Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 642 Sailing Trips activities in North America. Sort by Popularity. - Page 29JFarwell 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
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
Nighttime Sailing Trip from San Diego
Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More
Private Tour
Private Luxury Sailboat Charters of Honolulu
Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More
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Half-Day Private Sailing in Sag Harbor and Shelter Island
What makes this experience stand out is the yacht itself and the crew's sailing experience and deep knowledge of local areas. The old world Finnish craftsmanship both above on the teak decks and below in the exquisite woodwork and... More
Private Tour
Private Sunset Sailing in Hamlin Beach
Looking to relax with a special someone or maybe celebrate with a group of friends? This is a wonderful way to spend an evening, the warm sun, a breeze and just the waves. We'll sail into the sunset along the shore of Hamlin Beach... More
Private Tour
Pirate Ship Breakfast and Snorkel Cruise in Los Cabos
Ahoy! Wake up bright and early and get a head start on the day’s adventures with our morning snorkel cruise. Avoid the rush and the midday sun. Get on board and enjoy a real pirate’s feast with our full breakfast buffet aboard... More
Private Tour
Sunset Luxurious Charter Aboard Atlanta in Key West
This day typically lasts about four hours (or can be 8) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the o... More
Private Tour
All Inclusive Beach Club with Sports Food and Beverages
Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatable experience with unlimited drinks, mouth-watering lunch, and your choice of two exciting activities. Whether you want to ride ho... More
Private Tour
Private Charter Snorkel Sail Adventure off Kaanapali Beach
PRIVATE CHARTER - While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘H... More
Private Tour
Private Sunset Sail for Two
Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More
Private Tour
Private Sunset Sail of NYC Skyline and Statue of Liberty
Discover NYC from a completely different perspective on a private sailboat charter during sunset hours when the views are even more spectacular. You and your group will view New York City in ways that are breath taking. See the St... More
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
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
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests
A 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 sailing charters and boat tours. Sail San Diego with us. Our sa... More
Private Tour
Bimini Charters - Private 6 Hour catamaran sail & snorkel
We are owner-operated and ensure every detail of your trip is perfect! We work with you ahead of time to determine your goals for the day and make them happen. Our guests almost always say that their trip with us was the highlight... More
Private Tour
ATV Jungle with Ziplines Cenote 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
Private Sunset Sail for 3-6 People
Experience a private group charter with up to six passengers while sailing along the San Diego Bay. If you’re looking for a night of family fun, or to celebrate with your friends look no further. Leave your worries behind as yo... More
Private Tour
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
Dock Side Adventure Kayak, Paddle Boarding, Sunfish sailboats
Enjoy the day hanging out on our 30 ft Double Deck Slide Boat. Have full access to all of our water toys. Relax and listen to music in the shade. Barbecue lunch or dinner and watch the sunset. Swim off the Slide Boat or relax on o... More
Private Tour