12 days in Massachusetts, Newport & Maine Itinerary

12 days in Massachusetts, Newport & Maine Itinerary

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Route & dates

12 days in Massachusetts, Newport & Maine Itinerary

Start: Fort Lauderdale
Fly:  5​h 45​min
1
Boston
— 2 nights
Drive:  1​h 30​min
2
Newport
— 1 night
Drive:  1​h 45​min
3
Hyannis Port
— 2 nights
Drive:  2​h
4
Salem
— 1 night
Drive:  1​h 45​min
5
Portland
— 2 nights
Drive:  2​h
6
Boston
— 2 nights
Fly:  5​h 45​min
End: Fort Lauderdale

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.
You've now added Freedom Trail Run to your itinerary. On the 20th (Sat), admire the masterpieces at Museum of Fine Arts, admire the natural beauty at Boston Public Garden, and then stroll around Boston Common. On the 21st (Sun), you'll have a packed day of sightseeing: appreciate the extensive heritage of Freedom Trail, browse the different shops at Faneuil Hall Marketplace, and then burn calories and see the sights with Freedom Trail Run.

You can plan Boston trip in no time by asking Inspirock to help create your itinerary.

Fort Lauderdale to Boston is an approximately 6-hour flight. You can also do a combination of train and flight; or drive. Plan for little chillier temperatures traveling from Fort Lauderdale in July, with highs in Boston at 83°F and lows at 67°F. Cap off your sightseeing on the 21st (Sun) early enough to go by car to Newport.

Things to do in Boston

Parks Museums Outdoors
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Freedom Trail ©
Freedom Trail

1
night
Newport

Newport ©
With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Start off your visit on the 22nd (Mon): cruise along Ocean Drive Historic District, examine the collection at The Breakers, and then get to know the fascinating history of Cliff Walk.

Find out how to plan Newport trip without stress by asking Inspirock to help create an itinerary.

You can drive from Boston to Newport in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In July, plan for daily highs up to 80°F, and evening lows to 66°F. Cap off your sightseeing on the 22nd (Mon) early enough to go by car to Hyannis Port.

Things to do in Newport

Outdoors Historic Sites Scenic Drive
Highlights from your plan
The Breakers ©
The Breakers
Ocean Drive Historic District ©
Ocean Drive Historic District

2
nights
Hyannis Port

Hyannis Port ©
Kick off your visit on the 23rd (Tue): browse the collection at Osterville Village Library, then steep yourself in history at Kennedy Compound, then brush up on your military savvy at Cape Cod Maritime Museum, and finally examine the collection at Toad Hall Classic Sports Car Museum.

For maps, photos, where to stay, and tourist information, you can read our Hyannis Port journey planner.

Traveling by car from Newport to Hyannis Port takes 2 hours. July in Hyannis Port sees daily highs of 80°F and lows of 66°F at night. You'll set off for Salem on the 24th (Wed).

Things to do in Hyannis Port

Museums Historic Sites

Side Trip

Osterville Village Library
Highlights from your plan
Toad Hall Classic Sports Car Museum ©
Cape Cod Maritime Museum ©
Cape Cod Maritime Museum
Osterville Village Library ©
Osterville Village Library

1
night
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
You've now added Salem Witch Trials Memorial to your itinerary. Start off your visit on the 25th (Thu): stroll around Salem Witch Trials Memorial, then see the interesting displays at Salem Witch Museum, and then steep yourself in history at The House of the Seven Gables.

For photos, traveler tips, other places to visit, and more tourist information, read Salem vacation website .

You can drive from Provincetown to Salem in 3 hours. Other options are to fly; or do a combination of ferry and bus. In July, daytime highs in Salem are 82°F, while nighttime lows are 64°F. Wrap up your sightseeing on the 25th (Thu) early enough to drive to Portland.

Things to do in Salem

Museums Parks Historic Sites
Highlights from your plan
The House of the Seven Gables ©
The House of the Seven Gables
Salem Witch Museum ©
Salem Witch Museum
Salem Witch Trials Memorial ©
Salem Witch Trials Memorial

2
nights
Portland

Portland ©
Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Start off your visit on the 26th (Fri): wander the streets of Old Port, explore the world behind art at Portland Museum of Art, then get engrossed in the history at Victoria Mansion, and finally indulge your thirst for a good beer at Allagash Brewery. Get ready for a full day of sightseeing on the 27th (Sat): examine the collection at Portland Head Light and then grab your bike and head to Eastern Promenade.

To find other places to visit, ratings, traveler tips, and tourist information, refer to the Portland day trip planning tool .

You can drive from Salem to Portland in 2 hours. Alternatively, you can take a bus; or take a train. In July in Portland, expect temperatures between 79°F during the day and 61°F at night. Cap off your sightseeing on the 28th (Sun) early enough to travel back home.

Things to do in Portland

Museums Parks Outdoors

Side Trip

Portland Head Light
Highlights from your plan
Portland Museum of Art ©
Portland Museum of Art
Portland Head Light ©
Portland Head Light
Allagash Brewing Company ©
Allagash Brewing Company

2
nights
Boston

Boston ©
You've now added Freedom Trail Run to your itinerary. Enjoy Boston some more: wander the streets of North End, pause for some photo ops at New England Holocaust Memorial, get engrossed in the history at John F. Kennedy Presidential Museum & Library, and browse the collection at Boston Public Library.

For where to stay, maps, and more tourist information, refer to the Boston tour itinerary planner.

Traveling by car from Portland to Boston takes 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Portland in July, plan for a bit warmer nights in Boston, with lows around 67°F. Wrap up your sightseeing by early afternoon on the 30th (Tue) to allow time for travel back home.

Things to do in Boston

Museums Childrens Museums Outdoors
Highlights from your plan
North End ©
North End
New England Aquarium ©
New England Aquarium

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