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Top 10 Best North America Sailing Trips

Found 672 Sailing Trips activities in North America. Sort by Popularity. - Page 28
 

Full-Day Reef Snorkeling in Cozumel from Cancún with Lunch

(3 of 1 review)

Expore famous Cozumel's top snorkeling locations within the same day on this complete quest featuring the island's most spectacular reefs. Discover the stunning marine flora and fauna of the Dzul-Ha, Casa Blanca and Dalila Reefs,... More

Free Cancellation
Start From $99.00
 
Full-Day Reef Snorkeling in Cozumel from Cancún with Lunch Likely to Sell Out

Full-Day Reef Snorkeling in Cozumel from Cancún with Lunch

  • North America

Expore famous Cozumel's top snorkeling locations within the same day on this complete quest featurin....

    Free Cancellation
    Start From $99.00
 
 

Incredible Party in Unlimited Catamaran to Isla Mujeres! + Transportation

(3 of 1 review)

Are you ready for a wonderful day sailing through the Caribbean Sea? aboard a great boat. During the tour you can feel the sun and the breeze while sailing towards a reef, where you will have the opportunity to snorkel and admire ... More

Free Cancellation
Start From $88.00
 
Incredible Party in Unlimited Catamaran to Isla Mujeres! + Transportation Likely to Sell Out

Incredible Party in Unlimited Catamaran to Isla Mujeres! + Transp....

  • North America

Are you ready for a wonderful day sailing through the Caribbean Sea? aboard a great boat. During the....

    Free Cancellation
    Start From $88.00
 
 

Romantic Experience Sunset Dinner Columbus in Cancun (2x1 price)

(4.2 of 5 reviews)

Love will surrender to the most cherished secrets of Nichupte Lagoon aboard Columbus Lobster Dinner Cruise. This is one of a kind romance tour in Cancun offering a special evening surrounded by breathtaking views, live saxophone m... More

Free Cancellation
Start From $224.00
 
Romantic Experience Sunset Dinner Columbus in Cancun (2x1 price) Likely to Sell Out

Romantic Experience Sunset Dinner Columbus in Cancun (2x1 price)

  • North America
  • Exellent5 reviews4.2

Love will surrender to the most cherished secrets of Nichupte Lagoon aboard Columbus Lobster Dinner ....

    Free Cancellation
    Start From $224.00
 
 

Private Afternoon Boat Ride and Beach Excursion 3 hours

(5 of 8 reviews)

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just lay out on the beach. We pass by all the histo... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Afternoon Boat Ride and Beach Excursion 3 hours Likely to Sell Out

Private Afternoon Boat Ride and Beach Excursion 3 hours

  • North America
  • Superb8 reviews5

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht c....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Key West Nighttime Full Moon Sail

(5 of 6 reviews)

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moo... More

Free Cancellation
Private Tour
Start From $83.85
 
Key West Nighttime Full Moon Sail Likely to Sell Out

Key West Nighttime Full Moon Sail

  • North America
  • Superb6 reviews5

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1....

    Free Cancellation
    Private Tour
    Start From $83.85
 
 

Schooner Bloody Mary Day Sail with Full Open Bar in Key West

(5 of 6 reviews)

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there is plenty to see on the water’s surface or circling in the blue sky above you. P... More

Free Cancellation
Private Tour
Start From $49.00
 
Schooner Bloody Mary Day Sail with Full Open Bar in Key West Likely to Sell Out

Schooner Bloody Mary Day Sail with Full Open Bar in Key West

  • North America
  • Superb6 reviews5

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in pa....

    Free Cancellation
    Private Tour
    Start From $49.00
 
 

2 Hours Cocktail Sail Aboard Bella

(5 of 6 reviews)

Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the water. Spot dolphins, seabirds, and other wildlife as you pass by islands and marshlands. The boat is fully equipped with air con... More

Free Cancellation
Private Tour
Start From $150.00
 
2 Hours Cocktail Sail Aboard Bella Likely to Sell Out

2 Hours Cocktail Sail Aboard Bella

  • North America
  • Superb6 reviews5

Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the ....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

2-Hour Private Morning Charter on Heart's Desire in Casco Bay

(5 of 6 reviews)

Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in ... More

Free Cancellation
Private Tour
Start From $500.00
 
2-Hour Private Morning Charter on Heart's Desire in Casco Bay Likely to Sell Out

2-Hour Private Morning Charter on Heart's Desire in Casco Bay

  • North America
  • Superb6 reviews5

Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and fea....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet

(2 of 1 review)

Discover the Magic of Isla Mujeres on a Catamaran Adventure! Sail across the turquoise Caribbean waters from Cancun to Isla Mujeres on this unforgettable catamaran tour. Perfect for adventure seekers and families alike, this expe... More

Free Cancellation
Private Tour
Start From $79.00
 
Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet Likely to Sell Out

Isla Mujeres Catamaran Day Trip with Snorkel Open Bar and Buffet

  • North America

Discover the Magic of Isla Mujeres on a Catamaran Adventure! Sail across the turquoise Caribbean wa....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Morning Pali Coast Snorkel and Performance Sail

(4.8 of 4 reviews)

The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Gardens which boasts a unique blend of coral and sea life tucked into the cliffs near the West Maui Mountains. Enjoy the best conditions... More

Free Cancellation
Private Tour
Start From $129.73
 
Morning Pali Coast Snorkel and Performance Sail Likely to Sell Out

Morning Pali Coast Snorkel and Performance Sail

  • North America
  • Superb4 reviews4.8

The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Garden....

    Free Cancellation
    Private Tour
    Start From $129.73
 
 

Condor Sailing Public Dolphin and Sightseeing Cruise

(5 of 4 reviews)

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More

Free Cancellation
Private Tour
Start From $104.00
 
Condor Sailing Public Dolphin and Sightseeing Cruise Likely to Sell Out

Condor Sailing Public Dolphin and Sightseeing Cruise

  • North America
  • Superb4 reviews5

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....

    Free Cancellation
    Private Tour
    Start From $104.00
 
 

Private Tour Isla Mujeres excursion in Transparent Boat

(3.3 of 3 reviews)

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our 100% transparent boat. It will be a unique activity for you, where you will be given a guided tour of different reefs to apprecia... More

Free Cancellation
Private Tour
Start From $349.48
 
Private Tour Isla Mujeres excursion in Transparent Boat Likely to Sell Out

Private Tour Isla Mujeres excursion in Transparent Boat

  • North America
  • Good3 reviews3.3

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our ....

    Free Cancellation
    Private Tour
    Start From $349.48
 
 

Catamaran Sailboat Bacalar Excursions

(5 of 1 review)

Our Stiletto catamaran stands out due to several unique features: 1. Speed and Stability : Unlike traditional catamarans, the Stiletto combines the thrill of speed with exceptional stability, ensuring a smooth and exciting ride,... More

Free Cancellation
Private Tour
Start From $411.59
 
Catamaran Sailboat Bacalar Excursions Likely to Sell Out

Catamaran Sailboat Bacalar Excursions

  • North America
  • Superb1 review5

Our Stiletto catamaran stands out due to several unique features: 1. Speed and Stability : Unlike ....

    Free Cancellation
    Private Tour
    Start From $411.59
 
 

Private South Shore Sail Charter

(5 of 2 reviews)

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private South Shore Sail Charter Likely to Sell Out

Private South Shore Sail Charter

  • North America
  • Superb2 reviews5

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Spend the Day on Buzzards Bay - Sailing Trips

(5 of 6 reviews)

Skip the Newport bridge traffic and toursit traps and come spend the day in picturesque Mattapoisett Harbor, a quaint New England coastal village. Whether you want to go for a sail or cruise the shoreline, we're happy to make sug... More

Free Cancellation
Private Tour
Start From $375.00
 
Spend the Day on Buzzards Bay - Sailing Trips Likely to Sell Out

Spend the Day on Buzzards Bay - Sailing Trips

  • North America
  • Superb6 reviews5

Skip the Newport bridge traffic and toursit traps and come spend the day in picturesque Mattapoisett....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

(4.7 of 56 reviews)

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the business of making dreams come true! Our new yacht is the hottest new addition to our fleet. The Canadian built Neptunus is truly ... More

Free Cancellation
Private Tour
Start From $1,349.00
 
3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya Likely to Sell Out

3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya

  • North America
  • Superb56 reviews4.7

We know you’re not just looking for a yacht—you’re looking for an experience. We’re in the ....

    Free Cancellation
    Private Tour
    Start From $1,349.00
 
 

Jolly Roger Pirate Ship Cruise & Dinner Show

(4.7 of 56 reviews)

Become a pirate for a night by teaming up with Jolly Roger's cheerful crew! Embark on a fun-packed sunset cruise on the gorgeous Spanish Galleon for the ideal evening out with the whole family. The buccaneers start greeting you a... More

Special Offer
Free Cancellation
Private Tour
Start From $73.16
(Saving 10% ) $81.29
 
-10% Jolly Roger Pirate Ship Cruise & Dinner Show Likely to Sell Out

Jolly Roger Pirate Ship Cruise & Dinner Show

  • North America
  • Superb56 reviews4.7

Become a pirate for a night by teaming up with Jolly Roger's cheerful crew! Embark on a fun-packed s....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $73.16
    (Saving 10% ) $81.29
 
 

The Ultimate Catamaran Party Cruise Experience!

(4.7 of 56 reviews)

Experience the Ultimate Catamaran Party Cruise! Step aboard the renowned Pez Gato for Los Cabos' original and most exhilarating sunset party cruise. Groove to the beats of today's hits and timeless classics with our curated play... More

Free Cancellation
Private Tour
Start From $108.00
 
The Ultimate Catamaran Party Cruise Experience! Likely to Sell Out

The Ultimate Catamaran Party Cruise Experience!

  • North America
  • Superb56 reviews4.7

Experience the Ultimate Catamaran Party Cruise! Step aboard the renowned Pez Gato for Los Cabos' or....

    Free Cancellation
    Private Tour
    Start From $108.00
 
 

SUNSET CRUISE in Key Largo,FL.

(5 of 3 reviews)

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More

Free Cancellation
Private Tour
Start From $479.00
 
SUNSET CRUISE in Key Largo,FL. Likely to Sell Out

SUNSET CRUISE in Key Largo,FL.

  • North America
  • Superb3 reviews5

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....

    Free Cancellation
    Private Tour
    Start From $479.00
 
 

Los Cabos Amazing Resort Day Pass (Snorkel, Jet Ski, SUP, Surf)

(5 of 3 reviews)

Los Cabos is known for its beautiful beach areas, amazing views, astonishing beach locations but only a few are safe for swimming. If you are looking for a unforgettable day full of Fun, Sun, Amazing Beach Area and a wide variety ... More

Free Cancellation
Private Tour
Start From $199.00
 
Los Cabos Amazing Resort Day Pass (Snorkel, Jet Ski, SUP, Surf) Likely to Sell Out

Los Cabos Amazing Resort Day Pass (Snorkel, Jet Ski, SUP, Surf)

  • North America
  • Superb3 reviews5

Los Cabos is known for its beautiful beach areas, amazing views, astonishing beach locations but onl....

    Free Cancellation
    Private Tour
    Start From $199.00
 
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