Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 725 Sailing Trips activities in North America. Sort by Popularity. - Page 31Paddle at Dawn with visit to Cenotes and Islands
Dare to live a new experience! During this activity you will connect with your ecological SELF as you paddle towards sunrise. Enjoy a delicious picnic in a natural environment while you immerse yourself in warm and crystal clear w... More

Paddle at Dawn with visit to Cenotes and Islands
-
North America
-
Superb61 reviews4.9
Dare to live a new experience! During this activity you will connect with your ecological SELF as yo....

Jungle Tour
-
North America
-
Superb1 review5
This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through ....
Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club
Discover Isla Mujeres in style with this all-inclusive Catamaran Tour. Unlike most tours, this experience begins with round-trip hotel transportation from Cancun or the Riviera Maya, making your day effortless from the start. Boar... More

Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club
-
North America
-
Superb1 review5
Discover Isla Mujeres in style with this all-inclusive Catamaran Tour. Unlike most tours, this exper....
Rosé Brunch Under Sail
Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning waters of Hilton Head while enjoying complimentary mimosas and light brunch bites. This relaxing 2-hour sail is the perfect blend ... More
Private Tour

Rosé Brunch Under Sail
-
North America
-
Very Good1 review4
Wake up with our daily Brunch Under Sail aboard a luxury catamaran. Cruise through the calm morning ....
Private Tour
Key West all Day Beach Pass from Miami
Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More
Private Tour

Key West all Day Beach Pass from Miami
-
North America
-
Very Good1 review4
Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....
Private Tour
Monday Ladies Night Sail- Charleston's Luxury Catamaran w/Bar
Mermaid Monday Ladies’ Night Sail: Fun, Friends & Fabulous Harbor Views Calling all ladies! Mermaid Monday is Charleston’s hottest ladies' night, and you’re invited to join the fun. With $10 off regular tickets and irresisti... More
Private Tour

Monday Ladies Night Sail- Charleston's Luxury Catamaran w/Bar
-
North America
-
Very Good1 review4
Mermaid Monday Ladies’ Night Sail: Fun, Friends & Fabulous Harbor Views Calling all ladies! Mermai....
Private Tour
Public Schooner Sail in Greenport
You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More
Private Tour

Public Schooner Sail in Greenport
-
North America
-
Superb8 reviews5
You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....
Private Tour
Bacalar Lagoon Tour Open Bar With Pick Up
The lagoon of the 7 colors is one of the wonders that you cannot miss when in Mexico. We tour "islands, cenotes and canals" and our guide will be the one who tells us the history of this beautiful place surrounded by crystal clear... More
Private Tour

Bacalar Lagoon Tour Open Bar With Pick Up
-
North America
-
Superb66 reviews4.9
The lagoon of the 7 colors is one of the wonders that you cannot miss when in Mexico. We tour "islan....
Private Tour
Introduction to Sailing in Saint John, NB
Set sail on the tranquil waters of the Saint John River aboard our O'Day 34 sailing yacht, for a 2.5 to 3-hour introduction to boating experience. Led by a certified Sail Canada instructor, this cruise offers first-time boaters a ... More
Private Tour

Introduction to Sailing in Saint John, NB
-
North America
-
Superb5 reviews5
Set sail on the tranquil waters of the Saint John River aboard our O'Day 34 sailing yacht, for a 2.5....
Private Tour
kayaking in Huatulco
The geographical position favors us to observe whales, dolphins, turtles and much more while sailing in the kayak in calm waters, we have contact with the most 95% of the time on the tour, so it is highly recommended for biologist... More
Private Tour

kayaking in Huatulco
-
North America
-
Superb1 review5
The geographical position favors us to observe whales, dolphins, turtles and much more while sailing....
Private Tour
Sailboat on the Mayan Riviera at sunset
Ready to set sail on a catamaran at sunset? The Riviera Maya is the ideal place to do it. This incredible coastal region is home to some of the calmest waters in the world and the most picturesque landscapes. Board one of our full... More
Private Tour

Sailboat on the Mayan Riviera at sunset
-
North America
-
Superb1 review5
Ready to set sail on a catamaran at sunset? The Riviera Maya is the ideal place to do it. This incre....
Private Tour
Private Luxury Sailboat for 12 people 4 hrs
Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to have fun with your friends in private. It is a beautiful sailboat, comfortable, spacious, and excellently equipped. Interior: Sp... More
Private Tour

Private Luxury Sailboat for 12 people 4 hrs
-
North America
-
Superb1 review5
Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to....
Private Tour
Private Luxury Catamaran Moonlight Party in Halifax
The ultimate private sailing experience! The Reverie is the newest boat in our fleet. The Reverie is the perfect balance of luxury and space to enjoy the atmosphere of the Halifax Harbour under the Moonlight The deck layout has b... More
Private Tour

Private Luxury Catamaran Moonlight Party in Halifax
-
North America
-
Superb1 review5
The ultimate private sailing experience! The Reverie is the newest boat in our fleet. The Reverie is....
Private Tour
Luxury Sunset Cruise with Open bar in Vallarta
As the golden hour sets in, step aboard a luxurious 50-foot Beneteau sailboat and cruise along Banderas Bay’s stunning coastline. This sunset sailing experience offers an unforgettable evening of elegance, romance, and breathtak... More
Private Tour

Luxury Sunset Cruise with Open bar in Vallarta
-
North America
As the golden hour sets in, step aboard a luxurious 50-foot Beneteau sailboat and cruise along Bande....
Private Tour
Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives yo... More
Private Tour

Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
-
North America
-
Very Good3 reviews3.7
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the....
Private Tour
4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres
Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catamaran, with room for up to 60 guests, and enjoy a premium experience from start to finish. Our team is dedicated to providing except... More
Private Tour

4hrs/60ft Luxury Catamaran Private Charter Cancun to Isla Mujeres
-
North America
-
Very Good3 reviews3.7
Sail Away on Our Luxury Catamaran: The Ultimate Caribbean Experience Set sail on our spacious catama....
Private Tour
3 in 1 Snorkeling, Parasailing, with Turtle
Have a funny and incredible experience full of nature, doing 3 activities at water and land in a tour package! Fly and see the gorgeous views of the Carribean at 260 ft. By the way, you feel free and you liberate adrenaline! ... More
Private Tour

3 in 1 Snorkeling, Parasailing, with Turtle
-
North America
-
Superb1 review5
Have a funny and incredible experience full of nature, doing 3 activities at water and land in a tou....
Private Tour
Sailing Experience to Isla Mujeres with lunch and Premium Open Bar
Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beautiful views. Cruise on a luxury catamaran while sipping a drink or two from the open bar on your way to and from this scenic island.... More
Private Tour

Sailing Experience to Isla Mujeres with lunch and Premium Open Ba....
-
North America
-
Superb1 review5
Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beauti....
Private Tour
Private Sunset Sail in Key West Florida
Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch Key West's Famous sunsets. View Dolphins, Turtles, and all kinds of Marine Life. Take the helm, l... More
Private Tour

Private Sunset Sail in Key West Florida
-
North America
-
Superb1 review5
Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just ....
Private Tour
Full-Day Sailing Adventure to Isla Mujeres
This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun to Isla Mujeres aboard a wind-powered catamaran with an experienced and friendly captain and crew. Lounge, swim, eat, and drink at ... More
Private Tour

Full-Day Sailing Adventure to Isla Mujeres
-
North America
-
Good4 reviews3.5
This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun t....
Private Tour