Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 15Private Afternoon Sailing/Dolphin & History Tour 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 since 2012, our sailing yachts are the highest quality and operated ... More
Private Tour
Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique
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USA
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Superb34 reviews5
Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....
Private Tour
Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More
Private Tour
Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering
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USA
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Superb41 reviews5
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....
Private Tour
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More
Private Tour
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People
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USA
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Superb14 reviews4.8
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Private Statue of Liberty Sailing Tour
Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with table seating for six, Bluetooth sound system, luxury wraps, lavatory, and curated amenities. Fully staffed by USCG licensed captain a... More
Private Tour
Private Statue of Liberty Sailing Tour
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USA
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Superb14 reviews5
Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with tabl....
Private Tour
Key West's Locals' Top Sandbar and Sailing Experience
Join us on Sebago's newest trip, designed to allow guests to experience the waters around Key West as so many locals do, visiting little known, breathtakingly beautiful spots with small groups of friends while enjoying great food ... More
Private Tour
Key West's Locals' Top Sandbar and Sailing Experience
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USA
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Exellent16 reviews4.3
Join us on Sebago's newest trip, designed to allow guests to experience the waters around Key West a....
Private Tour
Captain Steve's Sailing Experience on Long Island
Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspecti... More
Private Tour
Captain Steve's Sailing Experience on Long Island
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USA
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Superb11 reviews5
Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best ....
Private Tour
Private Oahu Sunset Charter with Tasting and Drinks
This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enoug... More
Private Tour
Private Oahu Sunset Charter with Tasting and Drinks
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USA
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Superb55 reviews5
This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world....
Private Tour
Baltimore Inner Harbor Sail on Summer Wind
Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on t... More
Private Tour
Likely to Sell Out Baltimore Inner Harbor Sail on Summer Wind
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USA
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Superb125 reviews4.6
Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authe....
Private Tour
Private Charleston Harbor Catamaran Sail
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More
Private Tour
Likely to Sell Out Private Charleston Harbor Catamaran Sail
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USA
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Superb29 reviews5
Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....
Private Tour
Guided Seattle Sailing Adventure from Bainbridge Island
Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning waterfront homes, and maybe even spot whales. Or we could see a nuclear submarine, inbound container ships, or century-old schooners... More
Private Tour
Likely to Sell Out Guided Seattle Sailing Adventure from Bainbridge Island
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USA
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Superb85 reviews5
Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning wa....
Private Tour
Key West Dolphin Watch and Sunset Sail on Catamaran
Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unobs... More
Private Tour
Likely to Sell Out Key West Dolphin Watch and Sunset Sail on Catamaran
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USA
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Superb43 reviews4.7
Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the ligh....
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
Likely to Sell Out Deluxe private Sunset & Day Sail
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USA
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Superb3 reviews5
Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....
Private Tour
2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More
Private Tour
Likely to Sell Out 2 Hour Private Catamaran Charter in Waikiki (7-12 Guests)
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USA
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Superb2 reviews5
(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....
Private Tour
Wrightsville Beach Day Sail Private Catamaran Charter
On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islands and local spots. Upon anchoring, the crew will dinghy you around wherever you'd like to go! The boat is fully equipped with ai... More
Private Tour
Likely to Sell Out Wrightsville Beach Day Sail Private Catamaran Charter
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USA
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Superb1 review5
On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islan....
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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Superb125 reviews5
This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind....
Private Tour
Baltimore Inner Harbor Sail on the Unforgettable
Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on t... More
Private Tour
Likely to Sell Out Baltimore Inner Harbor Sail on the Unforgettable
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USA
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Superb25 reviews4.8
Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authe....
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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Superb36 reviews5
Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....
Private Tour
Key West Private Charter: Sandbar and Snorkeling
This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you t... More
Private Tour
Likely to Sell Out Key West Private Charter: Sandbar and Snorkeling
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USA
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Superb20 reviews5
This private charter is designed for a relaxed, flexible day on the water, perfect for groups who wa....
Private Tour
BYOB Friday Night Fireworks Cruise
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With plenty of... More
Private Tour
Likely to Sell Out BYOB Friday Night Fireworks Cruise
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USA
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Exellent6 reviews4.3
BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....
Private Tour
Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary
Experience Maui’s magnificent humpback whales on a 2-hour whale watch aboard a sailing catamaran in the ʻAuʻau Channel, home to one of Hawaii’s greatest concentrations of humpbacks. Morning conditions often bring smooth sea... More
Private Tour
Likely to Sell Out Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary
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USA
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Superb38 reviews4.9
Experience Maui’s magnificent humpback whales on a 2-hour whale watch aboard a sailing catamaran i....
Private Tour