Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 16Oyster Bay Two Hour Sailing Experience
Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and the impressive estates that line the bay. WINDSWEPT is metic... More
Private Tour
Oyster Bay Two Hour Sailing Experience
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USA
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Superb2 reviews5
Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oys....
Private Tour
San Diego Sailing Private Activity
We are a hands on sailing adventure we encourage our guests to participate. Guests who chose to relax and enjoy the scenery and vibe are welcome to do so, you may bring beer or wine or other snacks no red wine please.... More
Private Tour
San Diego Sailing Private Activity
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USA
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Superb1 review5
We are a hands on sailing adventure we encourage our guests to participate. Guests who chose to rela....
Private Tour
Key West Sunset Sail Aboard Legendary Schooner Appledore
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More
Private Tour
Key West Sunset Sail Aboard Legendary Schooner Appledore
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USA
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Superb361 reviews5
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....
Private Tour
Skagway Trail and Sail
This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike Electric Bicycles where you will join us for a self-guided ride to some of Skagway's best sites! You will visit a waterfall, scenic... More
Private Tour
Skagway Trail and Sail
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USA
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Superb8 reviews4.8
This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike E....
Private Tour
Key West Sail and Snorkel Day Trip from Fort Lauderdale
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More
Private Tour
Likely to Sell Out Key West Sail and Snorkel Day Trip from Fort Lauderdale
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USA
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Good16 reviews3.1
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....
Private Tour
Exciting Public Afternoon Sail in Hilton Head
Looking for a more personal sailing experience without booking an entire private charter? The Afternoon Public Sail is the perfect balance. With a maximum of just six guests onboard, you’ll enjoy an intimate, relaxed atmosphere.... More
Private Tour
Likely to Sell Out Exciting Public Afternoon Sail in Hilton Head
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USA
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Good16 reviews3.1
Looking for a more personal sailing experience without booking an entire private charter? The Aftern....
Private Tour
2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)
This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco w... More
Private Tour
Likely to Sell Out 2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)
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USA
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Good16 reviews3.1
This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG ....
Private Tour
Private Morning Sail, Dolphin and History Tour on Mystique
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. For over 12 years, our sailing yachts are the highest quality and operated by two professional ... More
Private Tour
Likely to Sell Out Private Morning Sail, Dolphin and History Tour on Mystique
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USA
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Superb85 reviews5
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....
Private Tour
Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound
Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these waters back in 1792. From Seattle’s Shilshole Bay Marina we sail west across Puget Sound toward the magnificent Olympic Mountains. A... More
Private Tour
Likely to Sell Out Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound
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USA
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Superb34 reviews5
Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....
Private Tour
2 Hour Chesapeake Day Sail on Catamaran Epiphany
Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel offers cushioned seating and panoramic views of the Chesapeake Bay. Glide... More
Private Tour
Likely to Sell Out 2 Hour Chesapeake Day Sail on Catamaran Epiphany
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USA
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Superb9 reviews5
Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. ....
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
Likely to Sell Out 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
2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for gre... More
Private Tour
Likely to Sell Out 2-Hour Private Hilton Head Afternoon Dolphin Watching Sail
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USA
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Superb124 reviews5
This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind....
Private Tour
St Augustine Nights of Lights Tour with Live Music and Sunset Opt
Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the illuminated bayfront, the Bridge of Lions, and Castillo de... More
Private Tour
Likely to Sell Out St Augustine Nights of Lights Tour with Live Music and Sunset Opt
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USA
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Superb70 reviews4.6
Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday ....
Private Tour
Baltimore Harbor Evening Sail on the Unforgettable
Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience. Â It's BYOB,... More
Private Tour
Likely to Sell Out Baltimore Harbor Evening Sail on the Unforgettable
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USA
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Superb5 reviews4.6
Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorg....
Private Tour
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More
Private Tour
Likely to Sell Out Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
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USA
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Superb204 reviews4.9
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....
Private Tour
Shallow Water Snorkeling and Dolphin Watching in Key West
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s weather refunds of course. Premium drinks & snacks included! Enjoy a premium sha... More
Private Tour
Likely to Sell Out Shallow Water Snorkeling and Dolphin Watching in Key West
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USA
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Superb472 reviews4.6
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 wee....
Private Tour
Private Sailing Tour through the Ten Thousands Islands
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More
Private Tour
Likely to Sell Out Private Sailing Tour through the Ten Thousands Islands
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USA
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Superb156 reviews4.9
If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....
Private Tour
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
Private Tour
Likely to Sell Out Sunset Catamaran Sail in Cocoa Beach
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USA
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Superb185 reviews4.9
Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....
Private Tour
Key West Historic Schooner When And If Sunset Cruise
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champ... More
Private Tour
Likely to Sell Out Key West Historic Schooner When And If Sunset Cruise
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USA
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Superb135 reviews4.8
Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner....
Private Tour
Private Key West Sandbar and Paddle by Boat
Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats and wildlife refuges as well as spot an abundance of marine birds and sea life. Padd... More
Private Tour
Likely to Sell Out Private Key West Sandbar and Paddle by Boat
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USA
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Superb39 reviews4.9
Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may....
Private Tour