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Top 10 Best USA Sailing Trips

Found 387 Sailing Trips activities in USA. Sort by Popularity. - Page 9
 

Small-Group Yacht Sailing Experience on San Diego Bay

(4.9 of 133 reviews)

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More

Free Cancellation
Start From $109.00
 
Small-Group Yacht Sailing Experience on San Diego Bay Likely to Sell Out

Small-Group Yacht Sailing Experience on San Diego Bay

  • USA
  • Superb133 reviews4.9

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....

    Free Cancellation
    Start From $109.00
 
 

Hawaiian Canoe Sailing Experience in Maui

(4.8 of 53 reviews)

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More

Free Cancellation
Start From $179.00
 
Hawaiian Canoe Sailing Experience in Maui Likely to Sell Out

Hawaiian Canoe Sailing Experience in Maui

  • USA
  • Superb53 reviews4.8

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....

    Free Cancellation
    Start From $179.00
 
 

Sightseeing Day Sail around Boston Harbor

(4.7 of 382 reviews)

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle... More

Free Cancellation
Start From $61.05
 
Sightseeing Day Sail around Boston Harbor Likely to Sell Out

Sightseeing Day Sail around Boston Harbor

  • USA
  • Superb382 reviews4.7

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner....

    Free Cancellation
    Start From $61.05
 
 

Private Yacht Rental Miami, Customizable Tours, Dolphin Watching

(4.6 of 65 reviews)

Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect for those who crave excitement and a deep connection with nature. Explore Miami's marine wonders aboard with all the comforts you... More

Free Cancellation
Private Tour
Start From $599.99
 
Private Yacht Rental Miami, Customizable Tours, Dolphin Watching Likely to Sell Out

Private Yacht Rental Miami, Customizable Tours, Dolphin Watching

  • USA
  • Superb65 reviews4.6

Are you ready for an adventure? Join us for an unforgettable journey on our luxurious yacht, perfect....

    Free Cancellation
    Private Tour
    Start From $599.99
 
 

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

(5 of 6 reviews)

Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the be... More

Free Cancellation
Private Tour
Start From $99.00
 
Guided Snorkel + Morning Sail - Small Groups with Honest Eco Likely to Sell Out

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

  • USA
  • Superb6 reviews5

Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

1.5-Hour Koa Kai Adventure Whale Watch

(5 of 1 review)

Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful creatures return to Maui every year to birth their young. During this trip, you will get a chance to hear the whale’s unique songs a... More

Free Cancellation
Private Tour
Start From $79.00
 
1.5-Hour Koa Kai Adventure Whale Watch Likely to Sell Out

1.5-Hour Koa Kai Adventure Whale Watch

  • USA
  • Superb1 review5

Experience an up-close encounter with our winter residents, the Humpback Whale! These beautiful crea....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

NYC Statue of Liberty Tall Ship Sail aboard Clipper City

(4.3 of 253 reviews)

Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of this grand city by day. You will enjoy breathtaking views of New York City and see the Statue of Liberty, Ellis Island, the Manh... More

Free Cancellation
Private Tour
Start From $68.00
 
NYC Statue of Liberty Tall Ship Sail aboard Clipper City Likely to Sell Out

NYC Statue of Liberty Tall Ship Sail aboard Clipper City

  • USA
  • Exellent253 reviews4.3

Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views o....

    Free Cancellation
    Private Tour
    Start From $68.00
 
 

Waikiki Fireworks Cocktail Cruise

(4 of 3 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
  • Very Good3 reviews4

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

    Free Cancellation
    Private Tour
    Start From $85.09
 
 

Oahu Honolulu Fireworks Cruise Boat Tour - BYOB!

(4.5 of 24 reviews)

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More

Free Cancellation
Private Tour
Start From $70.00
 
Oahu Honolulu Fireworks Cruise Boat Tour - BYOB! Likely to Sell Out

Oahu Honolulu Fireworks Cruise Boat Tour - BYOB!

  • USA
  • Exellent24 reviews4.5

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Private 2-Hour Sunset Sailing Tour on Lake Fairview

(5 of 27 reviews)

The perfect Orlando date night! Set sail on an unforgettable 2-hour private sailing tour! On this romantic evening sailing tour, take in the colorful skies of Central Florida at sunset. You can relax aboard a 25-foot sailboat with... More

Free Cancellation
Private Tour
Start From $89.00
 
Private 2-Hour Sunset Sailing Tour on Lake Fairview Likely to Sell Out

Private 2-Hour Sunset Sailing Tour on Lake Fairview

  • USA
  • Superb27 reviews5

The perfect Orlando date night! Set sail on an unforgettable 2-hour private sailing tour! On this ro....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Friday Night Firework Cruise in Waikiki

(4.8 of 19 reviews)

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More

Free Cancellation
Private Tour
Start From $69.99
 
Friday Night Firework Cruise in Waikiki Likely to Sell Out

Friday Night Firework Cruise in Waikiki

  • USA
  • Superb19 reviews4.8

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....

    Free Cancellation
    Private Tour
    Start From $69.99
 
 

2.5 Hour Catamaran Sail Adventure

(5 of 42 reviews)

With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More

Free Cancellation
Private Tour
Start From $119.00
 
2.5 Hour Catamaran Sail Adventure Likely to Sell Out

2.5 Hour Catamaran Sail Adventure

  • USA
  • Superb42 reviews5

With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepare....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Classic Key West Schooner Sunset Sail with Full Open Bar

(5 of 15 reviews)

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More

Free Cancellation
Private Tour
Start From $109.00
 
Classic Key West Schooner Sunset Sail with Full Open Bar Likely to Sell Out

Classic Key West Schooner Sunset Sail with Full Open Bar

  • USA
  • Superb15 reviews5

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, compl....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

(4.6 of 71 reviews)

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More

Free Cancellation
Private Tour
Start From $54.95
 
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor Likely to Sell Out

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

  • USA
  • Superb71 reviews4.6

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....

    Free Cancellation
    Private Tour
    Start From $54.95
 
 

Deluxe Day Sail in San Diego

(5 of 47 reviews)

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More

Free Cancellation
Private Tour
Start From $115.00
 
Deluxe Day Sail in San Diego Likely to Sell Out

Deluxe Day Sail in San Diego

  • USA
  • Superb47 reviews5

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our person....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Sunset Sail Experience by Catamaran in Waikiki

(5 of 4 reviews)

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More

Free Cancellation
Private Tour
Start From $92.31
 
Sunset Sail Experience by Catamaran in Waikiki Likely to Sell Out

Sunset Sail Experience by Catamaran in Waikiki

  • USA
  • Superb4 reviews5

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....

    Free Cancellation
    Private Tour
    Start From $92.31
 
 

Waikiki Sunset Boat Cruise

(5 of 6 reviews)

No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed views create the best photo opportunities! Listen to great music as we cruise the Waikiki coastline with views of Diamond head cra... More

Free Cancellation
Private Tour
Start From $50.00
 
Waikiki Sunset Boat Cruise Likely to Sell Out

Waikiki Sunset Boat Cruise

  • USA
  • Superb6 reviews5

No vacation is complete without experiencing a vibrant Hawaiian sunset from the water. Unobstructed ....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Sail the waters of Key West on Bella Maggio Yacht

(5 of 6 reviews)

This day typically lasts about four hours (or can be 8) from the time you leave Marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Sail the waters of Key West on Bella Maggio Yacht Likely to Sell Out

Sail the waters of Key West on Bella Maggio Yacht

  • USA
  • Superb6 reviews5

This day typically lasts about four hours (or can be 8) from the time you leave Marina to the time y....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

(4.9 of 624 reviews)

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Dagger and set sail in search of treasure! But wait it's not... More

Free Cancellation
Private Tour
Start From $41.99
 
Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger Likely to Sell Out

Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

  • USA
  • Superb624 reviews4.9

The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos.....

    Free Cancellation
    Private Tour
    Start From $41.99
 
 

South Shore Open Sail from Kewalo Harbor Including Drinks

(5 of 14 reviews)

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! We are a 49-passenger beautiful yellow and red retired Waikiki Beach catamaran now operating from Kewalo... More

Free Cancellation
Private Tour
Start From $45.00
 
South Shore Open Sail from Kewalo Harbor Including Drinks Likely to Sell Out

South Shore Open Sail from Kewalo Harbor Including Drinks

  • USA
  • Superb14 reviews5

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....

    Free Cancellation
    Private Tour
    Start From $45.00
 
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