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Top 10 Best USA Sailing Trips

Found 388 Sailing Trips activities in USA. Sort by Popularity. - Page 14
 

Private Sail Yacht Experience on San Diego Bay

(5 of 7 reviews)

Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can accommodate up to 6 of your friends and family while we enjoy a peaceful daytime sailing experience. Set sail on San Diego Bay whi... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Sail Yacht Experience on San Diego Bay Likely to Sell Out

Private Sail Yacht Experience on San Diego Bay

  • USA
  • Superb7 reviews5

Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Sail New York with Brooklyn Sail (Reserve the entire boat)

(5 of 116 reviews)

2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the Brooklyn Bridge, Statue of Liberty, World Trade Center, Ellis Island, Governor... More

Free Cancellation
Private Tour
Start From $895.00
 
Private Sail New York with Brooklyn Sail (Reserve the entire boat) Likely to Sell Out

Private Sail New York with Brooklyn Sail (Reserve the entire boat....

  • USA
  • Superb116 reviews5

2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Br....

    Free Cancellation
    Private Tour
    Start From $895.00
 
 

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

(4.6 of 12 reviews)

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

Free Cancellation
Private Tour
Start From $45.00
 
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport Likely to Sell Out

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

  • USA
  • Superb12 reviews4.6

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

Let's Go Sail the York River in Gloucester Point, Virginia

(5 of 114 reviews)

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More

Free Cancellation
Private Tour
Start From $96.42
 
Let's Go Sail the York River in Gloucester Point, Virginia Likely to Sell Out

Let's Go Sail the York River in Gloucester Point, Virginia

  • USA
  • Superb114 reviews5

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....

    Free Cancellation
    Private Tour
    Start From $96.42
 
 

2-Hour Morning Sail in San Diego

(5 of 17 reviews)

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More

Free Cancellation
Private Tour
Start From $95.00
 
2-Hour Morning Sail in San Diego Likely to Sell Out

2-Hour Morning Sail in San Diego

  • USA
  • Superb17 reviews5

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma,....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Dolphin Watch + Sunset Sail with Honest Eco

(4.8 of 18 reviews)

Enjoy a beautiful Key West sunset while sailing on our 42' Sailing Catamaran. It has over 1000 feet of deck space. We will make sure that you will enjoy this catamaran sailing in Florida. Our crew are biologists or trained by one!... More

Free Cancellation
Private Tour
Start From $104.75
 
Dolphin Watch + Sunset Sail with Honest Eco Likely to Sell Out

Dolphin Watch + Sunset Sail with Honest Eco

  • USA
  • Superb18 reviews4.8

Enjoy a beautiful Key West sunset while sailing on our 42' Sailing Catamaran. It has over 1000 feet ....

    Free Cancellation
    Private Tour
    Start From $104.75
 
 

Private 90-Minute Harbor Sailing Charter in Key West

(4.9 of 16 reviews)

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some fri... More

Free Cancellation
Private Tour
Start From $395.00
 
Private 90-Minute Harbor Sailing Charter in Key West Likely to Sell Out

Private 90-Minute Harbor Sailing Charter in Key West

  • USA
  • Superb16 reviews4.9

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-mi....

    Free Cancellation
    Private Tour
    Start From $395.00
 
 

San Salvador Spanish Galleon Adventure Day Sail with General Admission

(4.5 of 2 reviews)

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More

Free Cancellation
Private Tour
Start From $119.00
 
San Salvador Spanish Galleon Adventure Day Sail with General Admission Likely to Sell Out

San Salvador Spanish Galleon Adventure Day Sail with General Admi....

  • USA
  • Exellent2 reviews4.5

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Monterey Private 3 - 4 Hour Whale Watching Cruise

(5 of 2 reviews)

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accomodate up to 6 people. Whale sightings are NOT garunteed. However, this tour is designed to give a... More

Free Cancellation
Private Tour
Start From $950.00
 
Monterey Private 3 - 4 Hour Whale Watching Cruise Likely to Sell Out

Monterey Private 3 - 4 Hour Whale Watching Cruise

  • USA
  • Superb2 reviews5

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Deluxe private Sunset & Day Sail

(5 of 1 review)

WE PROVIDE A True Sailing Experience Our goal is to give you, your family, friends, and loved ones an amazing experience that you’ve never had before. We do this by showing what it is like to truly sail. You’ll go underway to ... More

Free Cancellation
Private Tour
Start From $750.00
 
Deluxe private Sunset & Day Sail Likely to Sell Out

Deluxe private Sunset & Day Sail

  • USA
  • Superb1 review5

WE PROVIDE A True Sailing Experience Our goal is to give you, your family, friends, and loved ones a....

    Free Cancellation
    Private Tour
    Start From $750.00
 
 

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

(4 of 4 reviews)

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle Canyons reveal a kaleidoscope of colors, from dazzling schools of fish to vi... More

Free Cancellation
Private Tour
Start From $695.00
 
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023 Likely to Sell Out

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

  • USA
  • Very Good4 reviews4

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Private Sunset Luxury Sail on Tampa Bay

(5 of 3 reviews)

Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. Cruise along Downtown St. Petersburg’s scenic waterfront and watch the city glisten in the setting sun. This is a luxury, two-hou... More

Free Cancellation
Private Tour
Start From $450.00
 
Private Sunset Luxury Sail on Tampa Bay Likely to Sell Out

Private Sunset Luxury Sail on Tampa Bay

  • USA
  • Superb3 reviews5

Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. C....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

Up to 34Pax Bachelorette party boat & Yacht Rent Miami

(5 of 14 reviews)

Price Includes up to 25 Pax Ask for add Pax, MAX capacity 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our +850 reviews on Google with a 4.9 score guarantee our quality. Immerse yourself in a unique... More

Free Cancellation
Private Tour
Start From $1,400.00
 
Up to 34Pax Bachelorette party boat & Yacht Rent Miami Likely to Sell Out

Up to 34Pax Bachelorette party boat & Yacht Rent Miami

  • USA
  • Superb14 reviews5

Price Includes up to 25 Pax Ask for add Pax, MAX capacity 34 Pax Discover the magic of the ocean in....

    Free Cancellation
    Private Tour
    Start From $1,400.00
 
 

4 hours Sailboat Tour for 2 people along the Los Angeles Coastline

(3.7 of 3 reviews)

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More

Free Cancellation
Private Tour
Start From $599.00
 
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline Likely to Sell Out

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....

  • USA
  • Very Good3 reviews3.7

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat

(5 of 25 reviews)

Sailing Puget Sound is an unforgettable experience! We’ll set sail & soak up the panorama of these beautiful & inspiring waters. Departing daily from Bainbridge Island, a 30 min ferry ride from Seattle. This 2hr private sailing... More

Free Cancellation
Private Tour
Start From $495.00
 
Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat Likely to Sell Out

Sail Bainbridge Island & Seattle Waters - Luxury Classic Sailboat

  • USA
  • Superb25 reviews5

Sailing Puget Sound is an unforgettable experience! We’ll set sail & soak up the panorama of these....

    Free Cancellation
    Private Tour
    Start From $495.00
 
 

Afternoon Sail

(5 of 27 reviews)

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsvill... More

Free Cancellation
Private Tour
Start From $110.00
 
Afternoon Sail Likely to Sell Out

Afternoon Sail

  • USA
  • Superb27 reviews5

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, enga....

    Free Cancellation
    Private Tour
    Start From $110.00
 
 

Private sailing trips around Fishers island from New London, CT

(5 of 8 reviews)

Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up to 10 people, please contact us. Longer trips and larger groups are available on request. Discovering and sailing from New London... More

Free Cancellation
Private Tour
Start From $710.00
 
Private sailing trips around Fishers island from New London, CT Likely to Sell Out

Private sailing trips around Fishers island from New London, CT

  • USA
  • Superb8 reviews5

Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up t....

    Free Cancellation
    Private Tour
    Start From $710.00
 
 

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

(5 of 4 reviews)

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More

Free Cancellation
Private Tour
Start From $299.00
 
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson Likely to Sell Out

#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson

  • USA
  • Superb4 reviews5

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....

    Free Cancellation
    Private Tour
    Start From $299.00
 
 

Sunday Brunch Cruise with Buffet in Washington

(5 of 4 reviews)

Come sailing on Seattle’s Tall Ship, a historic 19th-century style gaff-rigged schooner. We offer three public sailing tours daily from Seattle’s downtown waterfront. Our beautiful sailing ship, the Bay Lady, evokes the romanc... More

Free Cancellation
Private Tour
Start From $95.00
 
Sunday Brunch Cruise with Buffet in Washington Likely to Sell Out

Sunday Brunch Cruise with Buffet in Washington

  • USA
  • Superb4 reviews5

Come sailing on Seattle’s Tall Ship, a historic 19th-century style gaff-rigged schooner. We offer ....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Luxury Catamaran Private Tour Baltimore Harbor

(5 of 22 reviews)

Climb aboard our remarkable 38ft Luxury Sailing Catamaran docked at the iconic Lighthouse Point Resort & Marina. The Lady Tiffany has all the accommodations and more to host your next exclusive waterfront tour of the Inner Harbor ... More

Free Cancellation
Private Tour
Start From $1,299.00
 
Luxury Catamaran Private Tour Baltimore Harbor Likely to Sell Out

Luxury Catamaran Private Tour Baltimore Harbor

  • USA
  • Superb22 reviews5

Climb aboard our remarkable 38ft Luxury Sailing Catamaran docked at the iconic Lighthouse Point Reso....

    Free Cancellation
    Private Tour
    Start From $1,299.00
 
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