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Top 10 Best North America Sailing Trips

Found 693 Sailing Trips activities in North America. Sort by Popularity. - Page 30
 

Sunset Sailing for Couples and Small Groups

(5 of 2 reviews)

Embark on a magical sunset sailing tour, a luxurious sailboat designed for intimate, small-group experiences. Perfect for couples or small groups looking to share the beauty of a sunset at sea with like-minded sunset and sailing e... More

Free Cancellation
Start From $156.34
 
Sunset Sailing for Couples and Small Groups

Sunset Sailing for Couples and Small Groups

  • North America
  • Superb2 reviews5

Embark on a magical sunset sailing tour, a luxurious sailboat designed for intimate, small-group exp....

    Free Cancellation
    Start From $156.34
 
 

Private Sunset Catamaran Sail in Cocoa Beach

(5 of 2 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
  • Superb2 reviews5

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
 
 

Fireworks Dinner Cruise

(5 of 1 review)

See Vancouver’s waterfront sights while you dine on a sunset dinner cruise. This leisurely cruise takes you past the downtown skyline, Canada Place, the North Shore Mountains behind the North Shore, the West Vancouver shoreline ... More

Free Cancellation
Private Tour
Start From $156.27
 
Fireworks Dinner Cruise Likely to Sell Out

Fireworks Dinner Cruise

  • North America
  • Superb1 review5

See Vancouver’s waterfront sights while you dine on a sunset dinner cruise. This leisurely cruise ....

    Free Cancellation
    Private Tour
    Start From $156.27
 
 

2 Hr Shared Day Sail Along Historic Bay Front

(5 of 4 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 $149.00
 
2 Hr Shared Day Sail Along Historic Bay Front Likely to Sell Out

2 Hr Shared Day Sail Along Historic Bay Front

  • North America
  • Superb4 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 $149.00
 
 

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience.

(5 of 4 reviews)

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take a break and relax in this amazing activity. Enjoy and have fun driving your own speedboat across the Nichupte lagoon that is one ... More

Free Cancellation
Private Tour
Start From $59.00
 
Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experience. Likely to Sell Out

Intrepid SpeedBoat Tour in Cancun with an amazing Snorkel Experie....

  • North America
  • Superb4 reviews5

This is the best experience in Cancun and one of the most wanted, here you will feel 100% free, take....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

(5 of 4 reviews)

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience is waiting for you. This amazing activity is a unique way to admire the underwater world and it is possible because all the boat i... More

Free Cancellation
Private Tour
Start From $165.00
 
Explore the Caribbean in Amazing Clear Boat Tour in Cozumel Likely to Sell Out

Explore the Caribbean in Amazing Clear Boat Tour in Cozumel

  • North America
  • Superb4 reviews5

Explore the wonders of Cozumel in a different way with this unique tour, The clear boat experience i....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

(4.9 of 28 reviews)

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no... More

Free Cancellation
Private Tour
Start From $149.99
 
Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu Likely to Sell Out

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

  • North America
  • Superb28 reviews4.9

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....

    Free Cancellation
    Private Tour
    Start From $149.99
 
 

Paddle at Dawn with visit to Cenotes and Islands

(4.9 of 50 reviews)

Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Free Cancellation
Private Tour
Start From $23.12
 
Paddle at Dawn with visit to Cenotes and Islands Likely to Sell Out

Paddle at Dawn with visit to Cenotes and Islands

  • North America
  • Superb50 reviews4.9

Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

    Free Cancellation
    Private Tour
    Start From $23.12
 
 

Isla Contoy Experience incl. Breakfast and Lunch

(4.9 of 50 reviews)

Your adventure kicks off at Marina Punta Norte, from where you'll sail towards Isla Mujeres while enjoying breakfast on board. You'll have an hour or so to explore the island or lounge on one of its powdery beaches. Hop back on th... More

Free Cancellation
Private Tour
Start From $142.00
 
Isla Contoy Experience incl. Breakfast and Lunch Likely to Sell Out

Isla Contoy Experience incl. Breakfast and Lunch

  • North America
  • Superb50 reviews4.9

Your adventure kicks off at Marina Punta Norte, from where you'll sail towards Isla Mujeres while en....

    Free Cancellation
    Private Tour
    Start From $142.00
 
 

Jungle Tour

(5 of 1 review)

This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through Nichupte Lagoon and snorkel in the El Angel coral reef. Choose to take the driver’s seat or ride shotgun in a 2-seat speedboat a... More

Free Cancellation
Private Tour
Start From $70.00
 
Jungle Tour Likely to Sell Out

Jungle Tour

  • North America
  • Superb1 review5

This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through ....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Key West all Day Beach Pass from Miami

(5 of 1 review)

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Free Cancellation
Private Tour
Start From $169.99
 
Key West all Day Beach Pass from Miami Likely to Sell Out

Key West all Day Beach Pass from Miami

  • North America
  • Superb1 review5

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....

    Free Cancellation
    Private Tour
    Start From $169.99
 
 

Private Luxury Sailboat for 12 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 beautiful sailboat, comfortable, spacious, and excellently equipped. Interior: Sp... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Luxury Sailboat for 12 people 4 hrs Likely to Sell Out

Private Luxury Sailboat for 12 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 $1,200.00
 
 

Private Luxury Catamaran Moonlight Party in Halifax

(5 of 1 review)

The ultimate private sailing experience! The Reverie is the newest boat in our fleet. The Reverie is the perfect balance of luxury and space to enjoy the atmosphere of the Halifax Harbour under the Moonlight The deck layout has b... More

Free Cancellation
Private Tour
Start From $1,000.43
 
Private Luxury Catamaran Moonlight Party in Halifax Likely to Sell Out

Private Luxury Catamaran Moonlight Party in Halifax

  • North America
  • Superb1 review5

The ultimate private sailing experience! The Reverie is the newest boat in our fleet. The Reverie is....

    Free Cancellation
    Private Tour
    Start From $1,000.43
 
 

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

(5 of 1 review)

This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become part of the crew. Our goal is to perform as a unit and get the boat to sail as fast as possible. However, if you are looking for a mo... More

Free Cancellation
Private Tour
Start From $600.00
 
Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay Likely to Sell Out

Learn to Sail in a Bonafide Racing Vessel in Biscayne Bay

  • North America
  • Superb1 review5

This is the most hands-on sailing experience in Miami. As soon as you get in the boat you become par....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

3 in 1 Snorkeling, Parasailing, with Meco Ruins Free

(5 of 1 review)

Have a funny and incredible experience full of nature, doing 3 activities at water and land in a tour package! Fly and see the gorgeous views of the Carribean at 260 ft. By the way, you feel free and you liberate adrenaline! ... More

Free Cancellation
Private Tour
Start From $159.00
 
3 in 1 Snorkeling, Parasailing, with Meco Ruins Free Likely to Sell Out

3 in 1 Snorkeling, Parasailing, with Meco Ruins Free

  • North America
  • Superb1 review5

Have a funny and incredible experience full of nature, doing 3 activities at water and land in a tou....

    Free Cancellation
    Private Tour
    Start From $159.00
 
 

All Inclusive Luxury Isla Mujeres Catamaran 51¨Leopard 4hrs

(5 of 2 reviews)

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and delicious dishes and our host will serve you 'refreshing cocktails.... More

Free Cancellation
Private Tour
Start From $3,150.00
 
All Inclusive Luxury Isla Mujeres Catamaran 51¨Leopard 4hrs Likely to Sell Out

All Inclusive Luxury Isla Mujeres Catamaran 51¨Leopard 4hrs

  • North America
  • Superb2 reviews5

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and....

    Free Cancellation
    Private Tour
    Start From $3,150.00
 
 

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

(5 of 2 reviews)

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s histor... More

Free Cancellation
Private Tour
Start From $50.00
 
Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites Likely to Sell Out

Sunday Mimosa Bar Catamaran Sail with Mini Brunch Bites

  • North America
  • Superb2 reviews5

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard ou....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran

(5 of 2 reviews)

Step aboard the elegant Tropicat and escape into a world of tranquility and beauty. As we gently sail through the stunning waters of Los Cabos, immerse yourself in breathtaking views at every turn — from the iconic Lover’s Bea... More

Free Cancellation
Private Tour
Start From $135.00
 
Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran Likely to Sell Out

Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran

  • North America
  • Superb2 reviews5

Step aboard the elegant Tropicat and escape into a world of tranquility and beauty. As we gently sai....

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

Full-Day Sailing Adventure to Isla Mujeres

(3.5 of 4 reviews)

This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun to Isla Mujeres aboard a wind-powered catamaran with an experienced and friendly captain and crew. Lounge, swim, eat, and drink at ... More

Free Cancellation
Private Tour
Start From $69.99
 
Full-Day Sailing Adventure to Isla Mujeres Likely to Sell Out

Full-Day Sailing Adventure to Isla Mujeres

  • North America
  • Good4 reviews3.5

This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun t....

    Free Cancellation
    Private Tour
    Start From $69.99
 
 

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres

(3.5 of 4 reviews)

Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catamaran, with room for up to 60 guests, and enjoy a premium experience from start to finish. Our team is dedicated to providing except... More

Free Cancellation
Private Tour
Start From $2,400.00
 
4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres Likely to Sell Out

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres

  • North America
  • Good4 reviews3.5

Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catama....

    Free Cancellation
    Private Tour
    Start From $2,400.00
 
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