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Top 10 Best USA Sailing Trips

Found 448 Sailing Trips activities in USA. Sort by Popularity. - Page 13
 

Key West Sail and Snorkel Day Trip from Fort Lauderdale

(3.1 of 16 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
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
  • Good16 reviews3.1

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

    Free Cancellation
    Start From $149.00
 
 

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

(5 of 7 reviews)

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s histor... More

Free Cancellation
Start From $75.00
 
Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites Likely to Sell Out

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

  • USA
  • Superb7 reviews5

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard ou....

    Free Cancellation
    Start From $75.00
 
 

Harbor Sail Aboard the Tall Ship Denis Sullivan

(5 of 7 reviews)

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this pub... More

Free Cancellation
Start From $55.00
 
Harbor Sail Aboard the Tall Ship Denis Sullivan Likely to Sell Out

Harbor Sail Aboard the Tall Ship Denis Sullivan

  • USA
  • Superb7 reviews5

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique oppor....

    Free Cancellation
    Start From $55.00
 
 

Waikiki Sunset Cruise and Iconic Views with Swimming

(5 of 2 reviews)

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide along the iconic Gold Coast as the sun sets, painting the sky with vibrant co... More

Free Cancellation
Start From $65.00
 
Waikiki Sunset Cruise and Iconic Views with Swimming Likely to Sell Out

Waikiki Sunset Cruise and Iconic Views with Swimming

  • USA
  • Superb2 reviews5

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in....

    Free Cancellation
    Start From $65.00
 
 

Sunset Catamaran Sail in Cocoa Beach

(4.9 of 180 reviews)

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the beauty of Florida... More

Free Cancellation
Start From $56.49
 
Sunset Catamaran Sail in Cocoa Beach Likely to Sell Out

Sunset Catamaran Sail in Cocoa Beach

  • USA
  • Superb180 reviews4.9

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....

    Free Cancellation
    Start From $56.49
 
 

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

(4.9 of 104 reviews)

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands... More

Free Cancellation
Start From $119.00
 
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak Likely to Sell Out

Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak

  • USA
  • Superb104 reviews4.9

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authent....

    Free Cancellation
    Start From $119.00
 
 

Coral Gardens Afternoon Turtle Snorkel Sail w/ Lunch & Open Bar

(4.8 of 39 reviews)

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More

Free Cancellation
Start From $122.40
 
Coral Gardens Afternoon Turtle Snorkel Sail w/ Lunch & Open Bar Likely to Sell Out

Coral Gardens Afternoon Turtle Snorkel Sail w/ Lunch & Open Bar

  • USA
  • Superb39 reviews4.8

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....

    Free Cancellation
    Start From $122.40
 
 

Afternoon Sail With the Whales from Lahaina Harbor

(5 of 1 review)

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
Start From $100.22
 
Afternoon Sail With the Whales from Lahaina Harbor Likely to Sell Out

Afternoon Sail With the Whales from Lahaina Harbor

  • USA
  • Superb1 review5

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

    Free Cancellation
    Start From $100.22
 
 

Private Sailboat Charter from San Pedro: Port of Los Angeles

(5 of 1 review)

Experience the beauty of the Pacific Ocean with a private yacht charter in San Pedro, CA. Enjoy a sunset sailing adventure on a Beneteau Oceanis (39ft) sailing yacht, perfect for couples or small groups looking for a memorable out... More

Free Cancellation
Private Tour
Start From $380.00
 
Private Sailboat Charter from San Pedro: Port of Los Angeles Likely to Sell Out

Private Sailboat Charter from San Pedro: Port of Los Angeles

  • USA
  • Superb1 review5

Experience the beauty of the Pacific Ocean with a private yacht charter in San Pedro, CA. Enjoy a su....

    Free Cancellation
    Private Tour
    Start From $380.00
 
 

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
 
 

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

(5 of 2 reviews)

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, bar seating for 6 people, on board sound system with Tiki-Oki, and the friendliest most fun captains around. You'll be sure to have... More

Free Cancellation
Private Tour
Start From $349.00
 
Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise Likely to Sell Out

Fort Myers: Tiki Pub VIP Private Fun in the Sun Dolphin Cruise

  • USA
  • Superb2 reviews5

Your Fun Size custom Tiki Boat is the most fun way to explore the bay. Equipped with a waterslide, b....

    Free Cancellation
    Private Tour
    Start From $349.00
 
 

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

(4.6 of 250 reviews)

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More

Free Cancellation
Private Tour
Start From $79.00
 
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed Likely to Sell Out

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

  • USA
  • Superb250 reviews4.6

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

(5 of 9 reviews)

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the wave... More

Free Cancellation
Private Tour
Start From $95.00
 
2 Hour Sailing Adventure in Lake Michigan (up to 6 people) Likely to Sell Out

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)

  • USA
  • Superb9 reviews5

Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Waikiki Fireworks Cocktail Cruise

(4.5 of 8 reviews)

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a beautiful fireworks cruise that will give you a night to remember.... More

Free Cancellation
Private Tour
Start From $85.09
 
Waikiki Fireworks Cocktail Cruise Likely to Sell Out

Waikiki Fireworks Cocktail Cruise

  • USA
  • Exellent8 reviews4.5

Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....

    Free Cancellation
    Private Tour
    Start From $85.09
 
 

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

(5 of 121 reviews)

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some goo... More

Free Cancellation
Private Tour
Start From $525.00
 
Private Hilton Head Sunset Sailing Tour with Dolphin Watching Likely to Sell Out

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

  • USA
  • Superb121 reviews5

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound ....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!

(5 of 131 reviews)

Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in the Puget Sound. This personalized voyage is designed for up to six passengers, offering an intimate and unforgettable experience ... More

Free Cancellation
Private Tour
Start From $549.00
 
Seattle's Best Private Sailing Adventure on the Puget Sound BYOB! Likely to Sell Out

Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!

  • USA
  • Superb131 reviews5

Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in ....

    Free Cancellation
    Private Tour
    Start From $549.00
 
 

Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami

(5 of 19 reviews)

Price Includes up to 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our +1250 reviews on Google with a 4.9 score guarantee our quality. Immerse yourself in a unique adventure as you glide through the ... More

Free Cancellation
Private Tour
Start From $899.00
 
Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami Likely to Sell Out

Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami

  • USA
  • Superb19 reviews5

Price Includes up to 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our....

    Free Cancellation
    Private Tour
    Start From $899.00
 
 

Private Luxury Yacht in Miami

(5 of 19 reviews)

️ 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
  • Superb19 reviews5

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

    Free Cancellation
    Private Tour
    Start From $830.00
 
 

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

(5 of 13 reviews)

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat.... More

Free Cancellation
Private Tour
Start From $53.36
 
Waikiki Beach Whale Watching: Catamaran Sail & Open Bar Likely to Sell Out

Waikiki Beach Whale Watching: Catamaran Sail & Open Bar

  • USA
  • Superb13 reviews5

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour ....

    Free Cancellation
    Private Tour
    Start From $53.36
 
 

New York Harbor Wine and Jazz Sail aboard Clipper City

(4.3 of 22 reviews)

Sail toward the sun setting behind the Statue of Liberty and return with the Manhattan skyline glittering before you—a view that captures New York at its very best. More than a cruise, this is an homage to the owner’s New York... More

Free Cancellation
Private Tour
Start From $150.71
 
New York Harbor Wine and Jazz Sail aboard Clipper City Likely to Sell Out

New York Harbor Wine and Jazz Sail aboard Clipper City

  • USA
  • Exellent22 reviews4.3

Sail toward the sun setting behind the Statue of Liberty and return with the Manhattan skyline glitt....

    Free Cancellation
    Private Tour
    Start From $150.71
 
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