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Top 10 Best North America Sailing Trips

Found 688 Sailing Trips activities in North America. Sort by Popularity. - Page 21
 

Tulum: Snorkeling and Private Sailing Tour

(4.9 of 153 reviews)

We will enjoy a wonderful catamaran tour, powered only by the wind, we will be able to enjoy a spectacular view of the Tulum ruins from the sea... More

Free Cancellation
Private Tour
Start From $60.51
 
Tulum: Snorkeling and Private Sailing Tour

Tulum: Snorkeling and Private Sailing Tour

  • North America
  • Superb153 reviews4.9

We will enjoy a wonderful catamaran tour, powered only by the wind, we will be able to enjoy a spect....

    Free Cancellation
    Private Tour
    Start From $60.51
 
 

Fort Lauderdale Sailing Charter

(5 of 366 reviews)

Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 years of local sailing experience. For PRIVATE charters, call directly to make arrangements. One to Three passengers bookings are s... More

Free Cancellation
Private Tour
Start From $150.00
 
Fort Lauderdale Sailing Charter

Fort Lauderdale Sailing Charter

  • North America
  • Superb366 reviews5

Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 y....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

America's Cup Day Sailing Adventure on San Francisco Bay

(4.9 of 101 reviews)

Welcome aboard for a thrilling 2.5 hour sailing adventure aboard USA 76, an International America’s Cup Class racing yacht that challenged in 2003 for sporting’s oldest active trophy, the America’s Cup. Feel the adrenaline a... More

Free Cancellation
Private Tour
Start From $207.74
 
America's Cup Day Sailing Adventure on San Francisco Bay Likely to Sell Out

America's Cup Day Sailing Adventure on San Francisco Bay

  • North America
  • Superb101 reviews4.9

Welcome aboard for a thrilling 2.5 hour sailing adventure aboard USA 76, an International America’....

    Free Cancellation
    Private Tour
    Start From $207.74
 
 

Pau Hana Sunset Cruise with the Whales

(4.8 of 46 reviews)

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala... More

Free Cancellation
Private Tour
Start From $165.00
 
Pau Hana Sunset Cruise with the Whales Likely to Sell Out

Pau Hana Sunset Cruise with the Whales

  • North America
  • Superb46 reviews4.8

Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the b....

    Free Cancellation
    Private Tour
    Start From $165.00
 
 

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

(4.8 of 15 reviews)

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the flagship 420 Outrage a boat like no other. From the expansive bow with innovative seating galore, to the beautifully designed convert... More

Free Cancellation
Private Tour
Start From $284.09
 
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests Likely to Sell Out

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

  • North America
  • Superb15 reviews4.8

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the fla....

    Free Cancellation
    Private Tour
    Start From $284.09
 
 

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

(3.1 of 16 reviews)

Experience the beauty of Biscayne Bay in Miami at sunset with unlimited mixed drinks, including liquor, wine, and beer. Enjoy the best party in Miami with a live DJ, VIP tables, perfect for birthdays, celebrations, or simply enjoy... More

Free Cancellation
Private Tour
Start From $139.00
 
Ultimate Party in Miami : Boat Party, Party Bus & Nightclub Likely to Sell Out

Ultimate Party in Miami : Boat Party, Party Bus & Nightclub

  • North America
  • Good16 reviews3.1

Experience the beauty of Biscayne Bay in Miami at sunset with unlimited mixed drinks, including liqu....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Bar

(4.9 of 276 reviews)

Cruise aboard a private sailboat for just you and your group into the Sea of Cortes. Enjoy great photo opportunities as you pass by the famous Arch, Land's end, and Sea Lion Colony before you head out of the bay.  Visit a secl... More

Free Cancellation
Private Tour
Start From $2,299.00
 
Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Bar Likely to Sell Out

Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Ba....

  • North America
  • Superb276 reviews4.9

Cruise aboard a private sailboat for just you and your group into the Sea of Cortes. Enjoy great ph....

    Free Cancellation
    Private Tour
    Start From $2,299.00
 
 

Laguna Grill - Private Boat with on-board BBQ and Drinks Included

(5 of 124 reviews)

One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy nature away from crowds while enjoying an on board BBQ. ... More

Free Cancellation
Private Tour
Start From $180.00
 
Laguna Grill - Private Boat with on-board BBQ and Drinks Included Likely to Sell Out

Laguna Grill - Private Boat with on-board BBQ and Drinks Included

  • North America
  • Superb124 reviews5

One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy natu....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

Isla Mujeres Platinum by Albatros Catamarans

(4.2 of 278 reviews)

The Platinum Tour is unique because it offers an unparalleled experience of luxury, adventure, and relaxation in the Mexican Caribbean. What sets it apart is the perfect blend of sophistication and fun, with attention to every det... More

Free Cancellation
Private Tour
Start From $129.00
 
Isla Mujeres Platinum by Albatros Catamarans Likely to Sell Out

Isla Mujeres Platinum by Albatros Catamarans

  • North America
  • Exellent278 reviews4.2

The Platinum Tour is unique because it offers an unparalleled experience of luxury, adventure, and r....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Private Sailing Charter on San Diego Bay

(4.9 of 34 reviews)

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This private charter�... More

Free Cancellation
Private Tour
Start From $450.00
 
Private Sailing Charter on San Diego Bay Likely to Sell Out

Private Sailing Charter on San Diego Bay

  • North America
  • Superb34 reviews4.9

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

Visit Private Beaches around Puerto Vallarta in a Private Yacht

(5 of 81 reviews)

Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours don’t go. Also enjoy the explanation from our captain on the art of sailing. This is not a boat trip, this is an experience to enj... More

Free Cancellation
Private Tour
Start From $1,500.00
 
Visit Private Beaches around Puerto Vallarta in a Private Yacht Likely to Sell Out

Visit Private Beaches around Puerto Vallarta in a Private Yacht

  • North America
  • Superb81 reviews5

Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours do....

    Free Cancellation
    Private Tour
    Start From $1,500.00
 
 

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

(5 of 13 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 $1,452.11
 
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
  • Superb13 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 $1,452.11
 
 

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 67 reviews)

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More

Free Cancellation
Private Tour
Start From $196.63
 
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel Likely to Sell Out

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

  • North America
  • Superb67 reviews4.7

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....

    Free Cancellation
    Private Tour
    Start From $196.63
 
 

Catamaran Adventure: Sailing and Swimming in the Bacalar Lagoon

(5 of 71 reviews)

Bacalar is the perfect place to live this experience. This wonderful region has the calmest waters in the Caribbean and has the most fascinating tropical landscapes. You will visit the most beautiful places in the lagoon where yo... More

Free Cancellation
Private Tour
Start From $55.00
 
Catamaran Adventure: Sailing and Swimming in the Bacalar Lagoon Likely to Sell Out

Catamaran Adventure: Sailing and Swimming in the Bacalar Lagoon

  • North America
  • Superb71 reviews5

Bacalar is the perfect place to live this experience. This wonderful region has the calmest waters i....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Fun Boat Rental with Captain in Miami Beach - up to 6 people

(4.9 of 46 reviews)

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straightforward bareboat charter. Now, let's talk logistics. The captain's compensation is a separate matter, settled directly at the ... More

Free Cancellation
Private Tour
Start From $330.00
 
Fun Boat Rental with Captain in Miami Beach - up to 6 people Likely to Sell Out

Fun Boat Rental with Captain in Miami Beach - up to 6 people

  • North America
  • Superb46 reviews4.9

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straig....

    Free Cancellation
    Private Tour
    Start From $330.00
 
 

Sunset Sail on Historic Schooner in Key West

(4.8 of 99 reviews)

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak... More

Free Cancellation
Private Tour
Start From $109.00
 
Sunset Sail on Historic Schooner in Key West Likely to Sell Out

Sunset Sail on Historic Schooner in Key West

  • North America
  • Superb99 reviews4.8

Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then ....

    Free Cancellation
    Private Tour
    Start From $109.00
 
 

2-Hour Sunset Sail from San Diego

(4.8 of 72 reviews)

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Experience the setting sun cast its brilliant color... More

Free Cancellation
Private Tour
Start From $130.00
 
2-Hour Sunset Sail from San Diego Likely to Sell Out

2-Hour Sunset Sail from San Diego

  • North America
  • Superb72 reviews4.8

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

Friday Night Catamaran Fireworks Sail with Open Bar

(4.9 of 54 reviews)

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian Village fireworks display seen from the water feels like you’re right under the action! There's no better way to kick off the we... More

Free Cancellation
Private Tour
Start From $92.57
 
Friday Night Catamaran Fireworks Sail with Open Bar Likely to Sell Out

Friday Night Catamaran Fireworks Sail with Open Bar

  • North America
  • Superb54 reviews4.9

Who doesn't love fireworks, especially with all inclusive drinks? The famous weekly Hilton Hawaiian ....

    Free Cancellation
    Private Tour
    Start From $92.57
 
 

Tulum Premium Sailing: All-Inclusive 4-Hour on 40′ Catamaran Bali

(5 of 320 reviews)

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredible sailing catamaran, with a host and a chef at your disposal, the captain will take you to sail in the most beautiful waters of ... More

Free Cancellation
Private Tour
Start From $2,100.00
 
Tulum Premium Sailing: All-Inclusive 4-Hour on 40′ Catamaran Bali Likely to Sell Out

Tulum Premium Sailing: All-Inclusive 4-Hour on 40′ Catamaran Ba....

  • North America
  • Superb320 reviews5

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredi....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

(4.9 of 117 reviews)

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for gre... More

Free Cancellation
Private Tour
Start From $475.00
 
2-Hour Private Hilton Head Afternoon Dolphin Watching Sail Likely to Sell Out

2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

  • North America
  • Superb117 reviews4.9

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind....

    Free Cancellation
    Private Tour
    Start From $475.00