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Top 10 Best North America Sailing Trips

Found 714 Sailing Trips activities in North America. Sort by Popularity. - Page 22
 

Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary

(4.9 of 38 reviews)

Experience Maui’s magnificent humpback whales on a 2-hour whale watch aboard a sailing catamaran in the ʻAuʻau Channel, home to one of Hawaii’s greatest concentrations of humpbacks. Morning conditions often bring smooth sea... More

Free Cancellation
Start From $110.28
 
Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary

Lahaina Maui Whale Watch Motors Off Sailing in Humpback Sanctuary

  • North America
  • Superb38 reviews4.9

Experience Maui’s magnificent humpback whales on a 2-hour whale watch aboard a sailing catamaran i....

    Free Cancellation
    Start From $110.28
 
 

Sunset sail Aboard Manakai Catamaran

(5 of 26 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
Start From $49.82
 
Sunset sail Aboard Manakai Catamaran

Sunset sail Aboard Manakai Catamaran

  • North America
  • Superb26 reviews5

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

    Free Cancellation
    Start From $49.82
 
 

Private Catamaran Tour

(5 of 201 reviews)

Our starting point is Carmelita Lagoon Club, a privileged space on the shores of Bacalar Lagoon, with incredible views and an ideal atmosphere to begin the adventure. Our friendly bilingual team enriches the tour with fascinating ... More

Free Cancellation
Private Tour
Start From $990.00
 
Private Catamaran Tour

Private Catamaran Tour

  • North America
  • Superb201 reviews5

Our starting point is Carmelita Lagoon Club, a privileged space on the shores of Bacalar Lagoon, wit....

    Free Cancellation
    Private Tour
    Start From $990.00
 
 

Halifax Summer Breeze Sail

(5 of 30 reviews)

This two-hour sail allows you to soak in the sights along the coastline so close to our urban center! Pass by landmarks such as George's Island, Pier 21, Point Pleasant Park, and more. This laid-back sail is designed for you to en... More

Free Cancellation
Private Tour
Start From $93.23
 
Halifax Summer Breeze Sail Likely to Sell Out

Halifax Summer Breeze Sail

  • North America
  • Superb30 reviews5

This two-hour sail allows you to soak in the sights along the coastline so close to our urban center....

    Free Cancellation
    Private Tour
    Start From $93.23
 
 

Private Sailing Tour of Bodega Bay

(4.8 of 90 reviews)

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be involved as much or as little as you want... More

Free Cancellation
Private Tour
Start From $122.50
 
Private Sailing Tour of Bodega Bay Likely to Sell Out

Private Sailing Tour of Bodega Bay

  • North America
  • Superb90 reviews4.8

This is a unique experience because you get to sail a 33' boat with a licensed captain. You can be i....

    Free Cancellation
    Private Tour
    Start From $122.50
 
 

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience

(5 of 1 review)

Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan that can accommodate up to 25 passengers. It's decked out with a kitchen, bedroom, bathroom, and even water sports gear like kayak... More

Free Cancellation
Private Tour
Start From $1,250.00
 
Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience Likely to Sell Out

Ultimate Bay Tours -Private 25 Travelers- Trimaran Experience

  • North America
  • Superb1 review5

Hey there! Just wanted to share this amazing find with you - a private 43 feet Trimaran in Mazatlan ....

    Free Cancellation
    Private Tour
    Start From $1,250.00
 
 

Golden Gate Bridge Sailing Tour

(4.8 of 54 reviews)

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail off to the Golden Gate Bridge and enjoy panoramic views of the San Francisco skyline, Sausalito, Angel Island, Tiburon, and Marin... More

Free Cancellation
Private Tour
Start From $129.00
 
Golden Gate Bridge Sailing Tour Likely to Sell Out

Golden Gate Bridge Sailing Tour

  • North America
  • Superb54 reviews4.8

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Sail....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Polynesian Canoe Morning Sail

(5 of 18 reviews)

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More

Special Offer
Free Cancellation
Private Tour
Start From $180.00
(Saving 10% ) $200.00
 
-10% Polynesian Canoe Morning Sail Likely to Sell Out

Polynesian Canoe Morning Sail

  • North America
  • Superb18 reviews5

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $180.00
    (Saving 10% ) $200.00
 
 

Private Whale Watching Sailing Tour

(5 of 6 reviews)

Amaze yourself appreciating our most awaited visitors of the year, the Humpback Whales! Book this half-day tour on a beautiful and comfortable sailboat while you enjoy the breeze , the sun and the tide while you look for whales, d... More

Special Offer
Free Cancellation
Private Tour
Start From $769.05
(Saving inf% ) $0.00
 
-inf% Private Whale Watching Sailing Tour Likely to Sell Out

Private Whale Watching Sailing Tour

  • North America
  • Superb6 reviews5

Amaze yourself appreciating our most awaited visitors of the year, the Humpback Whales! Book this ha....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $769.05
    (Saving inf% ) $0.00
 
 

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

(3.7 of 37 reviews)

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience where music, drinks and incredible views will never be lacking. ... More

Special Offer
Free Cancellation
Private Tour
Start From $59.00
(Saving inf% ) $0.00
 
-inf% Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar Likely to Sell Out

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

  • North America
  • Very Good37 reviews3.7

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a sp....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $59.00
    (Saving inf% ) $0.00
 
 

Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun

(3.8 of 4 reviews)

If you are visiting Cancun or Riviera Maya is time to live the most romantic experience sailing on our Columbus cruise, and live an unforgettable evening with that special someone with a dinner to choose between vegetarian, meat o... More

Special Offer
Free Cancellation
Private Tour
Start From $99.00
(Saving inf% ) $0.00
 
-inf% Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun Likely to Sell Out

Enjoy The Spanish Galeon with a Romantic Night Dinner in Cancun

  • North America
  • Very Good4 reviews3.8

If you are visiting Cancun or Riviera Maya is time to live the most romantic experience sailing on o....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $99.00
    (Saving inf% ) $0.00
 
 

4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres

(5 of 6 reviews)

This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we take care of customer during the all the booking process, service and follow up after the tour is performed. Customer´s feedback is ... More

Special Offer
Free Cancellation
Private Tour
Start From $1,700.00
(Saving inf% ) $0.00
 
-inf% 4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres Likely to Sell Out

4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres

  • North America
  • Superb6 reviews5

This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we tak....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,700.00
    (Saving inf% ) $0.00
 
 

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

Special Offer
Free Cancellation
Private Tour
Start From $360.00
(Saving inf% ) $0.00
 
-inf% 2 Hour Sailing Lesson in Wrightsville Beach Likely to Sell Out

2 Hour Sailing Lesson in Wrightsville Beach

  • North America
  • Superb8 reviews5

Experience the thrill of sailing a 26' performance keelboat! Our knowledgeable captains will take yo....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $360.00
    (Saving inf% ) $0.00
 
 

San Diego Sailing Sunset and Afternoon Classic Yacht

(5 of 9 reviews)

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More

Special Offer
Free Cancellation
Private Tour
Start From $125.00
(Saving inf% ) $0.00
 
-inf% San Diego Sailing Sunset and Afternoon Classic Yacht Likely to Sell Out

San Diego Sailing Sunset and Afternoon Classic Yacht

  • North America
  • Superb9 reviews5

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $125.00
    (Saving inf% ) $0.00
 
 

Private Sailing Experience along the Southern Maine Coastline

(5 of 3 reviews)

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, i... More

Special Offer
Free Cancellation
Private Tour
Start From $747.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Experience along the Southern Maine Coastline Likely to Sell Out

Private Sailing Experience along the Southern Maine Coastline

  • North America
  • Superb3 reviews5

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $747.00
    (Saving inf% ) $0.00
 
 

Private Boat Snorkeling & Beach: 5 Hours + 1 Free in Vallarta

(5 of 2 reviews)

Sail on a private trip aboard our 26-foot boat. Ideal for up to 8 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer you to make this rese... More

Special Offer
Free Cancellation
Private Tour
Start From $933.79
(Saving inf% ) $0.00
 
-inf% Private Boat Snorkeling & Beach: 5 Hours + 1 Free in Vallarta Likely to Sell Out

Private Boat Snorkeling & Beach: 5 Hours + 1 Free in Vallarta

  • North America
  • Superb2 reviews5

Sail on a private trip aboard our 26-foot boat. Ideal for up to 8 passengers. We are sure that with ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $933.79
    (Saving inf% ) $0.00
 
 

Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure

(5 of 4 reviews)

Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you choose the elegance of a sailboat or the comfort of a pontoon boat, I’ll guide you through this mesmerizing natural wonder in a... More

Special Offer
Free Cancellation
Private Tour
Start From $385.00
(Saving inf% ) $0.00
 
-inf% Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure Likely to Sell Out

Private Tour: Bacalar Lagoon Tour Sailboat or Pontoon Adventure

  • North America
  • Superb4 reviews5

Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $385.00
    (Saving inf% ) $0.00
 
 

Private Sailing Charter in Brooklyn

(5 of 9 reviews)

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn Bridge Park against the breathtaking backdrop of Lower Manhattan, Tantara sails s... More

Special Offer
Free Cancellation
Private Tour
Start From $630.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Charter in Brooklyn Likely to Sell Out

Private Sailing Charter in Brooklyn

  • North America
  • Superb9 reviews5

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $630.00
    (Saving inf% ) $0.00
 
 

Sailing Snorkel Adventure

(4.5 of 6 reviews)

Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sailing Boat Adventure is unbeatable Value.... More

Special Offer
Free Cancellation
Private Tour
Start From $149.00
(Saving inf% ) $0.00
 
-inf% Sailing Snorkel Adventure Likely to Sell Out

Sailing Snorkel Adventure

  • North America
  • Exellent6 reviews4.5

Interactive Sailing Adventure, Snorkeling, Surf Up Paddle, Premium Bar and Incredible views. This Sa....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $149.00
    (Saving inf% ) $0.00
 
 

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

(5 of 22 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

Special Offer
Free Cancellation
Private Tour
Start From $466.92
(Saving inf% ) $0.00
 
-inf% 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
  • Superb22 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $466.92
    (Saving inf% ) $0.00
 
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