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Top 10 Best North America Sailing Trips

Found 756 Sailing Trips activities in North America. Sort by Popularity. - Page 16
 

Sunset Catamaran Sail in Cocoa Beach

(4.9 of 178 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 Floridaâ... More

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

Sunset Catamaran Sail in Cocoa Beach

  • North America
  • Superb178 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
 
 

Safari Sea of Cortes al Natural

(4.9 of 178 reviews)

What makes this experience unique is the combination of specialized guidance, authentic encounters with marine life and a focused operation in small groups, in one of the most impressive ecosystems in the world. We include round ... More

Free Cancellation
Start From $224.76
 
Safari Sea of Cortes al Natural Likely to Sell Out

Safari Sea of Cortes al Natural

  • North America
  • Superb178 reviews4.9

What makes this experience unique is the combination of specialized guidance, authentic encounters w....

    Free Cancellation
    Start From $224.76
 
 

6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and Stromatolites.

(5 of 20 reviews)

Ideal for adventurers and sailing lovers! Explore the most emblematic points of the lagoon, or modify the route to discover areas far from tourism. 6 hours of deep exploration and adventure where you can get to know: The Pirate Ch... More

Free Cancellation
Private Tour
Start From $467.26
 
6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and Stromatolites. Likely to Sell Out

6hrs of Sailing in Bacalar Lagoon: discover Cenotes, Islands and ....

  • North America
  • Superb20 reviews5

Ideal for adventurers and sailing lovers! Explore the most emblematic points of the lagoon, or modif....

    Free Cancellation
    Private Tour
    Start From $467.26
 
 

Private Sailing Experience on Galveston Bay

(5 of 1 review)

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and discover a new way to travel aboard our luxury charter yacht. We offer the perfect blend of comfort and adventure, making it the ... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Sailing Experience on Galveston Bay Likely to Sell Out

Private Sailing Experience on Galveston Bay

  • North America
  • Superb1 review5

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

The Boat People Cruise Private Harbor Cruises

(5 of 45 reviews)

Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We strive to create an unforgettable evening with contagious laughter and panoramic views of the Newport Bay. Bring your plus one or ... More

Free Cancellation
Private Tour
Start From $100.00
 
The Boat People Cruise Private Harbor Cruises Likely to Sell Out

The Boat People Cruise Private Harbor Cruises

  • North America
  • Superb45 reviews5

Join us for an hour and a half picnic cruise with a coastal ambiance on the bow of our sailboat. We ....

    Free Cancellation
    Private Tour
    Start From $100.00
 
 

Sail San Francisco Bay on the Historic Brigantine Matthew Turner

(5 of 2 reviews)

Set sail on the San Francisco Bay aboard the historic brigantine Matthew Turner, the largest sailboat in the area. Experience the beauty of the bay as you glide past iconic landmarks like the Golden Gate Bridge, Alcatraz, and Ange... More

Free Cancellation
Private Tour
Start From $79.00
 
Sail San Francisco Bay on the Historic Brigantine Matthew Turner Likely to Sell Out

Sail San Francisco Bay on the Historic Brigantine Matthew Turner

  • North America
  • Superb2 reviews5

Set sail on the San Francisco Bay aboard the historic brigantine Matthew Turner, the largest sailboa....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Relaxing Saco River Public Sunset Sail

(5 of 2 reviews)

Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. Glide along the Saco River and take in the picturesque views of Biddeford Pool, Camp Ellis, and the iconic Wood Island Lighthouse. ... More

Free Cancellation
Private Tour
Start From $149.00
 
Relaxing Saco River Public Sunset Sail Likely to Sell Out

Relaxing Saco River Public Sunset Sail

  • North America
  • Superb2 reviews5

Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. G....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

(4.7 of 17 reviews)

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More

Free Cancellation
Private Tour
Start From $70.00
 
Waikiki Sunset Cruise Catamaran Boat Tour on Oahu Likely to Sell Out

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

  • North America
  • Superb17 reviews4.7

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (LÄ“â€....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Exclusive Isla Mujeres and Cancun Private Yacht Tour

(4.9 of 36 reviews)

Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set the stage for a day of exhilaration and relaxation. Cruise along the mesmerizing Cancun coastlines, dive into vibrant coral reefs du... More

Free Cancellation
Private Tour
Start From $720.00
 
Exclusive Isla Mujeres and Cancun Private Yacht Tour Likely to Sell Out

Exclusive Isla Mujeres and Cancun Private Yacht Tour

  • North America
  • Superb36 reviews4.9

Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set th....

    Free Cancellation
    Private Tour
    Start From $720.00
 
 

Private Sunset Catamaran Sail in Cocoa Beach

(4.9 of 36 reviews)

Experience a magical sunset in with Cocoa Beach Catamaran 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 bea... More

Free Cancellation
Private Tour
Start From $337.87
 
Private Sunset Catamaran Sail in Cocoa Beach Likely to Sell Out

Private Sunset Catamaran Sail in Cocoa Beach

  • North America
  • Superb36 reviews4.9

Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a....

    Free Cancellation
    Private Tour
    Start From $337.87
 
 

Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta

(4.3 of 17 reviews)

Our crew will support you on board the boat, in the water and during your visit. They will teach you all the basics for fishing and they will take you to unique places in the bay so you can enjoy a good dip in the salty sea water... More

Free Cancellation
Private Tour
Start From $1,075.00
 
Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta Likely to Sell Out

Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta

  • North America
  • Exellent17 reviews4.3

Our crew will support you on board the boat, in the water and during your visit. They will teach yo....

    Free Cancellation
    Private Tour
    Start From $1,075.00
 
 

Key West Private Charter: Sandbar and Snorkeling

(5 of 10 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

  • North America
  • Superb10 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
 
 

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

(4.6 of 23 reviews)

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-built for the Hilton Hawaiian Village Waikiki Beach Resort. See the island like never before as you set sail from the only pier in W... More

Free Cancellation
Private Tour
Start From $119.95
 
Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village Likely to Sell Out

Waikiki Sunset Cocktail Cruise - Hilton Hawaiian Village

  • North America
  • Superb23 reviews4.6

Explore the Waikiki coastline aboard the new Spirit of Aloha, a 65-foot sailing catamaran custom-bui....

    Free Cancellation
    Private Tour
    Start From $119.95
 
 

Catamaran Sailboat Bacalar Excursions

(5 of 2 reviews)

Our Stiletto catamaran stands out due to several unique features: 1. Speed and Stability : Unlike traditional catamarans, the Stiletto combines the thrill of speed with exceptional stability, ensuring a smooth and exciting ride,... More

Free Cancellation
Private Tour
Start From $325.31
 
Catamaran Sailboat Bacalar Excursions Likely to Sell Out

Catamaran Sailboat Bacalar Excursions

  • North America
  • Superb2 reviews5

Our Stiletto catamaran stands out due to several unique features: 1. Speed and Stability : Unlike ....

    Free Cancellation
    Private Tour
    Start From $325.31
 
 

Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch

(4.1 of 7 reviews)

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the most bigger reef in the world, this is consider as the 2nd one worldwide. Imagi... More

Free Cancellation
Private Tour
Start From $44.25
 
Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch Likely to Sell Out

Reef Snorkel, underwater adventure in Puerto Morelos With Transpo....

  • North America
  • Exellent7 reviews4.1

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a mu....

    Free Cancellation
    Private Tour
    Start From $44.25
 
 

Sunset sail Aboard Manakai Catamaran

(5 of 16 reviews)

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, lai... More

Free Cancellation
Private Tour
Start From $49.82
 
Sunset sail Aboard Manakai Catamaran Likely to Sell Out

Sunset sail Aboard Manakai Catamaran

  • North America
  • Superb16 reviews5

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Wood....

    Free Cancellation
    Private Tour
    Start From $49.82
 
 

Private Charter

(4.8 of 14 reviews)

The captain works with the guest to design a custom outing based on his 30 years of cruising experience in the local area. With knowledge of the local sea conditions and coastal ecology. you build a custom experience. Typically, G... More

Free Cancellation
Private Tour
Start From $775.00
 
Private Charter Likely to Sell Out

Private Charter

  • North America
  • Superb14 reviews4.8

The captain works with the guest to design a custom outing based on his 30 years of cruising experie....

    Free Cancellation
    Private Tour
    Start From $775.00
 
 

Afternoon Half-Day Catmaran Sailing and Snorkel Adventure

(4.5 of 72 reviews)

Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This is the tour for you! Enjoy sailing in one of our Catamarans and we will ensure that you enjoy your afternoon to the maximum. The t... More

Free Cancellation
Private Tour
Start From $59.99
 
Afternoon Half-Day Catmaran Sailing and Snorkel Adventure Likely to Sell Out

Afternoon Half-Day Catmaran Sailing and Snorkel Adventure

  • North America
  • Exellent72 reviews4.5

Want to enjoy a sailing tour, where you can snorkel and visit Isla Mujeres in just half a day? This ....

    Free Cancellation
    Private Tour
    Start From $59.99
 
 

ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink

(3 of 2 reviews)

Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty of the beach. We are the ultimate vacation destination, providing the guests with an adrenaline-fueled experience like no other. Ge... More

Free Cancellation
Private Tour
Start From $189.00
 
ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink Likely to Sell Out

ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink

  • North America

Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty o....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Catamaran to Isla Mujeres

(3.8 of 6 reviews)

Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will snorkel and spend time in the exclusive beach club where you will have a delicious buffet.... More

Free Cancellation
Private Tour
Start From $59.00
 
Catamaran to Isla Mujeres Likely to Sell Out

Catamaran to Isla Mujeres

  • North America
  • Very Good6 reviews3.8

Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will s....

    Free Cancellation
    Private Tour
    Start From $59.00
 
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