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10 Best Repositioning Yacht Charter Vacations

Maine to New York. This route can include stops in Newport-area locations such as Martha’s Vineyard and Nantucket, as well as big-city fun when docked at Chelsea Piers on Manhattan’s West Side.

Newport to Baltimore. This itinerary can include as little or as much time as you like in the Chesapeake Bay, which is close enough to Washington, D.C., that a land tour can follow at the end of your yacht charter.

New York City to Savannah, Georgia. The southeastern coast of the United States is rich with history, including land tours of stately mansions along cobblestone streets. Plenty of golfing opportunities exist in the area, as well.

Alaska to Seattle. Between the icebergs of Alaska and the famous fish market in Seattle lies Desolation Sound, an inland passage that is unfortunately named given just how grand and beautiful all of the scenery actually is.

Seattle to San Francisco. America’s favorite wine country is all along this coast, with pinot noir growing in Oregon and world-famous chardonnays available in Napa and Sonoma. A fantastic winery vacation can be added to the end of this charter itinerary.

Turkey to Greece. Megayachts moving westward for the winter will start their journey by leaving the southwest Turkish coast and moving into Greece’s Dodecanese islands. From there, you can visit as many of the Greek archipelago as timing allows, even going all the way to Athens if you have a few weeks to charter.

Croatia to Italy. As yachts in the Eastern Mediterranean make their way westward, the route around Italy’s southern coast can include stops in Sicily and Sardinia—at a time when all of the summer tourists are long gone.

South of France to Gibraltar. Many megayachts make Gibraltar their last stop before an Atlantic Ocean crossing to the Caribbean, so a cruise there from Cannes or Monaco is an ideal itinerary for charter guests and crew alike.

Northern Caribbean to Southern Caribbean. Charter yachts that spent the summer season in places like the Virgin Islands sometimes make the Grenadines their winter home base. You can pick and choose which islands to visit as your itinerary follows the whole of the Caribbean archipelago from north to south.

Bahamas to Virgin Islands. The Turks and Caicos archipelago lies between these summer and winter cruising grounds, filled with underwater reef walls that provide outstanding opportunities for snorkeling and scuba diving.

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