We leave NYC early in the morning heading north to reach the states of Connecticut and Rhode Island and arrive in the historic town of Newport (RI) located about 180 miles, 4/5 hours drive from New York. The town is known as the mecca for lovers of the Gilded Age here, we will find a slew of villas and palaces, especially along Bellevue Avenue, many of which have now become museums open to the public including the iconic The Breakers, the summer home of the Vanderbilts from 1895 which was modeled on a Renaissance Palace. After lunch, we recommend a visit to one of these Villas (now museums) to discover the history, wealth and extravagance of the early 20th century.
Free evening to explore downtown Newport
Night: Newport, Rhode Island - Newport Hotel Viking or similar.
We leave Newport in the morning in the direction of Cape Cod, the famous "Hook" of the state of Massachusetts. This peninsula became famous during the second half of the 1900s as a favorite destination and favorite summer residence for politicians, actors and other prominent figures of the 20th century thanks to its white sandy beaches, dunes, and quaint seaside towns. Here, you will get your fill of iconic waterfront New England-style estates, fishing villages, and marinas.
On our way to Provincetown, we will visit two of Cape Cod's most picturesque towns --Hyannis and Chatham. Hyannis is famous for being Kennedy's summer residence, or rather the "Summer Compound", as well as the home of the museum dedicated to President John F. Kennedy and his family, and for its small fishing port.
The second, Chatham, is famous for its iconic Coast Guard Lighthouse, and its white beaches were also the arrival point of some early pilgrim fathers who then continued on to Plymouth.
We recommend stopping for lunch in one of the many villages overlooking the sea and then arriving at the picturesque town of Provincetown towards mid-afternoon.
Here, we recommend to check-in at your Inn/Bed & Breakfast in Provincetown, park your car and enjoy the "pedestrian-friendly" center strolling along the bay, and the many tree-lined streets full of small boutiques and shops, and then dine in one of the many local restaurants.
Night: Provincetown, Cape Cod - Provincetown Harbor Hotel or similar
Leave Provincetown the morning after breakfast, in the direction of Plymouth located approximately 1.5-hour by car, the first colony founded in New England by the Pilgrims -- The Puritans. Here you can either visit the Plantation and the Mayflower II Museum (entry ticket required - $ 42 Adults / $ 26 Children) or stop in the center of the town to see the original rock where the pilgrims landed in the new world as far back as 1620, and stroll along the bay.
We then continue north to Portland, Maine for an evening arrival, but not without stopping along the coast to explore two iconic towns -
Night: Portland, Maine - Hotel: Portland Holiday inn by the bay or similar
Notes: If you happen to love historic inns and boutique resorts, you can stop for the night in Kennebunkport and continue to Portland the following morning. Lodges in Kennebunkport tend to go sold-out very easily and have a higher cost, so we usually offer Portland for the greater number of hotels and different categories.
We start in the morning with a visit to Portland's historic Head Lighthouse, perhaps one of New England's most historic and picturesque lighthouses. After, we recommend to visit the small historic center of Portland with its typical red brick architecture and then, continuing north along the coast, reach the town of Freeport where you can stop at the popular Freeport Outlet. Here, you will find a series of outlet stores among including Ralph Lauren, Tommy, LL Bean, and many others.
We highly recommend stopping for lunch along one of the villages on the coast to appreciate the delicious lobster rolls or the freshly caught and cooked lobsters which are all typical dishes of the area. We will reach the town of Bar Harbor (Acadia Park) in the early evening.
Many hotels and inns are located in the surroundings of Bar Harbor and The Acadia Park, not in the center. So if in the evening you want to stroll through the center of Bar Harbor and have dinner in one of the many historic places, it will be a good idea to reach the town by car and park in one of the many municipal parking lots. The center of the village is very picturesque and also offers many shops and boutiques.
Night: Bar Harbor, ME - Bar harbor hotel Quality Inn or similar
A day dedicated to visiting the Acadia National Park with your vehicle. It is very easy to tour the park by car, at the entrance to the Park you will pay the Fee and you will be given a map of the park. You can easily follow the road (Loop) using your rental car to reach the various panoramic points including the highest peak from where you will enjoy one of the most panoramic views of Mount Desert with the bay and hundreds of islands scattered all around. This is the home of the Lobster Industry in the USA, 90% of all lobsters consumed every year in America come from here.
In the afternoon, we suggest an excursion by boat for some lobster fishing or to discover the history of bay and lighthouses still present and active in the area. Several local companies offer 2 to 3 hours long boat excursions to be done in groups or privately.
Free evening in Bar Harbor.
Night: Bar Harbor - Hotel Bar harbor Quality Inn or similar
Leaving Bar Harbor and the beautiful Acadia Park behind, we continue towards the state of New Hampshire for a total car ride of approximately 215-230 miles, you should expect from 4 and a half hours to 5 by car. Upon arrival in Mount Washington, we suggest visiting the highest mountain in the Northeast of the USA, as well as one of the most climatically unstable places in the world where in a matter of a few minutes, you can go from sunny to stormy.
To visit the top of Mt Washington there are 3 ways - the easiest is to take the historic Cog Train that takes you right to the top, otherwise, you can get on one of the Vans that connect the base to the top of the mountain (driven by local rangers,) or drive your own vehicle along one of the most iconic private roads in the USA! Be careful, however, that the road has curves, precipices, very narrow roadways and sometimes very little visibility due to low clouds, and as we said earlier, here the climate can change suddenly.
Night: Near White Mt. Nat Forest - White Mountains Quality Inn North Convoy or similar - The OMNI Hotel is also recommended for the number of services it offers from restaurants to bars, walks, etc.
Leaving Mt. Washington and the other peaks of the "Presidential Mountains" chain (you will find that all the peaks are named after the presidents of the USA ... Adams, Jefferson, Washington, etc.) we head to the state of Vermont to visit some of the typical towns of the region starting from the capital Montpelier, the smallest capital (of a state), with less than 8000 inhabitants.
We then continue to the iconic mountain village of Stowe, where for walking and hiking enthusiasts it will be possible to take one of the many natural paths, alternatively, among the many less physically-demanding and strenuous activities, it is also possible to board SkyRide Gondola to the top of the mountain, or drive the historic Toll Road ($ 24 private car with driver + $ 9 per passenger about 4.5 miles long) along Mount Mansfield with your own car for breathtaking views on Lake Champlain and the Adirondack Mountains.
We will then continue towards Lake Champlain and the beautiful town of Burlington where we stop for the night. The town offers a historic center full of shops (Church Street alone has more than 100 boutiques and shops) and various restaurants also along the lake.
During the journey to Burlington, for all Ice-cream enthusiasts, it will be possible to visit the famous Ben & Jerry's factory in the historic village of Westbury (VT).
Night: Burlington - Hotel Burlington Anchorage inn Hotel or similar.
Leaving Vermont and the famous Lake Champlain, we head south towards Boston and the town of Salem, a city famous for its "witch hunt". We recommend visiting the Witches Museum or strolling through the narrow streets of the center and stopping for lunch. Arrival in Boston scheduled for the afternoon.
Time at your disposal for a first panoramic walk, we recommend the Boston Commons Park and the historic Bacon Hill.
Night: Boston Center Hotel: Comfort inn Boston near Franklyn Park zoo or similar
The whole day is dedicated to visiting Boston, with its historic center featuring the famous Freedom Trail, a route that will take you to visit some of the most important places during the American Revolution including the Boston Massacre Site, the King's Church, the Quincy Market and much more. Then continuing towards Cambridge, the town on the other side of the Charles River, where there are two very important universities --Harvard and MIT.
During the day it is possible to participate in an excursion by boat to see the Whales (if in season). If you decide to do so, we suggest the early morning.
Night: Downtown Boston - Comfort Inn Boston hotel near Franklyn Park zoo or similar
Free morning for the last visits/walks around Boston, and then continue towards New York. The journey by car is approximately 4.5 hours / 5 hours depending on the time and traffic. Arrival in New York in the evening.
Drop-off of rental car vehicle and end of services.
PLEASE NOTE: If you want you can customize this Itinerary with a departure and return to Boston, or, a departure from New York ending in Boston.