Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 705 Sailing Trips activities in North America. Sort by Popularity. - Page 8Sailing and turtle Snorkeling Tour in Waikiki: Guaranteed Turtles
Experience the Best boat tour in Waikiki with our Turtle Canyon Snorkeling Tour Get ready for an epic 2-hour boat adventure that combines the thrill of sailing past Diamond Head with the magic of snorkeling with turtles in their ... More

Sailing and turtle Snorkeling Tour in Waikiki: Guaranteed Turtles
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North America
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Superb254 reviews4.8
Experience the Best boat tour in Waikiki with our Turtle Canyon Snorkeling Tour Get ready for an ep....
BYOB Waikiki Sunset Swim and Diamond Head Sailing
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More

BYOB Waikiki Sunset Swim and Diamond Head Sailing
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North America
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Superb163 reviews5
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....
2.5 Hour Catamaran Sail Adventure
With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More

2.5 Hour Catamaran Sail Adventure
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North America
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Superb53 reviews5
With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepare....
Sunset Sail in Miami: Complimentary Champagne Toast
Sunset Cruise, Cast away the day with the perfect way to end the day. This evening cruise calls for sun dresses, sandals and chilled wine. Take advantage of one of Florida's finest highlights upon our comfortable 80 ft catamaran a... More

Sunset Sail in Miami: Complimentary Champagne Toast
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North America
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Superb226 reviews4.8
Sunset Cruise, Cast away the day with the perfect way to end the day. This evening cruise calls for ....
Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!
Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in the Puget Sound. This personalized voyage is designed for up to six passengers, offering an intimate and unforgettable experience ... More
Private Tour

Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!
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North America
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Superb123 reviews5
Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in ....
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

Private 6 Hrs 47 ft. Catamaran Snorkel & Cielo Charter (30p. max)
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North America
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Superb15 reviews4.7
Sail in style aboard Cozumel’s largest and most spacious catamaran—a 47ft Nautitech—on an unfo....
Private Tour
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pal... More
Private Tour

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise
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North America
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Superb64 reviews4.9
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages (BYOB), take pics,....
Private Tour
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More
Private Tour

Portland Tall Ship Cruise on Casco Bay
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North America
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Superb231 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Private Tour
1-Hour Interactive Pirate Cruise (arrive 30 minutes early)
Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along Florida’s Intracoastal Waterway that’s fun for the whole family! T... More
Private Tour

1-Hour Interactive Pirate Cruise (arrive 30 minutes early)
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North America
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Superb1,447 reviews4.9
Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure ....
Private Tour
Snorkeling Adventure in Isla Mujeres
Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum is a unique activity in the world since there is no such thing anywhere. This activity is cataloged as mandatory for all traveler... More
Private Tour

Snorkeling Adventure in Isla Mujeres
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North America
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Very Good12 reviews3.8
Dare to be part of one of the most enigmatic activities in Cancun and Mexico. The underwater museum....
Private Tour
Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and bein... More
Private Tour

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
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North America
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Superb164 reviews5
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....
Private Tour
Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos with the rainbow sails and also the beautiful scenery with Diamond head in the background. The net is also a fun ride and you’ll g... More
Private Tour

Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
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North America
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Superb230 reviews4.8
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos wi....
Private Tour
Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open Bar
*Step into luxury when you board one of our fully-equipped sailboats. *Receive a friendly greeting from our crew who will provide you with unmatched service throughout the excursion. *Take a moment for a photo opportunity with y... More
Private Tour

Luxury Sunset Sailing Cruise in Cancun with Light Dinner and Open....
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North America
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Superb69 reviews4.6
*Step into luxury when you board one of our fully-equipped sailboats. *Receive a friendly greeting ....
Private Tour
Deluxe Sail & Snorkel to the Captain Cook Monument
Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adventure will begin in the turquoise waters... More
Private Tour

Deluxe Sail & Snorkel to the Captain Cook Monument
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North America
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Superb452 reviews4.9
Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient ....
Private Tour
Private Guided Sunset and Dolphin Cruise up to 6 Passengers
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a cooler with bottled water a... More
Private Tour

Private Guided Sunset and Dolphin Cruise up to 6 Passengers
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North America
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Superb70 reviews5
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....
Private Tour
2hr. INTERACTIVE Sailing Experience on San Francisco Bay
This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a private yacht with a USCG licensed captain and crew where you'll sail beneath the Golden Gate Bridge, across the San Francisco waterfr... More
Private Tour

2hr. INTERACTIVE Sailing Experience on San Francisco Bay
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North America
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Superb66 reviews5
This is an Interactive Sailing Experience on San Francisco Bay with a maximum 6 passengers on a priv....
Private Tour
Boat ride to the Arch and Snorkel
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a smooth ride through the Sea of Cortez Our guide and captain who are biologists will share interesting and professional infor... More
Private Tour

Boat ride to the Arch and Snorkel
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North America
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Superb68 reviews4.9
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a s....
Private Tour
Exclusive Isla Mujeres and Cancun Private Yacht Tour
Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set the stage for a day of exhilaration and relaxation. Cruise along the mesmerizing Cancun coastlines, dive into vibrant coral reefs du... More
Private Tour

Exclusive Isla Mujeres and Cancun Private Yacht Tour
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North America
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Superb29 reviews4.9
Embark on an unforgettable yacht adventure in Cancun and Isla Mujeres, where turquoise waters set th....
Private Tour
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narraganset... More
Private Tour

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport
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North America
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Superb28 reviews4.7
Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....
Private Tour
Snorkel with Manta Rays Guaranteed
Join us aboard our luxurious catamaran, Hoku Nui, as we coast to the world famous Manta Ray Village. Travel Channel says “its one of the top ten things to do in your life time”, and Sea Paradise has been offering its guests th... More
Private Tour

Snorkel with Manta Rays Guaranteed
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North America
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Superb716 reviews4.8
Join us aboard our luxurious catamaran, Hoku Nui, as we coast to the world famous Manta Ray Village.....
Private Tour