Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 720 Sailing Trips activities in North America. Sort by Popularity. - Page 27Private Key West Sunset Sail
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More
Likely to Sell Out Private Key West Sunset Sail
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North America
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Superb48 reviews4.7
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, ....
Cozumel Catamaran Experience with Snorkeling & Beach Club
Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cruise in a luxurious catamaran along the Cozumel coastline, and snorkel above the fascinating El Palancar Reef. The adventure conti... More
Private Tour
Likely to Sell Out Cozumel Catamaran Experience with Snorkeling & Beach Club
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North America
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Exellent6 reviews4.2
Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cru....
Private Tour
San Diego Small Group Classic Sailboat Snacks And Drinks Included
Escape the congestion of large tour groups; we only take six passengers per trip. Book an unforgettable tour with Captain Phil and sail in style aboard Liberty, a stunning replica of a 1904 gaff-rigged Friendship sloop. Our boat... More
Private Tour
Likely to Sell Out San Diego Small Group Classic Sailboat Snacks And Drinks Included
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North America
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Superb4 reviews5
Escape the congestion of large tour groups; we only take six passengers per trip. Book an unforget....
Private Tour
Golden Hour Escape: Private Sunset Sail in Coastal Maine
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More
Private Tour
Likely to Sell Out Golden Hour Escape: Private Sunset Sail in Coastal Maine
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North America
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Superb20 reviews5
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....
Private Tour
Vancouver Sailing Tour - Learn the Ropes
Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s scenic vistas. This 2.5-3 hour sailing experience takes you through the picturesque False Creek and English Bay, where you’ll be ... More
Private Tour
Likely to Sell Out Vancouver Sailing Tour - Learn the Ropes
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North America
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Superb2 reviews5
Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s s....
Private Tour
6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach
Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer to ... More
Private Tour
Likely to Sell Out 6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach
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North America
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Superb2 reviews5
Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We a....
Private Tour
Isla Mujeres by Private Catamaran
Discover Isla Mujeres on an unforgettable journey that combines adventure, relaxation, and Caribbean beauty. Sail aboard an exclusive private catamaran, feeling the sea breeze and admiring panoramic views of the turquoise Caribbe... More
Private Tour
Likely to Sell Out Isla Mujeres by Private Catamaran
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North America
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Superb2 reviews5
Discover Isla Mujeres on an unforgettable journey that combines adventure, relaxation, and Caribbean....
Private Tour
Sailing Adventures 3-Hour Activity in Destin
There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stiletto Catamaran. Harnessing the power of the wind as we sail along these beautiful waters is magical. You might even get to experie... More
Private Tour
Likely to Sell Out Sailing Adventures 3-Hour Activity in Destin
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North America
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Superb4 reviews5
There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stil....
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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Exellent62 reviews4.3
Because it's an amazing place where you can relax in the beautiful Caribbean Sea, we offer you a per....
Private Tour
4 Hour Private Sail for up to 6 people
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.... More
Private Tour
Likely to Sell Out 4 Hour Private Sail for up to 6 people
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North America
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Superb12 reviews4.8
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....
Private Tour
South Beach Miami BACHELORETTE Boat Day!
Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and best marina in SOUTH BEACH... We've found the boats, brought on the food and drinks, and made sure that everything that a good y... More
Private Tour
Likely to Sell Out South Beach Miami BACHELORETTE Boat Day!
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North America
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Superb1 review5
Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and....
Private Tour
Exclusive Private Sailing Luxury Tour in Los Cabos
Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one of the best beach areas to discover the underwater world of the Los Cabos area. During the months of December thru March, you can w... More
Private Tour
Likely to Sell Out Exclusive Private Sailing Luxury Tour in Los Cabos
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North America
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Superb1 review5
Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one o....
Private Tour
Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta
Our crew will support you on board the boat, in the water and during your visit. They will teach you all the basics for fishing and they will take you to unique places in the bay so you can enjoy a good dip in the salty sea water... More
Private Tour
Likely to Sell Out Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta
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North America
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Exellent17 reviews4.3
Our crew will support you on board the boat, in the water and during your visit. They will teach yo....
Private Tour
Cabo San Lucas Sailing Snorkeling Adventure
ELEGANCE MEETS ADVENTURE – A FAMILY EXPERIENCE LIKE NO OTHER Treat yourself and your loved ones to an unforgettable day at sea aboard our luxurious double-deck Whether you're snorkeling alongside tropical fish, paddleboarding ... More
Private Tour
Likely to Sell Out Cabo San Lucas Sailing Snorkeling Adventure
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North America
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Exellent17 reviews4.3
ELEGANCE MEETS ADVENTURE – A FAMILY EXPERIENCE LIKE NO OTHER Treat yourself and your loved ones to....
Private Tour
Sunset Sailing Tour of San Diego Bay up to 6 Guests
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailin... More
Private Tour
Likely to Sell Out Sunset Sailing Tour of San Diego Bay up to 6 Guests
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North America
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Superb1 review5
A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautifu....
Private Tour
Luxury Private Sunset Experience in San Jose
Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour. The Luxury Private Sailing boat have capacity from 1 to 16 people, the rate offered here is for 8 people, if like to add more pl... More
Private Tour
Likely to Sell Out Luxury Private Sunset Experience in San Jose
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North America
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Superb1 review5
Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour....
Private Tour
Luxury Diamond Head Sunset Sail
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private 50' luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from... More
Private Tour
Likely to Sell Out Luxury Diamond Head Sunset Sail
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North America
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Superb3 reviews5
Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....
Private Tour
Cabo's Premier Catamaran Snorkeling: Explore the Waters!
Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise by some of Cabo's most iconic spots: Playa del Amor, El Arco, and the Sea Lion Reserve. At each location, we’ll stop for about ... More
Private Tour
Likely to Sell Out Cabo's Premier Catamaran Snorkeling: Explore the Waters!
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North America
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Superb3 reviews5
Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise....
Private Tour
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 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
Likely to Sell Out 3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People
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North America
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Superb1 review5
Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 6 Guests
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea l... More
Private Tour
Likely to Sell Out Bachelorette Sailing Party on San Diego Bay up to 6 Guests
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North America
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Superb1 review5
Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking....
Private Tour