Top Hawaii Sailing

Go snorkeling off the coast of Maui on this boat tour on board 'the Malolo,' a 55-foot (17-meter) power catamaran. Cruise to one of two snorkeling sites—either Molokini Crater or Coral Gardens—where you can swim along the reef system to watch for colorful fish and other marine life. The location is selected by the captain depending on the daily conditions. If you're lucky, you may spot turtles or whales, too. Equipment and instructions are provided by the crew. Lunch (hot dog and soda) by selecting the upgrade option when booking.

The Kona Coast is one of the best places for sport fishing on Hawaii’s Big Island. On this morning charter cruise, enjoy a tailor-made experience for you and your group. Enjoy a delicious breakfast on-board, look out for whales and dolphins along the coast, and spend as long as you like fishing. All equipment and instruction is provided to help you maximize your chances of catching a blue marlin or other fish.

Enjoy personalized attention from the captain and crew on this private yacht charter from Oahu. You and your private group will have the run of the boat; you can relax and watch the scenery while sipping drinks from the open bar and enjoying the provided food. Make some stops to explore the underwater world, slipping on the provided snorkel gear to check out the marine flora and fauna.

Hawaii is a major destination for relaxation and fun times—and this Maui sunset dinner cruise allows you to let loose and enjoy yourself while visiting the island. Step aboard a ship that cruises by the Na Pali coast, and take in views during sunset as you feast on your dinner of choice. Dance to live music, sip on two free drinks from a full bar, and create your own memorable experience on the water.

Set sail down the Kona coastline aboard a trimaran, arriving in the Kealakekua Bay Marine Preserve for an afternoon of snorkeling. Splash into the turquoise waters near the Captain Cook Monument, and search for pods of spinner dolphins that frequent the bay. All equipment is provided along with light snacks and reef-safe sunscreen to make the trip convenient.

This half-day boat cruise takes you to the two best snorkeling sites in Kealakekua Bay: The reef beneath Captain Cook's monument and the underwater lava formations of Red Hill. In addition to breakfast and lunch, your guides provide all necessary equipment, basic snorkeling tips, and identification charts to help you spot fish and dolphins in their natural habitat. Don’t forget your camera—the route showcases sweeping views of the Kona coastline.

Embark on an evening adventure and swim near Hawaii’s manta rays. Start the tour with a sunset sail on a comfortable trimaran to ‘Manta Ray Village’. After a safety briefing, put on your snorkel gear and spend an hour in the water using a state-of-the-art, lit up flotation device to stay on the water’s surface and observe the manta rays bellow as they feed on plankton. Finally climb aboard the boat and warm up with hot chocolate and snacks as you return to shore.

Sail up the scenic Kona coastline, getting views of ancient lava flows and verdant cliffs, and stopping at the Captain Cook Monument, on this afternoon sail in Kealakekua Bay. Slip into the water using the provided snorkeling gear to see vibrant schools of fish, living coral, and even pods of spinner dolphins. Learn about the area's underwater flora, fauna, and ecosystem through guided commentary.

Ensure you find some of the best snorkeling sites in Hawaii on this sail and snorkel adventure leaving from Keauhou Bay Pier. Set sail along the Kona coastline toward the Captain Cook Monument, where your adventure begins. Jump into the clear water to explore the vibrant reef of the marine sanctuary of Kealakekua Bay, which is home to schools of colorful fish and pods of spinner dolphins. Your tour includes breakfast, lunch, and equipment such as snorkeling gear and boogie boards.

Snorkeling in Molokini Crater is undeniably one of the best parts about visiting Maui. Here in this crescent, submerged volcano off Maui’s southern coastline, over 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet, and swim with schools of tropical fish while cruising the vibrant reef. You can also just sit and suntan on the deck, with sweeping views of Haleakala set just off the back of the boat.

On this Big Island snorkeling cruise, experience the beauty of the Kohala coast from its colorful reefs to its beaches, as you scan the horizon for splashing dolphins or, in winter, humpback whales. In addition to colorful reef fish, there’s always the chance you could find Hawaiian green sea turtles while snorkeling the pristine coves. Enjoy the attentive, personalized service from your professional captain and crew, who also help serve you lunch, and run the boat’s open bar.

This cruise is the perfect way to begin your evening in paradise – it’s a sunset party on the water! You'll enjoy the warm tropical breezes and unparalleled views of the Big Island aboard a well-appointed catamaran. This cruise includes unlimited soft drinks, tropical juices, beers and single serve wines and a variety of individually wrapped crunchy snacks.. Great fun -- great photo ops! Please note: Cruises scheduled on the vessel Alala are not sailing trips...you'll be cruising under power. Looking for a sailing cruise? Most Mondays and Fridays  the boat departs from Anaeho'omalu Bay on one of legendary sailing catamarans, Seasmoke or Manu Iwa. Same price; same amenities, but you'll experience real coastal sailing! Most Wednesdays and Saturdays, we depart directly from the finger pier at Kawaihae Harbor on our well-appointed power catamaran, Alala (easy dockside boarding to a very spacious catamaran).

Set sail into the Pacific Ocean on this Big Island whale-watching cruise that takes you out into the open waters and along the gorgeous Kohala Coast. Onboard naturalists help you spot migrating humpback whales and learn about their amazing behavior, while an open bar serves up tropical cocktails and appetizers for a festive Hawaiian voyage.

Watch the Hawaii sunset aboard a sailing catamaran while listening to live music for a fun twist on the conventional sunset cruise. Depart from Kaanapali Beach and soak in great views of Maui as popular local performers play traditional, contemporary, and reggae versions of favorite songs. Your sailing cruise includes an open bar with drinks and 'pupus' (appetizers).

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.

Located in Kailua-Kona on the Big Island of Hawaii, Eka Canoe Adventures specializes in manta ray snorkeling experiences with a cultural touch. One of a few historically accurate Hawaiian double-hulled canoes, Wa'a Kini Kini is your unique gateway to the waters of the Kona coastline. Regarded by the Travel Channel as one of the most thrilling experiences on earth, join us as we watch magnificent manta rays glide through the ocean in search of dinner! They can weigh more than 1,000 lbs and span more than 15 feet! Don't worry, manta rays only filter feed on plankton. Our manta ray night snorkel experience is an activity that can only be had in a few locations on earth; one of them is here on the Big Island of Hawaii. You're unlikely to find another activity that provides an incredible adrenaline rush while being very safe and low-risk! Manta ray snorkeling will give you an unforgettable sensation. It is both humbling and awe-inspiring.

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtles, and other sea life are also often sighted year-round. Unfortunately, sea life cannot be guaranteed on every trip! The Moana Catamaran is certified to carry 48 passengers by the U.S. CoastGuard and features, Ample cushioned seating, A high-quality stereo sound system, Articulating swim ladder, Lounging Nets, and 2 restrooms, as well as built in coolers where customers can store any drinks they bring.

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. With our under water lights you may be able to spot different types of sea life near the boat. The Moana Catamaran is certified to carry 48 passengers by the U.S. CoastGuard and features ample cushioned seating, a high-quality stereo sound system, an articulating swim ladder, lounging Nets, 2 restrooms, as well as built-in coolers where customers can store any drinks they chose to bring.

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtles, and other sea life are also often sighted year-round. Unfortunately, sea life cannot be guaranteed on every trip! The Moana Catamaran is certified to carry 48 passengers by the U.S. CoastGuard and features ample cushioned seating, a high-quality stereo sound system, an articulating swim ladder, lounging Nets, 2 restrooms, as well as built-in coolers where customers can store any drinks they bring.

What makes the snorkel adventure on the Moana Catamaran is the comfort of the vessel, the quality of the gear supplied, and the experience the certified crew offers, including at least 1 lifeguard on a rescue board accompanying the guests while snorkeling.

As we sail alongside Oahu’s iconic Gold Coast, you’ll find yourself experiencing a bucket list moment as it happens. From marveling at the changing colors of the sky as the sun sets, to spotting whales and dolphins*, all while sipping on a Mai Tai, creates an ambiance that can’t be replicated anywhere else in the world. *From November to May, there is the added possibility of spotting Humpback Whales, a once in a lifetime experience that you will never forget. Sign up online today, our experienced captains, and knowledgeable staff will be waiting for you. Don’t forget the camera!

Experience the magical Hawaiian sunset from the water on this evening catamaran cruise from Anaehoomalu Bay. Set sail along the scenic Waikoloa and Kohala-Kona coastline, sip a glass of wine as you gaze out across the Pacific, then relax on deck as you watch the sunset over the Big Island.

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.

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. *Note: Due to COVID restrictions, all sails can only be booked as a private single group charter, with a minimum of one and a maximum of six passengers per charter. All ages are welcome, minors must be accompanied by an adult.