Offshore Sailing School Locations
Do something special for your next getaway!
Go from beginner to cruise-ready sailor in one week or learn the basics in three days at our Florida, New York, Eastern Shore of Maryland or a British Virgin Islands location. Choose a sailing vacation with Offshore Sailing School as your next getaway! Or, choose a city escape for fantastic sailing surrounded by sun-drenched skyscrapers. Either way, you are guaranteed an exciting experience with Offshore Sailing School.
New York and New Jersey
Our northern U.S. locations include three convenient bases on the Hudson River, all easily accessed by public transportation.
Your New York City sailing getaway can begin at Pier 25 in Tribeca, a joyful Hudson River Park Trust outdoor escape with beach volley ball, promenades, and incredible views right off North Cross Street in the shadow of the World Trade Monument on the Hudson River.
Across the river is Liberty Landing Marina in Jersey City, NJ – a full-service boating facility in Liberty State Park near the ferry to the Statue of Liberty. This is the home of our Offshore Sailing Club where you can sail seven days a week and participate in regattas, full-moon sails and other social activities all season long.
The Eastern Shore of Maryland on the Chesapeake Bay
One of the most popular cruising grounds in the United States is the Chesapeake Bay, our continent's largest estuary. St. Michaels, Maryland is the center of a magical waterworld on Maryland's fabled Eastern Shore. This Victorian resort town is steeped in history with wonderful shopping, waterside restaurants, and great sailing.
Our home here is the Inn at Perry Cabin, a luxurious manor house resort and spa, nestled on the Miles River next to the legendary Maritime Museum. Our boats are at the edge of the Inn's lush green lawn where tea and drinks are served in late afternoon. A great location for couples to learn to sail and cruise, Perry Cabin's beautiful Linden Spa – known for pampering, wellness and rejuvenation.
A pleasant drive from Washington, D.C. and less than two hours from Baltimore and Philadelphia, Perry Cabin offers deluxe accommodations and an unparalleled culinary experience with seamless attention to service. A great location for couples to learn to sail and cruise you'll want to find out more about this location.
Three Locations in Sunny Southwest Florida
Offshore Sailing School has three delightful Florida destinations, each with special sailing conditions and amenities to make your learning vacation the most meaningful and memorable you'll ever have.
Is on Florida’s Suncoast with easy access from Tampa Airport. This is the perfect place for singles, couples and families to enjoy the best of Florida Vacations. Your accommodations and classroom are in the Hampton Inn right across the street from our boats in the St. Petersburg Municipal Marina.The Inn is surrounded by great restaurants, museums and close by the famous Pier in the Vinoy Basin and shopping. A true sailing mecca, the famous St. Petersburg Yacht Club is across the street from the Inn. If you crave the beach, it's just a 20 minute drive away.
Is “Florida’s Tahiti,” an incredible vacation destination the Colgates discovered in 1975 when they searched for a winter campus in the States. The moment they drove down the tree-lined road from the causeway connecting Sanibel and Captiva to the mainland, they were hooked. You will be too! The resort is captivating in every way with a variety of accommodations in hotel rooms, marina and beach villas; plus kayaking, golf, tennis, fishing, bicycling, shelling, jogging paths, fun restaurants and more. This is the perfect getaway for singles, families and couples. With miles of sandy, shell-strewn beaches, sailing in the Gulf and Sound, manatees surfacing in the harbor and dolphins playing as you sail — you just won't find a better place to relax, learn and refresh (unless you choose one of our other delightful locations below).
Is on the northern tip of beautiful Estero Island, just 30 minutes from Regional Southwest Airport (RSW) and your home base for many unique Florida Vacations. The moment you cross Mantanzas Bridge and look out to an endless Gulf of Mexico horizon, you know you're in for a special learning vacation treat.
The island is a blend of romantic, fun and honky tonk getaways. A multitude of eateries from rousing open-air bars with island crooners to white-cloth dining line its main street, marinas and shoreline. Accommodations at the Pink Shell are decorated in marine colors, situated in two towers surrounding an incredible free form pool and a three-story building with its own exclusive large pool. All rooms, villas and studios overlook the Gulf with huge lanais, kitchens or kitchenettes. This resort has every water toy you can imagine, plus the lovely Aquagene full-service spa. This is a great spot for singles, couples and families.
Tortola, British Virgin Islands
To truly get the feel of island sailing and enjoy a British Virgin Islands vacation you will love our base in The Moorings Village in Road Town, Tortola in the British Virgin Islands. Since 1970, we have provided singles, couples and famlies with live-aboard learning courses on beautiful yachts, sailing from one exotic island to another. The Mariner Inn in The Moorings Village has a huge pool, outdoor dining, and friendly taxis ready to whisk you away to beaches on the other side of the island.
You'll sail in Sir Francis Drake Channel among the most incredible green islands you've ever seen. The water everywhere is deep blue and clear, with fantastic reefs for snorkeling and diving. This is truly a piece of paradise - don't miss out on your chance for a British Virgin Islands Vacation!
Call us now at 888-454-7015 or Request a Quote
to find out how easy it is to sign up for one of our sailing courses. Our Friendly Sailing Advisors are standing by to answer all your questions!
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