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Top 10 Best North America Sailing Trips

Found 676 Sailing Trips activities in North America. Sort by Popularity. - Page 9
 

2-hour Private Luxury New York City Sunset Boat Tour

(5 of 24 reviews)

Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and reflects off of the city skyline on this magical 2-hour sunset cruise around lower Manhattan! Get an unobstructed view of the Man... More

Free Cancellation
Private Tour
Start From $599.99
 
2-hour Private Luxury New York City Sunset Boat Tour

2-hour Private Luxury New York City Sunset Boat Tour

  • North America
  • Superb24 reviews5

Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and....

    Free Cancellation
    Private Tour
    Start From $599.99
 
 

San Francisco Bay Sailing Cruise

(4.9 of 586 reviews)

Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sail away from bustling city and enjoy photo ops from the vantage point of the water. You’ll coast past the city skyline, the Gold... More

Free Cancellation
Private Tour
Start From $69.00
 
San Francisco Bay Sailing Cruise Likely to Sell Out

San Francisco Bay Sailing Cruise

  • North America
  • Superb586 reviews4.9

Experience the beauty of San Francisco during a 1.5-hour catamaran cruise over San Francisco Bay. Sa....

    Free Cancellation
    Private Tour
    Start From $69.00
 
 

Cozumel Private Snorkeling and Charter Experience

(5 of 25 reviews)

We're known for operating the best all-inclusive snorkel experiences on the island of Cozumel. On this tour, you'll have your own completely private charter visiting the famous 'El Cielo' and other amazing destinations to give you... More

Free Cancellation
Private Tour
Start From $850.00
 
Cozumel Private Snorkeling and Charter Experience Likely to Sell Out

Cozumel Private Snorkeling and Charter Experience

  • North America
  • Superb25 reviews5

We're known for operating the best all-inclusive snorkel experiences on the island of Cozumel. On th....

    Free Cancellation
    Private Tour
    Start From $850.00
 
 

Private Key West Sandbar and Paddle by Boat

(4.9 of 31 reviews)

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats and wildlife refuges as well as spot an abundance of marine birds and sea life. Padd... More

Free Cancellation
Private Tour
Start From $600.00
 
Private Key West Sandbar and Paddle by Boat Likely to Sell Out

Private Key West Sandbar and Paddle by Boat

  • North America
  • Superb31 reviews4.9

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

HipHop Catamaran Party from Cancun to Isla Mujeres

(5 of 2 reviews)

Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snorkeling in one of the Caribbean's top reefs, surrounded by vibrant marine life. Then, head to a secluded sandbank—a hidden gem pe... More

Free Cancellation
Private Tour
Start From $42.00
 
HipHop Catamaran Party from Cancun to Isla Mujeres Likely to Sell Out

HipHop Catamaran Party from Cancun to Isla Mujeres

  • North America
  • Superb2 reviews5

Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snor....

    Free Cancellation
    Private Tour
    Start From $42.00
 
 

Newport Sunset Sail on Classic Sailboat

(4.8 of 17 reviews)

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More

Free Cancellation
Private Tour
Start From $67.84
 
Newport Sunset Sail on Classic Sailboat Likely to Sell Out

Newport Sunset Sail on Classic Sailboat

  • North America
  • Superb17 reviews4.8

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....

    Free Cancellation
    Private Tour
    Start From $67.84
 
 

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

(4.9 of 186 reviews)

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More

Free Cancellation
Private Tour
Start From $119.00
 
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways Likely to Sell Out

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

  • North America
  • Superb186 reviews4.9

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard

(4.8 of 213 reviews)

• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel and marvel at the wide array of tropical fish and rich marine life that inhabit the colorful reefs of the island. • Paddleboard a... More

Free Cancellation
Private Tour
Start From $139.00
 
Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard Likely to Sell Out

Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboa....

  • North America
  • Superb213 reviews4.8

• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel a....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Sunset Sail Aboard the 47 ft Daydreams Sailboat

(4.8 of 9 reviews)

Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Grand Lagoon and along the coast of Shell Island. Enjoy a relaxing sail in the Gulf of Mexico and look for dolphins along the way. Wit... More

Free Cancellation
Private Tour
Start From $99.00
 
Sunset Sail Aboard the 47 ft Daydreams Sailboat Likely to Sell Out

Sunset Sail Aboard the 47 ft Daydreams Sailboat

  • North America
  • Superb9 reviews4.8

Your 2 hour sunset charter on our 47-foot sailboat Daydreams will include a scenic trip through Gran....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Half-Day Deluxe Molokini Snorkel Excursion in Maui

(4.9 of 73 reviews)

Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snorkeling trips, romantic sunset cruises, and everything in between. We’re honored to play a part in introducing our visitors to th... More

Free Cancellation
Private Tour
Start From $289.00
 
Half-Day Deluxe Molokini Snorkel Excursion in Maui Likely to Sell Out

Half-Day Deluxe Molokini Snorkel Excursion in Maui

  • North America
  • Superb73 reviews4.9

Since 1978, we have been proudly sailing the seas of Maui, whisking guests away on exhilarating snor....

    Free Cancellation
    Private Tour
    Start From $289.00
 
 

Private Luxury Daytime Boat Tour in New York City - 1 Hour

(4.9 of 31 reviews)

Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a relaxing and comfortable journey around lower Manhattan. En... More

Free Cancellation
Private Tour
Start From $350.00
 
Private Luxury Daytime Boat Tour in New York City - 1 Hour Likely to Sell Out

Private Luxury Daytime Boat Tour in New York City - 1 Hour

  • North America
  • Superb31 reviews4.9

Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

2.5 Hour Catamaran Sail Adventure

(5 of 43 reviews)

With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More

Free Cancellation
Private Tour
Start From $119.00
 
2.5 Hour Catamaran Sail Adventure Likely to Sell Out

2.5 Hour Catamaran Sail Adventure

  • North America
  • Superb43 reviews5

With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepare....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

52' Yacht Rental in Miami Beach with Experienced Captain

(4.6 of 5 reviews)

Enjoy the day on the water with friends & family in Miami Beach with Dolphin Water Sport. Our +950 reviews on Google with a 4.9 score guarantee our quality. Our Yacht & Captains are certified & licensed by the USCG, giving you a... More

Free Cancellation
Private Tour
Start From $1,500.00
 
52' Yacht Rental in Miami Beach with Experienced Captain Likely to Sell Out

52' Yacht Rental in Miami Beach with Experienced Captain

  • North America
  • Superb5 reviews4.6

Enjoy the day on the water with friends & family in Miami Beach with Dolphin Water Sport. Our +950 ....

    Free Cancellation
    Private Tour
    Start From $1,500.00
 
 

Snorkeling Tour in Los Cabos

(4 of 1 review)

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, on the Pez Gato, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fish. O... More

Free Cancellation
Private Tour
Start From $123.00
 
Snorkeling Tour in Los Cabos Likely to Sell Out

Snorkeling Tour in Los Cabos

  • North America
  • Very Good1 review4

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....

    Free Cancellation
    Private Tour
    Start From $123.00
 
 

6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beaches

(5 of 11 reviews)

Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 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... More

Free Cancellation
Private Tour
Start From $1,353.34
 
6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beaches Likely to Sell Out

6 hours on a Private Yacht in Puerto Vallarta - Snorkeling & Beac....

  • North America
  • Superb11 reviews5

Sail on a private trip aboard our 50-foot private yacht, ideal for up to 18 passengers. We are sure ....

    Free Cancellation
    Private Tour
    Start From $1,353.34
 
 

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen

(5 of 301 reviews)

We are a Yacht private rental company with more than 15 years of experience in the hospitality industry in Playa del Carmen, Puerto Aventuras and Tulum. Our services are provided with high quality standards to ensure maximum satis... More

Free Cancellation
Private Tour
Start From $1,350.00
 
4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del Carmen Likely to Sell Out

4 hours - Private 48ft Yacht all inclusive in Tulum and Playa del....

  • North America
  • Superb301 reviews5

We are a Yacht private rental company with more than 15 years of experience in the hospitality indus....

    Free Cancellation
    Private Tour
    Start From $1,350.00
 
 

Morning Sail With the Whales Ma'alaea

(5 of 10 reviews)

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More

Free Cancellation
Private Tour
Start From $81.08
 
Morning Sail With the Whales Ma'alaea Likely to Sell Out

Morning Sail With the Whales Ma'alaea

  • North America
  • Superb10 reviews5

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Private Tour
    Start From $81.08
 
 

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

(5 of 8 reviews)

Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the be... More

Free Cancellation
Private Tour
Start From $99.00
 
Guided Snorkel + Morning Sail - Small Groups with Honest Eco Likely to Sell Out

Guided Snorkel + Morning Sail - Small Groups with Honest Eco

  • North America
  • Superb8 reviews5

Guided Snorkel + Morning Sail • Winter Only with Small Groups on an Honest Eco Tour. What Makes....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

(4.8 of 12 reviews)

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More

Free Cancellation
Private Tour
Start From $1,150.00
 
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

  • North America
  • Superb12 reviews4.8

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Free Cancellation
    Private Tour
    Start From $1,150.00
 
 

Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch

(3.5 of 2 reviews)

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the most bigger reef in the world, this is consider as the 2nd one worldwide. Imagi... More

Free Cancellation
Private Tour
Start From $55.00
 
Reef Snorkel, underwater adventure in Puerto Morelos With Transportation & Lunch Likely to Sell Out

Reef Snorkel, underwater adventure in Puerto Morelos With Transpo....

  • North America
  • Good2 reviews3.5

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a mu....

    Free Cancellation
    Private Tour
    Start From $55.00
 
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