Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 755 Sailing Trips activities in North America. Sort by Popularity. - Page 99am 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
9am Turtle Canyon Snorkel Adventure
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North America
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Superb280 reviews4.9
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at most and have cushioned seating on board for all. Experienced crew will point out wild life, tell you history of our area and show... More
Day Sails and Sunset tours on Schooner Surprise in Camden Maine
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North America
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Superb83 reviews4.9
Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at ....
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
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....
Wrightsville Beach Day Sail Private Catamaran Charter
On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islands and local spots. Upon anchoring, the crew will dinghy you around wherever you'd like to go! The boat is fully equipped with ai... More
Private Tour
Likely to Sell Out Wrightsville Beach Day Sail Private Catamaran Charter
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North America
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Superb9 reviews5
On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islan....
Private Tour
Visit Private Beaches around Puerto Vallarta in a Private Yacht
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
Private Tour
Likely to Sell Out Visit Private Beaches around Puerto Vallarta in a Private Yacht
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North America
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Superb132 reviews5
Enjoy the most exclusive beaches just accessible by sea and reach places that other regular tours do....
Private Tour
Private 6 Hrs 47 ft. Catamaran Snorkel & Cielo Charter (30p. max)
Sail in style aboard Cozumel’s largest and most spacious catamaran—a 47ft Nautitech—on an unforgettable journey to the famous El Cielo sandbar! Just 5–10 minutes by taxi from any cruise terminal or downtown, enjoy award-wi... More
Private Tour
Likely to Sell Out Private 6 Hrs 47 ft. Catamaran Snorkel & Cielo Charter (30p. max)
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North America
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Superb22 reviews4.8
Sail in style aboard Cozumel’s largest and most spacious catamaran—a 47ft Nautitech—on an unfo....
Private Tour
Key West: Sunset Sail + Reef Snorkel & Sandbar
Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows yo... More
Private Tour
Likely to Sell Out Key West: Sunset Sail + Reef Snorkel & Sandbar
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North America
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Superb31 reviews5
Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. Wh....
Private Tour
Dolphin Adventure Sail in Cocoa Beach
Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter pla... More
Private Tour
Likely to Sell Out Dolphin Adventure Sail in Cocoa Beach
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North America
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Superb183 reviews4.9
Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for....
Private Tour
Golden Hour Whale Watch from Lahaina
Set sail aboard ‘Alihilani, our 64-foot Gold Coast sailing catamaran, for a stunning Late Afternoon Whale Watch from 3:30 to 5:30 PM, departing daily from Lahaina Harbor. Enjoy Maui’s golden light as humpback whales breach, gl... More
Private Tour
Likely to Sell Out Golden Hour Whale Watch from Lahaina
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North America
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Superb51 reviews4.9
Set sail aboard ‘Alihilani, our 64-foot Gold Coast sailing catamaran, for a stunning Late Afternoo....
Private Tour
Best Private Luxury Sunset Boat Tour in New York City - 2 Hour
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
Likely to Sell Out Best Private Luxury Sunset Boat Tour in New York City - 2 Hour
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North America
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Superb28 reviews5
Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and....
Private Tour
New York City Sailboat Day Cruise to the Statue of Liberty
Experience New York by water 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 along the Hudson Rive... More
Private Tour
Likely to Sell Out New York City Sailboat Day Cruise to the Statue of Liberty
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North America
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Superb152 reviews4.8
Experience New York by water aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by t....
Private Tour
Sunset Sail from Ma'alaea Harbor in Maui
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing catamaran, Ocean Spirit. It’s the perfect way to expe... More
Private Tour
Likely to Sell Out Sunset Sail from Ma'alaea Harbor in Maui
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North America
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Superb215 reviews4.6
Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunse....
Private Tour
LA: Yacht Private Trip -1 hour (1 ticket covers 1-6 ppl
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
Private Tour
Likely to Sell Out LA: Yacht Private Trip -1 hour (1 ticket covers 1-6 ppl
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North America
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Exellent5 reviews4.4
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....
Private Tour
HipHop Catamaran Party from Cancun to Isla Mujeres
Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snorkeling in one of the Caribbean's top reefs, surrounded by vibrant marine life. Then, head to a secluded sandbank—a hidden gem pe... More
Private Tour
Likely to Sell Out HipHop Catamaran Party from Cancun to Isla Mujeres
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North America
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Very Good20 reviews3.9
Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snor....
Private Tour
Likely to Sell Out
Tour Sailing boat 4 Hours
We will sail in a beautiful, clean sailboat, with full safety equipment and in good condition, boat equipped with bathroom for emergencies. Surrounded by lush nature and crystal clear waters of the most beautiful lagoon in the wor... More
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out Tour Sailing boat 4 Hours
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North America
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Superb16 reviews5
We will sail in a beautiful, clean sailboat, with full safety equipment and in good condition, boat ....
Free Cancellation
Private Tour
(Saving 10% )
Likely to Sell Out
Private Hilton Head Sunset Sailing Tour with Dolphin Watching
This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some goo... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Private Hilton Head Sunset Sailing Tour with Dolphin Watching
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North America
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Superb118 reviews5
This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound ....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Luxury Sailing catamaran charter in Cabo San Lucas all inclusive
Welcome aboard our new, luxury Catamaran; all-inclusive and all-private! We have both a large outdoor area with a large seating area in the front and a shaded back, but also an indoor, air-conditioned area for seating. This 52FT C... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Luxury Sailing catamaran charter in Cabo San Lucas all inclusive
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North America
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Superb67 reviews4.9
Welcome aboard our new, luxury Catamaran; all-inclusive and all-private! We have both a large outdoo....
Free Cancellation
Private Tour
(Saving inf% )
El Cielo Cozumel Snorkeling by Private Boat
TRAVELER'S FAVORITE EXPERIENCE! Have fun aboard your Private boat and experience Cozumel water treasures in this incredible snorkeling adventure. This 4 hours family-friendly Private tour will take you out to the most renowned r... More
Free Cancellation
Private Tour
(Saving 5% )
Likely to Sell Out El Cielo Cozumel Snorkeling by Private Boat
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North America
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Superb138 reviews4.8
TRAVELER'S FAVORITE EXPERIENCE! Have fun aboard your Private boat and experience Cozumel water trea....
Free Cancellation
Private Tour
(Saving 5% )
Likely to Sell Out
JFarwell Private Yacht Wine & Cheese Sunset Sail
This sunset sail is a stunning opportunity to see how Halifax's urban and nature connect. Guests will be greeting with their first Nova Scotia wine upon boarding, and then set sail. With the engines off and fully under wind power,... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out JFarwell Private Yacht Wine & Cheese Sunset Sail
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North America
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Superb18 reviews4.9
This sunset sail is a stunning opportunity to see how Halifax's urban and nature connect. Guests wil....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Private Atomic Catamaran Tour to Isla Mujeres
By booking this private service, you can design a completely tailored itinerary. You will have the freedom to navigate to the places of your choice for 7 hours. In addition, you can decide the length of stay at each of the suggest... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Private Atomic Catamaran Tour to Isla Mujeres
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North America
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Superb6 reviews4.8
By booking this private service, you can design a completely tailored itinerary. You will have the f....
Free Cancellation
Private Tour
(Saving inf% )