Discover quintessential New England by chartering your own yacht. Cast off from world-class historic cities like Boston, Newport, and Portland, Maine, or from the yacht-friendly town Hyannis on Cape Cod.  Explore diverse islands, warm pristine beaches, spectacular marine life, gulf stream-warmed waters, beach-combing, and historic colonial-era seaside towns along this spectacular coastline treasure.

Boston getaways are an ideal respite. You may be planning to visit Boston for a corporate conference, a sporting or music event, a family reunion, a “bucket list” tour of the historic landmarks, or you may just live nearby. Here is a unique way to discover the Boston area aboard a yacht. Whale watching, fishing, sightseeing, sports, dining, nightlife and cultural immersion can all be part of your yachting experience.  Sterling can help you select from an array of vessels that suit your needs, tastes, interests and desired ports of call.

Maine yacht charter itineraries boast rocky coastlines, quaint hidden harbours, fishing villages that support a thriving lobster industry, spectacular coastal cliffs, and million-dollar views at every turn. Discover why the reliable prevailing wind from the West gave this downwind region the nickname “Down East”. You could also plan your summer vacation around this popular event in Camden-Rockland: Maine Lobster Festival.

Newport, Rhode Island is the ideal New England port for embarking on your yacht experience and visiting the outer islands of this New England cruising area. Arrive a day or two early to tour opulent famous mansions from a bygone era, shop along Thames Street, delight in the freshest seafood and fare from local restaurants, and experience this bustling, world-class yachting center at the mouth of Narragansett Bay.

Cape Cod and The Islands
A yacht charter experience around Cape Cod reveals why TripAdvisor recommends this coastal region. Why is Cape Cod so popular with yachters? The answer is simple. Miles of unspoiled beach beauty so close to Boston, a world-class metropolis within easy reach of Newport and Sag Harbor, make Cape Cod quite accessible by sea, and your yacht gives you unique access and perspective while avoiding onshore traffic congestion.

On your own schedule, you can explore bustling seaside harbor towns on the Cape and the islands of Martha’s Vineyard and Nantucket, then sneak over to the small Elizabeth Islands chain (Nonamesset, Uncatena, Weepecket, Pasque, and Nashawena) where pristine beaches, gulf stream-warmed waters and serene hideaways offer you an exhilarating experience that is simply not available by any other means. Enjoy water sports, relax on deck, or head ashore for a traditional beachside lobster and clam bake. Visit a seaside village for local fare, bask on a sandy spit of secluded shore, and immerse yourself in the rhythms of the New England coastal experience. The choice is yours.

Nantucket getaways by land and sea offer both rich history lessons and a breathtaking summer playground. Made famous in the classic novel “Moby Dick”, she is a very special island for any type of travel experience, whether you are planning a large group event, important occasion or a private getaway. Consider embellishing your yacht voyage with a “retreat by the sea” (or vice versa). Be sure to visit the well-preserved historic whaling captains’ mansions, and consider a bicycle or taxi ride to some of the most beautiful, wild, expansive beaches this far north, kissed by the warm Gulf Stream waters.

A Hamptons itinerary offers enchanted harbor-hopping along the New York, Connecticut and Rhode Island coastlines. Tailor it to suit your interests. Depart from Newport to reach Block Island, Sag Harbor, Montauk and more remote islets with secluded coves and beaches.  Visit some bustling seaports to immerse yourself in the exquisite seafood, wine-making, arts cultures and nightlife.  Bring your family on an educational, up-close encounter with sea life and New England history.

Latest News

Croatia is ready to explore this summer

The coastlines and islands of Croatia and Montenegro offer some of the best cruising grounds in the world, with an abundance of historic towns, stunning scenery and some of the best nightlife in the Mediterranean.

Where can we take you this year?

Whether you long to tantalize your taste buds on a unique culinary adventure, trek through tropical rainforests, dive with the ocean’s most beautiful marine life or simply lie back and soak up the sunshine, Sterling Yachting has you covered.

We are hiring!

We are very excited to announce that we are hiring! We are looking to fill two vital roles as we grow our amazing team.

The joy of a Christmas Winter Getaway

Swap the winter blues for the vibrant ocean blues of the tropics this Christmas and New Year’s on board a luxury yacht charter.

The ‘White Christmas’ sung of in songs rarely comes to fruition; long nights of cold rain and grey windy days are a far more accurate portrayal of a temperate zone Christmas.

Tantalising Thailand

The ancient kingdom of Thailand is a mystical land famed for stunning scenery, unique cuisine, colourful culture and the friendly nature of the locals. A yacht charter in Thailand will undoubtedly awaken all of your senses- from luscious jungles to tropical islands and ancient ruins, it isn’t hard to see why over 12 million visitors arrive each year.

Knowing your Windward from your Leeward Islands

Plan a Caribbean charter and you may hear lots of confusing terms thrown around, referring to different groupings of the islands on your itinerary. Two common island groups you might encounter are the Windward and Leeward Islands.