Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 406 Sailing Trips activities in USA. Sort by Popularity. - Page 12Schooner Eastwind Sunset Sail to see the Maine Coastline
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More

Schooner Eastwind Sunset Sail to see the Maine Coastline
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USA
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Exellent42 reviews4.5
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....
Afternoon Sail & Snorkel to the Captain Cook Monument
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adve... More

Afternoon Sail & Snorkel to the Captain Cook Monument
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USA
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Superb233 reviews4.9
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....
Private Local Day Sail by a Certified Captain
Nominated Best of Baltimore Tourist Attraction 2023 & 2024 Baltimore’s authentic and top-rated private sailing experience awaits aboard Saeda, a 45-foot yacht offering a 2-hour daytime cruise through South Baltimore’s scenic ... More
Private Tour

Private Local Day Sail by a Certified Captain
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USA
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Superb233 reviews4.9
Nominated Best of Baltimore Tourist Attraction 2023 & 2024 Baltimore’s authentic and top-rated pr....
Private Tour
2-Hour Sunset Sailing With Wine In Stock Island
Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beautiful sunset while on the water.... More
Private Tour

2-Hour Sunset Sailing With Wine In Stock Island
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USA
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Superb81 reviews5
Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indu....
Private Tour
Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Her best features include highly-finished woodwork, bronze fixtures, and gaff rigging that s... More
Private Tour

Afternoon or Sunset Sail On A Vintage Yacht Beer & Wine Included
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USA
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Superb69 reviews5
Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....
Private Tour
2 Hour Sailing Lesson in Wrightsville Beach
Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take you around the waterways of Wrightsville Beach and out into the Atlantic Ocean. You have the freedom to make this a learning experie... More
Private Tour

2 Hour Sailing Lesson in Wrightsville Beach
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USA
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Superb8 reviews5
Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take yo....
Private Tour
6-Hour Sailing Charter from Fort Lauderdale
Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More
Private Tour

6-Hour Sailing Charter from Fort Lauderdale
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USA
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Superb3 reviews5
Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....
Private Tour
12pm Turtle Canyon Snorkel Adventure
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More
Private Tour

12pm Turtle Canyon Snorkel Adventure
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USA
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Superb284 reviews4.8
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
Private Tour

Key West Ultimate Beach Pass with Parasailing
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USA
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Exellent21 reviews4.2
Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are....
Private Tour
Deluxe private Sunset & Day Sail
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More
Private Tour

Deluxe private Sunset & Day Sail
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USA
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Superb1 review5
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....
Private Tour
Private Catamaran: Snorkel, Swim and Dolphin Watching
Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take you to some of the best spots the area has to offer while you are visiting the Emerald Coast. ... More
Private Tour

Private Catamaran: Snorkel, Swim and Dolphin Watching
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USA
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Superb1 review5
Sail around in style aboard a catamaran with a fun local avid sailor that wants to share his passion....
Private Tour
Rosé Golden Hour Sunset Sail
Set sail into the sunset aboard Rosé, our 36-foot luxury sailing catamaran. This 2-hour sunset cruise offers panoramic views of the Hilton Head coastline with complimentary light bites and drinks on board. Whether you're going wi... More
Private Tour

Rosé Golden Hour Sunset Sail
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USA
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Superb5 reviews5
Set sail into the sunset aboard Rosé, our 36-foot luxury sailing catamaran. This 2-hour sunset crui....
Private Tour
Sunset Sail Experience by Catamaran in Waikiki
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More
Private Tour

Sunset Sail Experience by Catamaran in Waikiki
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USA
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Superb5 reviews5
Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....
Private Tour
SUNSET CRUISE in Key Largo,FL.
KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More
Private Tour

SUNSET CRUISE in Key Largo,FL.
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USA
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Superb3 reviews5
KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....
Private Tour
Key West Day Sail on Schooner America 2.0 with 2 Drinks
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More
Private Tour

Key West Day Sail on Schooner America 2.0 with 2 Drinks
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USA
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Superb188 reviews4.9
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a ....
Private Tour
South Shore Open Sail from Kewalo Harbor Including Drinks
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! We are a 49-passenger beautiful yellow and red retired Waikiki Beach catamaran now operating from Kewalo... More
Private Tour

South Shore Open Sail from Kewalo Harbor Including Drinks
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USA
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Superb15 reviews5
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....
Private Tour

Waikiki Fireworks Cocktail Cruise
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USA
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Very Good3 reviews4
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....
Private Tour
2-Hour Rosé Luxury Day Sail
This 2-hour daytime sail offers a smooth, spacious ride through the scenic Calibogue Sound with expert captains leading the way. Keep an eye out for dolphins, seabirds, and Lowcountry landmarks as you relax, unwind, and enjoy the ... More
Private Tour

2-Hour Rosé Luxury Day Sail
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USA
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Superb1 review5
This 2-hour daytime sail offers a smooth, spacious ride through the scenic Calibogue Sound with expe....
Private Tour
Let's Go Sail the York River in Gloucester Point, Virginia
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More
Private Tour

Let's Go Sail the York River in Gloucester Point, Virginia
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USA
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Superb122 reviews5
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....
Private Tour
Sunset and Afternoon Sailing Tours Aboard A Vintage Yacht
This unforgettable 2.5 hour tour will circle you around the San Diego harbor during the most dramatic part of a California day. The multi-colored sky is the perfect backdrop for relaxing and enjoying our complimentary beer and win... More
Private Tour

Sunset and Afternoon Sailing Tours Aboard A Vintage Yacht
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USA
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Superb2 reviews5
This unforgettable 2.5 hour tour will circle you around the San Diego harbor during the most dramati....
Private Tour