New England:  The British Isles of North America

United States

For More Information:

Contact Debbie Dos Santos at Journeys-Yacht & Travel Company to discuss this itinerary and design it to your preferences. 



Destination Overview:  

New England is all about the scenery,  nature and history.  It’s a great place for the adventurous type that wants to go cruising through the islands of Maine and up and down the coast.

It is a great place for chartering.   From Newport, Martha’s Vineyard and Nantucket, Provincetown and then drop off in Boston or head back to Newport.  Or explore the phenomenal cruising grounds north of Boston especially up in northern Maine. 


Itinerary & Destination Background:

Fondly considered to be the home of yachting in North America, New England’s colorful hues and quaint towns provide charming cruising grounds.  From the history and hospitality ashore to the stunning coastlines of the mainland and off-lying islands, they offer diverse possibilities.


Day 1: Boston

Rich in history and tradition, Boston successfully combines big-city style with a small-town atmosphere.  Spend the day discovering the numerous attractions the city has to offer before you embark on a cruise south.  Independence Day is a big deal in New England, and celebrations are not limited to the Fourth of July only-  the Annual Boston Harborfest is a six-day festival celebrating America’s independence with concerts, historical tours, parades, clam chowder competitions, and a huge fireworks displays.


Day 2:  Boston- Plymouth

Regarded as the birthplace of modern America, Plymouth is where the Pilgrim Fathers settled.   It is a place where the past and the present meet and have so much to offer.  Walk in the footsteps of the Native Americans and the Pilgrims.  With that in mind, visit the Mayflower II – a replica of the ship in which the Pilgrims sailed.


Day 3:  Plymouth-Provincetown

Cruise across the bay of Cape Cod to Provincetown.  Located at the most northerly point of the Cod, the town is edged with sand dunes, forests, beaches and open sea.  Discover the Outer Cape cycling along the scenic biking trails.


 Day 4:  Provincetown-Nantucket Island

The crescent-shaped island of Nantucket is quintessential New England at its best.  Take a refreshing dip in the Atlantic Ocean from one of the many beautiful wild beaches that dot the island’s coastline.  Early evening, berth in the Nantucket Boat Basin and visit the galleries and boutiques of Nantucket Town.  And if visiting in May, the Nantucket Wine Festival’s wine-tasting seminars and food pairing sessions will take place along the Island of Nantucket’s scenic shores.


Day 5:  Nantucket Island-Martha’s Vineyard

An exclusive summer destination, Martha’s Vineyard is known for its miles of pristine beaches and rolling countryside.  Cruise to the exclusive fishing village at Menemsha Harbor and explore the inlet by kayak or dingy.  Shopping is great here and a tour of the island is always interesting with the most visited spot being the brightly colored cliffs at Gay Head.  You might also choose to ride the ‘Chappy’ ferry to nearby Chappaquiddick Island.


Day 6 & 7:  Martha’s Vineyard-Newport

Discover the Newport Mansions, visit the Museum of Yachting, or simply enjoy the scenery with a stroll along Cliff Walk.  Considered by many to be the heart of New England, Newport is a bastion of sailing and attracts superyachts from around the world who visit its lively waterfront, ornate mansions, great restaurants and wonderful coastal scenery.  The Newport Jazz Festival is America’s oldest-running annual jazz festival, drawing thousands of spectators and featuring internationally renowned jazz artists in the late summer.

This Journeys-Yacht & Travel Company sample itinerary for independent travel is provided merely as a glimpse of the type of customized travel experiences we create.  We would be delighted in developing a travel program for you or a group based on your preferences.