Call us 9am - 9pm Mon - Sun 01342 331798


Self-Drive New England and Nova Scotia

Call us for prices & availability

Click here for Pricing & Dates


Explore America and Canada in one trip with this self-drive adventure through New England and Nova Scotia. Travelling through picturesque towns and cities, coastal destinations and passing prominent attractions along the way, this is a fantastic way to see more of these amazing regions, beginning in Boston and ending in Halifax. Along the way, you’ll visit such attractions as the Green and White Mountains, Bar Harbour and the Berkshires. As a self-drive journey, you’ll be able to take in the sights you most want to see, from the famous to the lesser-explored, for a wonderful travel experience.


  • Begin your journey in Boston – a blend of contemporary and historic culture
  • Take in the rural villages and quaint charm of the Berkshires
  • Visit the Green Mountains in Vermont
  • Explore the gorgeous White Mountains in Jackson
  • Head to the world-renowned Bar Harbour
  • Bar Harbour to Yarmouth overnight cruise
  • Visit Old Town Lunenburg in Nova Scotia –  a UNESCO World Heritage Site
  • End your trip in Halifax, stopping en-route at Peggy’s Cove


Day 1


Begin your self-drive in Boston, a modern destination that has a rich history. From its founding until the 1760s, this was America’s largest, wealthiest and most influential city – this colourful and interesting history has set this location up to be a remarkable and beautiful part of Massachusetts. The Boston Tea Party placed it at the forefront of American history, claiming it as a starting point for America’s journey to independence.

Standard Hotel: Royal Sonesta Boston

Superior Hotel: Westin Boston Waterfront

Day 2

Boston to Berkshires (160 miles)

From Boston, make your way to the Berkshires which offer an unbeatable array of visual and performing arts experiences in a charming rural setting. Filled to the brim with quaint cottages and villages, narrow winding roads and rolling hillsides, this area really is beautiful. Popular for its culture and patronage, the outdoor events that take place here make for an interesting attraction.

Standard Hotel: The Porches Inn at Mass Moca

Superior Hotel: Orchards Hotel

Day 3

Berkshires to Stowe (180 miles)

Today sees you cross the border to Vermont, where you’ll have plenty of time to explore the Green Mountains. These are part of the Appalachian Mountains – a range which stretches from Quebec to Alabama. The rugged scenery and charming villages create stunning scenery, with cute towns and secluded waterfalls nestled within the landscape. Some of the secondary roads through here are designated as Scenic Byways.

Day 4

Stowe to Jackson (130 miles)

The 200 year-old village of Stowe can be found in a luscious valley between Mt. Mansfield, the Green Mountains and the Worcester Range. Your destination today, however, is the White Mountains which are the highest and most rugged in New England.

Standard Hotel: Christmas Farm Inn & Spa

Superior Hotel: Omni Mount Washington Hotel

Day 5-6

Jackson to Bar Harbor (220 miles)

Depart from White Mountains today and head towards the coast of Maine and the renowned Bar Harbor which can be found on Mount Desert Island – a gateway to Acadia National Park. On day six, you’ll visit Acadia National Park which is both diverse and breath-taking. Comprising a cluster of islands off the Maine coast, there are various species of flora and fauna found here. Many hikers visit here for the famous trails, including the Pemetic Mountain trail which offers great vistas of the Cranberry Islands. Park Loop Road will offer up exhilarating attractions too, such as the Thunder Hole. There are also sea kayaking tours or cruises on a Windjammer, if you’re looking for other activities in this area.

Standard Hotel: Bluenose Inn

Superior Hotel: Bar Harbor Regency Hotel & Marina

Day 7

Bar Harbor to Yarmouth (165 miles)

Travel to Portland today for an overnight cruise aboard the brand-new ship, Nova Star, for an entertaining travel experience including a variety of dining options, a casino, SPA and live entertainment before reaching Yarmouth in Nova Scotia. There will be plenty of time to explore more of Portland before you depart, including the Portland Museum of Art or people-watching in one of the many great coffee shops and cafes. Your overnight stay will be aboard the ferry.

Day 8

Yarmouth to Liverpool (100 miles)

Upon arrival into Canada, head to Liverpool. Along the way, you may wish to visit Shelburne which has a rich maritime heritage from when wooden ships used to sail from here to Europe, New England and the Caribbean. The Kejimkujik Seaside Adjunct is well-known for seals and a picturesque coastline, including wildflowers, white sand beaches and shimmering turquoise waters. While you’re here, explore the hiking trails, equipped with interpretative signs and telescopes.

Standard Hotel: White Point Beach Resort (Standard room)

Superior Hotel: White Point Beach Resort (Deluxe room)

Day 9

Liverpool to Western Shore (65 miles)

Nova Scotia was a pirate and smuggler’s paradise for more than 300 years, thanks to the rocky harbours and secluded bays. Spend some time exploring the small fishing villages and gorgeous beaches which seem endless, as well as the UNESCO World Heritage Site of Lunenburg, before arriving in the Mahone Bay region.

Standard Hotel: Atlantica Hotel & Marina Oak Island

Superior Hotel: The Mariner King Inn

Day 10

Western Shore to Halifax (80 miles)

Today sees you reach your final destination on the trip – Halifax. On the way, be sure to visit Chester and the world-renowned Peggy’s Cove which are both picturesque and well worth seeing. Spend the afternoon getting to know Halifax, which was founded in 1749 and sits on a rocky peninsula on the Atlantic coast. There are two prominent historic sites found here which you’ll want to see before you leave – The Citadel and Pier 21 National Historic Site.

Standard Hotel: Atlantica Hotel Halifax

Superior Hotel: The Lord Nelson Hotel & Suites

Day 11

Today marks the end of your tour – transfer to the airport for your departing flight.


What's Included

  • Return transatlantic flights
  • Hotels as shown or of a similar standard
  • Economy car hire with fully inclusive insurance (car upgrades available at a supplement)
  • Driving itinerary with maps and day to day highlight
  • Comprehensive road book with travel information and Park Canada travel guides delivered to your first overnight hotel

What's Not Included

  • Hotel car parking charges
  • Meals and attractions unless otherwise specified
  • One way car hire drop off fee to be paid locally, please ask for price at time of booking as this varies by rental


Book today

Talk to our travel experts for more information and to book or tailor-make your holiday.

01342 3317989am - 9pm Mon - Sun

Business & First Class01342 310 587

Kelly White

American Sky also recommends

Cape Cod

Self-Drive New England Family Adventure

12 Nights Tour from £1,399 Including Flights

Explore New England with your family on this amazing self-drive adventure. Experience the famous sights of Boston and Cape Cod as well as the beautiful scenery that makes New England famous.

More Details

The Aquinnah Cliffs Marthas Vineyard

SAVE £0 pp

Islands of New England

7 Nights Tour from £2,039 Including Flights

Relax on this lovely New England tour, exploring the miles of sandy beaches, majestic coasts and rolling surf, visiting Boston and Providence, the Gilded Age mansions of Newport,Provincetown and the beautiful islands of Martha’s Vineyard and Nantucket.

More Details

Best of New England By Motorhome

11 Nights Tour from £1,389 Including Flights

Discover the great outdoors in one of the most picturesque regions of America on this motorhome tour of New England. This suggested itinerary is for two weeks, but you can choose to stay for more or less time wherever you want.

More Details

Back to Top

Get exclusive offers & deals delivered to your inbox

Tell us your holiday preferences and receive special deals and exclusive offers straight to your inbox.