14 days in New England Itinerary

14 days in New England Itinerary

Created using Inspirock New England tour builder

Make it your trip
Fly
1
Sandwich
— 1 night
Drive
2
Provincetown
— 1 night
Fly
3
Newport
— 3 nights
Fly
4
Bar Harbor, Mount Desert Island
— 2 nights
Drive
5
Boothbay Harbor
— 1 night
Drive
6
Ogunquit
— 1 night
Drive
7
Boston
— 4 nights
Fly

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Sandwich

— 1 night
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 23rd (Thu): see the interesting displays at John F Kennedy Hyannis Museum and then get up close to creatures of the deep with Hyannis Whale Watcher Cruises. Here are some ideas for day two: engage your brain at Sandwich Glass Museum, see the interesting displays at Heritage Museums & Gardens, then steep yourself in history at Hoxie House, and finally tour the pleasant surroundings at Shining Sea Bikeway.

To see photos, ratings, maps, and other tourist information, go to the Sandwich vacation maker site.

Knoxville to Sandwich is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and train. Plan for little chillier temperatures traveling from Knoxville in September, with highs in Sandwich at 73°F and lows at 55°F. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Provincetown.

Things to do in Sandwich

Outdoors · Museums · Tours · Wildlife

Side Trips

Provincetown

— 1 night

Birthplace of American Liberty

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Start off your visit on the 25th (Sat): pause for some photo ops at Pilgrim Monument & Provincetown Museum, surround yourself with nature on Art's Dune Tours, and then tour the pleasant surroundings at Race Point Beach.

To see other places to visit, photos, maps, and more tourist information, read Provincetown trip planner.

You can drive from Sandwich to Provincetown in 1.5 hours. Alternatively, you can take a bus. In September, daily temperatures in Provincetown can reach 71°F, while at night they dip to 57°F. Finish up your sightseeing early on the 25th (Sat) so you can catch the flight to Newport.

Things to do in Provincetown

Outdoors · Parks · Tours · Wildlife

Newport

— 3 nights

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Newport is known for museums, historic sites, and scenic drive. Your trip includes some of its best attractions: see the interesting displays at The Breakers, admire the striking features of The Elms, take a tour by water with Boat Tours & Water Sports, and tour in style with a train tour.

To plan Newport vacation without wasting time, ask Inspirock to design an itinerary.

Traveling by flight from Provincetown to Newport takes 2 hours. Alternatively, you can drive; or do a combination of ferry and bus. September in Newport sees daily highs of 74°F and lows of 58°F at night. Finish your sightseeing early on the 28th (Tue) to allow enough time to fly to Bar Harbor.

Things to do in Newport

Historic Sites · Outdoors · Tours · Parks

Bar Harbor, Mount Desert Island

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 29th (Wed), see the interesting displays at Maine Granite Industry Museum, then examine the collection at The Seal Cove Auto Museum, and then take your sightseeing to a higher altitude at Cadillac Mountain. Here are some ideas for day two: tour the pleasant surroundings at Shore Path and then take a tour by water with Boat Tours & Water Sports.

To see photos, traveler tips, more things to do, and other tourist information, read our Bar Harbor trip site.

Getting from Newport to Bar Harbor by flight takes about 3 hours. Other options: drive; or take a bus. Plan for slightly colder nights when traveling from Newport in September since evenings lows in Bar Harbor dip to 52°F. Finish up your sightseeing early on the 30th (Thu) so you can go by car to Boothbay Harbor.

Things to do in Bar Harbor

Parks · Museums · Tours · Outdoors

Side Trips

Boothbay Harbor

— 1 night
Boothbay Harbor is a town in Lincoln County, Maine, United States. On the 1st (Fri), see majestic marine mammals with Cap'n Fish's Cruises and then go for a walk through Coastal Maine Botanical Gardens.

To find maps, reviews, traveler tips, and tourist information, use the Boothbay Harbor trip app.

You can drive from Bar Harbor to Boothbay Harbor in 3 hours. Alternatively, you can do a combination of bus and taxi. In September in Boothbay Harbor, expect temperatures between 73°F during the day and 51°F at night. Finish your sightseeing early on the 1st (Fri) so you can drive to Ogunquit.

Things to do in Boothbay Harbor

Wildlife · Tours · Outdoors · Parks

Side Trip

Ogunquit

— 1 night
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
Start off your visit on the 2nd (Sat): get a new perspective on things with Boat Tours & Water Sports, take in the dramatic natural features at Perkins Cove, and then appreciate the extensive heritage of Marginal Way Walkway.

To see reviews, more things to do, other places to visit, and other tourist information, read our Ogunquit tour builder site.

Traveling by car from Boothbay Harbor to Ogunquit takes 2 hours. Alternatively, you can do a combination of taxi and train; or do a combination of taxi and bus. In October, plan for daily highs up to 62°F, and evening lows to 38°F. Wrap up your sightseeing on the 2nd (Sat) early enough to drive to Boston.

Things to do in Ogunquit

Historic Sites · Parks · Nature · Tours

Side Trip

Boston

— 4 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Step out of Boston with an excursion to Dolphin & Whale Watching in Gloucester--about 50 minutes away. And it doesn't end there: admire the natural beauty at Boston Public Garden, admire the masterpieces at Isabella Stewart Gardner Museum, contemplate the long history of Granary Burying Ground, and visit North End.

To find traveler tips, where to stay, maps, and more tourist information, you can read our Boston road trip planning tool.

Traveling by car from Ogunquit to Boston takes 1.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Plan for a bit warmer nights when traveling from Ogunquit in October since evenings lows in Boston dip to 50°F. Finish your sightseeing early on the 6th (Wed) so you can fly back home.

Things to do in Boston

Museums · Parks · Historic Sites · Tours

Side Trip