Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 734 Sailing Trips activities in North America. Sort by Popularity. - Page 10Morning Whale Watch: Lahaina Harbor
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
Morning Whale Watch: Lahaina Harbor
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North America
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Superb23 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Half-Day Luxury Sailing in Puerto Morelos with Open Bar
Set sail on the tranquil turquoise waters of Puerto Morelos aboard a luxury catamaran for an unforgettable half-day adventure. This experience offers a guided snorkeling session at a vibrant reef in the Mesoamerican Barrier Reef, ... More
Half-Day Luxury Sailing in Puerto Morelos with Open Bar
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North America
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Exellent2 reviews4.5
Set sail on the tranquil turquoise waters of Puerto Morelos aboard a luxury catamaran for an unforge....
2-Hour Private Sailing Experience in San Diego Bay
Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide a peacefu... More
Private Tour
2-Hour Private Sailing Experience in San Diego Bay
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North America
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Superb168 reviews5
Our unique sail displays a peace sign because that is exactly what we share with our customers, peac....
Private Tour
Suncoast Sailing's Day Sailing Experience!
Join us aboard the iconic schooner, Suncoast Horizon and step aboard our 2 hour sailing excursion. Feel the wind as it glides us through the picturesque waters of Treasure Island and Gulf of Mexico. Come face to face with nature a... More
Private Tour
Suncoast Sailing's Day Sailing Experience!
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North America
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Superb106 reviews4.9
Join us aboard the iconic schooner, Suncoast Horizon and step aboard our 2 hour sailing excursion. F....
Private Tour
9am Turtle Canyon Snorkel Adventure
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More
Private Tour
9am Turtle Canyon Snorkel Adventure
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North America
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Superb276 reviews4.9
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
Private Tour
Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
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
Private Tour
Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
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North America
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Superb39 reviews4.9
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....
Private Tour
Small-Group San Diego Afternoon Sailing Excursion
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More
Private Tour
Likely to Sell Out Small-Group San Diego Afternoon Sailing Excursion
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North America
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Superb532 reviews5
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing....
Private Tour
Private Customizable Sailing Tour in Cancun
Enjoy a private sailing tour for just you and your party aboard a private sailboat which offers the opportunity to visit wonderful places that can only be known by the sea. From a relaxing private sailing tour in the bay of Can... More
Private Tour
Likely to Sell Out Private Customizable Sailing Tour in Cancun
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North America
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Superb121 reviews4.7
Enjoy a private sailing tour for just you and your party aboard a private sailboat which offers th....
Private Tour
Luxury Catamaran tour to isla mujeres with transportation from Tulum
Excellent service on board Professional crew members Safety measures in all our activities Sanitary prevention protocols for all our guests and staff Once in a lifetime experience Delicious buffet lunch and drinks Beach club (beac... More
Private Tour
Likely to Sell Out Luxury Catamaran tour to isla mujeres with transportation from Tu....
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North America
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Good64 reviews3.5
Excellent service on board Professional crew members Safety measures in all our activities Sanitary ....
Private Tour
Tall Ship Silva Sailing Cruise Ft. a Live Musician
A cruise aboard The Tall Ship Silva is the perfect way to fully appreciate a beautiful day on the Halifax Harbour. Join us on our comfortable and thoroughly impressive vessel for this relaxing afternoon outing on the water. Your j... More
Private Tour
Likely to Sell Out Tall Ship Silva Sailing Cruise Ft. a Live Musician
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North America
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Exellent289 reviews4.2
A cruise aboard The Tall Ship Silva is the perfect way to fully appreciate a beautiful day on the Ha....
Private Tour
Sailing Tour through the Lagoon of the 7 Colors
Sail with people who share your passion for adventure! You will explore fascinating places along the lagoon of the 7 colors. Our small groups guarantee you excellent attention and service from our crew. Disconnect from the world ... More
Private Tour
Likely to Sell Out Sailing Tour through the Lagoon of the 7 Colors
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North America
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Superb1,165 reviews4.9
Sail with people who share your passion for adventure! You will explore fascinating places along the....
Private Tour
Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboard
• 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
Private Tour
Likely to Sell Out Cozumel Luxury Sailing & Snorkeling with Lunch and Open Bar Onboa....
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North America
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Superb249 reviews4.7
• Enjoy the turquoise waters of Cozumel aboard one of our luxury sailing catamarans. • Snorkel a....
Private Tour
Likely to Sell Out Tulum: Snorkeling and Private Sailing Tour
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North America
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Superb166 reviews4.9
We will enjoy a wonderful catamaran tour, powered only by the wind, we will be able to enjoy a spect....
Private Tour
Wrightsville Beach Sunset Cocktail Sail
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while you cruise our local waterways and watch the sunset. Wind permitting, we'll turn off the engines and enjoy the beauty of sailing!... More
Private Tour
Likely to Sell Out Wrightsville Beach Sunset Cocktail Sail
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North America
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Superb9 reviews5
Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while....
Private Tour
Cabo San Lucas Small-Group Whale Watching Tour: Hear the Whales
Your whale watching tour in Cabo San Lucas will become magical with the help of professional-grade hydrophones. If whales are communicating, you may be lucky to get the rare opportunity to hear the whale songs live! Our RABEN (Me... More
Private Tour
Likely to Sell Out Cabo San Lucas Small-Group Whale Watching Tour: Hear the Whales
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North America
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Superb12 reviews4.9
Your whale watching tour in Cabo San Lucas will become magical with the help of professional-grade h....
Private Tour
Windjammer Classic Sunset Sail from Camden, Maine
Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship is limited to 49 passengers for an intimate sailing experience. She is a modern windjammer with luxurious accommodations and plent... More
Private Tour
Likely to Sell Out Windjammer Classic Sunset Sail from Camden, Maine
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North America
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Superb425 reviews4.9
Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship ....
Private Tour
Los Cabos Seasonal Whale Watch and Snorkel Tour
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful Marina in Cabo San Lucas the boat as sails towards the Santa Maria or Chileno Bay, will ride along the Sea of Cortes, and you will ... More
Private Tour
Likely to Sell Out Los Cabos Seasonal Whale Watch and Snorkel Tour
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North America
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Superb20 reviews4.7
Available December 15th to April 15th. Enjoy an incredible adventure, departing from the beautiful M....
Private Tour
Private Catamaran Sunset Sail in Waikiki
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large ... More
Private Tour
Likely to Sell Out Private Catamaran Sunset Sail in Waikiki
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North America
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Superb10 reviews5
Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....
Private Tour
Private Therapy Sailing Adventure
Old Plank Adventures: Sail into a Deep Relaxed State LUXURY THERAPEUTIC SAILING & AQUATIC EXPEDITIONS Experience the enchanting Mediterranean lifestyle along the stunning SoCal Riviera, where the soothing rhythms of the Pacific O... More
Private Tour
Likely to Sell Out Private Therapy Sailing Adventure
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North America
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Superb42 reviews4.8
Old Plank Adventures: Sail into a Deep Relaxed State LUXURY THERAPEUTIC SAILING & AQUATIC EXPEDITION....
Private Tour
Private sailing tour of Bacalar Lagoon
Enjoy a private Sailboat with the comforts and attention you deserve. Relax and let our team pamper you. During the tour, you can enjoy a delicious fruit cocktail, water and beer. Our certified guides will make this tour an unfo... More
Private Tour
Likely to Sell Out Private sailing tour of Bacalar Lagoon
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North America
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Superb411 reviews5
Enjoy a private Sailboat with the comforts and attention you deserve. Relax and let our team pamper ....
Private Tour