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Sailing Charters

Sailing Charters on Kauai

There are 13 products in this category that range in price from $66.16 to $185.00.

Sailing Tours and Charters on Kauai are delightful.


Kauai sailing tours are among the most serene, relaxing and meditative tours that Kauai has to offer. Kauai sailing tours can also be among the most exciting, adventure full and thrilling tours that Kauai has to offer.

Kauai's coastline is both varied and beautiful ranging from the more gentle inlets and coves of the Poipu and south shore region to the dramatic, isolated and incredible shoreline of the Na Pali Coast. Kauai has a number of sailing boats and sailing charters offering sailing trips that traverse the Kauai shoreline which is often teeming with marine life. Dolphins are very often a part of the marine landscape on many of the sailing charters and the whales seen off the Kauai coast during whale season are often many more than the island is generally given credit for. Many snorkeling areas also include extensive coral reefs and a full complement of reef fish.

Kauai sailing trips can often be more robust than those on other islands as Kauai is the first island to intercept the stiff trades that blow from the North East. Because many of the sailboats on island are also used for snorkeling please check with our snorkeling section of the site for additional details.


We sell tickets to 13 items in the category Sailing Charters on Kauai.

View the complete list below or use our Activity Finder to narrow down your options.

Displaying 13 of 13 Results

$147.00
(4 Reviews, 5 Stars)

You will find the hospitality of the captain and crew every bit as comforting as the stable ride you'll encounter on this sea worthy ocean sailing catamaran. Expect dolphins, turtles and whales (in…

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$131.38
(4 Reviews, 5 Stars)

This 5 hour morning trip to the NaPali coast includes it all. Thrill to the sight of playful spinner dolphins, sea turtles and the spectacular beauty of NaPali. Your friendly and attentive crew share history…

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$100.67
(4 Reviews, 5 Stars)

Three and a half hour afternoon scenic tour of Kauai's southwest shores, and the NaPali coast to see the sunset. This trip is on board the stable 65' catamaran Holo-Holo. Includes heavy appetizers,…

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$100.71
(2 Reviews, 5 Stars)

A 3.5 to 4 hour cruise along Kauai's spectacular coast as the afternoon light brings a special magic to NaPali. Hear the history and legends from the crew and experience sightseeing, dolphin watching…

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$185.00
(1 Review, 5 Stars)

Be one of the lucky few who have had the privilege of experiencing the crystal clear waters off the forbidden island of Niihau. This tour is similar to the NaPali trip but after going to NaPali they set…

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$131.37
(1 Review, 5 Stars)

This 5 hour deluxe afternoon snorkel and dinner cruise is available from the middle of May to the middle of September. The afternoon light brings a special magic to Na Pali. Listen while the crew share…

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$129.00
(1 Review, 5 Stars)

Tour along the awesome Napali Coastline. The special design of this vessel permits the Kahanu to get up close to view cascading waterfalls, lava tubes and sea caves. Snorkel Nu'alolo Kai (depending…

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$66.16
(1 Review, 5 Stars)

Two hours of sailing into the sunset aboard a luxury catamaran with Kauai as a backdrop is a must do for every Hawaiian holiday. Enjoy a large shaded cabin area, comfortable cushioned seating and clean…

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$148.90
(4 Reviews, 4.8 Stars)

Start your morning with a beautiful cruise along the Na Pali Coast, where you'll see spectacular sea cliffs, enchanting waterfalls and timeless lava tubes. Enjoy the history and legends of the ancient…

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$97.03
(2 Reviews, 4.5 Stars)

Explore Kauai's rugged Napali Coast where you'll see spectacular sea cliffs, enchanting waterfalls and timeless lava tubes. Enjoy a sunset with the history and legends of the ancient civilizations…

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$123.15
(4 Reviews, 4.3 Stars)

Start your morning with a beautiful cruise along the NaPali Coast and snorkel. Explore Kauai's rugged NaPali Coast where you'll see spectacular sea cliffs, enchanting waterfalls and timeless…

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$122.19
(7 Reviews, 4.1 Stars)

Treat yourself to one of the new Star 65 foot luxury catamarans. Enjoy a large shaded cabin area, spacious, luxurious seating and opulent full size restrooms. Enjoy spectacular views of the rugged, pristine…

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