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Tailor-made travel USA & Canada

New England Holidays

Sample itineraries

Best of New England Tour

From £1395

This classic, leisurely New England tour is perfect for the first visit time visitor to this charming part of the USA. Covering five of the six states that go to make up the New England region, you'll experience a holiday that takes in coastal villages, rugged shorelines, pretty mountain towns, fascinating history, sweeping beaches and stunning scenery.

Highlights of our New England Fly drive tour:

  • Historic Boston
  • Cape Cod and it's beaches
  • Nantucket and Martha's Vineyard
  • The magnificent Newport Mansions
  • The Rugged Maine Coast
  • White Mountains, New Hampshire
  • Green Mountains, Vermont
  • The Berkshires
  • Fabulous seafood and delicious Maine lobster
  • Tax-free shopping on shoes and clothes in Boston

From price per person includes:

  • Return flights to Boston from the UK
  • 12 nights accommodation
  • 11 days mid-size car hire (car not required in Boston)
  • A personalised road book which is a complete guide to travelling within North America and provides bespoke driving instructions for your holiday.

Fall Season Supplements apply September-October.

Time to visit: May - October

Prices are based on off peak season-please call or email for your preferred date of travel.

Days 1 - 2 Boston - arrival

Quincy Market Mass

A unique mix of history and cosmopolitan city life, Boston has something to offer everyone. Follow the 'Freedom Trail' to see some of Boston's historical sights, maybe have lunch at Quincy Market, followed by a stroll across Boston Common. Shoppers are well catered for at either up market Newbury Street, Charles Street - home to many antique shops, or head to Filenes bargain designer basement for some excellent deals.


Day 3 Boston to Kennebunkport

Kennebunkport street view ME

Distance: 85 miles

Pick up your rental car and head north today and follow the North Shore. Travel through coastal New Hampshire and Maine. Maybe stop in Kittery for some outlet shopping. Once in Kennebunkport you can view the seasonal home of former U.S. President George Bush.

Days 4 - 5 Kennebunkport to the White Mountains

Lake Winnepsaukee dock view

Distance: 116 miles

Heading inland to the White Mountains of New Hampshire, North Conway is home to more excellent outlet shopping, or for those looking for something more scenic, head to Mount Washington, the highest peak in the Northwest. Take a cruise on Lake Winnipesaukee, or ride the Conway Scenic Railroad for stunning views. In the evening try to dine in one of the many cosy inns.

Days 6 - 7 White Mountains to Green Mountains

View of Mount Mansfield Stowe VT

Distance: 105 miles

Stowe is your base for two nights in the beautiful Green Mountains. The nineteenth century village of Stowe is located at the foot of Vermont's highest mountain, Mount Mansfield, and is often called 'the Austria of America'. Take a half-day canoe trip on the Mad River, or hire a bike and cycle the scenic Stowe Recreation Path. Head to Waterbury for a tour of the Ben & Jerry's Ice Cream Plant – free samples included!

Day 8 Stowe, Green Mountains to the Berkshire Hills

Church at The Berkshires NE

Distance: 145 miles

Heading south today towards the Berkshires, stop off en route to see the village of Woodstock and then scenic Quechee Gorge, before arriving at the Berkshire Hills. The famous Mohawk Trail winds across the northern park of the Berkshires. There is also great hiking and rafting opportunities for those looking for something more adventurous.

Manchester Outlet Shopping-

For factory outlet shopping in an attractive small town setting head for Manchester Village on your route south to Massachusetts. Visitors receive a discount book giving even greater savings (up to 70% off UK prices) on top quality clothes and other goods.

Day 9 Berkshires to Newport, Rhode Island

lighthouse RI

Distance: 186 miles

Follow Interstate 90 east to Newport; maybe make time en route to stop at Old Sturbridge Village, an outdoor history museum that presents a history of life in rural New England in the 1830's. Newport itself is most famous as the summer resort of America's first millionaires. Today Newport is rich with art and antique galleries, fashionable boutiques, and plays host to colourful sailing regattas throughout the year.

Worcester Common Outlets

Also en route, come right up to date at nearby Worcester Common Outlets for famous tax-free shopping at factory prices. It is New England's only indoor outlet shopping mall.

Days 10 - 12 Newport to Cape Cod

Beach North of Boston

Distance: 82 miles

Cape Cod offers beautiful beaches, historic villages, fine dining, and a variety of activities to suit everybody. The area is perfect for active people, with plenty of cycling and walking opportunities, or alternatively just relax on the one of the golden beaches. The islands of Nantucket and Marthas Vineyard are both perfect for a relaxing day excursion.

Day 13 Cape Cod to Boston

Lobster Mass

Distance: 72 miles

Today allows just enough time for some last minute shopping or sightseeing before the return drive back to Boston and your flight home.

Want to extend this tour and visit New York by train, perhaps? Or stay longer in the mountains? Or in a delighful resort hotel on Cape Cod? Or even a hop across to Niagara Falls?

We also feature self catering homes in this area!

Call Bon Voyage to discuss the options available to you in the charming New England region.

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