Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 409 Sailing Trips activities in USA. Sort by Popularity. - Page 6New York City Sailboat Day Cruise to the Statue of Liberty
Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by the pilot schooners of the 1890s. Sit back and relax as the crew raises sail and the boat effortlessly glides a... More

New York City Sailboat Day Cruise to the Statue of Liberty
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USA
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Superb126 reviews4.9
Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted sc....
Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans
Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island for some swimming and shelling (weather permitting) while taking in the sun and spectacular views. Our beautifully, well appointed ... More

Catamaran Day Sail Shelling Excursion 42ft. Mainecat Cool Beans
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USA
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Superb138 reviews4.9
Create memories that lasts a lifetime with a day on the Gulf of Mexico sailing to a private island f....
Newport Sunset Sail on Schooner Adirondack
Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailbo... More

Newport Sunset Sail on Schooner Adirondack
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USA
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Superb40 reviews4.9
Join us aboard a classic sailboat for a 1.5-hour sunset sail in Newport! Sunset sailing is one of th....
Seattle Sailing Experience BYOB
This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to race around the world, and now are perfectly at home on Puget Sound. Sit back and relax as our trained crew hoist the sails and turn... More

Seattle Sailing Experience BYOB
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USA
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Superb92 reviews5
This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to ra....
4-Hour St. Pete Pier to Egmont Key Experience by Ferry
From the Pier to Paradise. You’ll sail by the beautiful shorelines of St. Pete, pass under the stunning Sunshine Skyway bridge and perhaps see a dolphin or two! This is the only charter offering service from downtown St. Petersb... More

4-Hour St. Pete Pier to Egmont Key Experience by Ferry
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USA
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Superb291 reviews4.7
From the Pier to Paradise. You’ll sail by the beautiful shorelines of St. Pete, pass under the stu....
FROM FLORIDA: Bimini Bahamas Day Trip By Fast Ferry
Take advantage of the vicinity of the Bahamas Islands during your Florida visit to experience the world's best beaches. The ocean crossing is provided with our comfortable Express-Ferry featuring restrooms, comfortable seats, air ... More

FROM FLORIDA: Bimini Bahamas Day Trip By Fast Ferry
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USA
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Good11 reviews3.4
Take advantage of the vicinity of the Bahamas Islands during your Florida visit to experience the wo....
Small-Group San Diego Afternoon Sailing Excursion
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More

Small-Group San Diego Afternoon Sailing Excursion
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USA
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Superb504 reviews5
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....
9am 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

9am Turtle Canyon Snorkel Adventure
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USA
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Superb254 reviews4.9
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More

Portland Tall Ship Cruise on Casco Bay
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USA
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Superb226 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Newport Sunset Sail on Classic Sailboat
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More

Newport Sunset Sail on Classic Sailboat
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USA
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Superb21 reviews4.8
Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....
Sunset Catamaran Sail in Cocoa Beach
Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the beauty of Floridaâ... More

Sunset Catamaran Sail in Cocoa Beach
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USA
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Superb146 reviews5
Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narraganset... More

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
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USA
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Superb15 reviews4.7
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....
Small-Group Yacht Sailing Experience on San Diego Bay
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More

Small-Group Yacht Sailing Experience on San Diego Bay
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USA
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Superb134 reviews4.9
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Miami Beach experience. Connect with nature, discover new landscapes, & create lasting memories as you explore the stunning coastline... More
Private Tour

Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
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USA
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Superb23 reviews4.8
Embark on a private yacht journey, perfect for families, couples, & adventurers seeking a unique Mia....
Private Tour
NYC Statue of Liberty Tall Ship Sail aboard Clipper City
Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of this grand city by day. You will enjoy breathtaking views of New York City and see the Statue of Liberty, Ellis Island, the Manh... More
Private Tour

NYC Statue of Liberty Tall Ship Sail aboard Clipper City
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USA
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Exellent258 reviews4.3
Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views o....
Private Tour
Sunset Sail Aboard the 47 ft Daydreams Sailboat
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More
Private Tour

Sunset Sail Aboard the 47 ft Daydreams Sailboat
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USA
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Superb15 reviews4.9
Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....
Private Tour
Sailing on Historic Schooner Yacht in Salem, MA
Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience the majesty aboard John G. Alden's personal schooner yacht Malabar X. Winner of the 1930 and 1932 Newport to Bermuda race and open... More
Private Tour

Sailing on Historic Schooner Yacht in Salem, MA
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USA
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Superb125 reviews4.9
Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience ....
Private Tour
Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and op... More
Private Tour

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
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USA
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Superb31 reviews5
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....
Private Tour
Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a full restroom, as well as a... More
Private Tour

Private Sunset and Dolphin Cruise in Destin-Up to 16 Guests
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USA
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Superb37 reviews5
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....
Private Tour

Sunset Party Cruise–DJ, Trampoline, BYOB & Cocktails (18+)
This is not your average sunset cruise — it’s a party made exclusively for adults 18 and older. Our Disco Sunset Party Cruise blends the thrill of ocean adventure with vibrant party energy. You’ll kick off the evening with ... More
Free Cancellation
Private Tour
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Sunset Party Cruise–DJ, Trampoline, BYOB & Cocktails (18+)
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USA
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Superb37 reviews5
This is not your average sunset cruise — it’s a party made exclusively for adults 18 and older. ....
Free Cancellation
Private Tour
(Saving 20% )