Travel Kuoni

Best of New England Road Trip

Go sightseeing in Boston, then hit the road on an unforgettable journey.

Driving through New England is spellbindingly beautiful. See wind-beaten coastlines peppered with sailing boats, dotted with lighthouses, and swathed in dunes. Visit cities with history and heritage proudly displayed in architecture, museums, and monuments. And explore rugged wilderness so enchanting it inspired great writers like Emerson and Thoreau.

Self drive

Itinerary overview

Days 1-3

Boston's key sights are an obvious draw for those keen to know the USA’s history better. But you’...

Days 4-5

From Boston, your road trip begins. You’ll head north on a 150-mile journey into the White Mounta...

Days 6-7

Drive 65 miles southeast to the coastal city of Portland, set on a three-mile peninsula. Portland...

Days 8-10

The longest leg of your road trip is the 200-mile journey from the White Mountains to Cape Cod. C...

Days 1-3

Boston

Boston's key sights are an obvious draw for those keen to know the USA’s history better. But you’ll also encounter an impressive foodie scene, friendly culture, and the chance to experience the atmosphere when the Red Sox play a home game. The best way to get to know Boston is on foot. Following the well-marked Freedom Trail helps understand Boston’s place in history, but a food tour of North End reveals the neighbourhood’s Italian connections. You can find the time to do both on a day-long tour.

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.

Days 4-5

White Mountains

From Boston, your road trip begins. You’ll head north on a 150-mile journey into the White Mountains National Forest. While the White Mountains are dusted white in the winter, they're richly green in the spring and summer, and in autumn, they wear a blanket of dazzlingly fiery hues. There's no bad season to experience this heavenly enclave of New Hampshire – each brings its own roster of happenings, whether you're up for an active challenge or simply want the sights to come to you on gentle scenic drives or train rides. The scenery is beautiful in these parts. You’ll want to drive the Kancamagus Scenic Byway, a nature-hugged highway that weaves through the White Mountain National Forest, where falls, gorges, and mountain peaks will leave you in awe. You could also take the Mount Washington Cog Railway to the summit of the highest peak in the northeastern USA.

Days 6-7

Portland, Maine

Drive 65 miles southeast to the coastal city of Portland, set on a three-mile peninsula. Portland’s heyday could have been and gone back when its Old Port bustled with activity and ships (guided safely in by its iconic lighthouses) unloaded their cargo into the redbrick warehouses. But happily, it’s a place that’s kept pace with the world, with a burgeoning cultural scene that attracts a curious crowd – impressive for a city of comparatively diminutive proportions. Spend your days strolling and spotting remnants from Portland’s past, whether the 18th-century architecture in the Old Port or grand old Victorian buildings in the elegant West End. Outdoor activities are always on the agenda here, but the city is equally proud of its excellent food served in world-class restaurants, street food vans, and lobster shacks.

Days 8-10

Cape Cod

The longest leg of your road trip is the 200-mile journey from the White Mountains to Cape Cod. Cape Cod epitomises the classic American seaside and has a storybook landscape of white-steepled churches and historical towns hemmed by sandy beaches and crisscrossed by smooth biking trails. Perhaps it’s no wonder that urban families make a beeline here come summer, searching out Cape Cod’s Americana charm and outdoorsy lifestyle. Provincetown’s main artery is chock full of colourful shops, art galleries, flower-filled gardens, and historic buildings. The water will beckon – perhaps you’ll take a ferry to glorious Martha’s Vineyard or nautically-minded Nantucket for a memorable day trip?

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

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