Boston Self Drive Tours

Get more from your Boston self drive with this suggested Boston fly drive tour.

Pick-up Pick-up Date Time 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 00:00 00:15 00:30 00:45 01:00 01:15 01:30 01:45 02:00 02:15 02:30 02:45 03:00 03:15 03:30 03:45 04:00 04:15 04:30 04:45 05:00 05:15 05:30 05:45 06:00 06:15 06:30 06:45 07:00 07:15 07:30 07:45 08:00 08:15 08:30 08:45 09:00 09:15 09:30 09:45 10:00 10:15 10:30 10:45 11:00 11:15 11:30 11:45 12:00 12:15 12:30 12:45 13:00 13:15 13:30 13:45 14:00 14:15 14:30 14:45 15:00 15:15 15:30 15:45 16:00 16:15 16:30 16:45 17:00 17:15 17:30 17:45 18:00 18:15 18:30 18:45 19:00 19:15 19:30 19:45 20:00 20:15 20:30 20:45 21:00 21:15 21:30 21:45 22:00 22:15 22:30 22:45 23:00 23:15 23:30 23:45 Drop-off Drop-off Date Time 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 00:00 00:15 00:30 00:45 01:00 01:15 01:30 01:45 02:00 02:15 02:30 02:45 03:00 03:15 03:30 03:45 04:00 04:15 04:30 04:45 05:00 05:15 05:30 05:45 06:00 06:15 06:30 06:45 07:00 07:15 07:30 07:45 08:00 08:15 08:30 08:45 09:00 09:15 09:30 09:45 10:00 10:15 10:30 10:45 11:00 11:15 11:30 11:45 12:00 12:15 12:30 12:45 13:00 13:15 13:30 13:45 14:00 14:15 14:30 14:45 15:00 15:15 15:30 15:45 16:00 16:15 16:30 16:45 17:00 17:15 17:30 17:45 18:00 18:15 18:30 18:45 19:00 19:15 19:30 19:45 20:00 20:15 20:30 20:45 21:00 21:15 21:30 21:45 22:00 22:15 22:30 22:45 23:00 23:15 23:30 23:45 Pick-up from Airport City All

Suggested Self Drive Tour Itinerary For Boston

Day 1 Boston Arrival

Arrive Logan International Airport. Pick up your rental car and proceed to your hotel.
Hotel: Hampton Inn Logan Airport

Day 2 Boston

Spend the day is free to explore Boston, the cradle of American liberty. The Revolutionary Era comes to life along the 'Freedom Trail' walking route.

Day 3 Boston-Salem-Portsmouth-Kennebunkport

Distance: 90 Miles
Along the route north of Boston lies almost four centuries of history as well as some of the coast's finest beaches and seascapes. First stop in Salem, the location of infamous witch trials. Then drive along the coast to the charming harbortowns of Gloucester and Rockport. Enjoy the old-time seaport atmosphere of Portsmouth, New Hampshire with its wealth of historic buildings before crossing into Maine. Your destination today is the popular resort of Kennebunkport, a haven for writers and artists.
Hotel: Nonantum Resort

Day 4 Kennebunkport-Wiscasset-Bar Harbor

Distance: 210 Miles
Today continue along Maine's fantastically varied coastline by Brunswick to Wiscasset, claimed to be "the prettiest village in Maine." Stop in Rockland where several schooners offer cruises from the harbor. Then drive along a jagged peninsula to Castine and learn about the history and the 200-year struggle by four countries to possess this strategic town. Your destination today is fashionable Bar Harbor, gateway to Acadia National Park on Mt. Desert Island.
Hotel: Colonial Inn

Day 5 Acadia National Park

A full day to explore one of the oldest and most beautiful national parks in America. Discover soaring peaks, dramatic glacier-carved valleys, clear lakes and the rugged shoreline - with the only true fjord on the US Atlantic coast. Witness the area's natural wonders from Park Loop Road or drive to the summit of Cadillac Mountain, at 1,530 feet (466 meters) the highest point on the US Atlantic seaboard.

Day 6 Bar Harbor-White Mountains/New Hampshire

Distance: 230 Miles
Your drive today takes you inland towards the spectacular scenery of the White Mountains, the rooftop of New England, a landscape dotted with historic villages and enchanting covered bridges. En route experience breathtaking views of mountain ranges and pristine forests. Overnight in Gorham.
Hotel: Town and Country Inn

Day 7 White Mountains/New Hampshire-Vermont's Northeast Kingdom-Stowe

Distance: 120 Miles
Traverse the White and Green Mountain ranges that divide the New England states of New Hampshire and Vermont. The route takes you through some of New England's most beautiful scenery. Drive by Lyndonville and see Willey's General Store in Greensboro before continuing by Craftsbury, a Grandma Moses kind of village, to Stowe.
Hotel: Northern Lights Lodge

Day 8 Stowe - Green Mountains - The Berkshires / Massachusetts

Distance: 160 Miles
Continue south along Route 100 where you will experience some of the most spectacular scenery in Vermont's Green Mountains with its dense forests - home for bears, moose, wild turkey and deer. See picture-perfect villages and some of Vermont's famous covered bridges before crossing into Massachusetts' Berkshires, known for their rural beauty and cultural assets. Overnight in the college town of Williamstown.
Hotel: Williams Inn

Day 9 The Berkshires-Lenox-Newport/Rhode Island

Distance: 180 Miles
Drive south passing through a series of wonderful little towns including Lenox, summer home for the Boston Symphony Orchestra. See Hancock Shaker Village near Pittsfield before continuing to the storied little city of Newport/Rhode Island, once a prosperous colonial seaport.
Hotel: Best Western Mainstay Inn

Day 10 Newport-Cape Cod

Distance: 100 Miles
America's most prominent families-from the Astors to the Vanderbilts-have summered in Newport. Some of their spectacular vacation homes are open for viewing. After sightseeing continue along the coast on your way to Cape Cod, another highlight of your tour.
Hotel: Mariner Motor Lodge

Day 11 Cape Cod

A full day to explore magnificent Cape Cod with its high cliffs, rolling dunes, broad beaches and miles of walking trails, picturesque villages and delicious seafood.

Day 12 Cape Cod-Boston Departure

Distance: 80 Miles
Today leave Cape Cod and drive back to Boston. This peninsula is a beloved vacation spot for visitors and natives alike. Stop in Plymouth, a living panorama of Pilgrim and Colonial times and see the Mayflower II. Return your car at the airport before your departure flight.

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