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Top 10 Best North America Sailing Trips

Found 690 Sailing Trips activities in North America. Sort by Popularity. - Page 27
 

JFarwell Sip & Sail aboard the Reverie

(5 of 18 reviews)

This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding in luxury with friends, family or colleagues. Step aboard our 50’ Catamaran and be greeted with a perfect locally crafted bevera... More

Free Cancellation
Private Tour
Start From $862.20
 
JFarwell Sip & Sail aboard the Reverie

JFarwell Sip & Sail aboard the Reverie

  • North America
  • Superb18 reviews5

This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding ....

    Free Cancellation
    Private Tour
    Start From $862.20
 
 

Private Whale Watching Sailing Adventure

(3.5 of 2 reviews)

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Whale Watching Sailing Adventure Likely to Sell Out

Private Whale Watching Sailing Adventure

  • North America
  • Good2 reviews3.5

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion

(4.3 of 3 reviews)

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its beauty. Here you will know the Nichupte Lagoon that is a marvelous lagoon in Mexico, here you will... More

Free Cancellation
Private Tour
Start From $45.00
 
Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion Likely to Sell Out

Jungle Tour In Cancun, drive a speedboat through the lagoon with ....

  • North America
  • Exellent3 reviews4.3

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

Coral Gardens Coastal Snorkel & Sail

(4.8 of 39 reviews)

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More

Free Cancellation
Private Tour
Start From $129.73
 
Coral Gardens Coastal Snorkel & Sail Likely to Sell Out

Coral Gardens Coastal Snorkel & Sail

  • North America
  • Superb39 reviews4.8

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....

    Free Cancellation
    Private Tour
    Start From $129.73
 
 

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

(5 of 1 review)

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of children and adults alike. Our pirates dance, sing, climb the ropes, while you enjoy the beautiful sunset and li... More

Free Cancellation
Private Tour
Start From $135.00
 
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas Likely to Sell Out

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas

  • North America
  • Superb1 review5

Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show whi....

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

Romantic private night yacht (1 ticket covers 1-6 ppl)

(5 of 2 reviews)

You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht to yourselves, just your group and the Captain. Enjoy a stunning 1 hr private romantic night cruise and sea life discovery aboard... More

Free Cancellation
Private Tour
Start From $438.00
 
Romantic private night yacht (1 ticket covers 1-6 ppl) Likely to Sell Out

Romantic private night yacht (1 ticket covers 1-6 ppl)

  • North America
  • Superb2 reviews5

You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....

    Free Cancellation
    Private Tour
    Start From $438.00
 
 

Sunset Cruise Tequila Tasting

(5 of 3 reviews)

Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the history of one of Mexico's most iconic drinks, brought to you by Tequila Cabo Único and Sunrider. You'll get to know the iconic Cabo S... More

Free Cancellation
Private Tour
Start From $110.00
 
Sunset Cruise Tequila Tasting Likely to Sell Out

Sunset Cruise Tequila Tasting

  • North America
  • Superb3 reviews5

Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the histo....

    Free Cancellation
    Private Tour
    Start From $110.00
 
 

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

(4 of 3 reviews)

Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is for you. We will take you to know the second largest coral reef in the world, the first one... More

Free Cancellation
Private Tour
Start From $55.00
 
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience Likely to Sell Out

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

  • North America
  • Very Good3 reviews4

Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Cabo San Lucas Sunset Party on the Water - Adult Only

(3 of 2 reviews)

Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue waters of the Cabo San Lucas Bay, taking in the amazing scenery all while you enjoy the music and dancing. This Party Boat is perfe... More

Free Cancellation
Private Tour
Start From $97.00
 
Cabo San Lucas Sunset Party on the Water - Adult Only Likely to Sell Out

Cabo San Lucas Sunset Party on the Water - Adult Only

  • North America

Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue w....

    Free Cancellation
    Private Tour
    Start From $97.00
 
 

Private - Bacalar sailing across the mesmerizing waters

(4.9 of 9 reviews)

Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence of colonial history & pirates. We embark upon a sailing boat to navigate our way across the mesmerizing waters of 7 different shad... More

Free Cancellation
Private Tour
Start From $500.00
 
Private - Bacalar sailing across the mesmerizing waters Likely to Sell Out

Private - Bacalar sailing across the mesmerizing waters

  • North America
  • Superb9 reviews4.9

Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence o....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Sailing Tour around the Bacalar Lagoon

(4.8 of 12 reviews)

Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at your disposal to offer you a unique experience. Visiting the lagoon of the 7 colors by sai... More

Free Cancellation
Private Tour
Start From $49.59
 
Sailing Tour around the Bacalar Lagoon Likely to Sell Out

Sailing Tour around the Bacalar Lagoon

  • North America
  • Superb12 reviews4.8

Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the....

    Free Cancellation
    Private Tour
    Start From $49.59
 
 

Private Key West Sunset Sail

(4.7 of 47 reviews)

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Key West Sunset Sail Likely to Sell Out

Private Key West Sunset Sail

  • North America
  • Superb47 reviews4.7

2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Cozumel Catamaran Experience with Snorkeling & Beach Club

(4.2 of 6 reviews)

Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cruise in a luxurious catamaran along the Cozumel coastline, and snorkel above the fascinating El Palancar Reef. The adventure conti... More

Free Cancellation
Private Tour
Start From $129.00
 
Cozumel Catamaran Experience with Snorkeling & Beach Club Likely to Sell Out

Cozumel Catamaran Experience with Snorkeling & Beach Club

  • North America
  • Exellent6 reviews4.2

Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cru....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Golden Hour Escape: Private Sunset Sail in Coastal Maine

(5 of 10 reviews)

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More

Free Cancellation
Private Tour
Start From $1,020.00
 
Golden Hour Escape: Private Sunset Sail in Coastal Maine Likely to Sell Out

Golden Hour Escape: Private Sunset Sail in Coastal Maine

  • North America
  • Superb10 reviews5

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....

    Free Cancellation
    Private Tour
    Start From $1,020.00
 
 

Whale Watching Amazing Adventure

(5 of 10 reviews)

Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cabos in search of the Cabo’s Whales.” Enjoy listening to the beautiful song of the whales, with the help of our new hydrophones... More

Free Cancellation
Private Tour
Start From $97.00
 
Whale Watching Amazing Adventure Likely to Sell Out

Whale Watching Amazing Adventure

  • North America
  • Superb10 reviews5

Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....

    Free Cancellation
    Private Tour
    Start From $97.00
 
 

Isla Mujeres by Private Catamaran

(5 of 10 reviews)

Discover Isla Mujeres, explore a world filled with vibrant colors, fascinating marine life, and crystal-clear waters that will make you feel like you're on another planet. Sail on an exclusive private catamaran, where you'll enjo... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Isla Mujeres by Private Catamaran Likely to Sell Out

Isla Mujeres by Private Catamaran

  • North America
  • Superb10 reviews5

Discover Isla Mujeres, explore a world filled with vibrant colors, fascinating marine life, and crys....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Cabo's Premier Catamaran Snorkeling: Explore the Waters!

(5 of 10 reviews)

Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise by some of Cabo's most iconic spots: Playa del Amor, El Arco, and the Sea Lion Reserve. At each location, we’ll stop for about ... More

Free Cancellation
Private Tour
Start From $129.00
 
Cabo's Premier Catamaran Snorkeling: Explore the Waters! Likely to Sell Out

Cabo's Premier Catamaran Snorkeling: Explore the Waters!

  • North America
  • Superb10 reviews5

Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

4 Hour Private Sail for up to 6 people

(5 of 11 reviews)

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.... More

Free Cancellation
Private Tour
Start From $1,100.00
 
4 Hour Private Sail for up to 6 people Likely to Sell Out

4 Hour Private Sail for up to 6 people

  • North America
  • Superb11 reviews5

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Afternoon Ali'i Adventure

(5 of 5 reviews)

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More

Free Cancellation
Private Tour
Start From $276.00
 
Afternoon Ali'i Adventure Likely to Sell Out

Afternoon Ali'i Adventure

  • North America
  • Superb5 reviews5

Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....

    Free Cancellation
    Private Tour
    Start From $276.00
 
 

Exclusive Private Sailing Luxury Tour in Los Cabos

(5 of 5 reviews)

Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one of the best beach areas to discover the underwater world of the Los Cabos area. During the months of December thru March, you can w... More

Free Cancellation
Private Tour
Start From $1,600.00
 
Exclusive Private Sailing Luxury Tour in Los Cabos Likely to Sell Out

Exclusive Private Sailing Luxury Tour in Los Cabos

  • North America
  • Superb5 reviews5

Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one o....

    Free Cancellation
    Private Tour
    Start From $1,600.00
 
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