Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 642 Sailing Trips activities in North America. Sort by Popularity. - Page 30Private Yacht for up to 30 People
This ship is a wonderful option to plan unforgettable vacations and spectacular celebrations. With a length of 50 feet, it can accommodate up to 30 guests. Renting the Carver 50 is the perfect option for a variety of events and cr... More
Cozumel Adventure
Embark on a ferry heading to the beautiful island of the swallows (for its translation from Mayan) and, after disembarking, pay a visit to Chankanaab, a natural water park located in the National Marine Park of Cozumel. Snorkel i... More
Private Tour
6-Night Private Charter in Lake Clark National Park
An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the only live aboard yacht on Lake Clark. Enjoy meals prepared by your onboard chef. Relax in our beanbags and hammocks while enjoyin... More
Private Tour
Private Yacht for up to 12 People
Imagine feeling the sea breeze aboard the wonderful Tiara 44 Yacht, it will definitely be a trip that you will enjoy like no other, you cannot miss its comfortable spaces while the beautiful colors of the sea and the sky make thos... More
Private Tour
Nights of Lights Sailboat Tour St Augustine Sailing
What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More
Private Tour
Classic Key West Schooner Sunset Sail with Full Open Bar
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More
Free Cancellation
Private Tour
(Saving 20% )
Private Afternoon Snorkel with Sunset Sail in Key West
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More
Private Tour
Magic Night Boat Dinner with Show & Speedboat Experience at Cancun (1 day tour)
Discover the magic of the Caribbean Sea with two of the most popular tours in Cancun. If you are looking for an exciting activity, experience an intrepid adventure in our guided speed boat and snorkeling tour. Our speed boats ar... More
Private Tour
Sail Around Key West on the 46-Foot Catamaran
This day typically lasts about eight hours (or can be 4) 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 ... More
Private Tour
San Diego Private Sailing Adventure Aboard A Classic Yacht
Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture.... More
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 Luxury Catamaran Cancun to Isla Mujeres | For up to 30 pp
Experience the ultimate luxury tour to Isla Mujeres from Cancun with our exclusive catamaran tour. Explore the stunning turquoise waters of the Caribbean, take in the breathtaking views of Isla Mujeres, and bask in the warm suns... More
Private Tour
Platinum Private Catamaran Sailing Tour
If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the dates of December 15th thru April 15th, you can enjoy this amazing adventure for 2 hours departing at 09:00 am in the morning. If... More
Private Tour
Key West Wreckers Race Aboard Schooner America 2.0
Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern ... More
Private Tour
3-Night Private Charter in Lake Clark National Park
An exciting private adventure exploring Lake Clark in the luxury of our 50ft sailing catamaran, the only live aboard yacht on Lake Clark. Enjoy meals prepared by your onboard chef. Relax in our beanbags and hammocks while enjoyin... More
Private Tour
Sunset Sail on the Black Pearl
Come experience the tranquility of gliding through the water under sail on the Black Pearl while appreciating our beautiful Lake Erie sunsets. See Cedar Point Amusement Park from the water, sail past the Marblehead Lighthouse, and... More
Private Tour
Key West Florida Private Cruise on Andiamo
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
Sailing Charter
Experiencing the Olympic Peninsula wouldn’t be complete without a little time on the water. Make an adventure out of it, and sail a living legend out of scenic Sequim Bay! Ingrid Princess is an ocean going, full keel ketch avail... More
Private Tour
Day and sunset charters on After Parr T
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
Private Cancun Sailboat Cruise with Beers and Sodas Included
Escape to paradise with our exclusive private sailing boat cruise to Isla Mujeres, a pristine island gem just off the coast of Cancun. Step aboard our fine vessel and embark on a journey of discovery and relaxation in the breathta... More
Private Tour