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.

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.

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? From December 15th - April 14th, most Mondays and Wednesdays, the boat departs from Anaeho'omalu Bay on our legendary sailing catamaran, Seasmoke Same price; same amenities, but you'll experience real coastal sailing! From December 15th - April 14th most 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). From April 16 - December 14, most Mondays & Wednesdays we depart from Anaeho'omalu Bay, and most Saturdays, we depart from Kawaihae Harbor.

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).

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are provided. Our adventure starts on Polo Beach in beautiful Wailea, Maui, where you will learn first hand about ancient Hawaiian sailing canoe tradition, construction, and navigation. We then launch the Hawaiian Sailing Canoe 'Ke Anuenue' straight from the beach just like the Hawaiians did in ancient times and sail on the gentle Wailea breeze for a unique perspective on the island of Maui.

Join us aboard our historically accurate double-hulled Hawaiian sailing canoe and experience Kona like our ancestors did, while learning the mo'olelo (stories) of this unique location.

As you swim off of the coast of the world famous Waikiki beach, you will realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will bring a calmness and serenity like no other. Spotting fish, turtles, and occasionally, dolphins while in the water is a magical experience that is impossible to forget. For those who prefer to take in the views from the comfort of the catamaran, the Moana boasts ample cushioned seating in all areas of the vessel, along with two netted lounge areas perfect for sipping on an ice cold refreshment and enjoying the music. After our swim, we set sail and race past the most photographed location in all of Hawaii, Diamond Head Crater*. Along the way we might even see Hawaiian Spinner Dolphins or flying fish (Malolo)*. *Sailing experience dependent on weather conditions. While we do travel to locations where wildlife is frequently seen, sightings cannot be guaranteed.

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.