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Top 10 Best USA Sailing Trips

Found 427 Sailing Trips activities in USA. Sort by Popularity. - Page 5
 

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

(4.9 of 12 reviews)

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will le... More

Free Cancellation
Private Tour
Start From $500.00
 
Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

  • USA
  • Superb12 reviews4.9

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We ....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Fort Lauderdale Sailing Charter

(5 of 384 reviews)

You Embark on an unforgettable journey starting in Fort Lauderdale on our New River also known as the “Venice of America." The New River offers a blend of natural beauty, luxurious homes, and fascinating history. Your adventure ... More

Free Cancellation
Private Tour
Start From $150.00
 
Fort Lauderdale Sailing Charter

Fort Lauderdale Sailing Charter

  • USA
  • Superb384 reviews5

You Embark on an unforgettable journey starting in Fort Lauderdale on our New River also known as th....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Bimini or Grand Bahama Island by Ferry

(3.7 of 15 reviews)

Escape to the Bahamas! Get ready for an unforgettable day in the Bahamas, just off the coast of Florida! Picture this: pristine white beaches, crystal-clear turquoise waters, and tons of fun activities waiting for you. We'll pick... More

Free Cancellation
Private Tour
Start From $225.00
 
Bimini or Grand Bahama Island by Ferry

Bimini or Grand Bahama Island by Ferry

  • USA
  • Very Good15 reviews3.7

Escape to the Bahamas! Get ready for an unforgettable day in the Bahamas, just off the coast of Flor....

    Free Cancellation
    Private Tour
    Start From $225.00
 
 

San Diego Sunset or Afternoon Sail on Classic Yacht

(5 of 80 reviews)

Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Our boat features highly-finished woodwork, bronze fixtures, and gaff rigging that showcase ... More

Free Cancellation
Private Tour
Start From $115.00
 
San Diego Sunset or Afternoon Sail on Classic Yacht Likely to Sell Out

San Diego Sunset or Afternoon Sail on Classic Yacht

  • USA
  • Superb80 reviews5

Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 32 reviews)

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, unob... More

Free Cancellation
Private Tour
Start From $117.17
 
Key West Dolphin Watch and Sunset Sail on Catamaran Likely to Sell Out

Key West Dolphin Watch and Sunset Sail on Catamaran

  • USA
  • Superb32 reviews4.7

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lig....

    Free Cancellation
    Private Tour
    Start From $117.17
 
 

1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain

(4.1 of 601 reviews)

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises.... More

Free Cancellation
Private Tour
Start From $70.00
 
1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain Likely to Sell Out

1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain

  • USA
  • Exellent601 reviews4.1

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical po....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Sightseeing Day Sail around Boston Harbor

(4.8 of 541 reviews)

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle... More

Free Cancellation
Private Tour
Start From $66.54
 
Sightseeing Day Sail around Boston Harbor Likely to Sell Out

Sightseeing Day Sail around Boston Harbor

  • USA
  • Superb541 reviews4.8

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner....

    Free Cancellation
    Private Tour
    Start From $66.54
 
 

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

(4.6 of 504 reviews)

Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by the famous Dennis Connor. All trips take place under full sail. We only use our motor to get in a... More

Free Cancellation
Private Tour
Start From $52.95
 
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head Likely to Sell Out

America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

  • USA
  • Superb504 reviews4.6

Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, S....

    Free Cancellation
    Private Tour
    Start From $52.95
 
 

Sunset Sailing Cruise in Monterey Bay

(4.8 of 35 reviews)

Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is the most popular (and most romantic!) way to experience Monterey Bay. Departing daily, 90 minutes before sunset, this dreamy 1.5-... More

Free Cancellation
Private Tour
Start From $95.00
 
Sunset Sailing Cruise in Monterey Bay Likely to Sell Out

Sunset Sailing Cruise in Monterey Bay

  • USA
  • Superb35 reviews4.8

Looking to impress your date or just treat yourself to something unforgettable? Our Sunset Cruise is....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

(4.9 of 222 reviews)

Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride wit... More

Free Cancellation
Private Tour
Start From $119.00
 
2.5-Hour Small-Group Catamaran Sunset Sail with Drinks Likely to Sell Out

2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

  • USA
  • Superb222 reviews4.9

Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and loungi....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

2-Hour Private Sailing Experience in San Diego Bay

(5 of 168 reviews)

Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide a peacefu... More

Free Cancellation
Private Tour
Start From $625.00
 
2-Hour Private Sailing Experience in San Diego Bay Likely to Sell Out

2-Hour Private Sailing Experience in San Diego Bay

  • USA
  • Superb168 reviews5

Our unique sail displays a peace sign because that is exactly what we share with our customers, peac....

    Free Cancellation
    Private Tour
    Start From $625.00
 
 

Polynesian Canoe Day Sail

(4.9 of 29 reviews)

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More

Free Cancellation
Private Tour
Start From $200.00
 
Polynesian Canoe Day Sail Likely to Sell Out

Polynesian Canoe Day Sail

  • USA
  • Superb29 reviews4.9

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Free Cancellation
    Private Tour
    Start From $200.00
 
 

50ft Luxury Yacht Tour in Miami Beach Captain, Fun & Party!

(4.3 of 45 reviews)

Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never before! Perfect for any special occasion, this VIP experience promises unforgettable memories Adventure Highlights Biscayne Bay ... More

Free Cancellation
Private Tour
Start From $300.00
 
50ft Luxury Yacht Tour in Miami Beach Captain, Fun & Party! Likely to Sell Out

50ft Luxury Yacht Tour in Miami Beach Captain, Fun & Party!

  • USA
  • Exellent45 reviews4.3

Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting

(4.6 of 59 reviews)

Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k reviews. Connect your phone & be your own DJ—bring your own food, drinks & alcohol. Our boat is fully equipped with a Bluetooth sound... More

Free Cancellation
Private Tour
Start From $65.00
 
Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting Likely to Sell Out

Private Boat Tour - Snorkeling, Star Island & Dolphin Spotting

  • USA
  • Superb59 reviews4.6

Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k revie....

    Free Cancellation
    Private Tour
    Start From $65.00
 
 

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion

(4.9 of 42 reviews)

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Sa... More

Free Cancellation
Private Tour
Start From $139.00
 
Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion Likely to Sell Out

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion

  • USA
  • Superb42 reviews4.9

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sa....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

(4.9 of 668 reviews)

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Dagger and set sail in search of treasure! But wait it's not... More

Free Cancellation
Private Tour
Start From $44.99
 
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger Likely to Sell Out

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

  • USA
  • Superb668 reviews4.9

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos.....

    Free Cancellation
    Private Tour
    Start From $44.99
 
 

Sunset & Dolphin Catamaran Cruise with Island Time

(4.9 of 1,867 reviews)

The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time Sailing Catamaran which departs from the Lagoon Pontoons Marina in Panama City Beach, FL. Enjoy a rum punch while cruising along the beautiful Gulf Coa... More

Free Cancellation
Private Tour
Start From $57.59
 
Sunset & Dolphin Catamaran Cruise with Island Time Likely to Sell Out

Sunset & Dolphin Catamaran Cruise with Island Time

  • USA
  • Superb1,867 reviews4.9

The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time Sailing Catamaran which....

    Free Cancellation
    Private Tour
    Start From $57.59
 
 

1.5-Hour San Francisco Bay Sailing Tour

(4.8 of 392 reviews)

For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a semi-private 90-minute cruise of the bay, complete with beer and wine. This double-masted, teak-decked, bronze-fitted beauty hold... More

Free Cancellation
Private Tour
Start From $99.00
 
1.5-Hour San Francisco Bay Sailing Tour Likely to Sell Out

1.5-Hour San Francisco Bay Sailing Tour

  • USA
  • Superb392 reviews4.8

For a relaxing afternoon on the water, hop aboard the Privateer, a truly traditional sailboat, for a....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Boston Harbor Sunset Sail Tour

(4.8 of 132 reviews)

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adir... More

Free Cancellation
Private Tour
Start From $82.27
 
Boston Harbor Sunset Sail Tour Likely to Sell Out

Boston Harbor Sunset Sail Tour

  • USA
  • Superb132 reviews4.8

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront ....

    Free Cancellation
    Private Tour
    Start From $82.27
 
 

Whale Watching Sail in Honolulu with Open Bar

(5 of 6 reviews)

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More

Free Cancellation
Private Tour
Start From $49.00
 
Whale Watching Sail in Honolulu with Open Bar Likely to Sell Out

Whale Watching Sail in Honolulu with Open Bar

  • USA
  • Superb6 reviews5

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....

    Free Cancellation
    Private Tour
    Start From $49.00
 
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