Cruises, Sailing & Water Tours in Kauai

Join Holo Holo Charters and the National Tropical Botanical Gardens for an enriching Native Hawaiian land and sea experience of a lifetime. Learn the true story of the Lawa'i Kai ahupua'a as you interact with Kaua'i's host culture. This all-inclusive authentic exploration is sure to fill the void for any experiential traveler desiring to connect with Kaua'i's natural beauty, history, and people. This tour includes a 3 hour guided Hawaiian historical exploration tour at the National Tropical Botanical Gardens combined with our 2 hour Aloha Sunset Dinner Sail.

Set sail on a catamaran cruise along Kauai's spectacular Na Pali coast, a land rich in legends and best appreciated from the water. Get unbeatable views of lush green valleys, towering spires, and jagged sea cliffs, and stop to swim and snorkel in the warm Hawaiian waters where dolphins and sea turtles are often spotted. Back on deck, relax with a Mai Tai or another beverage of your choice and enjoy a fresh buffet lunch against the backdrop of Na Pali's inspiring scenery.

Experience Kauai's magnificent Na Pali Coast on a 3-hour afternoon tour conveniently departing from Hanalei Bay on the North Shore. Cruise past towering cathedral spires, emerald valleys, and lava sea caves in a nimble, high-speed raft that allows you to explore up close. Enjoy on-board snacks and hear legends of ancient Hawaiians who once inhabited the coast for an unforgettable adventure.

Get a unique perspective on the beauty of the 'Garden Isle' from aboard a luxury catamaran on this Kauai sunset cruise. Sail off into beautiful waters of the Pacific, and get into the island spirit as you listen to live Hawaiian music and enjoy delicious appetizers and tropical cocktails. Watch the sun set over the horizon and feel the warmth of the ocean breeze during this unforgettable island evening.

Skip the restaurant reservation and enjoy dinner while sailing along the towering emerald cliffs and sea caves of the Na Pali Coast, Kauai's most dramatic natural wonder. Sip cocktails, wine, or beer while listening to the captain's legends of old Hawaii and looking for marine life splashing offshore. Rugged, roadless Na Pali is best seen from the water, so pair unbeatable views with a satisfying meal and tropical sunset on this romantic catamaran adventure.

Experience the breathtaking beauty of Kauai's Napali Coast during the most romantic time of day on this sunset dinner cruise. Feel the fresh island breeze while cruising alongside towering cathedral spires, emerald valleys, waterfalls, and sea caves aboard a deluxe sailing catamaran. Enjoy a delicious on-board buffet dinner complete with mai tais, beer, wine, and fresh juices, and toast the end of another day in paradise with a glass of champagne as the golden hues of sunset wash across this legendary landscape.

Experience dinner with a view - the breathtaking scenery of the stunning Na Pali Coast - on this 5-hour afternoon snorkel and dinner cruise. Explore the famous coastline, complete with entertaining and educational stories about the sites along the way. When conditions permit, hop into the water for a refreshing snorkel or swim. Enjoy a 3-course buffet dinner complete with beer, wine and Mai Tai cocktails. Then take in the beauty of a Kauai sunset to close a perfect evening. All snorkel gear plus instruction is included.

Feel the 'aloha' spirit as the setting of the sun takes center stage on a sailing catamaran, departing from Port Allen Harbor. This 2-hour evening cruise takes you along Kauai's south shore to prime viewing spots while you listen to the mellow tunes of Hawaiian music from the 1970s. You're served up genuine hospitality with a bento-style buffet dinner and tropical drinks on board.

Experience dinner with a view - the breathtaking scenery of the stunning Na Pali Coast - on this 4-hour sunset dinner cruise. Climb aboard a spacious 65-foot catamaran and explore the famous coastline, complete with entertaining and educational stories about the sites along the way. Enjoy a delicious luau-style buffet dinner complete with beer, wine and Mai Tai cocktails. Then take in the beauty of a Kauai sunset along with a champagne toast to close a perfect evening.

Soak up the spectacular scenery of the Na Pali Coast with this sunset dinner cruise in Kauai. Glide past the jagged peaks and emerald valleys of the breathtaking coastline from aboard a luxury catamaran. Savor a three-course dinner of fresh Hawaiian favorites as the sun sets, casting a golden glow over the island cliffs and clear Pacific waters.