Boat trips · SAILING TRIPS IN THE USA

The 10 Best Sailing Trips in the USA

10 boat trips  ·  from $48 a head

This is the shortlist you would send a friend: 10 sailing trips in the USA worth the money, each with its price, its traveller verdict and the one thing to know before you board.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - The early cruise past Key West landmarks
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Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - What two hours on the Moana Catamaran feels like
Boat Tours, Oahu Boat Tours, Sailing Trips, Sailing Trips in Oahu, Sailing Trips in the USA, Sunset Cruises, Sunset Cruises in Oahu, Sunset Cruises in the USA, Tour Reviews, USA Boat Tours

Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

2.Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Top rated

Watch Waikiki’s sunset from a barefoot catamaran with cocktails, Diamond Head views, whale spotting, and practical tips for a smooth sail.

“Do not book this trip thru Viator. Cost less booking on your own. And DO NOT upgrade to VIP tix. A complete waste of money. All you get is on boarding first. But I am giving this cruise a 5 Star rating b/c the crew was outstanding! Very attentive and friendly. We saw whales which was a big plus since there were clouds and no sun this evening. Very relaxing and great views of Diamondhead and the coast line of Waikiki.”

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Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - Waikiki and Diamond Head from the water
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Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Turtle Canyon and the search for marine life
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Waikiki Turtle Snorkel and Sail on Hawea Catamaran

4.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

★★★★★★★★★★5.0 · 1,655 reviews · 2 hours 30 minutes (approx.) · from $89

Review of Waikiki Turtle Snorkel and Sail on Hawea Catamaran, with turtle sightings, pricing, swimming tips, crew details, and practical advice.

“Awesome tour. Capt Jenna and her team Julia, Nina and Tommy did a great job of showing us where the turtles were but also keeping us safe as there were alot is boats in the area. Seeing all the turtles and flying sh and the reef was spectacular. Ended with a sail around Waikuki. Highly recommend this tour and team.”

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Key West Afternoon Snorkel Sail with Unlimited Cocktails! - Getting fitted with snorkeling gear
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Key West Afternoon Snorkel Sail with Unlimited Cocktails!

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres - Checking in at 255 Front Street
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Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

Waikiki Signature Sunset Catamaran Sail - Snacks, cocktails, and what is actually included
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Waikiki Signature Sunset Catamaran Sail

7.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Waikiki sunset catamaran review with Diamond Head views, drinks, snacks, shuttle details, pricing, and practical tips for Oahu visitors.

“The experience was beautiful, peaceful, and fun, along with very nice and helpful crew members. My husband and I booked this cruise a day after our wedding, and it was one of the best things we experienced in Hawaii! Drinks at the bar were great!”

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Afternoon Sail & Snorkel to the Captain Cook Monument - Leaving Keauhou Bay at 1:45 p.m.
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Afternoon Sail & Snorkel to the Captain Cook Monument

8.Afternoon Sail & Snorkel to the Captain Cook Monument

★★★★★★★★★★5.0 · 722 reviews · 3 hours (approx.) · from $136

Review of Sea Paradise’s 3-hour Kona sail and snorkel to Captain Cook Monument, with marine life, gear, snacks, pricing, and practical tips.

“Lovely small sailboat - you are under power the entire way, but still a nice experience. On the trip, we saw whales, snorkeled by Captain Cook Monument, and on the way back, saw Pele “laying” Oceanside. Crew was very knowledgable and shared a lot of interesting information along the way. Snacks and non-alcoholic drinks were included and after snorkeling, alcohol was available for purchase.”

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Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger - The Black Dagger cruise: a 90-minute story with a job for every child
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Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head - Raising the sails and taking the wheel
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America’s Cup 12-Meter Yacht Afternoon Sail from Hilton Head

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