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Top 10 Best USA Sailing Trips

Found 408 Sailing Trips activities in USA. Sort by Popularity. - Page 20
 

San Diego Private Morning Sail up to 12 guests

(5 of 29 reviews)

This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little wind and few waves, allowing us to easily cross over to Point Loma. The bay will most likely have ... More

Free Cancellation
Private Tour
Start From $235.00
 
San Diego Private Morning Sail up to 12 guests Likely to Sell Out

San Diego Private Morning Sail up to 12 guests

  • USA
  • Superb29 reviews5

This private morning sail is a great way to start the day. Mornings are best to go see San Diego's w....

    Free Cancellation
    Private Tour
    Start From $235.00
 
 

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers

(5 of 4 reviews)

- VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collection launch. - Showcase of 7 other international designers' collections. - Access to "Art Biennale sur Mer" art exhibition by São... More

Free Cancellation
Private Tour
Start From $298.51
 
NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers Likely to Sell Out

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers

  • USA
  • Superb4 reviews5

- VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collec....

    Free Cancellation
    Private Tour
    Start From $298.51
 
 

Private 3 hour Bird Watching Tour in Monterey Bay

(5 of 1 review)

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail is much quieter and therefore up close encounters with seabirds are common. This tour is great for birders who are looking for an ... More

Free Cancellation
Private Tour
Start From $950.00
 
Private 3 hour Bird Watching Tour in Monterey Bay Likely to Sell Out

Private 3 hour Bird Watching Tour in Monterey Bay

  • USA
  • Superb1 review5

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail ....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Private 2-Hour Wind and Wine Sunset Sail in Key West

(4.9 of 89 reviews)

This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There... More

Free Cancellation
Private Tour
Start From $4,000.00
 
Private 2-Hour Wind and Wine Sunset Sail in Key West Likely to Sell Out

Private 2-Hour Wind and Wine Sunset Sail in Key West

  • USA
  • Superb89 reviews4.9

This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from ....

    Free Cancellation
    Private Tour
    Start From $4,000.00
 
 

Nights of Lights Sailboat Tour St Augustine Sailing

(5 of 3 reviews)

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More

Free Cancellation
Private Tour
Start From $774.00
 
Nights of Lights Sailboat Tour St Augustine Sailing Likely to Sell Out

Nights of Lights Sailboat Tour St Augustine Sailing

  • USA
  • Superb3 reviews5

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....

    Free Cancellation
    Private Tour
    Start From $774.00
 
 

San Diego Private Boat Tour

(5 of 3 reviews)

Offering the BEST ‘one-of-a-kind’ ocean experience. Your invitation to what we call “CHAMPAGNE SAILING”! We offer the most spacious small group boat experience which includes a USCG Captain. Tell us your PARTY preferences ... More

Special Offer
Free Cancellation
Private Tour
Start From $480.00
(Saving 20% ) $600.00
 
-20% San Diego Private Boat Tour Likely to Sell Out

San Diego Private Boat Tour

  • USA
  • Superb3 reviews5

Offering the BEST ‘one-of-a-kind’ ocean experience. Your invitation to what we call “CHAMPAGNE....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $480.00
    (Saving 20% ) $600.00
 
 

San Diego Afternoon Sail

(5 of 3 reviews)

Join our father-son team of licensed Captains for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy breathtaking views of iconic attractions and watch for playful sea lions, dolphins, pelicans, an... More

Free Cancellation
Private Tour
Start From $120.00
 
San Diego Afternoon Sail Likely to Sell Out

San Diego Afternoon Sail

  • USA
  • Superb3 reviews5

Join our father-son team of licensed Captains for an unforgettable 2-hour sailing experience aboard ....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Spectacular Midday Sail

(5 of 3 reviews)

Join our father-son team of licensed Captains for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy breathtaking views of iconic attractions and watch for playful sea lions, dolphins, pelicans, an... More

Free Cancellation
Private Tour
Start From $120.00
 
Spectacular Midday Sail Likely to Sell Out

Spectacular Midday Sail

  • USA
  • Superb3 reviews5

Join our father-son team of licensed Captains for an unforgettable 2-hour sailing experience aboard ....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Private Sunset Sail for Two

(5 of 5 reviews)

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More

Free Cancellation
Private Tour
Start From $462.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • USA
  • Superb5 reviews5

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....

    Free Cancellation
    Private Tour
    Start From $462.00
 
 

Experience Santa Cruz Private Sailing

(5 of 5 reviews)

We offer an experience like no other in Santa Cruz. Our Navel Academy 44’ was built in 1939 and was among twelve that were designed and built to train the midshipmen at the Annapolis Navel Academy. As an ocean going wooden yacht... More

Free Cancellation
Private Tour
Start From $510.00
 
Experience Santa Cruz Private Sailing Likely to Sell Out

Experience Santa Cruz Private Sailing

  • USA
  • Superb5 reviews5

We offer an experience like no other in Santa Cruz. Our Navel Academy 44’ was built in 1939 and wa....

    Free Cancellation
    Private Tour
    Start From $510.00
 
 

Private Luxury Sailboat Charters of Honolulu

(5 of 5 reviews)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • USA
  • Superb5 reviews5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Afternoon Charleston Historic Harbor Sail - Lux Catamatan

(5 of 3 reviews)

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s historic harbor. This 50-foot catamaran offers the perfect vantage point to experience the city’s charm from the water, away from the ... More

Free Cancellation
Private Tour
Start From $50.00
 
Afternoon Charleston Historic Harbor Sail - Lux Catamatan Likely to Sell Out

Afternoon Charleston Historic Harbor Sail - Lux Catamatan

  • USA
  • Superb3 reviews5

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s histor....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Themed and Special Event Cruise in Chesapeake Bay

(5 of 1 review)

This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and a guest or you and 5 of your best friends will all help you celebrate that birthday, anniversa... More

Free Cancellation
Private Tour
Start From $699.00
 
Themed and Special Event Cruise in Chesapeake Bay Likely to Sell Out

Themed and Special Event Cruise in Chesapeake Bay

  • USA
  • Superb1 review5

This cruise is a unique way to celebrate that special event in your life while cruising on your very....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Nighttime Sailing Trip from San Diego

(5 of 1 review)

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More

Free Cancellation
Private Tour
Start From $699.00
 
Nighttime Sailing Trip from San Diego Likely to Sell Out

Nighttime Sailing Trip from San Diego

  • USA
  • Superb1 review5

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private Luxury Yacht in Miami

(5 of 1 review)

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s top destinations—Haulover Sandbar, Oleta River State Park, Biscayne Bay & Sands Key, and Raccoon Island—in style! This sleek 3... More

Free Cancellation
Private Tour
Start From $830.00
 
Private Luxury Yacht in Miami Likely to Sell Out

Private Luxury Yacht in Miami

  • USA
  • Superb1 review5

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s ....

    Free Cancellation
    Private Tour
    Start From $830.00
 
 

Private Dolphin Catamaran Sail In Cocoa Beach

(5 of 1 review)

Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter playful dolph... More

Free Cancellation
Private Tour
Start From $337.87
 
Private Dolphin Catamaran Sail In Cocoa Beach Likely to Sell Out

Private Dolphin Catamaran Sail In Cocoa Beach

  • USA
  • Superb1 review5

Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....

    Free Cancellation
    Private Tour
    Start From $337.87
 
 

Private Long Island Sound Sailing Experience

(5 of 1 review)

Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point. Oogle at the multi million dollar Mansions lining the coast un... More

Free Cancellation
Private Tour
Start From $650.00
 
Private Long Island Sound Sailing Experience Likely to Sell Out

Private Long Island Sound Sailing Experience

  • USA
  • Superb1 review5

Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Private Sightseeing Charter in Frenchman Bay

(3 of 2 reviews)

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More

Free Cancellation
Private Tour
Start From $700.00
 
Private Sightseeing Charter in Frenchman Bay Likely to Sell Out

Private Sightseeing Charter in Frenchman Bay

  • USA

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....

    Free Cancellation
    Private Tour
    Start From $700.00
 
 

Two Hour Private Sailing Charter

(5 of 3 reviews)

Escape the city on a two hour private sailing charter for up to 6 guests. Our two hour charter option is available morning, afternoon, and evening, and it is a great option for a quick getaway. We sail you around lower Manhattan w... More

Free Cancellation
Private Tour
Start From $625.00
 
Two Hour Private Sailing Charter Likely to Sell Out

Two Hour Private Sailing Charter

  • USA
  • Superb3 reviews5

Escape the city on a two hour private sailing charter for up to 6 guests. Our two hour charter optio....

    Free Cancellation
    Private Tour
    Start From $625.00
 
 

Public Schooner Sail in Greenport

(5 of 1 review)

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More

Free Cancellation
Private Tour
Start From $130.00
 
Public Schooner Sail in Greenport Likely to Sell Out

Public Schooner Sail in Greenport

  • USA
  • Superb1 review5

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....

    Free Cancellation
    Private Tour
    Start From $130.00
 
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