Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 684 Sailing Trips activities in North America. Sort by Popularity. - Page 18New York City Sailboat Day Cruise to the Statue of Liberty
Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by the pilot schooners of the 1890s. Sit back and relax as the crew raises sail and the boat effortlessly glides a... More

New York City Sailboat Day Cruise to the Statue of Liberty
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North America
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Superb119 reviews4.9
Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted sc....
Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion
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

Jungle Tour In Cancun, drive a speedboat through the lagoon with ....
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North America
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Exellent3 reviews4.3
Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick....
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

Discover Hobie-Cat Sailing and Fish your own Lunch
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North America
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Superb4 reviews5
Becoming able to sail a sailboat only with the wind is a skill that will give you the sense of Freed....
Private Tour
South Shore Open Sail from Kewalo Harbor Including Drinks
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! We are a 49-passenger beautiful yellow and red retired Waikiki Beach catamaran now operating from Kewalo... More
Private Tour

South Shore Open Sail from Kewalo Harbor Including Drinks
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North America
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Superb15 reviews5
Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....
Private Tour
Snorkeling Adventure in Puerto Morelos Includes snack, Water and Round Trip.
You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the world. You will discover the 2nd biggest reef wall in the world, you will see a huge variety of fish of... More
Private Tour

Snorkeling Adventure in Puerto Morelos Includes snack, Water and ....
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North America
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Very Good88 reviews4
You must live this experience once in your life, This activity is only for travelers that love to be....
Private Tour
Newport Sightseeing Day Sailing Experience on Schooner Adirondack
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schooner Adirondack. You'll pass by many iconic sights, bridges, lighthouses and more during this 1.5-hour experience!... More
Private Tour

Newport Sightseeing Day Sailing Experience on Schooner Adirondack
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North America
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Superb23 reviews4.9
See Newport, Rhode Island from the water on an exciting sunset sail around Newport Harbor on Schoone....
Private Tour
Schooner Eastwind Sunset Sail to see the Maine Coastline
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More
Private Tour

Schooner Eastwind Sunset Sail to see the Maine Coastline
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North America
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Exellent33 reviews4.5
Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....
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

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
Cancun Bubble Boat Lagoon Tour
Set off on a leisurely 90-minute voyage through the mesmerizing mangrove channels of the Nichupté Lagoon on a unique pontoon boat. Treat yourself to a unique escapade that harmoniously combines the excitement of discovery with th... More
Private Tour

Cancun Bubble Boat Lagoon Tour
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North America
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Superb1 review5
Set off on a leisurely 90-minute voyage through the mesmerizing mangrove channels of the Nichupté L....
Private Tour
Sunset Cruise Tequila Tasting
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
Private Tour

Sunset Cruise Tequila Tasting
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North America
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Superb3 reviews5
Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the histo....
Private Tour
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle Canyons reveal a kaleidoscope of colors, from dazzling schools of fish to vi... More
Private Tour

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023
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North America
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Very Good4 reviews4
Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with ....
Private Tour
Private sailing trips around Fishers island from New London, CT
Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up to 10 people, please contact us. Longer trips and larger groups are available on request. Discovering and sailing from New London... More
Private Tour

Private sailing trips around Fishers island from New London, CT
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North America
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Superb8 reviews5
Please indicate number of people and start time: 10am, 2pm or 4.30pm. For groups larger than 4 up t....
Private Tour
Small-Group San Diego Sailing Trip
Leave the streets 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. Whether you’re looking for an intimate adventure, ... More
Private Tour

Small-Group San Diego Sailing Trip
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North America
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Superb48 reviews4.9
Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant wa....
Private Tour

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure
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North America
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Exellent4 reviews4.5
Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience ....
Private Tour
Morning Sail With the Whales Ma'alaea
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
Private Tour

Morning Sail With the Whales Ma'alaea
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North America
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Superb10 reviews5
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
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
Private Tour

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel
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North America
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Superb67 reviews4.7
Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....
Private Tour
Let's Go Sail the York River in Gloucester Point, Virginia
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More
Private Tour

Let's Go Sail the York River in Gloucester Point, Virginia
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North America
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Superb115 reviews5
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....
Private Tour
Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos
Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoamerican Barrier Reef System, the second-largest coral reef in the world! Departing daily at 9 AM and 2 PM, our adventure begins wit... More
Private Tour

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelo....
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North America
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Very Good10 reviews3.7
Join us for an unforgettable sailboat tour to the stunning Puerto Morelos Reef, a part of the Mesoam....
Private Tour
2-hour Private Luxury New York City Sunset Boat Tour
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
Private Tour

2-hour Private Luxury New York City Sunset Boat Tour
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North America
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Superb24 reviews5
Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and....
Private Tour
Key West Sail and Snorkel Day Trip from Fort Lauderdale
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More
Private Tour

Key West Sail and Snorkel Day Trip from Fort Lauderdale
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North America
Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....
Private Tour