Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 14Private Family Catamaran From Isla Mujeres
Enjoy our “Lite Sailing Charters” Sail through the wonderful Bay of Isla Mujeres! Why invest all day when you can do it in less time? Affordable Private Catamaran, avoid crowded vessels Half-day fun catamaran, with a guided sn... More
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Private Family Catamaran From Isla Mujeres
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North America
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Superb8 reviews5
Enjoy our “Lite Sailing Charters” Sail through the wonderful Bay of Isla Mujeres! Why invest all....
Private Tour
4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres
This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we take care of customer during the all the booking process, service and follow up after the tour is performed. Customer´s feedback is ... More
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4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres
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North America
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Superb3 reviews5
This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we tak....
Private Tour
Sea Daddy Private Yacht - 50 ft
Enjoy a day cruising with friends and family on the open water, explore local scenery, and experience the beautiful Cancun weather! Charter this amazing luxury Sea Ray Flybridge combining comfort & style for up to 16 people. Cab... More
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Sea Daddy Private Yacht - 50 ft
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North America
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Superb1 review5
Enjoy a day cruising with friends and family on the open water, explore local scenery, and experienc....
Private Tour
Excursion to Reefs in a transparent boat from Cancun
It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine life, in addition, the colors of the blanquizal of Cancun are something spectacular and there is a great diversity of marine life... More
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Excursion to Reefs in a transparent boat from Cancun
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North America
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Very Good5 reviews4
It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine l....
Private Tour
2hr. SUNSET Sailing Experience on San Francisco Bay
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More
Private Tour

2hr. SUNSET Sailing Experience on San Francisco Bay
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North America
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Superb14 reviews5
This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....
Private Tour
Sunset Cruise San José del Cabo
Experience the exclusivity and privacy of San José del Cabo, where stunning sunsets paint the sky, creating the perfect backdrop for relaxation and adventure. Spectacular sunset views: Watch the sky light up with vibrant colors ... More
Private Tour

Sunset Cruise San José del Cabo
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North America
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Superb2 reviews5
Experience the exclusivity and privacy of San José del Cabo, where stunning sunsets paint the sky, ....
Private Tour
2-Hour Sunset Sail from San Diego
Leave your worries 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. Experience the setting sun cast its brilliant color... More
Private Tour

2-Hour Sunset Sail from San Diego
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North America
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Superb71 reviews4.8
Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....
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

Cancun ATV Jungle Adventure & Isla Mujeres Catamaran Combo
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North America
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Superb71 reviews4.8
Embark on two unforgettable Cancun adventures with this incredible combo package! Day 1: Unleash yo....
Private Tour
Private Transparent Boat Tour in the Sea of Cozumel
Incredible experience in a 100% transparent boat, we are also the only tour currently that offers snorkeling, sunken ships, there is more probability of finding marine life on this tour since we are on the second largest reef in t... More
Private Tour

Private Transparent Boat Tour in the Sea of Cozumel
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North America
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Superb71 reviews4.8
Incredible experience in a 100% transparent boat, we are also the only tour currently that offers sn....
Private Tour
Sunset Sail from Traverse City with Food, Wine & Cocktails
Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stories about the history of the lands, people, and waters of the Grand Traverse Bay area. Enjoy complimentary locally sourced food, w... More
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Sunset Sail from Traverse City with Food, Wine & Cocktails
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North America
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Superb177 reviews4.8
Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stor....
Private Tour
Private Luxury Sunset Cruise on the Sailing Yacht Fate
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More
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Private Luxury Sunset Cruise on the Sailing Yacht Fate
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North America
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Superb40 reviews4.9
Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....
Private Tour
Whale Watching Luxury Sunset Cruise in Cabo
This sunset tour in Los Cabos is unique and different because it combines the breathtaking beauty of the Sea of Cortez with the opportunity to explore one of Mexico's most iconic landmarks, the Arch of Cabo San Lucas. Unlike other... More
Private Tour

Whale Watching Luxury Sunset Cruise in Cabo
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North America
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Superb40 reviews4.9
This sunset tour in Los Cabos is unique and different because it combines the breathtaking beauty of....
Private Tour
Sailing on Historic Schooner Yacht in Salem, MA
Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience the majesty aboard John G. Alden's personal schooner yacht Malabar X. Winner of the 1930 and 1932 Newport to Bermuda race and open... More
Private Tour

Sailing on Historic Schooner Yacht in Salem, MA
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North America
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Superb124 reviews4.9
Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience ....
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
Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure
Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you choose the elegance of a sailboat or the comfort of a pontoon boat, I’ll guide you through this mesmerizing natural wonder in a... More
Private Tour

Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure
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North America
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Superb2 reviews5
Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you....
Private Tour
Whale Watching en San José del Cabo
Experience a Unique Connection with Nature! Our whale-watching tour in San José del Cabo stands out for its personalized service, led by passionate marine life experts who make your journey enriching and unforgettable. You'll sa... More
Private Tour

Whale Watching en San José del Cabo
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North America
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Superb15 reviews5
Experience a Unique Connection with Nature! Our whale-watching tour in San José del Cabo stands ou....
Private Tour
Private Sunrise Tour with Breakfast on Board
A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More
Private Tour

Private Sunrise Tour with Breakfast on Board
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North America
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Superb43 reviews5
A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....
Private Tour
Private Therapy Sailing Adventure
WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet 5 star cuisine. Founded by Captain Matthew Mancini, we live by the currents, plan by the tides, and follow the sun. WHAT DO WE D... More
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Private Therapy Sailing Adventure
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North America
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Superb32 reviews4.8
WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet....
Private Tour
2hr 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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Superb32 reviews4.8
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Awesome San Francisco Bay Private Sailing Adventure via Sausalito
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More
Private Tour

Awesome San Francisco Bay Private Sailing Adventure via Sausalito
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North America
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Superb8 reviews5
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF sky....
Private Tour