Inspiration for your own tailor-made trip

Boston to Cape Cod A Family Adventure in New England

United States - East - New England

Starting from between £3,460 to £4,645 per person for 14 days depending on the season of travel, advance booking time and the accommodation and activities chosen

Itinerary Highlights

  • Discover how the USA came to be in Boston
  • Marvel at majestic whales on a private whale-watching cruise in Cape Cod
  • Explore Nantucket’s magnificent mansions and secluded windswept beaches
  • Reach new heights up Mount Washington on its mountain-hugging cog railway
There’s nothing new about New England. One of the first English settlements in the ‘New World’, this is where early Americans fought for their independence. On this two-week trip, explore the best of the region on a family adventure across three states.

Your holiday begins in the cradle of American history, Boston. Explore the city with an expert local guide, who’ll have you knowing the differences between Back Bay and Beacon Hill in no time. Next, it’s onto Cape Cod, a peninsula brimming with chic beaches and A-list holiday homes. Youngsters are sure to love watching majestic whales glide by on a private whale-watching cruise, while adults can look forward to Nantucket’s windswept beaches and small towns fringed by tiny postcard-perfect houses. Head south to Kennebunkport and stroll along the jaw-dropping coastline, before venturing into Acadia National Park which is home to over 300 bird species. Spend your final few days in mountainous Jackson, exploring Mount Washington and Bretton Woods. Soak in the surrounding snowy scenery and take to the water for a family kayaking adventure on Lake Winnipesaukee to end the trip on a high note.
Cape Cod - Massachusetts - United States © Getty Images / Design Pics RF
Cape Cod - Massachusetts - United States © Getty Images / Design Pics RF
Acadia National Park - Maine - United States © Paul Lemke / Getty Images / iStockphoto
Acadia National Park - Maine - United States © Paul Lemke / Getty Images / iStockphoto
Beacon Hill - Boston - Massachusetts - United States © Oleg Podzorov/Getty Images/iStockphoto
Beacon Hill - Boston - Massachusetts - United States © Oleg Podzorov/Getty Images/iStockphoto
Hyannis - Massachusetts - United States © mamahoohooba / Getty Images / iStockphoto
Hyannis - Massachusetts - United States © mamahoohooba / Getty Images / iStockphoto
Cape Cod - Massachusetts - United States © mamahoohooba / Getty Images / iStockphoto
Cape Cod - Massachusetts - United States © mamahoohooba / Getty Images / iStockphoto
Acadia National Park - Maine - United States © wherelifeishidden / Getty Images / iStockphoto
Acadia National Park - Maine - United States © wherelifeishidden / Getty Images / iStockphoto
Ogunquit - Maine - United States © Oleg Albinsky/iStock/Getty Images Plus
Ogunquit - Maine - United States © Oleg Albinsky/iStock/Getty Images Plus
Boston - Massachusetts - United States © Zhifeng Wang/Getty Images/iStockphoto
Boston - Massachusetts - United States © Zhifeng Wang/Getty Images/iStockphoto

Itinerary

100% customisable for you

Passports at the ready: your American family adventure begins today. Head to the airport, whizz through security and enjoy a tipple (or juice, for the youngsters) in the airport lounge before boarding your flight from the UK to Boston. Make sure the children have their fun-filled Sharky and George packs in hand to keep them entertained for the seven-and-a-half-hour journey.

Once you land, we’ve arranged for you to be privately transferred to your hotel, where you'll be staying for the next two nights. It’ll be late afternoon by the time you arrive, so grab a quick dinner before heading to bed, ready to explore Boston tomorrow.

The first stop in your New England adventure is Boston, the capital of Massachusetts and the cradle of American history. Settled by English colonists in the 17th century, Boston is best known for staging the 18th-century American Revolution, but it still retains a distinctly European feel.

To help you get your bearings, we’ve arranged for you to stroll around the city with a local guide. Wander through the maze of tree-lined avenues in the chic Back Bay neighbourhood, before exploring the cobblestone alleyways and meticulously maintained gardens in Beacon Hill.

If the youngsters are after a little more adventure, rent a hybrid bike to roam the city, making sure to stop at North End (Boston’s Little Italy), where the smell of pizza wafts around every corner. Once you’ve worked up a thirst, treat yourself to a drink at a terrace on Newbury Street, or pay a visit to the Isabella Stewart Gardner Museum, which exhibits major works by Botticelli, Delacroix and Matisse.

This morning, we’ve arranged a visit to Cambridge, a suburb of Boston, to explore the campuses of Harvard University and the Massachusetts Institute of Technology (MIT). Accompanied by a local guide, wander around these renowned universities, learning about Harvard’s intricate history and MIT’s incredible contributions to science and technology.

In the afternoon, pick up your rental car and drive an hour to Cape Cod, a pretty peninsula home to America's most beautiful beaches. You’ll be staying here for the next three nights, so check into your hotel and spend the evening relaxing before a busy day of exploring tomorrow.

To kick off your first full day in Cape Cod, we’ve arranged a private whale-watching cruise in Provincetown, at the north end of the Cape. While onboard, watch as these majestic creatures pass through on their journey towards the Caribbean and South America.

This afternoon is yours to play with. Enjoy a scenic family bike ride along the Cape Cod Rail Trail, a former railway line transformed into a bike path; visit the Cape Cod Museum of Natural History; or go bird watching, keeping your eyes peeled for blue herons, peregrine falcons and iconic bald eagles.

For a spot of shopping and a delicious dinner, visit Hyannis, Cape Cod’s commercial hub. The Kennedys, alongside many other A-list celebrities, famously had their holiday home here, so head out into the town and play I-Spy for any famous faces.

Grab your towels and flip flops – it’s time for a beach day. This morning, hop on the ferry to Nantucket (fun fact: the island’s name comes from a Native American word meaning 'the far island').

Here, modest cottages sit alongside elegant historic homes with grey-cedar shingle tiled roofs. These magnificent houses were built to showcase the wealth of whaling-era captains, and have now been transformed into holiday homes favoured by wealthy Bostonians. Head to one of the windswept beaches and relax while the children splash about in the sea, keeping an eye out for nearby seals.

This morning, it’s time to say goodbye to Cape Cod and hello to Kennebunkport in Maine. Hop in the car for the three-hour drive to this charming resort town which is home to striking stilted buildings and quaint antique shops.

Once you arrive, check into your hotel and take the children to stretch their legs with a one-mile walk along the coast. Known as the Marginal Way, this relaxing stroll offers stunning views of the shoreline (while still being short enough that the youngsters don’t start dragging their feet). You’ll have worked up an appetite, so grab dinner in a local restaurant – our clued-up Concierge is on hand to recommend some hidden gems.

Today, leave behind the coastlines of Kennebunkport for the natural beauty of Bar Harbor, a three-and-a-half-hour drive away. This charming marina town on Mount Desert Island is the gateway to Acadia National Park, surrounded by towering mountains and lush forest.

If tummies are rumbling after the drive, head to Geddy’s for an authentic lobster lunch – the children’s menu here is extensive and the venue has a lively atmosphere which is fab for families. The rest of the day is yours for the taking. Walk or bike around Jordan Lake or hire a kayak to see the park from the ocean and fjords. From your vessel, you’ll be treated to a fabulous view of the jagged coastline, with its pink granite cliffs and lush coniferous forests.

Nuts about nature? Today is all about Acadia National Park. Pile into the car and drive 27 miles along Park Loop Road, cruising past stunning lakes, wave-beaten shores and pink granite mountains.

This national park is one of New England's most biodiverse regions, boasting over 500 species of plants and 300 varieties of birds within its 39,500 acres. Once you’ve entered the park, hop out of the car and hike along some of the 124 miles of hiking trails, surrounded by forests of maritime pine, birch and maple.

Today, embark on the four-and-a-half-hour drive to Jackson, a beautiful mountain village in New Hampshire. Known for its lovely waterfall and historic Honeymoon Bridge (a wooden covered bridge over the Ellis River), the town was once a popular summer spot for city folk. Today, it’s enjoyed year-round, with cross-country skiing in winter and hiking in summer.

You’ll spend two nights here, so check into your hotel and spend the afternoon relaxing – you’ve earned it after the long journey.

It’s back to nature today to discover the towering peaks surrounding Jackson. Venture out into the White Mountains of New Hampshire and ascend Mount Washington aboard the Cog Railway – a small mountain-hugging train that has been in operation since 1869. Once you reach the top, wander through lush forests and past crashing waterfalls, and keep an eye out for any local wildlife, including moose, which are often seen at dusk.

Head back down Mount Washington to explore the historic town of Bretton Woods at its base. It was here, in 1944, that a conference made up of delegates from 44 UN countries decided that the dollar would replace gold as the reference currency in international trading.

It’s onwards to the pretty town of Meredith today, so jump back in the car for the last hour-and-a-half leg of your New England adventure. Head straight for Lake Winnipesaukee, where you’ll be spending the next two nights.

This picturesque lake is New Hampshire's largest, with over 60 miles of shoreline and hundreds of wooded islands, and in summer, people take to the lake to canoe, sail and swim. During your stay, you’ll have plenty of opportunities to splash along the shores of Lake Winnipesaukee or head out on a family kayak ride.

Sadly, it’s time to round up your clan and begin the journey home. Bundle your belongings into the hire car and drive two hours to Boston International Airport, where you’ll return your vehicle and board your six-and-a-half-hour return flight. You’ll arrive back in the UK tomorrow, with a suitcase full of souvenirs and a whole host of new family memories.

Suggestions

Everything in this itinerary is entirely customisable, down to the smallest details. Here are some more suggestions of what could be included

With a few extra days - Escape to Canada



Just a stone’s throw from Boston is the beautiful Canadian province of New Brunswick – so close, in fact, that you can easily extend the trip by a few days to explore it. Here, you’ll experience a whole new country and culture, where off-road scenery, the world's largest tides and culinary delights await. If the city is more up your street,?Montreal?is also just an hour-and-a-half flight from Boston. In this cultural capital, make sure to visit the charming town of Old Port, soaking in the gentle way of life and meeting friendly locals

Optional



Why visit USA with Original Travel ?

Each of our trips is entirely tailor-made with originality, quality and cultural immersion in mind. Our team of destination specialists will craft itineraries based on your tastes, using their first-hand knowledge and the help of our in-country team of Concierges and guides. All trips are accompanied by a wide range of additional services, including a 24-hour helpline, the Original Travel app, fast-track airport services and much more.

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A few of the benefits of travelling with us to USA

  • Our local Concierges
  • The Original Travel app
  • Airport lounge access
  • Wi-Fi router and e-Sim
  • Destination Dossier
  • 24-hour helpline
  • Expert guides
  • 100% carbon absorption

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Estimated Price

Dependent on the season of travel, advance booking time and the accommodation and activities chosen

The prices shown here are merely a guide, as all of our trips are entirely tailor-made. Tailor-made travel involves multiple moving parts, and prices can vary hugely depending on the season of travel, the lead time before the proposed travel date (last minute deals are pretty much a myth), availability, your choice of accommodation and any additional activities you want to include. That means the only exact price will be the one we quote you, which we can adapt to suit your budget. The estimated starting cost for this trip is between £3,460 and £4,645 per person. The average starting price for this trip is £4,285 per person.
Included in this itinerary

  • 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

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