Sailing Trips in USA
Top 10 Best USA Sailing Trips
Found 446 Sailing Trips activities in USA. Sort by Popularity. - Page 10Private Therapy Sailing Adventure
Old Plank Adventures: Sail into Deep Tranquility LUXURY SAILING | THERAPEUTIC ESCAPES | GOURMET CUISINE | INTIMATE WILDLIFE ENCOUNTERS Immerse yourself in the timeless Mediterranean elegance along Southern California’s glitteri... More
Private Therapy Sailing Adventure
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USA
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Superb48 reviews4.8
Old Plank Adventures: Sail into Deep Tranquility LUXURY SAILING | THERAPEUTIC ESCAPES | GOURMET CUIS....
Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pal... More
Private Tour
Likely to Sell Out Ft Myers Beach 2 Hour Tiki Pub Fun in the Sun Dolphin Cruise
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USA
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Superb115 reviews4.9
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics,....
Private Tour
Likely to Sell Out
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests
Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experience Maui’s golden hour from the water. Departing from Ma‘alaea, this intimate evening cruise offers stunning views of the coast... More
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Likely to Sell Out 2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests
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USA
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Superb19 reviews4.8
Step aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for luxury and comfort, and experien....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
2 hour Tiki Pub Sensational Dolphin Sunset Cruise (Adults only)
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pal... More
Free Cancellation
Private Tour
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Likely to Sell Out 2 hour Tiki Pub Sensational Dolphin Sunset Cruise (Adults only)
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USA
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Superb147 reviews4.9
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics,....
Free Cancellation
Private Tour
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Likely to Sell Out
Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your very own piece of paradise. Just far away enough from the bustling travelers and crowded beaches, the crystal-clear water will br... More
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Likely to Sell Out Moana’s Swim’n’Sail Cocktail Cruise Along the Waikiki Coast
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USA
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Superb261 reviews4.9
As you swim off of the coast of the world famous Waikiki beach, you’ll realize you’ve found your....
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Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand K... More
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Likely to Sell Out Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
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USA
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Superb893 reviews4.9
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in....
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San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More
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Likely to Sell Out San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
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USA
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Superb85 reviews5
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....
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Private 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
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Likely to Sell Out 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....
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Afternoon Schooner Clearwater Beach Cruise Sailing
Whether you are a seasoned sailor or if this is your first time sailing, this will be a memorable visit!!! ;) *Children under age 5-not permitted to sail. *Not Suitable for Guests with mobility issues. *Participants must weigh l... More
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Likely to Sell Out Afternoon Schooner Clearwater Beach Cruise Sailing
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USA
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Superb5 reviews5
Whether you are a seasoned sailor or if this is your first time sailing, this will be a memorable vi....
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Maui Sunset Sail
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It’s the perfect way to expe... More
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Likely to Sell Out Maui Sunset Sail
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USA
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Superb221 reviews4.6
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....
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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
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Likely to Sell Out Key West Sunset Sail Aboard Legendary Schooner Appledore
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USA
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Superb363 reviews5
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....
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Key West Champagne Sunset Catamaran Cruise
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail thr... More
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Likely to Sell Out Key West Champagne Sunset Catamaran Cruise
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USA
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Superb596 reviews4.7
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of t....
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America's Cup Evening Sailing Adventure Newport, RI
Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersm... More
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Likely to Sell Out America's Cup Evening Sailing Adventure Newport, RI
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USA
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Superb47 reviews4.9
Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around....
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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
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Likely to Sell Out Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
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USA
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Superb208 reviews4.9
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....
Free Cancellation
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LA: Yacht Private Trip -1 hour (1 ticket covers 1-6 ppl
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht to yourselves, just your group and the Captain. Enjoy a stunning 1 hr private romantic night cruise and sea life discovery aboard... More
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Likely to Sell Out LA: Yacht Private Trip -1 hour (1 ticket covers 1-6 ppl
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USA
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Superb7 reviews4.6
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....
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New York Day Sail to the Statue of Liberty on Schooner America
Offering a premium sailing experience, the Schooner America is a tribute to the original America that won the America's Cup in 1851. This classic sailboat is comfortable, elegant and smooth at 105-feet in length with 3600 square... More
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Likely to Sell Out New York Day Sail to the Statue of Liberty on Schooner America
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USA
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Superb65 reviews4.8
Offering a premium sailing experience, the Schooner America is a tribute to the original America t....
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Miami Private Boat Tour- Millionaire’s Row and Celebration Cruise
Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in the city, rated 4.9⭐ with 1.2k+ reviews on Google. Perfect for birthdays, bachelor or bachelorette parties, proposals, annivers... More
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Likely to Sell Out Miami Private Boat Tour- Millionaire’s Row and Celebration Crui....
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USA
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Superb269 reviews4.8
Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in ....
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1-Hour Interactive Pirate Cruise (arrive 30 minutes early)
Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along Florida’s Intracoastal Waterway that’s fun for the whole family! T... More
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Likely to Sell Out 1-Hour Interactive Pirate Cruise (arrive 30 minutes early)
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USA
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Superb1,532 reviews4.9
Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure ....
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Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Sail toward Diamond Head on the famous Waikiki ... More
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Likely to Sell Out Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value
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USA
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Superb258 reviews4.8
-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sai....
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Private Sailing Charters in Panama City
Set sail on a private charter in Panama City, FL, where relaxation meets adventure. Captain Jon and his co-host Carrie create an intimate atmosphere perfect for couples, families, or friends seeking a memorable outing. Whether it'... More
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Likely to Sell Out Private Sailing Charters in Panama City
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USA
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Superb258 reviews4.8
Set sail on a private charter in Panama City, FL, where relaxation meets adventure. Captain Jon and ....
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