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Coastal New England

7 days
Get a glimpse of the events of the Revolution, from the rabblerousing streets of Boston to the battle greens of Lexington and Concord. Then travel up the coast to explore the fishing villages, trading ports and coastal cities that embody quintessential New England charm.

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

  • 6 nights in handpicked hotels

  • Breakfast dairly, 2 three-course dinner with beer or wine

  • Guided sightseeing

  • Tour Director

  • Private deluxe motor coach

  • Select entrance fees

Boston, Massachusetts2 nights Hotel info

Day 1

Included meals: Dinner

Arrive in Boston, Massachusetts, and check in to your hotel. The rest of the day is free for you to relax or begin acquainting yourself with the city. This evening, get to know your fellow travelers at an included dinner.

Day 2

Included meals: Breakfast

An expert local guide leads this morning’s sightseeing tour of Boston, one of the oldest cities in America and a major player 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, the Old South Meeting House, Paul Revere’s House, Faneuil Hall, the site of the Boston Massacre, the Old State House, King’s Chapel, the Granary Burial Ground, the Massachusetts State House and the Boston Common. Your tour concludes in Harvard Square, where you’ll have free time to wander through the university’s campus and browse the charming shops nearby. This afternoon, you’re free to explore the city on your own or consider joining our optional seafood lunch, followed by a visit to the Prudential Skywalk for a bird’s-eye view of the city.

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.

Portsmouth, New Hampshire1 night Hotel info

Day 3

Included meals: Breakfast

Ever wonder where the British fired “the shot heard ‘round the world”? As you leave Boston for Lexington and Concord, you’ll tread the same ground where the first shots rang out and the Revolutionary War officially began. Here, a local guide helps you discover 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. Later this afternoon, continue on to quaint Portsmouth, New Hampshire. Your Tour Director will help you get oriented in this 17th-century town, showing off Market Square, Prescott Park and the extensive outdoor Strawbery Banke Museum.

Boothbay Harbor, Maine2 nights Hotel info

Day 4

Included meals: Breakfast

This morning, leave New Hampshire behind as you travel north to Kennebunkport, one of Maine’s best-known resort towns and a perfect spot to relax in. Your Tour Director gives you a quick tour of the town, and then you’re free to explore the lovely beaches, coves and streets lined with shops and cafes. Later, transfer to Portland, where your Tour Director will show you around Old Port, a neighborhood crammed with independent bookshops and quaint boutiques. Your day ends in one of Maine’s coastal gems, Boothbay Harbor.

Day 5

Included meals: Breakfast, Dinner

Set on a peninsula, Boothbay Harbor is an old-time fishing village that has become a favorite vacation spot for locals and out-of-towners alike. Explore Boothbay’s many shops and galleries on your own—and take in its unparalleled views—or consider joining a whale watching optional excursion. Please note: The whale watching optional excursion is weather dependent. Later this evening, tie on a bib and feast on an included lobster dinner.

Optional Excursion - Coastal Maine Whale Watching $65*pp Details

Hop aboard a boat at Boothbay Harbor for the chance to see local sea animals in their natural habitat. You’ll spend the morning cruising along the harbor and open waters of the Atlantic while keeping an eye out for whales, sharks, seals, puffins and more. Please note: If you take any medicine for seasickness, it is recommended that you bring it with you.

Boston, Massachusetts1 night Hotel info

Day 6

Included meals: Breakfast

En route to Boston, stop to shop in Freeport, home to the world-famous L.L. Bean Factory Store. Afterward, continue back to Boston. Spend the afternoon strolling through the Public Garden or the expansive Boston Common. For a delicious snack or souvenir shopping, venture to one of the many cafes or shops along Boylston or Newbury Streets. Tonight, share a farewell drink with your travel companions.

Day 7

Included meals: Breakfast (excluding early morning departures)

Begin your journey home or transfer to Cape Cod if you’re staying on for the tour extension.

Add Cape Cod Region $399 pp

A visit to coastal New England is not complete without a few days of oyster slurping and beach hopping on Cape Cod. Once the realm of fishermen, Cape Cod is now a destination for artists, writers and holidaymakers, who come for inspiration and relaxation. Take an excursion to Martha’s Vineyard, browse the art galleries or sit back and soak in the ocean beauty of the Cape.

Cape Cod, Massachusetts2 nights Hotel info

Day 7

Included meals: Breakfast

Leave the cities of the Northeast behind as you make your way to Cape Cod. On route, stop in Plymouth, Massachusetts’ first settlement, to see the famed Plymouth Rock. Later today, settle in to your hotel on Cape Cod.

Day 8

Included meals: Breakfast

Spend today exploring the beach towns of Cape Cod on your own, or you may choose to join an optional excursion to Martha’s Vineyard, a quaint island escape south of the Cape. On the Vineyard, take in the Colonial charm of Edgartown and Gay Head as you tour the iconic island and explore its many shops, cafes, beaches and bluffs. Head back to your hotel for your last night on Cape Cod.

Optional Excursion - Martha's Vineyard $105*pp Details

Hop aboard a ferry for a day of exploration and discovery on the beautiful island of Martha’s Vineyard, known for its many-hued “gingerbread” Victorian homes, its sea-captain houses in Edgartown and its laid-back resort culture. After touring the island and enjoying a seafood lunch in Oak Bluffs, you’ll have free time to peruse the island’s charming shops and galleries. Don’t forget to stop by the famous Black Dog Cafe! Please note: This optional excursion is seasonal and runs from May through mid-October.

Day 9

Included meals: Breakfast (excluding early morning departures)

Begin your journey home.

How's the weather?

  • Boston, Massachusetts, United States
  • Portsmouth, New Hampshire, United States
  • Boothbay Harbor, Maine, United States
  • Cape Cod, 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 dressier attire.

Health

There are no major health risks associated with traveling to New England. 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

One of the most enjoyable aspects of traveling is the delightful variety of local cuisine—even if you’re not traveling abroad. In New England, look out for especially delicious seafood specialties, such as lobster and clam chowder.

Transportation

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

Time Zones

New England is 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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