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Top 10 Best North America Sailing Trips

Found 723 Sailing Trips activities in North America. Sort by Popularity. - Page 33
 

Jolly Roger Premium Pirate Ship

(3.4 of 5 reviews)

Enjoy a spectacular battle accompanied by a story of betrayal, curses and friendship aboard the famous pirate ship Jolly Roger. Live the experience of seeing the swords collide in acrobatic battles, pirates rocking on ropes, rumbl... More

Start From $180.00
 
Jolly Roger Premium Pirate Ship

Jolly Roger Premium Pirate Ship

  • North America
  • Good5 reviews3.4

Enjoy a spectacular battle accompanied by a story of betrayal, curses and friendship aboard the famo....

    Start From $180.00
 
 

Snorkeling and Catamaran Cruise to Isla Mujeres with Lunch

(3.4 of 5 reviews)

Set sail on an unforgettable day aboard the Star Blue Catamaran from Marina Flamingos in Cancún. Enjoy a premium national open bar while sailing to Isla Mujeres, where you can explore the stunning Playa Norte and spend free time ... More

Free Cancellation
Start From $39.00
 
Snorkeling and Catamaran Cruise to Isla Mujeres with Lunch

Snorkeling and Catamaran Cruise to Isla Mujeres with Lunch

  • North America
  • Good5 reviews3.4

Set sail on an unforgettable day aboard the Star Blue Catamaran from Marina Flamingos in Cancún. En....

    Free Cancellation
    Start From $39.00
 
 

Private Atomic Catamaran Tour to Isla Mujeres

(5 of 3 reviews)

By booking this private service, you can design a completely tailored itinerary. You will have the freedom to navigate to the places of your choice for 7 hours. In addition, you can decide the length of stay at each of the suggest... More

Free Cancellation
Private Tour
Start From $2,100.00
 
Private Atomic Catamaran Tour to Isla Mujeres

Private Atomic Catamaran Tour to Isla Mujeres

  • North America
  • Superb3 reviews5

By booking this private service, you can design a completely tailored itinerary. You will have the f....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Lāna'i Coast Snorkel and Sail

(5 of 1 review)

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. We'll check the conditions for the day and take off across the channel o... More

Free Cancellation
Private Tour
Start From $216.22
 
Lāna'i Coast Snorkel and Sail

Lāna'i Coast Snorkel and Sail

  • North America
  • Superb1 review5

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....

    Free Cancellation
    Private Tour
    Start From $216.22
 
 

Akialoa Mā’alaea Sunset Sail

(5 of 1 review)

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque inter-island channel, showcasing the beauty of Maui, Lāna‘i, and Kah... More

Free Cancellation
Private Tour
Start From $108.11
 
Akialoa Mā’alaea Sunset Sail

Akialoa Mā’alaea Sunset Sail

  • North America
  • Superb1 review5

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sun....

    Free Cancellation
    Private Tour
    Start From $108.11
 
 

Catamaran Sailing Tour to Isla Mujeres with Snorkeling

(5 of 1 review)

Set sail from Cancún on a luxurious catamaran to Isla Mujeres, a premier destination in the Caribbean Sea. This all-inclusive tour offers a day filled with adventure and relaxation, featuring vibrant snorkeling among colorful mar... More

Free Cancellation
Private Tour
Start From $60.00
 
Catamaran Sailing Tour to Isla Mujeres with Snorkeling

Catamaran Sailing Tour to Isla Mujeres with Snorkeling

  • North America
  • Superb1 review5

Set sail from Cancún on a luxurious catamaran to Isla Mujeres, a premier destination in the Caribbe....

    Free Cancellation
    Private Tour
    Start From $60.00
 
 

Paragon Lahaina Sunset Sail

(5 of 1 review)

Setting sail from Lahaina Harbor, this 2-hour sunset cruise offers a stunning view of the Maui coastline as the sun dips below the horizon. Aboard the comfortable Paragon catamarans, relax with a cocktail in hand while savoring a ... More

Free Cancellation
Private Tour
Start From $108.11
 
Paragon Lahaina Sunset Sail

Paragon Lahaina Sunset Sail

  • North America
  • Superb1 review5

Setting sail from Lahaina Harbor, this 2-hour sunset cruise offers a stunning view of the Maui coast....

    Free Cancellation
    Private Tour
    Start From $108.11
 
 
-20% Isla Mujeres Full Day Catamaran Adventure from Cancun

Isla Mujeres Full Day Catamaran Adventure from Cancun

(5 of 1 review)

Set sail on a delightful catamaran cruise to Isla Mujeres, where the Caribbean Sea meets tropical charm. This full-day adventure begins with a scenic journey along Cancun's coastline, allowing you to soak in the stunning turquoise... More

Special Offer
Free Cancellation
Private Tour
Start From $16.00
(Saving 20% ) $20.00
 
-20% Isla Mujeres Full Day Catamaran Adventure from Cancun

Isla Mujeres Full Day Catamaran Adventure from Cancun

  • North America
  • Superb1 review5

Set sail on a delightful catamaran cruise to Isla Mujeres, where the Caribbean Sea meets tropical ch....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $16.00
    (Saving 20% ) $20.00
 
 

Private Sailing for up to 10 people 4 hrs

(5 of 1 review)

Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to have fun with your friends in private. It is a charming classic-style sailboat, where you can enjoy the pleasure of sailing thro... More

Free Cancellation
Private Tour
Start From $1,216.00
 
Private Sailing for up to 10 people 4 hrs

Private Sailing for up to 10 people 4 hrs

  • North America
  • Superb1 review5

Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to....

    Free Cancellation
    Private Tour
    Start From $1,216.00
 
 

Private Sailing Trip on Monterey Bay

(5 of 1 review)

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experience caters to all ages and interests. Venture along the coastline, soak in the vibrant wildlife, and enjoy the serene ocean atmosphe... More

Free Cancellation
Private Tour
Start From $895.00
 
Private Sailing Trip on Monterey Bay

Private Sailing Trip on Monterey Bay

  • North America
  • Superb1 review5

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experienc....

    Free Cancellation
    Private Tour
    Start From $895.00
 
 

Classic Private Tour of the Lagoon of Bacalar

(5 of 1 review)

Ready to unplug and get carried away with the magic of Bacalar? Hop on one of the sailboats and let the wind and expert sailors guide you through the most stunning corners of the Seven Colors Lagoon. Sail over crystal clear waters... More

Free Cancellation
Private Tour
Start From $214.17
 
Classic Private Tour of the Lagoon of Bacalar

Classic Private Tour of the Lagoon of Bacalar

  • North America
  • Superb1 review5

Ready to unplug and get carried away with the magic of Bacalar? Hop on one of the sailboats and let ....

    Free Cancellation
    Private Tour
    Start From $214.17
 
 
-20% 1934 Classic MotorSailer Experience Timeless Elegance and History

1934 Classic MotorSailer Experience Timeless Elegance and History

(5 of 1 review)

Set sail on the rarest MotorSailer, 1934 Stormy, where classic elegance meets modern comfort. This unique yacht combines the romance of sailing with dependable power, ensuring smooth voyages regardless of conditions. Renowned for ... More

Special Offer
Free Cancellation
Private Tour
Start From $240.00
(Saving 20% ) $300.00
 
-20% 1934 Classic MotorSailer Experience Timeless Elegance and History

1934 Classic MotorSailer Experience Timeless Elegance and History

  • North America
  • Superb1 review5

Set sail on the rarest MotorSailer, 1934 Stormy, where classic elegance meets modern comfort. This u....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $240.00
    (Saving 20% ) $300.00
 
 

Adult Only - Cabo San Lucas Romantic Sunset Cruise

(3 of 1 review)

Finding the right for you Sunset Cruise experience can be sometimes overwhelming and more in a destination as diverse as Los Cabos. This experience offers the perfect blend of relaxation, not crowded, Adult only, laid-back fun, de... More

Free Cancellation
Private Tour
Start From $199.00
 
Adult Only - Cabo San Lucas Romantic Sunset Cruise Likely to Sell Out

Adult Only - Cabo San Lucas Romantic Sunset Cruise

  • North America

Finding the right for you Sunset Cruise experience can be sometimes overwhelming and more in a desti....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Sunset Fiesta Cruise: Open Bar, Dancing & El Arco Views

(3 of 1 review)

Dance, drink, and sail into the sunset on Cabo’s original party cruise! The Pez Gato offers the perfect mix of sightseeing and non-stop fun, cruising past iconic landmarks like the Arch, Lover’s Beach, and sea lion colony befo... More

Free Cancellation
Private Tour
Start From $108.00
 
Sunset Fiesta Cruise: Open Bar, Dancing & El Arco Views Likely to Sell Out

Sunset Fiesta Cruise: Open Bar, Dancing & El Arco Views

  • North America

Dance, drink, and sail into the sunset on Cabo’s original party cruise! The Pez Gato offers the pe....

    Free Cancellation
    Private Tour
    Start From $108.00
 
 

Los Cabos Sunset Sailing Adventure

(3 of 1 review)

Experience a breathtaking sunset sail on the Cabo San Lucas Bay aboard a luxury catamaran, complete with delicious appetizers and an international open bar. After being picked up from your hotel, embark from the Cabo San Lucas Mar... More

Free Cancellation
Private Tour
Start From $119.00
 
Los Cabos Sunset Sailing Adventure Likely to Sell Out

Los Cabos Sunset Sailing Adventure

  • North America

Experience a breathtaking sunset sail on the Cabo San Lucas Bay aboard a luxury catamaran, complete ....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Private Cruise Swim with Dolphin

(3 of 1 review)

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild Dolphins at the West Coast of Oahu. Learning about the ecosystem of wil... More

Free Cancellation
Private Tour
Start From $3,900.52
 
Private Cruise Swim with Dolphin Likely to Sell Out

Private Cruise Swim with Dolphin

  • North America

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and ....

    Free Cancellation
    Private Tour
    Start From $3,900.52
 
 

Private Morning Ceremony Sailing Charter

(3 of 1 review)

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to accommodate groups wanting to do private charters in the morning to celeb... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private Morning Ceremony Sailing Charter Likely to Sell Out

Private Morning Ceremony Sailing Charter

  • North America

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, an....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Private Luxury Yacht Cruise on Tu Enamorado

(3.4 of 5 reviews)

Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San Lucas Bay aboard the beautifully crafted Tu Enamorado. Live the yachting lifestyle, walk barefoot on the deck, feel the sun and bre... More

Free Cancellation
Private Tour
Start From $199.00
 
Private Luxury Yacht Cruise on Tu Enamorado Likely to Sell Out

Private Luxury Yacht Cruise on Tu Enamorado

  • North America
  • Good5 reviews3.4

Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San L....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Speedboat and Snorkeling Adventure in Cancun

(3.4 of 5 reviews)

Pack your day with exciting water adventures in the vibrant Cancun jungle. Begin with a thrilling speedboat ride across the stunning Nichupte Lagoon. After the rush, ease into tranquility as you snorkel among the mesmerizing under... More

Special Offer
Free Cancellation
Private Tour
Start From $16.20
(Saving 10% ) $18.00
 
-10% Speedboat and Snorkeling Adventure in Cancun Likely to Sell Out

Speedboat and Snorkeling Adventure in Cancun

  • North America
  • Good5 reviews3.4

Pack your day with exciting water adventures in the vibrant Cancun jungle. Begin with a thrilling sp....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $16.20
    (Saving 10% ) $18.00
 
 

Private tour at Sea of Cortés: Sunset tour or Snorkel

(3.4 of 5 reviews)

We kick off our day with the best available transportation service for our clients, featuring brand-new, fully-equipped vehicles for your comfort. Upon arriving at Puerto Los Cabos Marina, our sailboat will be waiting to begin the... More

Free Cancellation
Private Tour
Start From $1,019.00
 
Private tour at Sea of Cortés: Sunset tour or Snorkel Likely to Sell Out

Private tour at Sea of Cortés: Sunset tour or Snorkel

  • North America
  • Good5 reviews3.4

We kick off our day with the best available transportation service for our clients, featuring brand-....

    Free Cancellation
    Private Tour
    Start From $1,019.00
 
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