Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 735 Sailing Trips activities in North America. Sort by Popularity. - Page 292hr Luxury Private Sailing Catamaran for 7-12 People
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
Private Tour
2hr Luxury Private Sailing Catamaran for 7-12 People
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North America
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Superb3 reviews5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
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
Private Tour
Likely to Sell Out Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
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North America
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Very Good3 reviews4
Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....
Private Tour
Whale Shark Snorkel Tour in Cancun (Snack Lunch included)
Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whale shark adventure is the most enigmatic activity in Mexico. It is a very docile animal that is just as impressive as any other a... More
Private Tour
Likely to Sell Out Whale Shark Snorkel Tour in Cancun (Snack Lunch included)
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North America
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Very Good3 reviews4
Experience this must-do activity in the Caribbean Sea and swim with this impressive animal. The whal....
Private Tour
Discover Hobie-Cat Sailing and Fish your own Lunch
Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freedom that only the ocean can give. You'll realize that you will be able to get to some of the most beautiful places on the planet wi... More
Private Tour
Likely to Sell Out Discover Hobie-Cat Sailing and Fish your own Lunch
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North America
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Superb9 reviews5
Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freed....
Private Tour
Friday Night Waikiki Fireworks Sail
Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a spectacular Hawaiian sunset and the Friday Night Fireworks onboard a luxury private yacht.... More
Private Tour
Likely to Sell Out Friday Night Waikiki Fireworks Sail
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North America
Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a....
Private Tour
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More
Private Tour
Likely to Sell Out 2 hours - Shared Sunset Sail along Historic St Augustine Bayfront
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North America
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Superb7 reviews4.7
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
Private Tour
Private Paddle Tour at Sunrise
With this amazing experience through the Bacalar Lagoon you will live unbeatable moments for 3.5 hours, we have all the necessary equipment for this activity to be complete. We are an ecologically responsible company that promotes... More
Private Tour
Likely to Sell Out Private Paddle Tour at Sunrise
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North America
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Superb220 reviews5
With this amazing experience through the Bacalar Lagoon you will live unbeatable moments for 3.5 hou....
Private Tour
Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time
Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers you the chance to unwind on the beautiful sands of Pelícano Beach, where you can enjoy a minimum of 2 hours of free time to soak up... More
Private Tour
Likely to Sell Out Cabo Yacht Tour to Lovers or Pelícano Beach + Beach Time
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North America
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Very Good3 reviews3.7
Set sail for a day of relaxation on our yacht tour to Lovers Beach. This 45-minute journey offers yo....
Private Tour
Luxury Catamaran tour to Isla Mujeres with transportation from Playa del Carmen
Because it's an amazing place where you can relax in the beautiful Caribbean Sea, we offer you a personal assistance from our incredible crew that will make you have a great time, you will snorkel in an amazing part of the second ... More
Private Tour
Likely to Sell Out Luxury Catamaran tour to Isla Mujeres with transportation from Pl....
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North America
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Exellent63 reviews4.3
Because it's an amazing place where you can relax in the beautiful Caribbean Sea, we offer you a per....
Private Tour
Snorkel in the beautiful reef of Puerto Morelos with transport
The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reefs in Puerto Morelos. Sail through the turquoise clear water of the Caribbean Sea and arrive to the Mesoamerican reef. Our captain... More
Private Tour
Likely to Sell Out Snorkel in the beautiful reef of Puerto Morelos with transport
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North America
The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reef....
Private Tour
Private Sunset Sail of NYC Skyline and Statue of Liberty
Discover NYC from a completely different perspective on a private sailboat charter during sunset hours when the views are even more spectacular. You and your group will view New York City in ways that are breath taking. See the St... More
Private Tour
Likely to Sell Out Private Sunset Sail of NYC Skyline and Statue of Liberty
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North America
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Superb2 reviews5
Discover NYC from a completely different perspective on a private sailboat charter during sunset hou....
Private Tour
Private Sailing Experience on Galveston Bay
See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and discover a new way to travel aboard our luxury charter yacht. We offer the perfect blend of comfort and adventure, making it the ... More
Private Tour
Likely to Sell Out Private Sailing Experience on Galveston Bay
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North America
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Superb1 review5
See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and....
Private Tour
Private Sunset Sail in Key West Florida
Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch Key West's Famous sunsets. View Dolphins, Turtles, and all kinds of Marine Life. Take the helm, l... More
Private Tour
Likely to Sell Out Private Sunset Sail in Key West Florida
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North America
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Superb1 review5
Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just ....
Private Tour
Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer
Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the trip in the town of Puerto Morelos. There you will be able to visit the 2nd biggest barrier reef in the world. Swim and explore the... More
Private Tour
Likely to Sell Out Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer
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North America
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Very Good3 reviews3.7
Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the t....
Private Tour
The Best Catamaran tour to Isla Mujeres with Open Bar and Lunch
Enjoy the most complete Isla Mujeres experience! Start with round-trip transportation from your hotel, then sail across the Caribbean on a catamaran with open bar and music on board. Snorkel in crystal-clear waters, savor a delici... More
Private Tour
Likely to Sell Out The Best Catamaran tour to Isla Mujeres with Open Bar and Lunch
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North America
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Very Good4 reviews4
Enjoy the most complete Isla Mujeres experience! Start with round-trip transportation from your hote....
Private Tour
Cancun ATV Jungle Adventure & Isla Mujeres Catamaran Combo
Embark on two unforgettable Cancun adventures with this incredible combo package! Day 1: Unleash your inner thrill-seeker on a wild ATV Jungle Tour. Race through the Mayan jungle, soar through the treetops on ziplines, and refres... More
Private Tour
Likely to Sell Out Cancun ATV Jungle Adventure & Isla Mujeres Catamaran Combo
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North America
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Very Good4 reviews4
Embark on two unforgettable Cancun adventures with this incredible combo package! Day 1: Unleash yo....
Private Tour
Waikiki Sunset Cruise and Iconic Views with Swimming
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide along the iconic Gold Coast as the sun sets, painting the sky with vibrant co... More
Private Tour
Likely to Sell Out Waikiki Sunset Cruise and Iconic Views with Swimming
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North America
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Superb1 review5
Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in....
Private Tour
Oyster Bay Two Hour Sailing Experience
Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and the impressive estates that line the bay. WINDSWEPT is metic... More
Private Tour
Likely to Sell Out Oyster Bay Two Hour Sailing Experience
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North America
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Superb2 reviews5
Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oys....
Private Tour
Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres
A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catamaran tour from Cancun to Isla Mujeres. The day begins with a leisurely sail across the turquoise waters, where you'll enjoy drinks... More
Private Tour
Likely to Sell Out Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres
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North America
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Superb2 reviews5
A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catam....
Private Tour
Sunset Sail on the Black Pearl
Come experience the tranquility of gliding through the water under sail on the Black Pearl while appreciating our beautiful Lake Erie sunsets. See Cedar Point Amusement Park from the water, sail past the Marblehead Lighthouse, and... More
Private Tour
Likely to Sell Out Sunset Sail on the Black Pearl
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North America
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Exellent7 reviews4.4
Come experience the tranquility of gliding through the water under sail on the Black Pearl while app....
Private Tour