Category Sailing

Kauai · SAILING

5 Sailing Trips on Kauai That Earn the Booking

5 reviewed

The shortlist we’d hand a friend flying into Lihue: 5 sailing trips worth the money, each with its price, its verdict from the people who went, and the one thing to know before you commit.

Kauai: Na Pali Coast Power Catamaran

Kauai: Na Pali Coast Power Catamaran - Snorkel and Swim Time: When You Can Actually Get Wet

1.Na Pali Coast Power Catamaran

★★★★★★★★★★5.0 · 403 reviews · 4 hours 30 minutes (approx.) · from $274Our pick

Half-day Na Pali Coast power catamaran from Kikiaola Small Boat Harbor with sea caves, wildlife, snacks, and snorkel gear.

“Great boat and crew! Highly recommend trying the great pineapple they are to die for! The views are incredible no better boat to the see the Na Pali Coast!”

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Kalapaki Kai Sunset Catamaran Cruise

Kalapaki Kai Sunset Catamaran Cruise - Getting to Nawiliwili Small Boat Harbor Without Worry

2.Kalapaki Kai Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 349 reviews · 2 hours (approx.) · from $109Best value

Kalapaki Kai Sunset Catamaran cruise: 2 hours on a shared catamaran up the Hulei’a River and through Kalapaki Bay with drinks.

“We had the best time I cannot remember the guy’s name, but the one who drove the boat he was amazing. He made it really informative for us and again I don’t do names. Well the gal who was the bartender and did everything else. She was also amazing. It was one of the best things to do there. I highly recommend it.”

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Kauai: Napali Coast Sunset Sailboat Tour with Dinner

Kauai: Napali Coast Sunset Sailboat Tour with Dinner - The 50-Foot Catamaran: Comfort Perks and the Reality Check

3.Napali Coast Sunset Sailboat Tour with Dinner

★★★★★★★★★★4.6 · 207 reviews · 4h 30m · from $247

Napali Coast sunset sail with dinner from Holo Holo Charters. Champagne toast, Hawaiian food, drinks, and wildlife on a 50-ft catamaran.

“This excursion was fantastic. The crew was amazing. They gave us lots of interesting facts about the island while we cruises along, all while constantly supplying everyone with drinks. The views were spectacular and they even took the boat a little out of its way so we could see some dolphins and whales. The food was wonderful as well. I highly recommend this tour.”

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Kauai: Na Pali Coast Deluxe Power Catamaran Tour

Kauai: Na Pali Coast Deluxe Power Catamaran Tour - Open Bow Views With the Right Amount of Shade

Kauai: Catamaran Sunset Cruise

Kauai: Catamaran Sunset Cruise - Nawiliwili Small Boat Harbor to Kalapaki Sunset: the route in plain English

5.Catamaran Sunset Cruise

★★★★★★★★★★4.8 · 60 reviews · 1h 30m · from $114

90-minute Kauai catamaran sunset cruise through Nawiliwili Bay and the Hulei’a River with cocktails, Hawaiian music, and history narration.

“Captain Stevie and Becka were great hosts. Stevie was very knowledgeable about the history, flora and fauna, and Becka was a gracious bartender and support for participant needs. As an FYI, this is more of a river cruise than an ocean cruise; you go up and back on the river adjacent to the harbor and then move into the bay for the sunset.”

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