New England

Ultimate beachfront living

New England

8 day itinerary

Explore the pristine and characterful Southern New England coast, from the yachting hub of Newport, to the picturesque waterfront town of Bar Harbour, on Maine's Mount Desert Island. Read our sample itinerary taking in everything from history to high culture and spectacular natural sites to fantastic fresh seafood.

day 1




The perfect place to start a New England yacht charter, Newport is a hub of the American yachting scene, renowned for the mansions built by leading American Families. Hike the Cliff Walk, a beautiful 3-mile path along the rocky coast that provides a rear view of the mansions on Bellevue. Take a guided tour of many of the mansions. For a culture hit, browse the Museum of Yachting in Fort Adams State Park, covering much of Newport’s storied yachting history.

day 2

Edgartown, Martha’s Vineyard



Edgartown is recognised as one of New England's most elegant communities, and was Martha's Vineyard's first colonial settlement. The stately white Greek Revival houses built by the whaling captains have been carefully maintained and make the town a museum-piece community, a seaport village preserved from the early 19th century. Walk to the 1672 Vincent House, the oldest known house on the Island, and the magnificent Old whaling Church. Wander pristine beaches and visit the Felix Neck Wildlife Sanctuary or Caroline Tuthill Wildlife Preserve, Chappaquiddick.

day 3




Called The Grey Lady of the Sea because of its foggy appearance from the ocean and cedar shingled houses weathered to their natural grey by the salty air, Nantucket has been preserved and restored to the way it looked in the 19th Century. Tour the island with a local guide to discover excellent restaurants and chic shops as well as hidden gems. 82 miles of beaches make up Nantucket, with 40% of the island protected conservation land. Take a walk on its wide sandy beaches, browse boutiques and explore excellent art galleries and museums.

day 4

Provincetown, Cape Cod



From Nantucket, cruise on the outside of Cape Cod, past the Monomoy Point Lighthouse south of Chatham, Massachusetts. This area is a famed wildlife refuge, its vast beach often dotted with grey seals. Dock at Provincetown on the northernmost tip, a well-protected harbour, and head out by tender to spot whales off the coast.

day 5

Boston, Massachusetts



Arrive in Boston and enjoy the waterfront or head into town to enjoy one of its many tourist attractions. Wander the Public Garden for a Swan Boat Ride or walk the Freedom Trail. Stop in the North End for delicious Italian food. This vibrant thriving city is renowned for its cultural facilities and champion sports franchises as well as its place at the forefront of American History. If your charter falls around 4th July, this is the place to be for celebrations, fireworks, the Boston Pops and more!

day 6

Kennebunkport, Maine



Pass by Portsmouth, NH, en route to Maine. Enjoy lunch onboard and then head onland to peruse the many specialty shops in Dock Square in the quaint town of Kennebunkport. This bustles with boutique shoppers and art gallery hoppers during the summer months. The plentiful patio cafes offer great people watching as well as succulent lobster rolls and other fresh-catch dishes. For adventurous charter guests, Blowing Cave and Spouting Rock are great for exploring.

day 7

Portland, Maine



From ornate mansions to expansive ocean views this charming city, the largest in Maine, will enchant. The Old Port is buzzing and full of great restaurants and coffee shops. The Harbour Islands close to downtown Portland are interesting to explore – don’t miss Peak Island or Portland Head Light, the lighthouse commissioned by George Washington. The home of Henry Wadsworth Longfellow is also of cultural interest here. Venture further into main by road, to Boothbay, New England’s boat capital, with a scenic harbour and plenty of inlets for kayaking and paddleboarding.

day 8

Portland International Jetport



Disembark the yacht and continue your journey from Portland International Jetport, with flights to US and Canadian cities and worldwide connections.