Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 693 Sailing Trips activities in North America. Sort by Popularity. - Page 31Private Experience in Punta Mosquito Holbox
If you come to Holbox you cannot miss a visit to Punta Mosquito, one of the most beautiful beaches on the entire Holbox Island, visit the flamingos and enjoy the beaches, the water and the beautiful sand banks of Punta Mosquito on... More
Private Tour

Private Experience in Punta Mosquito Holbox
-
North America
-
Exellent17 reviews4.3
If you come to Holbox you cannot miss a visit to Punta Mosquito, one of the most beautiful beaches o....
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
Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the....
Private Tour
Chesapeake Bay Private Cruise
This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! Enjoy the peaceful sounds of the waves gently breaking off the hul... More
Private Tour

Chesapeake Bay Private Cruise
-
North America
-
Exellent7 reviews4.4
This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guy....
Private Tour
Pirate Ship by Day
Start the day enjoying a delicious and complete breakfast Under the Sea, in our Pirate Tavern, aboard an incredible 700-ton Galleon, full of adventure and fun. Let yourself be pampered by nature on Majahuitas Island (Ecological R... More
Private Tour

Pirate Ship by Day
-
North America
-
Good5 reviews3.4
Start the day enjoying a delicious and complete breakfast Under the Sea, in our Pirate Tavern, aboar....
Private Tour
Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs
Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting nautical activities! If you are looking to live a unique and unforgettable experience with family or friends, this is the perfect plac... More
Private Tour

Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs
-
North America
-
Good5 reviews3.4
Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting naut....
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
Free Cancellation
Private Tour
(Saving 8% )

Sailing Experience to Isla Mujeres with lunch and Premium Open Ba....
-
North America
-
Good5 reviews3.4
Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beauti....
Free Cancellation
Private Tour
(Saving 8% )
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
Private Tour

JFarwell Private Yacht Wine & Cheese Sunset Sail
-
North America
-
Superb14 reviews4.9
This sunset sail is a stunning opportunity to see how Halifax's urban and nature connect. Guests wil....
Private Tour
Private Swim and Sail Charter (Kewalo Harbor)
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More
Private Tour

Private Swim and Sail Charter (Kewalo Harbor)
-
North America
-
Superb14 reviews4.9
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....
Private Tour
Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 passengers
Embark on a breathtaking sailing adventure from Cancun to Isla Mujeres. Feel the excitement as you explore stunning sites and Caribbean reefs. Experience the magic of the Mexican Caribbean, snorkeling in Isla Mujeres and Cancun's ... More
Private Tour

Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 ....
-
North America
-
Superb14 reviews4.9
Embark on a breathtaking sailing adventure from Cancun to Isla Mujeres. Feel the excitement as you e....
Private Tour
Private Luxury Yacht for up to 12 people
A whole nautical experience awaits you on board the Sea Ray 440, nothing is missing, comfortable, luxurious and sophisticated, it is specially designed to satisfy the demands of the best tastes and turn moments into memories that ... More
Private Tour

Private Luxury Yacht for up to 12 people
-
North America
-
Superb14 reviews4.9
A whole nautical experience awaits you on board the Sea Ray 440, nothing is missing, comfortable, lu....
Private Tour
Romantic Sunset Sailing in Cabo
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can enjoy the gentle breeze of Los Cabos while savoring a glass of wine and a gourmet picnic basket. Unlike other tours, this experie... More
Private Tour

Romantic Sunset Sailing in Cabo
-
North America
-
Superb14 reviews4.9
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can....
Private Tour
Isla Mujeres Private Dream Getaway
If you are looking for the tropical getaway of your dreams, then get ready to discover Isla Mujeres, the women’s Island. Your day starts with a transfer to the dock, where your guide will take you out by boat to the island of Is... More
Private Tour

Isla Mujeres Private Dream Getaway
-
North America
-
Superb12 reviews4.9
If you are looking for the tropical getaway of your dreams, then get ready to discover Isla Mujeres,....
Private Tour
Land’s End Sunset Cruise – Open Bar & Tacos Included
Embark on a serene journey aboard the CaboMar Catamaran, where each moment unfolds in tranquility, with approximately 40 minutes spent at each captivating point along the route. As you glide through the stunning landscapes of Cab... More
Private Tour

Land’s End Sunset Cruise – Open Bar & Tacos Included
-
North America
-
Superb12 reviews4.9
Embark on a serene journey aboard the CaboMar Catamaran, where each moment unfolds in tranquility, w....
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

Fishing and snorkel tour in Puerto Vallarta and Nuevo Vallarta
-
North America
-
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
Unlimited Catamaran to Isla Mujeres from Cancun
Your journey begins at the breathtaking Punta Sam Reef, where you'll dive into your first snorkeling experience and discover the vibrant underwater world of the Caribbean. Then, set sail along the stunning coastline toward Punta... More
Private Tour

Unlimited Catamaran to Isla Mujeres from Cancun
-
North America
-
Exellent17 reviews4.3
Your journey begins at the breathtaking Punta Sam Reef, where you'll dive into your first snorkeling....
Private Tour
San Diego Afternoon Sail
Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military ves... More
Private Tour

San Diego Afternoon Sail
-
North America
-
Exellent17 reviews4.3
Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna.....
Private Tour
Private Sailing for up to 10 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 charming classic-style sailboat, where you can enjoy the pleasure of sailing thro... More
Private Tour

Private Sailing for up to 10 people 4 hrs
-
North America
-
Exellent17 reviews4.3
Sail through the bay of Puerto Vallarta celebrating your birthday, a special date for you or just to....
Private Tour
Kanoa Yacht Charter: 2-Hour Sail off Waikiki
Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 223. With prime parking on-site, your journey begins the moment you arrive. For those without wheels, don't fret! The dock is a quic... More
Private Tour

Kanoa Yacht Charter: 2-Hour Sail off Waikiki
-
North America
-
Exellent17 reviews4.3
Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....
Private Tour
Private Long Island Sound Sailing Experience
Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled between Great Neck's Kings Point and Port Washington's Sands Point. Oogle at the multi million dollar Mansions lining the coast un... More
Private Tour

Private Long Island Sound Sailing Experience
-
North America
-
Exellent17 reviews4.3
Sail the Long Island Sound with Captain Steve. Sit back and relax as we tour Manhasset Bay, nestled ....
Private Tour
Dinner and show pirate night Hook in Cancun
Captain Hook’s Cancun tour offers an immersive experience unlike any in the area. More than just a cruise, it’s a dinner-show aboard an authentic 18th century pirate galleon, where travelers become part of an exciting adventur... More
Private Tour

Dinner and show pirate night Hook in Cancun
-
North America
-
Exellent17 reviews4.3
Captain Hook’s Cancun tour offers an immersive experience unlike any in the area. More than just a....
Private Tour