18 days in New England Itinerary

18 days in New England Itinerary

Created using Inspirock New England holiday builder

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

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Bar Harbor, Mount Desert Island

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Bar Harbor is known for parks, wildlife, and classes. Your trip includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, take in the pleasant sights at Compass Harbor Trail, see the interesting displays at Maine Granite Industry Museum, and hike along Champlain Mountain & Beehive Loop Trail.

For ratings, more things to do, maps, and tourist information, read Bar Harbor tour planner.

Rome, Italy to Bar Harbor is an approximately 14.5-hour flight. Due to the time zone difference, you'll gain 6 hours traveling from Rome to Bar Harbor. Plan for a bit cooler temperatures traveling from Rome in September, with highs in Bar Harbor at 24°C and lows at 13°C. Finish up your sightseeing early on the 3rd (Sat) so you can go by car to Ogunquit.

Things to do in Bar Harbor

Outdoors · Parks · Trails · Museums

Side Trips

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 4th (Sun): get a new perspective on things with Boat Tours & Water Sports, kick back and relax at Ogunquit Beach, and then get to know the fascinating history of Marginal Way Walkway.

To see photos, reviews, other places to visit, and more tourist information, read our Ogunquit road trip planning app.

You can drive from Bar Harbor to Ogunquit in 4 hours. Alternatively, you can do a combination of flight and bus; or do a combination of bus, train, and taxi. In September in Ogunquit, expect temperatures between 27°C during the day and 10°C at night. Wrap up your sightseeing on the 4th (Sun) to allow time to drive to Boston.

Things to do in Ogunquit

Outdoors · Historic Sites · Beaches · Parks

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.
Change things up with these side-trips from Boston: The House of the Seven Gables (in Salem) and Dolphin & Whale Watching (in Gloucester). There's lots more to do: stroll around Boston Public Garden, admire the masterpieces at Museum of Fine Arts, appreciate the extensive heritage of Freedom Trail, and get advice or help at John F. Kennedy Presidential Museum & Library.

For traveler tips, other places to visit, photos, and tourist information, use the Boston online trip itinerary planner.

You can drive from Ogunquit to Boston in 1.5 hours. Other options are to do a combination of taxi and train; or take a bus. Traveling from Ogunquit in September, you can expect nighttime temperatures to be a bit warmer in Boston, with lows of 17°C. Cap off your sightseeing on the 8th (Thu) early enough to go by car to Hyannis.

Things to do in Boston

Museums · Parks · Historic Sites · Outdoors

Side Trips

Hyannis

— 3 nights

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Explore the numerous day-trip ideas around Hyannis: Nickerson State Park (in Brewster), Cape Cod Canal (in Buzzards Bay) and Plymouth (Plimoth Patuxet & Mayflower II). And it doesn't end there: get up close to creatures of the deep with Hyannis Whale Watcher Cruises, explore the landscape on two wheels at Shining Sea Bikeway, steep yourself in history at Captain Bangs Hallet House Museum, and tour the pleasant surroundings at Nauset Beach.

To find where to stay, more things to do, photos, and tourist information, read our Hyannis trip planner.

Traveling by car from Boston to Hyannis takes 1.5 hours. Alternatively, you can take a bus; or fly. In September, plan for daily highs up to 26°C, and evening lows to 16°C. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to Provincetown.

Things to do in Hyannis

Outdoors · Parks · Museums · Wildlife

Side Trips

Provincetown

— 3 nights

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.
Step out of Provincetown to go to Eastham and see Coast Guard Beach, which is approximately 34 minutes away. There's much more to do: kick back and relax at Cape Cod National Seashore, stroll through Herring Cove Beach, pause for some photo ops at Pilgrim Monument & Provincetown Museum, and admire the masterpieces at Provincetown Art Association and Museum.

To see more things to do, maps, traveler tips, and tourist information, refer to the Provincetown vacation maker tool.

Traveling by car from Hyannis to Provincetown takes 1.5 hours. Alternatively, you can take a bus. In September in Provincetown, expect temperatures between 25°C during the day and 16°C at night. Finish your sightseeing early on the 14th (Wed) so you can fly to Newport.

Things to do in Provincetown

Outdoors · Beaches · Parks · Museums

Side Trips

Newport

— 4 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: get a new perspective on things with Boat Tours & Water Sports, see the interesting displays at The Breakers, tour in style with a train tour, and stroll around Fort Adams State Park.

To see ratings, other places to visit, traveler tips, and tourist information, use the Newport road trip app.

You can fly from Provincetown to Newport in 2 hours. Other options are to drive; or do a combination of ferry and bus. Expect a daytime high around 27°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 18th (Sun) so you can fly back home.

Things to do in Newport

Tours · Outdoors · Museums · Historic Sites

Side Trip