Menu

Top 10 Best USA Sailing Trips

Found 448 Sailing Trips activities in USA. Sort by Popularity. - Page 16
 

Nights of Lights Sailboat Tour at St Augustine Sailing

(5 of 18 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
Start From $129.00
 
Nights of Lights Sailboat Tour at St Augustine Sailing

Nights of Lights Sailboat Tour at St Augustine Sailing

  • USA
  • Superb18 reviews5

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

    Free Cancellation
    Start From $129.00
 
 

Private Sailboat Charter on San Francisco Bay

(5 of 8 reviews)

Moving into summer provides calm mornings and what can be a very fresh afternoon breeze. 3 hour PRIVATE Charter with a unique experience aboard Carmelita, our beautiful and pristine Catalina 42 sailboat. We provide our clients wi... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Sailboat Charter on San Francisco Bay

Private Sailboat Charter on San Francisco Bay

  • USA
  • Superb8 reviews5

Moving into summer provides calm mornings and what can be a very fresh afternoon breeze. 3 hour PRI....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

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

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
 
 

New York City Live Jazz Sail

(4.9 of 16 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 $134.03
 
New York City Live Jazz Sail Likely to Sell Out

New York City Live Jazz Sail

  • USA
  • Superb16 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 $134.03
 
 

Captain Steve's Sailing Experience on Long Island

(5 of 10 reviews)

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspecti... More

Free Cancellation
Private Tour
Start From $550.00
 
Captain Steve's Sailing Experience on Long Island Likely to Sell Out

Captain Steve's Sailing Experience on Long Island

  • USA
  • Superb10 reviews5

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best ....

    Free Cancellation
    Private Tour
    Start From $550.00
 
 

Private Oahu Sunset Charter with Tasting and Drinks

(5 of 50 reviews)

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world renown yacht for a maximum of 6 people while enjoying the West Oahu Sunset on this 2.5-hour experience. There’s more than enoug... More

Free Cancellation
Private Tour
Start From $1,413.61
 
Private Oahu Sunset Charter with Tasting and Drinks Likely to Sell Out

Private Oahu Sunset Charter with Tasting and Drinks

  • USA
  • Superb50 reviews5

This Experience is for up to 6 guests. Get the ultimate all-inclusive experience on a 46-foot world....

    Free Cancellation
    Private Tour
    Start From $1,413.61
 
 

Guided Seattle Sailing Adventure from Bainbridge Island

(5 of 82 reviews)

Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning waterfront homes, and maybe even spot whales. Or we could see a nuclear submarine, inbound container ships, or century-old schooners... More

Free Cancellation
Private Tour
Start From $360.00
 
Guided Seattle Sailing Adventure from Bainbridge Island Likely to Sell Out

Guided Seattle Sailing Adventure from Bainbridge Island

  • USA
  • Superb82 reviews5

Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning wa....

    Free Cancellation
    Private Tour
    Start From $360.00
 
 

Deluxe private Sunset & Day Sail

(5 of 3 reviews)

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More

Free Cancellation
Private Tour
Start From $714.00
 
Deluxe private Sunset & Day Sail Likely to Sell Out

Deluxe private Sunset & Day Sail

  • USA
  • Superb3 reviews5

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....

    Free Cancellation
    Private Tour
    Start From $714.00
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 42 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, unobs... 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
  • Superb42 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $117.17
 
 

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

(4.9 of 9 reviews)

Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More

Free Cancellation
Private Tour
Start From $165.00
 
Awesome San Francisco Bay Private Sailing Adventure via Sausalito Likely to Sell Out

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

  • USA
  • Superb9 reviews4.9

Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF sky....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

1 Hour Private Charter in New York Harbor for up to 6 people

(4.9 of 52 reviews)

This is a private tour which means it is just you and your party on board. You will be sailing on our beautiful classic sailboat named Tara. Tara is a classic sailboat and one of a kind in NYC. You will sail past Elis Island and t... More

Free Cancellation
Private Tour
Start From $375.00
 
1 Hour Private Charter in New York Harbor for up to 6 people Likely to Sell Out

1 Hour Private Charter in New York Harbor for up to 6 people

  • USA
  • Superb52 reviews4.9

This is a private tour which means it is just you and your party on board. You will be sailing on ou....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

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 accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... 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
 
 

Private 90-Minute Harbor Sailing Charter in Key West

(4.9 of 19 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
  • Superb19 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
 
 

Key West Private Charter: Sandbar and Snorkeling

(5 of 12 reviews)

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you t... More

Free Cancellation
Private Tour
Start From $950.00
 
Key West Private Charter: Sandbar and Snorkeling Likely to Sell Out

Key West Private Charter: Sandbar and Snorkeling

  • USA
  • Superb12 reviews5

This private charter is designed for a relaxed, flexible day on the water, perfect for groups who wa....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles

(5 of 3 reviews)

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles Likely to Sell Out

Private 5Hr Island Tour with 2.5Hr Sail and Snorkel with Turtles

  • USA
  • Superb3 reviews5

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Private Sailing Tour of Bodega Bay

(4.8 of 88 reviews)

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be involved as much or as little as you want... More

Free Cancellation
Private Tour
Start From $122.50
 
Private Sailing Tour of Bodega Bay Likely to Sell Out

Private Sailing Tour of Bodega Bay

  • USA
  • Superb88 reviews4.8

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be i....

    Free Cancellation
    Private Tour
    Start From $122.50
 
 

Private Charleston Harbor Catamaran Sail

(5 of 28 reviews)

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Charleston Harbor Catamaran Sail Likely to Sell Out

Private Charleston Harbor Catamaran Sail

  • USA
  • Superb28 reviews5

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Morning Whale Watch: Lahaina Harbor

(4.9 of 28 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $100.22
 
Morning Whale Watch: Lahaina Harbor Likely to Sell Out

Morning Whale Watch: Lahaina Harbor

  • USA
  • Superb28 reviews4.9

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $100.22
 
 

Private Sailing Charter: Up to 24 Passengers

(5 of 1 review)

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More

Free Cancellation
Private Tour
Start From $1,207.50
 
Private Sailing Charter: Up to 24 Passengers Likely to Sell Out

Private Sailing Charter: Up to 24 Passengers

  • USA
  • Superb1 review5

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....

    Free Cancellation
    Private Tour
    Start From $1,207.50
 
 

Private Sailing Charter in Brooklyn

(5 of 9 reviews)

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn Bridge Park against the breathtaking backdrop of Lower Manhattan, Tantara sails s... More

Free Cancellation
Private Tour
Start From $630.00
 
Private Sailing Charter in Brooklyn Likely to Sell Out

Private Sailing Charter in Brooklyn

  • USA
  • Superb9 reviews5

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....

    Free Cancellation
    Private Tour
    Start From $630.00
 
Booking.com
Booking.com
Booking.com