anemones, while you're underwater.

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.

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 a drink or two (BYOB) as the sun goes down. Hang out on the deck or have a fun ride on the net. You'll also have the chance to jump off board for a swim in marine life-filled water.

Go whale-watching off the coast of Oahu on this excursion from Waikiki or Ko Olina. During the months from December to May, pods of humpback whales migrate through Hawaii's warm waters, and this tour guarantees whale sightings. With a small group of people, watch the gentle giants swim, feed, breach and play around your boat. In the rare event that you don't see any whales, you will be allowed to do the tour again for free. Snacks are included.

Experience an important part of Hawaiian culture during your vacation and sail on a traditional Polynesian canoe. Join a small group and board the all-wood, double-hulled vessel for a sail along Waikiki's coastline at sunset. Hear myths, legends, and stories of native Hawaii and enjoy cultural activities like making food, clothes, and other traditional items.

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.

Set sail for beautiful Waikiki, the beachfront neighborhood of Honolulu, on this guided, 90-minute tour along the south shore of the island of Oahu in Hawaii. Beginning from the Kewalo Harbor waterfront, head down to Ala Moana Beach Park to Waikiki and the volcanic tuff cone Diamond Head. Along the way, look for Hawaii’s famous green sea turtles and other marine wildlife. Snacks, two free bar beverages and unlimited non-alcoholic drinks are provided.

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.

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.

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.

Get adventurous during a trip to Honolulu with a morning snorkeling excursion to see green sea turtles. Go under water at Turtle Canyon and swim with a variety of tropical fish, octopus, and turtles. After snorkeling, set sail around Diamond Head to look for Hawaiian spinner dolphins (and humpback whales during the winter months). All snorkel equipment is included.

ESCAPE with us on an exclusive Starlit boat party. Bring good vibes, and enjoy a night filled with fun and premium drinks from our On-Board Bar, including Herradura Tequila, Tito’s Vodka, Koloa rum and more while cruising with us aboard the luxurious Moana Catamaran! After the sun goes down, the fun goes up! Unwind and enjoy the breathtaking views, all while sipping on the drink of your choice from our on board Bar, with music playing in the background. Watch as the night sky is illuminated by the Mahina (Hawaiian for “moon”) and Honolulu’s city lights. Unwind and enjoy the breathtaking views, all while drinks are flowing and music is playing. (Please be present at the loading zone by 7:00p.m. The boat may not be there due to its previous sail times being so close. Just sit tight. We will be there shortly and we won’t forget about you. Departure times may vary by roughly 15 mins but never before schedule).

Avoid large, crowded cruises in Hawaii and book this Diamond Head Private Sunset Sail from Honolulu. Cruise the water with awesome views of Diamond Head and Waikiki. A private cruise provides you with the intimate atmosphere of just your group. Plus, you can bring food or drinks on board if you’re wanting to make your experience even more special.

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.

Friday Night Fireworks in Waikiki Beach is a major tourist draw each week. Avoid the crowds than congregate on the beach and surrounding streets by enjoying the spectacle from a boat as you cruise along the coast of Waikiki. You'll enjoy unobstructed views of the fireworks from the water and plenty of space to move around. The company provides light snacks and refreshments and you can bring your own beverages.

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice from our On-Board Bar and watch as the night sky is illuminated by the Mahina.

Get VIP views of Honolulu on this private sailing excursion out of Waikiki. With your captain and crew at your behest, you’ll cruise from Waikiki Beach to Diamond Head, spending time onboard however you wish. Choose between swimming or snorkeling with marine life, sunbathing on the deck, watching downtown Honolulu fade in the breeze—this is one travel memory to cherish forever.