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Popular Sailing, Catamaran & Gulet Tours Charters in Hawaii  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sailing, Catamaran & Gulet Tours in Hawaii, HI- BoatBooker

Hawaii

Hawaii, United States

Discover why Hawaii is a dream setting for Hawaii boating charters, where emerald islands rise from the Pacific and year-round warm weather invites you onto the water. From tranquil bays and sheltered coves to open-ocean vistas, these islands offer remarkably diverse cruising grounds ideal for day trips, multi-stop adventures, and laid-back shoreline cruising.Clear waters and excellent visibility make Hawaii a favorite for snorkeling and swimming off the boat, while rugged volcanic coastlines, sea arches, and lava-formed cliffs create unforgettable backdrops for sightseeing and photography. Gentle morning conditions are perfect for family-friendly outings, and afternoon breezes set the stage for spirited sailing and powerboat runs along the coast.Charter routes often trace scenic shorelines dotted with sandy beaches, reef-fringed points, and historic landmarks best appreciated from the sea. Between stops, keep an eye out for tropical birdlife and vibrant reef habitats beneath the surface. As daylight fades, sunset cruises showcase sweeping horizons and pastel skies that make golden-hour cruising a signature Hawaii experience.Whether you're planning a private celebration on a catamaran, a small-group eco-focused excursion, or a captain-guided coastal tour, Hawaii boating charters provide the flexibility to match your pace and interests. Choose from swim-and-snorkel outings, sightseeing-focused itineraries, or relaxed half-day cruises—each designed to highlight the islands' natural beauty, cultural touchpoints along the shore, and the timeless pull of the Pacific.

Experience the breathtaking landscapes and vibrant marine life of Hawaii with our stunning Hawaii boat tours. This tropical paradise, known for its lush islands, offers a diverse range of boating experiences designed to captivate your senses. From the majestic Na Pali Coast on Kauai, with its towering sea cliffs and hidden beaches, to the vibrant marine life of Oahu, each island presents a unique boating adventure.

Enjoy snorkeling tours in prime locations, where you can swim alongside sea turtles and colorful fish. Take a thrilling whale-watching tour during the winter months to witness humpback whales in their natural habitat. For a more relaxed experience, opt for a sunset cruise, offering breathtaking views of the horizon as the sun sets over the Pacific.

Hawaii is a haven for nature lovers and adventure seekers alike. Whether you prefer an adrenaline-packed raft tour or a luxurious catamaran cruise, there's a Hawaii boat tour to suit every taste and preference. Each tour is led by experienced captains and crews committed to ensuring your safety and enjoyment.

With our Hawaii boat tours, discover the islands' hidden coves, dramatic coastlines, and historic sites, all while immersing yourself in the rich cultural heritage and breathtaking natural beauty of the Hawaiian Islands.

Perfect for visitors with a desire for real sailing in a private setting.

Our luxury yachts are limited to private parties ensuring comfort and no crowds! Departure from Honolulu permits you to enjoy the beauty and excitement of blue-water sailing year-round while taking the helm if you wish. Marine life such as manta rays, dolphins, sea turtles, and humpback whales are frequently sighted sailing while delightful snorkeling awaits sailors at an exclusive anchorage.

United States

Tradewinds Charters – Aloha Kai

Honolulu

Experience the Ultimate Ocean Adventure aboard Aloha Kai Set sail on a memorable journey with Tradewinds Charters aboard the stunning Aloha Kai, a 2017 Corinthian Custom Catamaran based in the heart of Honolulu. With space for up to 49 guests, this luxuri

Perfect for visitors with a desire for real sailing in a private setting. Our luxury yachts are limited to private parties ensuring comfort and no crowds! Departure from Honolulu permits you to enjoy the beauty and excitement of blue-water sailing year-round while taking the helm if you wish. Marine life such as manta rays, dolphins, sea turtles, and humpback whales are frequently sighted sailing while delightful snorkeling awaits sailors at an exclusive anchorage.

Tradewinds Charters – Sea Scape

Step aboard Sea Scape, a sleek and spacious 2009 Scape Day Sail 40&#039; Catamaran, perfect for an unforgettable day on the water. With room for up to 12 guests, this vessel is ideal for family outings, group excursions, or a romantic sunset cruise. Power

Perfect for visitors with a desire for real sailing in a private setting. Our luxury yachts are limited to private parties ensuring comfort and no crowds! Departure from Honolulu permits you to enjoy the beauty and excitement of blue-water sailing year-round while taking the helm if you wish. Marine life such as manta rays, dolphins, sea turtles, and humpback whales are frequently sighted sailing.

Tradewinds Charters – My Sunshine

Experience the beauty of the Pacific aboard My Sunshine, a well-maintained 2004 Jeanneau Deck Salon Sailing Yacht designed for unforgettable adventures. Based in Honolulu, this elegant vessel accommodates up to six guests, making it perfect for intimate g

Join us for an unforgettable 5-hour adventure along the stunning Kona Coast, where we'll be snorkeling in crystal-clear waters teeming with marine life. You'll also get the chance to cast a line and enjoy some light fishing in one of Hawaii's most scenic spots. Whether you're exploring beneath the surface or reeling in a catch, this trip offers the perfect mix of relaxation and excitement.

Ocean Blue Kona – Snorkeling & Fishing Tours

Kailua-Kona

Set off on an unforgettable ocean adventure along the breathtaking Kona Coast! Whether you&#039;re here to snorkel, fish, or simply soak up paradise, this trip offers something for everyone&mdash;from families with kids to thrill-seeking travelers. Snorke

Our luxurious yachts provide an intimate and relaxing ambiance for couples and families, or groups to enjoy the sea's soothing magic. As we start out our adventure from the Ala Wai Boat harbor to explore a beautiful Waikiki coastline all the way past the famous Diamond Head Crater.
Create experiences that leave you with awe, for these will be the highlights of your vacation.

Let the sea breeze blow your hair with breathtaking views. Dolphins, turtles, and whales might join you in this magical journey.

Waikiki Sailing Tour

Step aboard UNIVERSE, a classic 1993 Celestial Sloop Sailing Yacht based in Honolulu, and experience the true magic of sailing. With room for just six guests, this intimate voyage offers a peaceful escape from crowded tours, allowing you to connect deeply

Bring the gang to hang out and swim & dive from our spacious catamaran. There will be floating rafts, life jackets, and boogie boards to use as well.
BYOB and food. Hook up to our great Bluetooth sound system and let go.
We will provide ice & coolers.

Aqua Zone, LLC

Step aboard the Aukai Catamaran, a spacious 46-guest vessel based in Kewalo Harbor, Honolulu, perfect for creating your own unforgettable day on the water. Powered by twin 100 HP diesel Yanmar engines, she cruises comfortably at 12 knots, offering smooth 

What sets Aloha Sails Waikiki apart is the perfect blend of a high-energy ocean adventure and the warm, personalized hospitality of a private club. Unlike large, crowded tour boats, we focus on a boutique experience.
Our crew doesn't just provide gear, they are your guides and hosts, ensuring every guest feels safe, seen, and welcomed. Whether it's the thrill of a sea turtle gliding just inches away or the simple pleasure of a cold drink while sailing, we prioritize the Aloha Spirit in every interaction.

Aloha Sails Waikiki – Catamaran 36’

Aloha Sails Waikiki &ndash; BYO Catamaran Charter is a beautifully restored 1980 San Juan 36&rsquo; catamaran (refitted in 2014), based in Honolulu and designed for unforgettable days on the water. With capacity for up to 35 guests, it&rsquo;s ideal for p

Experience a personalized guided snorkel tour at Hanauma Bay Nature Preserve, perfect for both first-time snorkelers and those seeking easy same-day access without a state reservation. This 1.5-hour experience includes all snorkel gear, flotation support, and expert in-water instruction to ensure a safe and enjoyable time in the water. With a maximum of just 5 guests per tour, you'll have the opportunity to explore a protected reef and encounter a wide variety of vibrant marine life.

Honolulu Snorkel Company – The Nautilus

Experience the beauty of Honolulu from the water aboard the 2022 Nautilus 32ft Inflatable, operated by Honolulu Snorkel Company. With room for up to 49 guests and powered by twin 200 HP diesel inboard Yamaha engines, this vessel cruises comfortably at 12 

'Enjoy sailing, swimming, snorkeling, wildlife viewing (whale season December - April), Friday night fireworks, and relaxing in the nets of a luxury catamaran along the coast of Waikiki. A private charter allows you to customize your experience for up to 6 passengers. Trips leave anytime between 8 am and 6 pm.'

Pau Hana Yacht Charters LLC

Enjoy sailing, wildlife viewing (whale season December - April), Friday night fireworks, swimming, and relaxing in the nets of your own luxury catamaran. A private charter allows you to customize your experience for up to 12 passengers. Sailing on a catam

Kamoauli seeks to perpetuate Hawaiian historical and cultural understanding of the landscapes and ocean of O'ahu's Kona coast. Come aboard and experience this unique, place-based educational platform for a weekday morning sail filled with activities, refreshments, and relaxation. Please arrive and check in no later than 7:45 am.

Kamoauli

Set sail aboard Kamoauli, a 46ft Polynesian double-hulled catamaran offering an authentic Hawaiian sailing experience from Honolulu. Designed for comfort, culture, and adventure, this unique vessel accommodates up to 12 guests, perfect for families, small

Sailing, Catamaran & Gulet Tours in Hawaii

Top Sailing, Catamaran & Gulet Tours in Hawaii