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New England Car Caravan Itinerary

Here's a daily look at all the fun sights, sounds, and tastes you'll discover on our New England guided car caravans. (itinerary always subject to change)


Day 1: Manchester, NH

You'll want to get to town early to explore all quaintness of Manchester, but we'll meet in the evening for a welcome dinner and meet & greet with your tour director.

Hotel: TBD

Included meals: dinner

Featured stops: City of Manchester

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Day 4: Conway to Bar Harbor, ME

Buckle your seat belts for day 4 as we tackle the Mt. Washington Auto Road. This almost 8 mile road climbs to the top of Mt. Washington and provides you with breathtaking views of the beautiful landscape. After coming off the mountain, we'll head northeast for Bar Harbor, a charming costal town full of local flavor.

Hotel: TBD

Included meals: breakfast

Featured stops: Mt. Washington Auto Road


Day 7: Portland to Portsmouth

Our final day of our New England adventure takes you to even more lighthouses and seaside towns, particularly the famed Kennebunkport, ME, home of the Bush family summer estate. We'll end the day in the oceanside city of Portsmouth, NH and celebrate with a tasty farewell dinner.

Hotel: TBD

Included meals: breakfast, dinner

Featured stops: Nubble Lighthouse, Kennebunkport, ME

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Day 2: Manchester to Burlington, VT

Today is all about the rolling hills, covered bridges, and quaint towns of New Hampshire and Vermont. We'll hit the highway to get to the fun, winding roads of the country. Enjoy lunch at famed Simon Pearce before continuing on to the small towns of Woodstock and Middlebury. (with lots of covered bridges along the way) Spend your evening as your wish in the bustling river city of Burlington.

Hotel: TBD

Included meals: breakfast, lunch

Featured stops: Simon Pearce, Woodstock, covered bridges

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Day 5: Acadia NP/Bar Habor

For Day 5, we'll drive to the top of Cadillac Mountain and spend the day exploring the rich and beautiful scenery of Acadia National Park. When you've had your fill of nature, spend the evening exploring the shops and restaurants of Bar Harbor.

Hotel: TBD

Included meals: breakfast

Featured stops: Acadia National Park

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Day 3: Burlington to Conway

Day 3 starts with a little time exploring the fun ski town of Stowe, VT before making a sweet stop at Ben & Jerry's factory. After our ice cream tour, you'll continue on to the state capital before taking a stunning drive along the Kancamagus Highway, a nearly 60 mile stretch of beautiful forest and awe-inspiring vistas. End the day with free time to wander the mountain town of Conway.

Hotel: TBD

Included meals: breakfast

Featured stops: Stowe, VT, Ben & Jerry's, Montpellier, Kancamagus Highway, Conway


Day 6: Bar Harbor to Portland

Today has a little bit of everything from scenic oceanside towns to a beautiful car museum to lighthouses, particularly the Portland Head Light, one of the prettiest in the country.

Hotel: TBD

Included meals: breakfast

Featured stops: Portland Head Light, Owl's Head Transportation Museum, Owl's Head Lighthouse

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