Menu

Top 10 Best North America Sailing Trips

Found 683 Sailing Trips activities in North America. Sort by Popularity. - Page 22
 

Private Sailing Tour of Bodega Bay

(4.8 of 81 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

Private Sailing Tour of Bodega Bay

  • North America
  • Superb81 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
 
 

Private Chica SAILING Adventure Puerto Vallarta ALL INCLUSIVE

(4.9 of 41 reviews)

Explore the stunning Bay of Banderas aboard the 41-foot Chica Sailing Adventure. Customize your tour to suit your desires—whether you’re after a romantic sunset cruise, adrenaline-pumping sailing, or a tranquil journey to a se... More

Free Cancellation
Private Tour
Start From $1,155.00
 
 Private Chica SAILING Adventure Puerto Vallarta ALL INCLUSIVE

Private Chica SAILING Adventure Puerto Vallarta ALL INCLUSIVE

  • North America
  • Superb41 reviews4.9

Explore the stunning Bay of Banderas aboard the 41-foot Chica Sailing Adventure. Customize your tour....

    Free Cancellation
    Private Tour
    Start From $1,155.00
 
 

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos

(3.7 of 10 reviews)

Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoamerican Barrier Reef System, the second-largest coral reef in the world! Departing daily at 9 AM and 2 PM, our adventure begins wit... More

Free Cancellation
Private Tour
Start From $119.00
 
Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos Likely to Sell Out

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelo....

  • North America
  • Very Good10 reviews3.7

Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoam....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

(4 of 53 reviews)

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectacular day in the crystal-clear waters of the Mexican Caribbean, sailing from Cancun to Isla Mujeres on a boat full of fun, explorin... More

Free Cancellation
Private Tour
Start From $49.99
 
Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun Likely to Sell Out

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

  • North America
  • Very Good53 reviews4

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectac....

    Free Cancellation
    Private Tour
    Start From $49.99
 
 

2 hours - Private Day Sail along Historic St Augustine Bayfront

(5 of 16 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $795.00
 
2 hours - Private Day Sail along Historic St Augustine Bayfront Likely to Sell Out

2 hours - Private Day Sail along Historic St Augustine Bayfront

  • North America
  • Superb16 reviews5

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

Golden Gate Bridge Sailing Tour

(4.8 of 50 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
  • Superb50 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
 
 

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

(4.7 of 6 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $179.00
 
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Likely to Sell Out

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

  • North America
  • Superb6 reviews4.7

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

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
 
 

All Inclusive Cancun: Luxury Yacht 50´ Cranchi, 4hrs

(5 of 28 reviews)

An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day just for you and your family. You can visit different exclusive places... More

Free Cancellation
Private Tour
Start From $2,100.00
 
All Inclusive Cancun: Luxury Yacht 50´ Cranchi, 4hrs Likely to Sell Out

All Inclusive Cancun: Luxury Yacht 50´ Cranchi, 4hrs

  • North America
  • Superb28 reviews5

An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day ....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

(5 of 3 reviews)

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailboat including swimming or snorkeling with turtles. You can pick and choose the stops on the island tour and go at your own pace. ... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles Likely to Sell Out

Private 5Hrs Island Tour with 2Hrs Sail and Snorkel with Turtles

  • North America
  • Superb3 reviews5

This 8 hour private tour includes a 5 hour custom tour of the island, and a 2.5 hour sail on a sailb....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht

(5 of 36 reviews)

Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled beauty. Recognized as Mexico's largest island, it draws travelers with its captivating charm and natural wonders. Diving enthusiasts ... More

Free Cancellation
Private Tour
Start From $2,450.00
 
All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht Likely to Sell Out

All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht

  • North America
  • Superb36 reviews5

Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled bea....

    Free Cancellation
    Private Tour
    Start From $2,450.00
 
 

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

(3.7 of 75 reviews)

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive Adventure We'll take you from your Cancun hotel to two incredible sno... More

Free Cancellation
Private Tour
Start From $93.50
 
Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos Likely to Sell Out

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

  • North America
  • Very Good75 reviews3.7

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-see....

    Free Cancellation
    Private Tour
    Start From $93.50
 
 

Sunset in Private Sailboat 4 hrs up to 15 pax

(4 of 15 reviews)

Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other important event. You will receive the best service where you will see the sunset very close during this 4-hour tour... More

Free Cancellation
Private Tour
Start From $3,295.00
 
Sunset in Private Sailboat 4 hrs up to 15 pax Likely to Sell Out

Sunset in Private Sailboat 4 hrs up to 15 pax

  • North America
  • Very Good15 reviews4

Sail around the bay, celebrating your birthday, bachelorette party, anniversary or any other importa....

    Free Cancellation
    Private Tour
    Start From $3,295.00
 
 

Luxury Cruise with Dinner and Music in Los Cabos

(3 of 3 reviews)

Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of Cabo San Lucas and to enjoy a sunset cruise. There are many similar options that offers this tour, but a few are unique and offers ... More

Free Cancellation
Private Tour
Start From $119.00
 
Luxury Cruise with Dinner and Music in Los Cabos Likely to Sell Out

Luxury Cruise with Dinner and Music in Los Cabos

  • North America

Los Cabos offers unforgettable experiences and one not to be missed is to visit the famous Arch of C....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Key West Sail and Snorkel Day Trip from Fort Lauderdale

(3 of 15 reviews)

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More

Free Cancellation
Private Tour
Start From $169.00
 
Key West Sail and Snorkel Day Trip from Fort Lauderdale Likely to Sell Out

Key West Sail and Snorkel Day Trip from Fort Lauderdale

  • North America

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....

    Free Cancellation
    Private Tour
    Start From $169.00
 
 

Snorkel and Whale Platinum Tour (Dec 15- Apr 15)

(4.7 of 18 reviews)

Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful Marina in Cabo San Lucas the boat as sails towards the Santa Maria or Chileno Bay, will ride along the Sea of Cortes, and you will ... More

Free Cancellation
Private Tour
Start From $239.00
 
Snorkel and Whale Platinum Tour (Dec 15- Apr 15) Likely to Sell Out

Snorkel and Whale Platinum Tour (Dec 15- Apr 15)

  • North America
  • Superb18 reviews4.7

Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....

    Free Cancellation
    Private Tour
    Start From $239.00
 
 

Okanagan Lake Sailing Tour from Penticton & Naramata BC

(5 of 43 reviews)

Sailing is a life changing experience! In four hours, you will help sail a large sailing yacht into the sunny waters of Okanagan Lake. We provide hands on instruction and lots of opportunities to learn or just relax. And it is ... More

Free Cancellation
Private Tour
Start From $183.40
 
Okanagan Lake Sailing Tour from Penticton & Naramata BC Likely to Sell Out

Okanagan Lake Sailing Tour from Penticton & Naramata BC

  • North America
  • Superb43 reviews5

Sailing is a life changing experience! In four hours, you will help sail a large sailing yacht int....

    Free Cancellation
    Private Tour
    Start From $183.40
 
 

Private Eco-Tour on a Recreational Catamaran with Kayaks Included

(5 of 71 reviews)

Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard a recreational catamaran. During this tour, you will swim in crystal clear waters, learn about the local flora and fauna, and enjo... More

Free Cancellation
Private Tour
Start From $199.00
 
Private Eco-Tour on a Recreational Catamaran with Kayaks Included
Likely to Sell Out

Private Eco-Tour on a Recreational Catamaran with Kayaks Included

  • North America
  • Superb71 reviews5

Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard ....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Sailing Snorkel Adventure

(4.4 of 5 reviews)

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

Free Cancellation
Private Tour
Start From $145.00
 
Sailing Snorkel Adventure Likely to Sell Out

Sailing Snorkel Adventure

  • North America
  • Exellent5 reviews4.4

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

    Free Cancellation
    Private Tour
    Start From $145.00
 
 

Monterey Private 3 - 4 Hour Whale Watching Cruise

(5 of 2 reviews)

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a private guided tour and can accommodate up to 6 people. Whale sightings are NOT guaranteed. However, this tour is designed to give... More

Free Cancellation
Private Tour
Start From $950.00
 
Monterey Private 3 - 4 Hour Whale Watching Cruise Likely to Sell Out

Monterey Private 3 - 4 Hour Whale Watching Cruise

  • North America
  • Superb2 reviews5

Enjoy a 3 - 4 hour sailing cruise on the Monterey Bay. This Marine Mammal and Wildlife Safari is a p....

    Free Cancellation
    Private Tour
    Start From $950.00