11 days in New England Itinerary

11 days in New England Itinerary

Created using Inspirock New England planner

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Route & dates

11 days in New England Itinerary

Start: Fort Wayne
Fly:  6​h
1
Boston
— 2 nights
Drive:  1​h 15​min
2
Portsmouth
— 1 night
Drive:  2​h 30​min
3
Orleans
— 2 nights
Drive:  2​h
4
Newport
— 1 night
Drive:  1​h
5
Mystic
— 1 night
Drive + Ferry:  3​h 30​min
6
Nantucket
— 3 nights
Fly:  8​h 15​min
End: Fort Wayne

2
nights
Boston

Boston ©
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.
On the 15th (Sat), appreciate the extensive heritage of Freedom Trail. Get ready for a full day of sightseeing on the next day: take a stroll through North End, then shop like a local with Faneuil Hall Marketplace, then admire the masterpieces at Museum of Fine Arts, and finally look for gifts at Brookline Booksmith.

To find out how to plan a trip to Boston, use our trip itinerary maker.

Fort Wayne to Boston is an approximately 6-hour flight. You can also drive; or take a bus. Traveling from Fort Wayne in June, you will find days in Boston are little chillier (76°F), and nights are about the same (60°F). Wrap up your sightseeing on the 17th (Mon) to allow time to drive to Portsmouth.

Things to do in Boston

Parks Outdoors Beaches

Side Trips

Nahant Beach, Brookline Booksmith, Niles Beach
Highlights from your plan
Freedom Trail ©
Freedom Trail
Museum of Fine Arts ©
Museum of Fine Arts
Faneuil Hall Marketplace ©
Faneuil Hall Marketplace

1
night
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. On the 18th (Tue), contemplate the long history of Strawbery Banke Museum, then get to know the fascinating history of Marginal Way Walkway, then enjoy the sand and surf at Ogunquit Beach, and finally stop by When Pigs Fly Company Store.

For traveler tips, where to stay, reviews, and tourist information, use the Portsmouth trip itinerary maker app .

You can drive from Boston to Portsmouth in 1.5 hours. Another option is to take a bus. In June in Portsmouth, expect temperatures between 75°F during the day and 56°F at night. Finish your sightseeing early on the 18th (Tue) to allow enough time to travel to Orleans.

Things to do in Portsmouth

Historic Sites Parks Outdoors

Side Trips

Ogunquit, When Pigs Fly Company Store
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Ogunquit Beach ©
Ogunquit Beach
Strawbery Banke Museum ©
Strawbery Banke Museum

2
nights
Orleans

Orleans ©
Orleans is a town in Barnstable County, Massachusetts, which is co-extensive with Cape Cod. On the 19th (Wed), see the interesting displays at Heritage Museums & Gardens, take in the exciting artwork at Charles-Baltivik Gallery and Sculpture Garden, and then enjoy the sand and surf at Race Point Beach. On the next day, take a leisurely stroll along Chatham Pier and Fish Market, then steep yourself in history at Edward Gorey House, then view the masterpieces at Sydenstricker Glass Galleries, and finally stroll through Nauset Beach.

To see reviews, other places to visit, and other tourist information, go to the Orleans trip itinerary planner.

You can drive from Portsmouth to Orleans in 2.5 hours. Expect a daytime high around 72°F in June, and nighttime lows around 57°F. Wrap up your sightseeing on the 20th (Thu) early enough to travel to Newport.

Things to do in Orleans

Museums Parks Outdoors

Side Trips

Provincetown, Edward Gorey House, Heritage Museums & Gardens, Chatham Pier and Fish Market, Sydenstricker Glass Galleries
Highlights from your plan
Nauset Beach ©
Nauset Beach
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Race Point Beach ©
Race Point Beach

1
night
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Kick off your visit on the 21st (Fri): don't miss a visit to Cliff Walk, examine the collection at The Breakers, then view the masterpieces at Thames Glass, and finally take a stroll through Thames Street.

To find other places to visit, maps, where to stay, and tourist information, you can read our Newport trip planner.

You can drive from Orleans to Newport in 2 hours. Expect a daytime high around 73°F in June, and nighttime lows around 58°F. Finish up your sightseeing early on the 21st (Fri) so you can go by car to Mystic.

Things to do in Newport

Shopping Museums Parks
Highlights from your plan
The Breakers ©
The Breakers

1
night
Mystic

Mystic ©
A historical leading seaport, Mystic has maintained a strong respect for the past.
On the 22nd (Sat), look for gifts at The Spice & Tea Exchange, steep yourself in history at Olde Mistick Village, and then examine the collection at Mystic Seaport Museum.

To find more things to do, where to stay, other places to visit, and other tourist information, use the Mystic online tour itinerary planner .

You can drive from Newport to Mystic in an hour. Alternatively, you can do a combination of bus and train. In June, daytime highs in Mystic are 74°F, while nighttime lows are 58°F. Finish up your sightseeing early on the 22nd (Sat) so you can travel to Nantucket.

Things to do in Mystic

Museums Historic Sites Shopping
Highlights from your plan
Mystic Seaport Museum ©
Mystic Seaport Museum
Olde Mistick Village ©
Olde Mistick Village
The Spice & Tea Exchange ©
The Spice & Tea Exchange

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 23rd (Sun), kick back and relax at Madaket Beach, then enjoy the sand and surf at Jetties Beach, and then visit a coastal fixture at Sankaty Head Lighthouse. On your second day here, see the interesting displays at Whaling Museum, make a trip to Brant Point Lighthouse, and then enjoy the sand and surf at Surfside Beach.

To find where to stay, traveler tips, other places to visit, and other tourist information, read our Nantucket trip itinerary maker .

Getting from Mystic to Nantucket by combination of car and ferry takes about 3.5 hours. Other options: do a combination of train and flight; or do a combination of train and ferry. When traveling from Mystic in June, plan for slightly colder days in Nantucket, with highs around 69°F, while nights are about the same with lows around 57°F. Wrap up your sightseeing by early afternoon on the 25th (Tue) to allow time for travel back home.

Things to do in Nantucket

Parks Outdoors Beaches
Highlights from your plan
Jetties Beach ©
Jetties Beach
Whaling Museum ©
Whaling Museum
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse

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