Itinerary Highlights
    • Discover how the USA came to be along Boston’s cobblestone Freedom Trai
    • Catch sight of whales on a private whale-watching cruise in Cape Cod
    • Ogle at Nantucket’s magnificent mansions and secluded windswept beaches
    • Reach new heights up Mount Washington on its mountain-hugging cog railway

Contact one of our specialists + 44 (0) 20 3958 6120

There’s nothing new about New England. One of the earliest English settlements of the ‘New World’, it is where minutemen fought for the independence of America and abolitionists fought for the independence of slaves. Your journey begins in the most historic of them all, Boston. Home to Beacon Hill, the Freedom Trail, Harvard and Fenway Park, Boston, for all intents and purposes, is the cradle of American history. You’ll be joined by an expert guide who will have you knowing the differences between Back Bay and Beacon Hill in no time. If you have children in tow, the Harvard campus is a must, as is whale watching in Cape Cod where a private whale-watching cruise will be waiting. An hour’s drive from Boston, it is where the coast’s most beautiful, chic beaches are found and where the rich and famous holiday (and we don’t blame them).
Discover its lyrical landscapes of white dunes, emerald lakes and pine forests and lose yourselves along Nantucket’s windswept beaches and small towns fringed by tiny shingle-tile roofed houses. In Kennebunkport you can walk the walk along Marginal Way, while in Acadia National Park, learn the calls of over 300 bird species. Be on full alert to build sandcastles, swim with dolphins and visit the local whaling museum. We’re always a fan of leaving the best till last, so get set for your final few days in mountainous Jackson, Mount Washington and Bretton Woods. Soak up the surrounding snowy scene as you go, kayak on Lake Winnipesaukee and most importantly – relax.

Route

Everything is 100% tailored to you
DAY 1

FLIGHT TO BOSTON

Today you’ll catch your roughly seven-hour flight from the UK to Boston, where, after landing, you will be privately transferred to your hotel, where you'll be staying for the next two nights.

DAY 2

BOSTON

The capital of Massachusetts, which the English founded in the 17th century, is one of the continent's oldest cities and the cradle of American history: the theatre of the American revolution in the late 18th century, the first port in the United States and a major industrial centre in the late 19th century. It feels like a city that is part Europe, part USA. Included in your itinerary is a walk with a local guide through the grid of avenues in the chic Back Bay neighbourhood to the cobblestone alleyways, brown brick buildings and carefully trimmed Beacon Hill gardens that would not be out of place in any English city. Rent a hybrid bike to roam the city from North End, the Little Italy of Boston, where the aromas of pizza can be smelt all the way to Beacon Hill. Other things to do and see include drinks on the patio on Newbury Street and a visit to the Isabella Stewart Gardner Museum, which houses major works by Botticelli, Rubens, Delacroix and Matisse.

DAY 3

BOSTON - CHATHAM (CAPE COD)

Visit the campuses of Harvard University and the Massachusetts Institute of Technology (MIT) in Cambridge, a suburb of Boston, accompanied by a local guide. In the afternoon, pick up your rental car and drive to the Cape Cod Peninsula, an hour's drive away, where America's most beautiful beaches are tucked away. Check into your hotel for the next three nights and take the chance to relax and unwind before your Cape Cod exploration begins tomorrow.

DAY 4

CAPE COD

Embark on a private whale-watching cruise in Provincetown, at the north end of the Cape, where dozens of whales pass through on their journey towards the Caribbean and South America. Cycle along the Cape Cod Rail Trail, an old railway line transformed into a bike path. Visit the Cape Cod Museum of Natural History and tour the Cape Code Potato Crisp factory in Hyannis. Go bird watching and see blue herons, peregrine falcons and bald eagles. Visit Hyannis, where the Kennedys once had their holiday home, like the many A-list celebs that still do today.

DAY 5

CAPE COD CONTINUED

Take the ferry to Nantucket, a Native American word meaning 'the far island'. Here, the tiny village houses stand alongside the vast, magnificent homes with grey-cedar shingle tiled roofs, a testimony to the wealth of the whaling-era captains; the rich Bostonian middle class have now restored them and transformed them into holiday homes. Swim in the sea off the windswept beaches and keep an eye out for nearby seals.

DAY 6

CAPE COD - KENNEBUNKPORT

Head to Kennebunkport, a charming resort town in Maine, with houses on stilts and antique shops. Stroll down the one-mile walk along the coast, known as the Marginal Way, which offers stunning views of the shoreline. Spend tonight in a hotel in Kennebunkport.

DAY 7

KENNEBUNKPORT - BAR HARBOR

Head to the charming Bar Harbor marina on Mount Desert Island. Walk or bike around Jordan Lake or hire a kayak and see the park from the ocean and fjords. You'll discover a very jagged coastline, with pink granite and majestic coniferous forests. Spend two nights here, with plenty of sea, restaurants and shops on hand. Other things to see and experience include a walk down Cottage Street and a lobster lunch at Geddy's, with generous sized portions, children's menus and a festive atmosphere.

DAY 8

BAR HARBOR

Bar Harbour is the gateway to Acadia National Park. Drive the Loop Road (27 miles long), with stunning views of lakes, wave beaten shores and pink granite mountains. It's one of New England's most biodiverse regions, with 500 species of plants and 300 varieties of birds calling its 39,500 acres home. Then leave the car and hike along some of the 124 miles of hiking trails through forests of maritime pine, birch and maple.

DAY 9

BAR HARBOR - JACKSON (WHITE MOUNTAINS)

Today you’ll drive the 186 miles to Jackson and check in to your accommodation for the next two nights. The mountain village of Jackson, with its lovely waterfall, basin and red covered bridge, was once the ideal getaway for residents living in the big cities of the northeast who came to seek fresh mountain air during the hot summer days. Today, you can visit in any season, with cross-country skiing during winter or hiking during summer.

DAY 10

JACKSON

Explore the white mountains and ascend Mount Washington in a small train - the mountain-hugging cog railway, in operation since 1869. This area of forests and waterfalls is home to moose, which can be seen at dusk. Discover Bretton Woods, at the base of Mount Washington. It was here, in 1944, that it was decided the dollar would replace gold as the reference currency in international trading.

DAYS 11 & 12

JACKSON - MEREDITH

Head for Lake Winnipesaukee, New Hampshire's largest lake with over 60 miles of shoreline and hundreds of wooded islands. In summer people canoe, sail and swim in this extremely relaxing spot. Spend two nights here, with plenty of opportunities to splash along the shores of Lake Winnipesaukee or head out on a kayak ride.

DAYS 13 & 14

MEREDITH - BOSTON - INTERNATIONAL RETURN FLIGHT

Sadly, today you'll catch your international flight home, which will land the next day.

A la carte

With a few extra days - Escape to Canada



New Brunswick, Canada is so close to Boston that you can easily extend the trip by a few days in this coastal province. It's another country and culture, where off-road scenery, the world's largest tides and many other culinary discoveries await. If you'd like to reconnect with the city spirit, Montreal is just an hour-and-a-half flight from Boston. It's easy to be charmed by this cultural capital, the Old Port, the park, the gentle way of life and the inhabitants...

Optional



A Rough Idea of Price

Dependent on season, accommodation and activities
The cost for this trip starts from £3,460 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote. The average starting price for this trip is £4,285 per person.
  • International flights with a scheduled airline
  • Airline taxes and fuel surcharge
  • Ten days of car rental
  • Two-night stay in Boston in a quadruple room, room only
  • Two-night stay in Chatham in a quadruple room, room only
  • Overnight stay in Kennebunkport in a quadruple room, room only
  • Two-night stay in Bar Harbor in a quadruple room, breakfast included
  • Two-night stay in Jackson in a quadruple room, breakfast included
  • Two-night stay in Meredith in a quadruple room, room only
  • A walk in Boston with a local guide
  • Discover the Harvard and MIT campuses with a local guide
  • Hybrid bike hire in Boston
  • A private whale-watching cruise in the Cape Cod area
  • Return ferry to Nantucket Island
  • Kayak along Lake Winnipesaukee
  • Ascent of Mount Washington by panoramic train
  • Our local Concierge service
A few of the benefits of travelling with us
Get in touch
Our experts have the inside track on the destinations they sell and will tailor-make a holiday to your unique requirements.
Contact one of our USA specialists