1. Cuttyhunk Island, Massachusetts

Cuttyhunk Island is the outermost of the Elizabeth Islands in Massachusetts. This destination is known for its spectacular deserted anchorages and beautiful scenery, and is on route to the popular areas of Martha’s Vineyard and Nantucket. This quaint island is the perfect place for peaceful days spent relaxing, sailing and enjoying the outdoors.

2. Plum Island, Massachusetts

For those who are interested in a spot of fishing, Plum Island, located on the Northeast coast of Massachusetts, north of Cape Ann, should be on the top of your list. A barrier island almost five kilometers long, this island boasts beautiful places to drop anchor and catch Bass or Mackerel. The island also is known for its scenic beaches and hiking trails, ideal for avoiding crowds and enjoying a peaceful walk.

3. Kennebunkport, Maine

Located on the south coast, Kennebunkport is a beautiful small town with classic New England charm. An exclusive destination, guests will enjoy the sailing past the historic homes, spending time on beautiful sandy beaches and taking in the vast ocean views. For an off-the-beaten-track experience, visitors should head to Arundel Beach at sunset.

4. Portland, Maine

An area filled with history and known for its delicious food scene, there are several exclusive places in Portland, Maine, which offer an escape from the hustle and bustle during the summer. The rugged coastline of Cape Elizabeth is famous for its beautiful lighthouse, and the surrounding landscape is perfect for long walks and bicycle rides – a relaxing way to avoid the crowds. Visitors can also enjoy a scenic cruise around the Islands of Casco Bay, with beautiful beaches and secret coves to explore.

5. Southport Island, Maine

Located between Sheepscot Bay and Booth Bay, this island is a wonderful place to anchor for the night. Guests can explore the small village, and enjoy a scenic tender ride along the shoreline from the anchorage through Townsend Gut to the famous Robinson’s Wharf to try delicious local lobsters while sunning themselves on the deck.

6. Penobscot Bay, Maine

With over 200 islands to choose from, visitors are guaranteed to find the perfect spot in Penobscot Bay to spend their days social distancing. The islands are home to quaint fishing villages, beautiful wildlife and hidden harbors to enjoy. Guests can visit several charming towns that dot along the islands, kayak the secluded coves or peacefully cruise the waters and enjoy the coastline from afar.

7. Mount Desert Island, Maine

Mount Desert Island is home to the famous Arcadia National Park, known for its miles of biking and hiking trails. Sailing around the island is ones of the best ways to enjoy its spectacular scenery, calm seas and stunning sunsets. Visitors can sail the quiet waters, drop anchor, take in the breathtaking views of this Northeastern gem.

For inspiration on chartering a yacht in New England click here.

For more information on IYC’s range of services please contact the IYC office most convenient to you. IYC has offices in Fort Lauderdale, Palm Beach, Miami, Nantucket, Great Lakes, London, Monaco, Greece, Russia, Croatia, Montenegro, Scandinavia and Malta. To contact an IYC office click here.