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Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 23
 

Family Friendly Private Sailing Experience up to 8 Guests

(5 of 7 reviews)

Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can accommodate up to 6 of your friends and family while we enjoy a peaceful daytime sailing experience. Set sail on San Diego Bay whi... More

Free Cancellation
Private Tour
Start From $599.00
 
Family Friendly Private Sailing Experience up to 8 Guests Likely to Sell Out

Family Friendly Private Sailing Experience up to 8 Guests

  • North America
  • Superb7 reviews5

Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Sail New York with Brooklyn Sail (Reserve the entire boat)

(5 of 116 reviews)

2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the Brooklyn Bridge, Statue of Liberty, World Trade Center, Ellis Island, Governor... More

Free Cancellation
Private Tour
Start From $895.00
 
Private Sail New York with Brooklyn Sail (Reserve the entire boat) Likely to Sell Out

Private Sail New York with Brooklyn Sail (Reserve the entire boat....

  • North America
  • Superb116 reviews5

2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Br....

    Free Cancellation
    Private Tour
    Start From $895.00
 
 

Premium Miami Yacht Tour Experience: Captain, Champagne & Party!

(5 of 4 reviews)

Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never before! Perfect for any special occasion, this VIP experience promises unforgettable memories Adventure Highlights Biscayne Bay ... More

Free Cancellation
Private Tour
Start From $50.00
 
Premium Miami Yacht Tour Experience: Captain, Champagne & Party! Likely to Sell Out

Premium Miami Yacht Tour Experience: Captain, Champagne & Party!

  • North America
  • Superb4 reviews5

Ready for the party of a lifetime? Hop aboard our luxurious yacht in Miami Beach to party like never....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Reef Snorkeling with ATV, Zipline, Cenote that includes lunch and transportation

(4.3 of 3 reviews)

Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming in a unique underwater world, you will discover the second largest coral reef in the world. Imagine swimming with impressive corals... More

Free Cancellation
Private Tour
Start From $115.00
 
Reef Snorkeling with ATV, Zipline, Cenote that includes lunch and transportation Likely to Sell Out

Reef Snorkeling with ATV, Zipline, Cenote that includes lunch an....

  • North America
  • Exellent3 reviews4.3

Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming i....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

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

(5 of 13 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 $406.30
 
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
  • Superb13 reviews5

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

    Free Cancellation
    Private Tour
    Start From $406.30
 
 

South Shore Open Sail from Kewalo Harbor Including Drinks

(5 of 14 reviews)

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! We are a 49-passenger beautiful yellow and red retired Waikiki Beach catamaran now operating from Kewalo... More

Free Cancellation
Private Tour
Start From $47.50
 
South Shore Open Sail from Kewalo Harbor Including Drinks Likely to Sell Out

South Shore Open Sail from Kewalo Harbor Including Drinks

  • North America
  • Superb14 reviews5

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....

    Free Cancellation
    Private Tour
    Start From $47.50
 
 

Waikiki Private Sunset Sail Romantic and Private

(5 of 14 reviews)

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a spectacular Hawaiian sunset on your private yacht. Get a chance to see whales, dolphins and sea turtles. Immerse yourself in a bucke... More

Free Cancellation
Private Tour
Start From $799.00
 
Waikiki Private Sunset Sail Romantic and Private Likely to Sell Out

Waikiki Private Sunset Sail Romantic and Private

  • North America
  • Superb14 reviews5

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a sp....

    Free Cancellation
    Private Tour
    Start From $799.00
 
 

Snorkel Adventure through the Sea of Cortez

(4.4 of 7 reviews)

Sail through the Sea of Cortez, a blue and shimmering spectacle around Cabo San Lucas. You will ride a luxurious and comfortable catamaran along the Cabo bays to admire the greatest landscapes of Baja. As you get immerse into Sant... More

Free Cancellation
Private Tour
Start From $149.00
 
Snorkel Adventure through the Sea of Cortez Likely to Sell Out

Snorkel Adventure through the Sea of Cortez

  • North America
  • Exellent7 reviews4.4

Sail through the Sea of Cortez, a blue and shimmering spectacle around Cabo San Lucas. You will ride....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Nights of Lights Sailboat Tour at St Augustine Sailing

(5 of 9 reviews)

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More

Free Cancellation
Private Tour
Start From $99.00
 
Nights of Lights Sailboat Tour at St Augustine Sailing Likely to Sell Out

Nights of Lights Sailboat Tour at St Augustine Sailing

  • North America
  • Superb9 reviews5

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

San Salvador Spanish Galleon Adventure Day Sail with General Admission

(4.5 of 2 reviews)

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More

Free Cancellation
Private Tour
Start From $119.00
 
San Salvador Spanish Galleon Adventure Day Sail with General Admission Likely to Sell Out

San Salvador Spanish Galleon Adventure Day Sail with General Admi....

  • North America
  • Exellent2 reviews4.5

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Private Charleston Harbor Catamaran Sail

(5 of 26 reviews)

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Charleston Harbor Catamaran Sail Likely to Sell Out

Private Charleston Harbor Catamaran Sail

  • North America
  • Superb26 reviews5

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Deluxe private Sunset & Day Sail

(5 of 1 review)

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More

Free Cancellation
Private Tour
Start From $650.00
 
Deluxe private Sunset & Day Sail Likely to Sell Out

Deluxe private Sunset & Day Sail

  • North America
  • Superb1 review5

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Laska Sailing Tours on the Lagoon Bacalar

(4.8 of 18 reviews)

The best way to know the lagoon Bacalar is from sailing boat. Let us take you to the most beautiful place you dream of. We will start from the marina, where the captain will give you safety instructions and give each member a lif... More

Free Cancellation
Private Tour
Start From $43.72
 
Laska Sailing Tours on the Lagoon Bacalar Likely to Sell Out

Laska Sailing Tours on the Lagoon Bacalar

  • North America
  • Superb18 reviews4.8

The best way to know the lagoon Bacalar is from sailing boat. Let us take you to the most beautiful ....

    Free Cancellation
    Private Tour
    Start From $43.72
 
 

Romantic Dinner Touring the Nichupté Lagoon in Galeón

(4.8 of 18 reviews)

Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard the Columbus Romantic Dinner Cruise. This is a unique romance tour in Cancun, as it offers a very special evening, surrounded by ... More

Special Offer
Free Cancellation
Private Tour
Start From $112.50
(Saving 10% ) $125.00
 
-10% Romantic Dinner Touring the Nichupté Lagoon in Galeón Likely to Sell Out

Romantic Dinner Touring the Nichupté Lagoon in Galeón

  • North America
  • Superb18 reviews4.8

Love will fall at the foot of the Nichupté Lagoon, as you discover its most precious secrets aboard....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $112.50
    (Saving 10% ) $125.00
 
 

Luxury Private Yacht Charter in Cabo San Lucas Mexico

(5 of 4 reviews)

You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a capacity of up to 6 people maximum, remember that the trip is totally private, only your group and the crew (captain and first mat... More

Free Cancellation
Private Tour
Start From $400.00
 
Luxury Private Yacht Charter in Cabo San Lucas Mexico Likely to Sell Out

Luxury Private Yacht Charter in Cabo San Lucas Mexico

  • North America
  • Superb4 reviews5

You will take a 2-hour tour of the bay of Cabo San Lucas aboard "Reel Tequila" our 31ft boat with a ....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Clear Boat to Cabo Lands End, The Arch and more

(4.5 of 11 reviews)

Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most uniquely, in a clear boat. You will take a tour just where the Pacific Ocean meets the Sea of Cortez, the famous Lands End. In our... More

Free Cancellation
Private Tour
Start From $39.00
 
Clear Boat to Cabo Lands End, The Arch and more Likely to Sell Out

Clear Boat to Cabo Lands End, The Arch and more

  • North America
  • Exellent11 reviews4.5

Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most ....

    Free Cancellation
    Private Tour
    Start From $39.00
 
 

Private Sailing Charter: Up to 24 Passengers

(5 of 1 review)

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More

Free Cancellation
Private Tour
Start From $1,207.50
 
Private Sailing Charter: Up to 24 Passengers Likely to Sell Out

Private Sailing Charter: Up to 24 Passengers

  • North America
  • Superb1 review5

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....

    Free Cancellation
    Private Tour
    Start From $1,207.50
 
 

All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts

(4.5 of 2 reviews)

Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our luxury vessels. Cozy up with that special someone in one of the most romantic settings in the Mexican Caribbean. With time to relax ... More

Free Cancellation
Private Tour
Start From $900.00
 
All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts Likely to Sell Out

All Inclusive Cancun: Private Romantic Dinner on a Luxury Yachts

  • North America
  • Exellent2 reviews4.5

Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our lu....

    Free Cancellation
    Private Tour
    Start From $900.00
 
 

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

(4.7 of 7 reviews)

Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the amount of people and your experience. Also inclusive in the beautiful waters of Cozumel snorkel over the reef a visit to the starf... More

Free Cancellation
Private Tour
Start From $2,500.00
 
5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl Likely to Sell Out

5 Hr Private Catamaran Cruise with lunch and drinks to 15-20 ppl

  • North America
  • Superb7 reviews4.7

Choices for your private occasion in a catamaran different sizes as well as Yachts depending on the ....

    Free Cancellation
    Private Tour
    Start From $2,500.00
 
 

Private Luxury Catamaran to Isla Mujeres

(5 of 6 reviews)

You are renting this Lagoon Lagoon GMB421VIP catamaran for private use. You can select with the Captain on board which destination you want to go to within Cancun and Isla Mujeres where you can navigate, stop, snorkel, or swim. Yo... More

Free Cancellation
Private Tour
Start From $3,000.00
 
Private Luxury Catamaran to Isla Mujeres Likely to Sell Out

Private Luxury Catamaran to Isla Mujeres

  • North America
  • Superb6 reviews5

You are renting this Lagoon Lagoon GMB421VIP catamaran for private use. You can select with the Capt....

    Free Cancellation
    Private Tour
    Start From $3,000.00
 
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