Travel Kuoni

Discover New England Self-Drive

13-night self-drive visiting parts of Massachusetts, Maine, Vermont, and Rhode Island.

An anti-clockwise tour around the highlights of New England, bookended with a stay in Boston. Stop off in the Berkshires, a popular holiday haunt for Boston’s and New York’s elite since the 1800s; discover glorious mountains in New Hampshire and green scenery in Vermont; and savour stunning sea views in Newport, Rhode Island.

Self drive

Itinerary overview

Days 1-2

Orientate yourself with the city by following the Freedom Trail, a series of 16 historic sights t...

Day 3

Pick up your hire car and drive 100 miles north. Here, you can find a patch of the exceptionally ...

Days 4-5

It might not be the fastest route to Bar Harbor, but if you follow Route 1, you’ll pass through s...

Days 6-7

On your drive to Jackson, you’ll cross the state border from Maine to New Hampshire for some time...

Days 8-9

Take the scenic Kancamagus Highway on your drive to Vergennes, crossing into Vermont. When you ar...

Day 10

Drive south back into Massachusetts to the Berkshires, where quaint, storybook-style New England ...

Days 11-12

Rhode Island is the smallest state in the USA by area and home to the sailing capital of New Engl...

Days 13-14

From your base in Falmouth, you can explore Cape Cod or even take a ferry to the gorgeous islands...

Day 15

Your circular tour of New England is complete when you return to Boston, a final exclamation mark...

Days 1-2

Boston, Massachusetts

Orientate yourself with the city by following the Freedom Trail, a series of 16 historic sights that tell Boston’s incredible story. You could also take a wander around the beautiful grounds and museums at Harvard University or catch the Red Sox in action at Fenway Park.

From Food to Freedom Walking Tour
Boston

This walking tour takes you from North End to the Freedom Trail on a half-day experience that gives the lowdown on Boston's food and history. The adventure begins at Boston Harbor, walking through a scenic waterfront park before heading to North End to see some of the neighbourhood's most historic sites and properties, some dating back to the late 1600s and 1700s. Your guide will introduce you to a hidden Italian bakery serving fresh bread. A proper Italian salumeria is next, where you'll enjoy some Italian meats and cheeses. Next up is Hanover Street, where you'll take a mid-tour break with your guide at a traditional Italian café with a classic cappuccino, espresso, or tea. Hear stories about significant events in Boston, including Paul Revere's Midnight Ride. Old North Church is next, with the chance to step inside the hallowed walls. After church, you'll dive deeper into the local side of the North End with pizza at a neighbourhood favourite and samples of t the back streets. Heading away from North End, you'll stroll through some of Boston's best markets and green spaces to begin the second part of your journey. You'll continue past the Rose Kennedy Greenway, State Street, and the historic Custom House Tower from the Harbour. The famous Faneuil Hall and Quincy Market follow, boasting stunning views. Moving into the heart of Downtown Boston, you'll stop in front of the Old State House and site of the Boston Massacre. Old City Hall, a beautiful building created in French Revivalist architecture, was the seat of city government for years in Boston. Admire it for a while, and then there'll be a chance to enjoy a local beer in one of the historic and hidden taverns in the area. Outside the State House, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: the John Hancock Tower. The journey continues through Beacon Hill. Finally, you'll arrive at the beautiful Boston Public Gardens.

Group walking tour Combine the best of Boston's food and history in a single tour Taste some delicious Boston classics Get the inside stories from a local

Major League Baseball Tickets
Miami

Enjoy the excitement of a thrilling Major League Baseball game. Subject to availability, we can arrange tickets for games which take place across the United States and Canada throughout the season which runs from March to November. Watch as the pitcher throws the ball as the batter takes aim to hopefully score a run. No matter which team you are cheering for, being in the crowd can be just as exhilarating as watching the game.

National Basketball Association (NBA) Tickets
Miami

If you are travelling to the United States or Canada between October and June, you may wish to include tickets to see a National Basketball Association (NBA) game. Subject to availability, we can arrange tickets so you can witness the speed of the game as the players power across the court to shoot at the hoop. As each quarter unfolds, the atmosphere being part of the crowd can be electrifying.

National Hockey League (NHL) Tickets
Florida

The National Hockey League (NHL) is something of an institution across North America. Established in 1917, 32 teams compete against each other in ice hockey from October to June. Subject to availability, we can arrange tickets so that you can be rink side to witness the power and speed of the players as they attack and defend across the ice.

Day 3

Kennebunkport, Maine

Pick up your hire car and drive 100 miles north. Here, you can find a patch of the exceptionally beautiful Goose Rocks Beach to call your own, peruse the collection of streetcars at the Seashore Trolley Museum, and ride a vintage trolley. It’s a renowned foodie spot famous for its soft and cakey whoopie pies.

Days 4-5

Bar Harbor, Maine

It might not be the fastest route to Bar Harbor, but if you follow Route 1, you’ll pass through some lovely towns like Waldoboro and Rockland and get fabulous ocean views. When you arrive, stretch your legs on Bar Harbor’s Shore Path, which provides fantastic views of the harbour and the mountains. Perhaps you’ll hike in Acadia National Park or take a whale-watching tour before returning for dinner. You’ll find everything from seafood shacks to fine-dining restaurants.

Days 6-7

Jackson, New Hampshire

On your drive to Jackson, you’ll cross the state border from Maine to New Hampshire for some time in the White Mountains. This is a particularly resplendent area when it's ablaze with colour in the autumn, but it's just as pretty in other months. Try canoeing deep into the scenery or following miles of hiking trails that crisscross the terrain.

Days 8-9

Vergennes, Vermont

Take the scenic Kancamagus Highway on your drive to Vergennes, crossing into Vermont. When you arrive, there’s a small downtown area to explore. Still, most find themselves here for incredible outdoor adventures, whether you prefer hiking and biking or watery escapades like kayaking and sailing on Lake Champlain.

Day 10

Stockbridge, Massachusetts

Drive south back into Massachusetts to the Berkshires, where quaint, storybook-style New England inns have a backdrop of mountains and forests. Spend your days exploring food markets, orchards, and breweries, or up the ante on ziplines and white-water rapids.

Days 11-12

Newport, Rhode Island

Rhode Island is the smallest state in the USA by area and home to the sailing capital of New England, Newport. Orientate yourself by following the 3.5-mile Cliff Walk and looking at some of the impressive Newport Mansions from the Gilded Age.

Days 13-14

Falmouth, Massachusetts

From your base in Falmouth, you can explore Cape Cod or even take a ferry to the gorgeous islands of Martha’s Vineyard or Nantucket for the day. You can also go whale watching, cycle the Cape Cod Rail Trail past cranberry bogs and salt marshes, or relax at the beach and enjoy the ocean breeze.

Day 15

Boston, Massachusetts

Your circular tour of New England is complete when you return to Boston, a final exclamation mark on an incredible trip to a picture-perfect slice of the USA.

Personalise your trip

Get in touch with one of our travel experts and we'll help plan your perfect holiday.

Call our North America experts on

01306 744 988

Available until 5pm

Call our North America experts on

01306 744 988

Available until 5pm

Email us