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Top 10 Best USA Sailing Trips

Found 415 Sailing Trips activities in USA. Sort by Popularity. - Page 15
 

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

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 Oahu Sunset Charter with Tasting and Drinks

(5 of 46 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
  • Superb46 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
 
 

Private Sailing Tour of Bodega Bay

(4.8 of 86 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
  • Superb86 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
 
 

2-Hour Morning Sail in San Diego

(4.8 of 26 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
  • Superb26 reviews4.8

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
 
 

2 hours - Private Sunset Sail along Historic Bay Front

(4.9 of 29 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $795.00
 
2 hours - Private Sunset Sail along Historic Bay Front Likely to Sell Out

2 hours - Private Sunset Sail along Historic Bay Front

  • USA
  • Superb29 reviews4.9

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 25 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
  • Superb25 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
 
 

Private 90-Minute Harbor Sailing Charter in Key West

(4.9 of 17 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
  • Superb17 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
 
 

Private Boat Charter to Johns Pass, Shell Key and Egmont Key

(5 of 3 reviews)

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see the most beautiful sunset this side of the state! Bring your drinks and your cameras and make some lifetime memories. ... More

Free Cancellation
Private Tour
Start From $595.00
 
Private Boat Charter to Johns Pass, Shell Key and Egmont Key Likely to Sell Out

Private Boat Charter to Johns Pass, Shell Key and Egmont Key

  • USA
  • Superb3 reviews5

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see ....

    Free Cancellation
    Private Tour
    Start From $595.00
 
 

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound

(5 of 23 reviews)

Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these waters back in 1792. From Seattle’s Shilshole Bay Marina we sail west across Puget Sound toward the magnificent Olympic Mountains. A... More

Free Cancellation
Private Tour
Start From $120.00
 
Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound Likely to Sell Out

Mid-Day & Sunset Sailing on Seattle's Majestic Puget Sound

  • USA
  • Superb23 reviews5

Experience the magic of being carried by the wind, just as Peter Puget was when he mapped these wate....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Key West Sail and Snorkel Day Trip from Fort Lauderdale

(3 of 15 reviews)

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More

Free Cancellation
Private Tour
Start From $149.00
 
Key West Sail and Snorkel Day Trip from Fort Lauderdale Likely to Sell Out

Key West Sail and Snorkel Day Trip from Fort Lauderdale

  • USA

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Enjoying A Beautiful Day With Mother Nature Cruises

(4.8 of 38 reviews)

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay. Powered only by Mother Nature's wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday a... More

Free Cancellation
Private Tour
Start From $102.00
 
Enjoying A Beautiful Day With Mother Nature Cruises Likely to Sell Out

Enjoying A Beautiful Day With Mother Nature Cruises

  • USA
  • Superb38 reviews4.8

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides th....

    Free Cancellation
    Private Tour
    Start From $102.00
 
 

Private Sunset Sail for Two

(5 of 6 reviews)

A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Skyline.... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • USA
  • Superb6 reviews5

A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Sky....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

2 Hour Sailing Lesson in Wrightsville Beach

(5 of 8 reviews)

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take you around the waterways of Wrightsville Beach and out into the Atlantic Ocean. You have the freedom to make this a learning experie... More

Free Cancellation
Private Tour
Start From $360.00
 
2 Hour Sailing Lesson in Wrightsville Beach Likely to Sell Out

2 Hour Sailing Lesson in Wrightsville Beach

  • USA
  • Superb8 reviews5

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take yo....

    Free Cancellation
    Private Tour
    Start From $360.00
 
 

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

(5 of 125 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
  • Superb125 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
 
 

Portland Tall Ship Private Charter on Casco Bay

(5 of 125 reviews)

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands. ... More

Free Cancellation
Private Tour
Start From $1,061.98
 
Portland Tall Ship Private Charter on Casco Bay Likely to Sell Out

Portland Tall Ship Private Charter on Casco Bay

  • USA
  • Superb125 reviews5

What better way to see the delights than in the style of a private charter for you and five friends ....

    Free Cancellation
    Private Tour
    Start From $1,061.98
 
 

San Salvador Spanish Galleon Adventure Day Sail with General Admission

(4.7 of 3 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
  • Superb3 reviews4.7

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
 
 

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
 
 

Waikiki Private Sunset Sail Romantic and Private

(4 of 4 reviews)

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a spectacular Hawaiian sunset on your private yacht. Get a chance to see whales, dolphins and sea turtles. Immerse yourself in a bucke... More

Free Cancellation
Private Tour
Start From $799.00
 
Waikiki Private Sunset Sail Romantic and Private Likely to Sell Out

Waikiki Private Sunset Sail Romantic and Private

  • USA
  • Very Good4 reviews4

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a sp....

    Free Cancellation
    Private Tour
    Start From $799.00
 
 

Nights of Lights Sailboat Tour at St Augustine Sailing

(5 of 9 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 $99.00
 
Nights of Lights Sailboat Tour at St Augustine Sailing Likely to Sell Out

Nights of Lights Sailboat Tour at St Augustine Sailing

  • USA
  • Superb9 reviews5

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

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Champagne Dolphin Sail and Reef Snorkel

(5 of 5 reviews)

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the ... More

Free Cancellation
Private Tour
Start From $108.91
 
Champagne Dolphin Sail and Reef Snorkel Likely to Sell Out

Champagne Dolphin Sail and Reef Snorkel

  • USA
  • Superb5 reviews5

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now l....

    Free Cancellation
    Private Tour
    Start From $108.91
 
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