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Classic New England

8 days
From Burlington, Vermont, to Boston, Massachusetts, this tour offers a look at New England’s iconic cities and quaint small towns. Take time to stroll through the downtown areas, sampling locally made cuisine, browsing independent shops and visiting colonial-era sites along the way.

Let us handle the details

Expert Tour Director

Local cuisine with beer or wine

Handpicked hotels

Sightseeing with local guides

Private transportation

Personalized flight options

Let us handle the details

Expert Tour Director

Local cuisine with beer or wine

Handpicked hotels

Sightseeing with local guides

Private transportation

Personalized flight options

Your tour includes

  • 7 nights in handpicked hotels

  • Breakfast daily, 2 three-course dinners with beer or wine

  • Guided sightseeing

  • Tour Director

  • Private deluxe motor coach

  • Select entrance fees

Montpelier Region2 nights Hotel info

Day 1

Arrive in Burlington, Vermont, this evening and check in to your hotel in the nearby Montpelier region.

Day 2

Included meals: Breakfast, Dinner

Included entrances: Ben & Jerry’s Ice Cream Factory, local winery

An all-day excursion shows off Vermont’s small towns and delicious local fare. In the morning, get a taste for local beverages with stops at Green Mountain Coffee and the Cold Hollow Cider Mill. Then, enjoy free time for lunch, but save room for dessert, as your next stop is the Ben & Jerry’s Ice Cream Factory, complete with a tour and samples. Today’s final stop is a local winery, which also includes a tour and tasting. End the day with an included dinner.

North Conway, New Hampshire2 nights Hotel info

Day 3

Included meals: Breakfast

Included entrances: Cabot Cheese Factory

This morning, learn all about Vermont’s most celebrated product with a tour of the Cabot Cheese Factory that focuses on the history and technique of cheese-making. Sample Cabot’s many delicious cheese varieties, including the award-winning cheddar. After free time for lunch, head east into New Hampshire. You’ll stop at the state’s most iconic spots, including Franconia Notch and the Old Man of the Mountain Memorial Park. Continue east to North Conway through the landscapes of the state’s most famous scenic byway, the Kancamagus Highway.

Day 4

Included meals: Breakfast

Included entrances: Mount Washington Cog Railway

Your day starts at Mount Washington. Board the Mount Washington Cog Railway for a beautiful train ride to the region’s highest summit, where you have time to eat lunch and take in 360-degree views of your surroundings. Afterward, head out for a scenic drive and soak in incredible vistas along the Owls Head Highway.

York Region, Maine1 night Hotel info

Day 5

Included meals: Breakfast

Transfer to Portland by way of Maine’s picturesque Lakes District. Here, your Tour Director introduces you to the city’s most interesting sites, such as Fort Allen Park and the Portland Observatory. After the tour, enjoy free time for browsing and lunch in the historic Old Port, a neighborhood packed with independent bookshops, unique boutiques and enticing restaurants. This afternoon, drive down the coast to Kennebunkport, site of the Bush Estate, before continuing on to York for the night.

Boston, Massachusetts2 nights Hotel info

Day 6

Included meals: Breakfast

Included entrances: House of the Seven Gables

After a free morning in York, drive down the coast to historic Salem, “America’s Bewitching Seaport,” known far and wide for its infamous witch trials. You’ll also get a glimpse into Salem’s past as a place where local sea captains became America’s first millionaires. As you visit the House of the Seven Gables, made famous by Nathaniel Hawthorne’s novel of the same name, you’ll step into the life of one such millionaire family—and even discover a secret staircase. Formally called the Turner-Ingersoll Mansion after its original owners, the house is the oldest surviving 17th-century wooden mansion in New England, and is flanked by Hawthorne’s birthplace and two enchanting Colonial Revival gardens. Continue on to Boston this evening.

Day 7

Included meals: Breakfast, Dinner

A local guide leads this morning’s sightseeing tour of Boston, one of the first British settlements in America and a principal front in the Revolutionary War. Your tour begins on the Freedom Trail, where you’ll sweep through two and a half centuries of American history as you follow the red line that connects the 16 most important historic sites in Boston. Highlights include Old North Church, Old South Meeting House, Paul Revere’s House, Faneuil Hall, the site of the Boston Massacre, the Old State House, King’s Chapel, Granary Burial Ground, the Massachusetts State House and the Boston Common. Your tour concludes in Harvard Square, where you’ll enjoy free time to explore the university’s campus and browse the surrounding shops. This afternoon, continue exploring the city on your own or opt to feast on a seafood lunch, followed by a bird’s-eye view of the city from the Prudential Skywalk. Tonight, share a farewell dinner with your travel companions.

Optional Excursion - Prudential Skywalk & Lunch $49*pp Details

Taste the fruits of the Atlantic at a seafood lunch, then continue on to New England's highest public observation deck, the Prudential Skywalk Observatory. High above Boston, you'll take in a 360-degree bird’s-eye view and an audio tour of the city’s landmarks, including Fenway Park, Hancock Tower, Boston Common and the Public Garden, the Esplanade, Faneuil Hall and Quincy Market, as well as MIT and Harvard across the Charles River. You’ll also have a chance to visit the Dreams of Freedom Immigration Museum.

Day 8

Included meals: Breakfast (excluding early morning departures)

Begin your return journey home, or stay on for two extra nights in the unofficial capital of New England.

Add Boston $399 pp

From picturesque shopping streets to the Public Garden, take a few days to enjoy the many charms of Boston.

Boston, Massachusetts2 nights Hotel info

Day 8

Included meals: Breakfast

Spend a day in Boston at your leisure. Walk across the Boston Common, or do some gallery hopping and window shopping on Newbury Street. Alternatively, opt to join an excursion to historic Lexington and Concord to see where the Revolutionary War officially began. Here, a local guide recounts how the Minutemen forced the British to retreat back over the Old North Bridge, starting what would come to be known as the Siege of Boston.

Optional Excursion - Revolutionary New England: Lexington & Concord $79*pp Details

Gain insight into early American history during your time in Lexington and Concord, hubs of the American Revolution. In Lexington, the site of the first shot of the Revolution, you’ll visit battlefields, war monuments and colonial buildings. In Concord, drive by the homes of famous early American authors, such as Nathaniel Hawthorne and Louisa May Alcott, as you take in the historic backdrop of this quaint New England town.

Day 9

Included meals: Breakfast

Today is free to explore Boston. Check out the vast collection of art on display at the Museum of Fine Arts, or marvel at the more selective collection at the Isabella Stuart Gardner Museum. Alternatively, come face to face with the many creatures of the sea at the New England Aquarium.

Day 10

Included meals: Breakfast (excluding early morning departures)

Begin your return journey home.

How's the weather?

  • Burlington, Vermont
  • North Conway, New Hampshire, United States
  • Boston, Massachusetts, United States
Temperature Precipitation
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Passport & Visa Requirements

Valid government-issued identification is required for air travel within the United States. If you’re not a U.S. citizen, please be sure to have your required identification with you as well.

Baggage Allowance

Airlines have varying weight restrictions on luggage. Be advised that most domestic airlines impose additional charges if you choose to check any baggage, and that you are responsible for any such costs. Contact your airline for detailed information regarding luggage size and weight restrictions for your flight, but please note that Go Ahead travelers are restricted to one checked bag per person due to storage limitations on motor coaches and other internal transfers, which may include train connections or flights. One carry-on bag is also permitted, provided that it does not exceed 45 total inches (length + width + height). Make sure you label your baggage and carry valuables, medication and documents in your carry-on bag.

Clothing & Packing Tips

We recommend packing lightweight, loose-fitting clothing that can be easily layered. For sightseeing, we suggest bringing a sturdy pair of walking shoes or sneakers, as well as a lightweight jacket or rainwear. If you’re planning a visit to a high-end restaurant or performance, you may also want to bring dressier attire. Also, please be respectful and avoid showing bare legs or shoulders when visiting churches or other religious sites (entrance may be denied on this basis).

Health

There are no major health risks associated with traveling to this region. During the summer months, take care for sun exposure and heat. Be sure to check with your doctor or healthcare provider for the latest updates and personal travel requirements.

Cuisine

The United States contains some of the most varied food in the world. Most of the cuisine on this tour is well-known to Americans, but look out for delicious seafood specialties—such as lobster and clam chowder—in Portland and Boston.

Transportation

Round-trip flights arrive in Burlington, Vermont, and depart from Boston, Massachusetts. All included transportation on this tour is by private motor coach. Boston is a walkable city, but the city’s metro system—known to locals as the T—is affordable and easily accessible. That said, Boston’s streets are not laid out in a grid pattern; asking your Tour Director for directions is advised. 

Time Zones

Your tour will fall on Eastern Standard Time (EST).

Tipping

At the conclusion of your tour, it’s customary to offer your Tour Director and driver a gratuity. We recommend tipping $3USD/CAD per person per day for your driver and $6USD/CAD to $9USD/CAD per person per day for your Tour Director. If applicable, we also recommend $2USD/CAD per local guide. Tips can only be paid in cash.

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