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Top 10 Best USA Sailing Trips

Found 406 Sailing Trips activities in USA. Sort by Popularity. - Page 15
 

Golden Gate Bridge Sailing Tour

(4.8 of 50 reviews)

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail off to the Golden Gate Bridge and enjoy panoramic views of the San Francisco skyline, Sausalito, Angel Island, Tiburon, and Marin... More

Free Cancellation
Start From $129.00
 
Golden Gate Bridge Sailing Tour

Golden Gate Bridge Sailing Tour

  • USA
  • Superb50 reviews4.8

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....

    Free Cancellation
    Start From $129.00
 
 

Romantic private night yacht (1 ticket covers 1-6 ppl)

(5 of 2 reviews)

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

Free Cancellation
Private Tour
Start From $438.00
 
Romantic private night yacht (1 ticket covers 1-6 ppl) Likely to Sell Out

Romantic private night yacht (1 ticket covers 1-6 ppl)

  • USA
  • Superb2 reviews5

You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....

    Free Cancellation
    Private Tour
    Start From $438.00
 
 

Private Classic Sailboat Tour in New York City

(5 of 1 review)

This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a unique and immersive experience on the Hudson River. You'll enjoy stunning views of iconic landmarks like the Statue of Liberty, E... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Classic Sailboat Tour in New York City Likely to Sell Out

Private Classic Sailboat Tour in New York City

  • USA
  • Superb1 review5

This private sailing tour with Empire Yacht Charters, led by the charismatic Captain Andy, offers a ....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Rosé Brunch Under Sail

(4 of 1 review)

Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning waters of Hilton Head while enjoying complimentary mimosas and light brunch bites. This relaxing 2-hour sail is the perfect blend ... More

Free Cancellation
Private Tour
Start From $95.23
 
Rosé Brunch Under Sail Likely to Sell Out

Rosé Brunch Under Sail

  • USA
  • Very Good1 review4

Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning ....

    Free Cancellation
    Private Tour
    Start From $95.23
 
 

Private Sailing Tour through the Ten Thousands Islands

(4.9 of 140 reviews)

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos where built in the early 80s and are known through out the sailing community as the fastest, driest, beachable catamaran on the ma... More

Free Cancellation
Private Tour
Start From $350.00
 
Private Sailing Tour through the Ten Thousands Islands Likely to Sell Out

Private Sailing Tour through the Ten Thousands Islands

  • USA
  • Superb140 reviews4.9

If you like to sail but have never been on a stiletto catamaran then are missing out! The stilettos ....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Fort Lauderdale Sailing Charter

(5 of 366 reviews)

Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 years of local sailing experience. For PRIVATE charters, call directly to make arrangements. One to Three passengers bookings are s... More

Free Cancellation
Private Tour
Start From $150.00
 
Fort Lauderdale Sailing Charter Likely to Sell Out

Fort Lauderdale Sailing Charter

  • USA
  • Superb366 reviews5

Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 y....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Pau Hana Sunset Cruise with the Whales

(4.8 of 46 reviews)

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala... More

Free Cancellation
Private Tour
Start From $165.00
 
Pau Hana Sunset Cruise with the Whales Likely to Sell Out

Pau Hana Sunset Cruise with the Whales

  • USA
  • Superb46 reviews4.8

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the b....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

(4.8 of 15 reviews)

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the flagship 420 Outrage a boat like no other. From the expansive bow with innovative seating galore, to the beautifully designed convert... More

Free Cancellation
Private Tour
Start From $284.09
 
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests Likely to Sell Out

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

  • USA
  • Superb15 reviews4.8

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the fla....

    Free Cancellation
    Private Tour
    Start From $284.09
 
 

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

(3.1 of 16 reviews)

Experience the beauty of Biscayne Bay in Miami at sunset with unlimited mixed drinks, including liquor, wine, and beer. Enjoy the best party in Miami with a live DJ, VIP tables, perfect for birthdays, celebrations, or simply enjoy... More

Free Cancellation
Private Tour
Start From $139.00
 
Ultimate Party in Miami : Boat Party, Party Bus & Nightclub Likely to Sell Out

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

  • USA
  • Good16 reviews3.1

Experience the beauty of Biscayne Bay in Miami at sunset with unlimited mixed drinks, including liqu....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Private Sailing Charter on San Diego Bay

(4.9 of 34 reviews)

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This private charter... More

Free Cancellation
Private Tour
Start From $450.00
 
Private Sailing Charter on San Diego Bay Likely to Sell Out

Private Sailing Charter on San Diego Bay

  • USA
  • Superb34 reviews4.9

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 67 reviews)

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More

Free Cancellation
Private Tour
Start From $196.63
 
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel Likely to Sell Out

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

  • USA
  • Superb67 reviews4.7

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....

    Free Cancellation
    Private Tour
    Start From $196.63
 
 

Fun Boat Rental with Captain in Miami Beach - up to 6 people

(4.9 of 46 reviews)

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straightforward bareboat charter. Now, let's talk logistics. The captain's compensation is a separate matter, settled directly at the ... More

Free Cancellation
Private Tour
Start From $330.00
 
Fun Boat Rental with Captain in Miami Beach - up to 6 people Likely to Sell Out

Fun Boat Rental with Captain in Miami Beach - up to 6 people

  • USA
  • Superb46 reviews4.9

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straig....

    Free Cancellation
    Private Tour
    Start From $330.00
 
 

Sunset Sail on Historic Schooner in Key West

(4.8 of 99 reviews)

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak... More

Free Cancellation
Private Tour
Start From $109.00
 
Sunset Sail on Historic Schooner in Key West Likely to Sell Out

Sunset Sail on Historic Schooner in Key West

  • USA
  • Superb99 reviews4.8

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then ....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

2-Hour Sunset Sail from San Diego

(4.8 of 72 reviews)

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Experience the setting sun cast its brilliant color... More

Free Cancellation
Private Tour
Start From $130.00
 
2-Hour Sunset Sail from San Diego Likely to Sell Out

2-Hour Sunset Sail from San Diego

  • USA
  • Superb72 reviews4.8

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

Friday Night Catamaran Fireworks Sail with Open Bar

(4.9 of 54 reviews)

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian Village fireworks display seen from the water feels like you’re right under the action! There's no better way to kick off the we... More

Free Cancellation
Private Tour
Start From $92.57
 
Friday Night Catamaran Fireworks Sail with Open Bar Likely to Sell Out

Friday Night Catamaran Fireworks Sail with Open Bar

  • USA
  • Superb54 reviews4.9

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian ....

    Free Cancellation
    Private Tour
    Start From $92.57
 
 

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

(4.9 of 117 reviews)

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

Free Cancellation
Private Tour
Start From $475.00
 
2-Hour Private Hilton Head Afternoon Dolphin Watching Sail Likely to Sell Out

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

  • USA
  • Superb117 reviews4.9

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind....

    Free Cancellation
    Private Tour
    Start From $475.00
 
 

Private Sailing on the Miami Bay - Biscayne Bay

(4.9 of 73 reviews)

Let's go Sailing!  Experience Miami's Biscayne Bay aboard one of Destino Charters Beneteau stylish vessels in the company of experienced, but mostly fun, well traveled, passionate captains. A Private Sailing tour aboard Destino ... More

Free Cancellation
Private Tour
Start From $425.00
 
Private Sailing on the Miami Bay - Biscayne Bay Likely to Sell Out

Private Sailing on the Miami Bay - Biscayne Bay

  • USA
  • Superb73 reviews4.9

Let's go Sailing!  Experience Miami's Biscayne Bay aboard one of Destino Charters Beneteau stylish....

    Free Cancellation
    Private Tour
    Start From $425.00
 
 

New York City Live Jazz Sail

(4.9 of 12 reviews)

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's Cup in 1851, for a 2-hour sail around New York Harbor. Sit back and relax while enjoying live Jazz music played throughout this s... More

Free Cancellation
Private Tour
Start From $131.72
 
New York City Live Jazz Sail Likely to Sell Out

New York City Live Jazz Sail

  • USA
  • Superb12 reviews4.9

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's....

    Free Cancellation
    Private Tour
    Start From $131.72
 
 

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

(4.8 of 14 reviews)

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

Free Cancellation
Private Tour
Start From $1,150.00
 
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

  • USA
  • Superb14 reviews4.8

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Free Cancellation
    Private Tour
    Start From $1,150.00
 
 

Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique

(5 of 27 reviews)

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

Free Cancellation
Private Tour
Start From $525.00
 
Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique Likely to Sell Out

Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique

  • USA
  • Superb27 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $525.00
 
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