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Top 10 Best North America Sailing Trips

Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 34
 

Private Yacht for up to 30 People

(5 of 3 reviews)

This ship is a wonderful option to plan unforgettable vacations and spectacular celebrations. With a length of 50 feet, it can accommodate up to 30 guests. Renting the Carver 50 is the perfect option for a variety of events and cr... More

Private Tour
Start From $2,225.00
 
Private Yacht for up to 30 People Likely to Sell Out

Private Yacht for up to 30 People

  • North America
  • Superb3 reviews5

This ship is a wonderful option to plan unforgettable vacations and spectacular celebrations. With a....

    Private Tour
    Start From $2,225.00
 
 

Private Sightseeing Charter in Frenchman Bay

(3 of 2 reviews)

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More

Free Cancellation
Private Tour
Start From $700.00
 
Private Sightseeing Charter in Frenchman Bay Likely to Sell Out

Private Sightseeing Charter in Frenchman Bay

  • North America

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....

    Free Cancellation
    Private Tour
    Start From $700.00
 
 

VIP Sailing Experience Puerto Vallarta

(5 of 11 reviews)

Choose between an afternoon stroll, a refreshing splash in the water or a sunbathing siesta with your toes in the sand. Ada Sailing provides masks, snorkels, fins and life jackets for children and adults. This tour is only availab... More

Free Cancellation
Private Tour
Start From $168.20
 
VIP Sailing Experience Puerto Vallarta Likely to Sell Out

VIP Sailing Experience Puerto Vallarta

  • North America
  • Superb11 reviews5

Choose between an afternoon stroll, a refreshing splash in the water or a sunbathing siesta with you....

    Free Cancellation
    Private Tour
    Start From $168.20
 
 

Private 2-Hour Wind and Wine Sunset Sail in Key West

(4.9 of 81 reviews)

This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There... More

Free Cancellation
Private Tour
Start From $4,000.00
 
Private 2-Hour Wind and Wine Sunset Sail in Key West Likely to Sell Out

Private 2-Hour Wind and Wine Sunset Sail in Key West

  • North America
  • Superb81 reviews4.9

This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from ....

    Free Cancellation
    Private Tour
    Start From $4,000.00
 
 

Key West Wreckers Race Aboard Schooner America 2.0

(4.9 of 9 reviews)

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern ... More

Free Cancellation
Private Tour
Start From $111.80
 
Key West Wreckers Race Aboard Schooner America 2.0 Likely to Sell Out

Key West Wreckers Race Aboard Schooner America 2.0

  • North America
  • Superb9 reviews4.9

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse abo....

    Free Cancellation
    Private Tour
    Start From $111.80
 
 

Banderas Bay Sailing adventure Private Sailboat

(4.9 of 9 reviews)

Join an unforgettable sailing experience led by a captain who has single handily crossed the Pacific 4 times! You’ll explore the breathtaking beauty of Banderas Bay in comfort and style aboard a 40 foot sloop. Private charter lu... More

Free Cancellation
Private Tour
Start From $866.47
 
Banderas Bay Sailing adventure Private Sailboat Likely to Sell Out

Banderas Bay Sailing adventure Private Sailboat

  • North America
  • Superb9 reviews4.9

Join an unforgettable sailing experience led by a captain who has single handily crossed the Pacific....

    Free Cancellation
    Private Tour
    Start From $866.47
 
 

Discover Maine's Coastal Charms: Half-Day Scenic Sail

(5 of 3 reviews)

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden sec... More

Free Cancellation
Private Tour
Start From $270.00
 
Discover Maine's Coastal Charms: Half-Day Scenic Sail Likely to Sell Out

Discover Maine's Coastal Charms: Half-Day Scenic Sail

  • North America
  • Superb3 reviews5

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day ex....

    Free Cancellation
    Private Tour
    Start From $270.00
 
 

Waikiki Boat Party Cruise with live DJ

(5 of 3 reviews)

Get ready for the ultimate Day Club experience on the water! Departing from Kewalo Basin Harbor, this exclusive 4-hour catamaran party cruise features an open bar with Vodka, Rum, Whiskey, Gin, Tequila, Champagne, Beer, plus Juice... More

Free Cancellation
Private Tour
Start From $149.00
 
Waikiki Boat Party Cruise with live DJ Likely to Sell Out

Waikiki Boat Party Cruise with live DJ

  • North America
  • Superb3 reviews5

Get ready for the ultimate Day Club experience on the water! Departing from Kewalo Basin Harbor, thi....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Private Yacht for up to 12 People

(5 of 3 reviews)

Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip that you will enjoy like no other, you cannot miss its comfortable spaces while the beautiful colors of the sea and the sky make thos... More

Free Cancellation
Private Tour
Start From $2,030.00
 
Private Yacht for up to 12 People Likely to Sell Out

Private Yacht for up to 12 People

  • North America
  • Superb3 reviews5

Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip tha....

    Free Cancellation
    Private Tour
    Start From $2,030.00
 
 

Tall Ship Sailing Tour in Chicago with Fireworks Display

(5 of 3 reviews)

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in town! Grab a cool drink from our bar, relax, and enjoy a leisurely... More

Free Cancellation
Private Tour
Start From $113.73
 
Tall Ship Sailing Tour in Chicago with Fireworks Display Likely to Sell Out

Tall Ship Sailing Tour in Chicago with Fireworks Display

  • North America
  • Superb3 reviews5

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Na....

    Free Cancellation
    Private Tour
    Start From $113.73
 
 

Sailing Trip to Dia Island - All Inclusive

(5 of 3 reviews)

Our qualified team brings years of experience and a deep passion for the art of sailing. We take immense joy in every moment spent on the open sea, and it is our pleasure to extend that feeling to our valued customers. Relaxation ... More

Free Cancellation
Private Tour
Start From $77.83
 
Sailing Trip to Dia Island - All Inclusive Likely to Sell Out

Sailing Trip to Dia Island - All Inclusive

  • North America
  • Superb3 reviews5

Our qualified team brings years of experience and a deep passion for the art of sailing. We take imm....

    Free Cancellation
    Private Tour
    Start From $77.83
 
 

Basic Catamaran to Isla Mujeres from Cancun

(5 of 3 reviews)

Oceanix Isla Mujeres Essential Tour, a 6-hour trip full of fun, relaxation and unforgettable moments in the stunning Mexican Caribbean. Designed for those looking for the perfect combination of sailing excitement, unlimited drinks... More

Free Cancellation
Private Tour
Start From $50.00
 
Basic Catamaran to Isla Mujeres from Cancun Likely to Sell Out

Basic Catamaran to Isla Mujeres from Cancun

  • North America
  • Superb3 reviews5

Oceanix Isla Mujeres Essential Tour, a 6-hour trip full of fun, relaxation and unforgettable moments....

    Free Cancellation
    Private Tour
    Start From $50.00
 
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