Top Kauai Sailing Tours

With 17 miles of pure shoreline splendor—4,000-foot cliffs, emerald valleys, cathedral spires—Kauai’s Na Pali coast claims some of the country’s best sailing and snorkeling. On this tour, you’ll cross both off your list, hopping aboard a sailing catamaran for an unforgettable adventure. Between sitting down to breakfast and lunch, you’ll spot whales, snorkel amongst turtles and rays, and see one of the most spectacular coastlines on the planet.

Kauai’s Na Pali Coast—17 miles of world-renowned landscapes—is certainly best appreciated from the water. Experience it in style aboard a sleek catamaran, crew greeting you with mai tais and a sense of aloha. You’ll catch moments with spinner dolphins and sea turtles, relax over dinner, and raise a glass of Champagne when sunset hits this magnificent slice of the Garden Isle.

The Na Pali coast is one of the most spectacular sights in Kauai. The best way to see it is from the water, so join this catamaran cruise for unbeatable views of lush green valleys, towering spires, jagged sea cliffs, and wildlife such as dolphins and sea turtles, as well as time for snorkeling and swimming.

Explore the natural beauty of Kauai on a 5-hour tour that combines a lovely kayaking trip with an moderately easy hike to Uluwehi Falls, also known as Secret Falls. Your experienced guide provides a paddling lesson and guided kayak tour in the Wailua River Valley, following gorgeous waterways through the lush Kauai landscape. Then hop out of your kayaks and take a 45-minute hike to Secret Falls where you can cool off in the clear waters before returning to the Wailua marina the way you came.

Avoid crowds and embark on a Kauai snorkeling tour that limits group size. Head for Kauai’s pristine southshore reefs to see tropical fish, sea urchins, and sea mammals. You may also see a Hawaiian green sea turtle nesting on the beach or a Hawaiian monk seal basking in the sun.

Enjoy a snorkeling experience in Kauai without the crowds. Set sail for the gentle waters of the island’s southern coast aboard a Zodiac, and pass the famed Spouting Horn blowhole on your way to two different snorkeling spots where you can explore an abundance of marine life such as yellow tang and Hawaiian green sea turtle.

Explore the dramatic cliffs and crystalline waters of Kauai’s Na Pali Coast on this small-group snorkeling adventure. Cruise along the spectacular coastline aboard a motorized raft, stopping to splash into the clear waters and snorkel among native marine life at one of Kauai’s best coral reefs. Traveling by raft allows the flexibility to navigate the rugged sea caves and waterfalls that dot the spectacular Na Pali shoreline. A meal and beverages are included on this small-group tour for maximum convenience.

Enjoy a traditional Hawaiian experience and get unique insight into island life with this dining experience at Luau Kalamaku. Savor a buffet of classic Hawaiian favorites, beginning with an imu roast. Then watch a talented troupe of dancers and musicians as they enact legends from Hawaii’s history. The entertainment includes Polynesian hula dancers, flame throwers, and a parade of colorful costumes for a night out in Kauai you won’t soon forget.

Soar over the entire Garden Island for unforgettable views on this air tour of Kauai. From aboard an aircraft designed for sightseeing, soak up breathtaking views of natural attractions like Waimea Canyon, Opaekaa Falls, the rugged Na Pa Coast, and Mt Waialeale — the wettest spot on earth. Your experienced pilot provides informative narration during this thrilling flight.

Witness the acrobatics of migrating humpback whales off the coast of Kauai during this seasonal south shore cocktail cruise from Eleele. Listen as your captain details the biology and behavior of the marine mammals and keep your eyes peeled for blows, tail slaps, and breaches. Light snacks, beer, and mai tais included.

This small-group Zodiac-style tour, limited to just 14 guests, delivers an adventurous, front-row experience aboard twin Hurricane boats—the same rugged vessels trusted by Navy SEALs. Glide across Kauai’s pristine waters for exceptional viewing and photo opportunities, while expert guides share insights about humpback whales, dolphins, and the island’s marine ecosystem. Ideal for adventure-loving families and wildlife enthusiasts, this tour offers an up-close and personal way to experience Kauai’s winter visitors.

Experience Kauai nature at its finest on this kayaking and waterfall hiking tour. Paddle the majestic Wailua River, original home of the first Hawaiians, as your guide shares stories about the flora and fauna of Kauai`s most sacred area. then, hike through the rainforest to Secret Falls where you can enjoy a refreshing dip before a delicious lunch.

Explore the natural beauty of Kauai with a combo hiking and kayaking adventure on the Wailua River. Enjoy a leisurely paddle through lush tropical scenery, then disembark for a guided nature hike to a waterfall. Refuel with a picnic lunch, then take a dip at the base of the falls. No kayaking experience is necessary—just a sense of adventure. Choose from a morning or afternoon departure to suit your schedule.

The Na Pali coast may be 17 miles of pure “Garden Isle” splendor, but there’s even more to explore beyond its 4,000-foot cliffs. On this tour, you’ll go for 60 miles of discovery, from the coast to Kaulakahi Channel to Lehua Crater, the “Forbidden Island” of Ni’ihau, and beyond. Along the way, you’ll spot dolphins, snorkel amongst reefs, and, of course, sip and sit back, relishing in the adventure.