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What to expect from your New England Trip

If we talk about New England we are referring to a region located in the North-Eastern part of the United States made up of 6 states --Maine, Vermont, New Hampshire, Massachusetts, Connecticut, and Rhode Island.

The entire region is rich in history and cultural heritage that dates back to the earliest years of the colonial age with the second-oldest colony in the United States (1620) founded by Puritan pilgrims in today's Plymouth, Massachusetts. New England continued to play a prominent role in the following century, becoming the main site of much of the first political resistance of the late 18th century against the English Empire, which led the colonies to officially declare their independence from the crown on July 4th, 1776 and the consequent birth of a nation - the USA!

Not only history and culture, even geologically and geographically speaking, the region is so varied and rich in unique landscapes. From mountain villages, coastal towns, fishing villages to white beaches and dunes, this region will enchant you with its unique mix of history, culture, and nature! You will really find some of the most beautiful views and landscapes that the United States has to offer.

This itinerary is planned so you visit the region in 10 days.

When to plan your New England Vacation?

It really depends on which "scenario" you want to enjoy. If you are thinking of traveling on the hottest and sunniest days, Summer is a great time to visit New England from late May to mid-September. During this period, especially in and around the coastal cities and up North towards Maine, New Hampshire, and Vermont, you can enjoy cool nights and perfectly warm days ideal to discover these enchanted places.

On the other hand, if you don't mind the slightly colder temperatures, then the beautiful Foliage during Fall is truly unforgettable. In this case, you should plan your stay from mid-September to early November (depending on the season/year, Foliage does not always start on the same period). In this season, you will not be able to really enjoy the part of the "sea" included in this journey, nor to go to the beach for swimming and sunbathing, but the landscape is truly unique when everything around turns into lively shades of orange, yellow and red!

If you like skiing, of course, Winter is a perfect season especially for the Vermont ski resorts, however, apart from these Vermont villages which are the mecca for skiers in the Northeast USA, we do not recommend this itinerary in the middle of the Winter because you could be stranded by classic seasonal blizzards and bad weather, and you will not be able to experience the coastal cities of Massachusetts and Maine. An exception could be from late November - mid-December, for those who are really fond of snowy wintery landscapes and want to visit the locations in a "Christmas" mood decorated and ready for the Holidays. Obviously, we recommend it only for people who have no problem driving with the snow.

Medical Insurance

International Travelers? We certainly recommend adding a Medical Insurance while traveling in the US as medical bills are quite expenses. When picking a company, check that there is a 24/7 costumer service and compare the prices of the various policies and the limitations.

International Flights

International flights are not included in the price of this package.


Cape Cod Beaches with Hyannis, Chatham and ProvinceTown
History, Culture and The Birth of a Nation with Plymouth and Boston
The highest peak in the Northeast with the "infamous" (climate-wise) Mt. Washington
Lobster fishing (but not only ...) in the Acadia National Park
The most picturesque towns in Vermont with Stowe, Montpelier and Burlington
Boston and the Freedom Trail --To discover Boston's most important historical sites

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* (also available from/to Boston)

Day 1: NYC> Newport, Rhode Island

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.

Day 2: Newport> Hyannis> Chatham> Provincetown

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

Day 3: Provincetown> Plymouth> Gloucester> Kennebunkport> Portland

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 -

  • The town of Gloucester (MA), the oldest seaport in America, the setting for the epic film "The perfect storm" and where by simply walking along the bay, you can learn more about the history of this town and admire the Memorial dedicated to all the fishermen lost at sea.
  • The town of Kennebunkport (ME), one of the most picturesque villages in the area where the Bush family retires to relax every summer for 4 generations now. The center is full of small shops and restaurants.

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. 

Day 4: Portland> Bar Harbor, ME

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

Day 5: Bar Harbor> Acadia Park

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

Day 6: Bar Harbor> White Mountain National Forest, NH

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.

Day 7: Mt Washington > Montpellier > Stowe > Burlington (VT)

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.

Day 8: Burlington > Salem > Boston (MA)

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

Day 9: Boston

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

Day 10: Boston> New York

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.


Below you can find prices on some activities/attractions that have been mentioned in the itinerary

Plimoth Plantation Heritage PASS
To visit the Plimoth Plantation, Plimoth Grist Mill & the Mayflower
Adult $ 42
Child (5-12) $ 27

Acadia National Park
Entry per car $ 25 valid 1 week

The Cog Train Mt. Washington
$ 42 to $ 80 per person based on season and type of train.
More details on the website -

Mt Washington Auto Toll Road (with own car)
Car and driver $ 35
Each additional passenger $ 10

Mt Washington Auto Toll-Road Tour (with driver)
1 hour round trip to the Summit
Adults $ 39
Children (5-12) $ 18

Stowe Gondola
Adult $ 32.00 + tax
Child $ 22.00 + tax

Stowe Auto Toll Road (With Own Car)
Car and driver $ 24 + tax
Extra passenger $ 9.00 + tax
Children under 4 years: free

Whale Watching in Boston
Adult: $ 62.00
Boy: $ 39.00 * Age Requirements: 3 - 11
Child Price: $ 25.00 * Age Requirements: 0 - 2

* Prices are for information only and can change without prior notice. For detailed including updated prices and schedule, we recommend you visit the official page of each attraction.


    • 2 nights in Hotel in Boston (central area) overnight stay only
    • 7 nights in Hotels On the Road (some with breakfast included)
    • Rental Car for 12 days. Type Buick Lacroix or similar - Unlimited mileage - CDW insurance


    • International/Domestic Flights
    • Park Admission / Attractions
    • Extended Car Insurance
    • Food and Drink
    • Everything not expressly indicated in "The Price Includes"


Price in Double Room
Starting at $ 1,850.00 per person
Price in Triple Room
Starting at $ 1,270.00 per person
Price in Quadruple Room
Starting at $ 995.00 per person

Quote on request. Please use the Form below to send in a request. 

HOTEL ROOM: Single Rooms also available. Ask for the price!


  • Tipping in the United States is standard practice.
  • Generally, in the United States, accommodation in triple rooms is composed of two large beds or a large bed and a small bed and quadruple accommodation is decorated with two large beds.
  • Driving in the United States:
  • 1. Passing on the right is allowed and everyone does it, don't be intimidated by roads with more than five lanes.
  • 2.It is authorized (and obligatory) to turn right at a red light when there is a signal indicating it.
  • 3. As far as parking is concerned, check the times when you can leave your car there, never park in front of a fire hydrant (although there is no sign expressly prohibiting it). If the parking spaces have markings painted on the ground to delimit them, leave the car in the middle, even if the space seems huge. on your parking meter (check before paying as there are days of the week or times when it is not necessary to pay).
  • 4.Beware of tolls. They may be marked with the words toll or turnpike and usually have no barrier, so it is possible to pass the tolls without realizing it and be fined a few weeks later. Do not stay on the lanes indicated as reserved for “Fastrak” and have cash on hand, as in some tolls you can only pay in this way.
  • 5.Unless you want to have a fine and an awkward conversation with a Highway Patrol officer, it's best not to drive more than 5 or 10 miles above the speed limit. If the police end up stopping you despite everything, always keep your hands on the steering wheel and visible and don't even think about making jokes.
  • 6.We advise you to use a roadside assistance service and have a GPS.


Inclusions: As outlined in the "Included in the Price"
Exclusions: Everything else not specifically outlined in the "Included in the Price"
Discounted Rates: Baby, Kid, Senior and any other discounted Rate only applies to the specified Age-Limit. National ID required at Voucher Exchange as proof of Age.
Please Note:

Supplier & Local Operator Guarantee

“When purchasing your vacation activities don’t take a guess!”
Our team  carefully selected all local operators we collaborate with to ensure that our clients get the best possible service. All products we advertised in our website are offered by reliable suppliers that have been in business for several years and that are recognized to be leaders of excellence in the travel industry. In your travel documents, you will find complete information on the local operator, including contact numbers in case of an emergency. If you need additional help our customer service will be happy to further assist you, contact us!!

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 Click on Map: Sample Itinerary - New England On The Road
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