7 days in United States Itinerary

7 days in United States Itinerary

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Route & dates

7 days in United States Itinerary

Start: San Juan, Puerto Rico
+4
Fly + Bus + Train + Foot + Bus:  9​h 30​min
1
Newport
— 1 night
Drive:  3​h 30​min
2
Portland
— 1 night
Drive:  1​h
3
Portsmouth
— 1 night
Drive:  1​h 15​min
4
Boston
— 2 nights
Fly:  7​h
End: San Juan, Puerto Rico

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 13th (Sun): see the interesting displays at Audrain Automobile Museum, visit a coastal fixture at Castle Hill Lighthouse, contemplate the long history of The Preservation Society of Newport County, then view the masterpieces at Thames Glass, and finally pause for some serene contemplation at St. Mary's Catholic Church.

For where to stay, photos, maps, and other tourist information, use the Newport road trip tool .

San Juan, Puerto Rico to Newport is an approximately 9.5-hour flight. You can also do a combination of flight, train, and bus. You'll gain 1 hour traveling from San Juan to Newport due to the time zone difference. Expect much colder temperatures when traveling from San Juan in October; daily highs in Newport reach 20°C and lows reach 11°C. Finish up your sightseeing early on the 13th (Sun) so you can go by car to Portland.

Things to do in Newport

Historic Sites Museums Shopping
Highlights from your plan
Castle Hill Lighthouse ©
Castle Hill Lighthouse
St. Mary's Catholic Church ©
St. Mary's Catholic Church

1
night
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 14th (Mon): enjoy the sea views from Portland Breakwater Lighthouse, then see the interesting displays at Maine Jewish Museum, then contemplate the long history of Wadsworth-Longfellow House, and finally examine the collection at 5th Maine Museum.

To see maps, photos, traveler tips, and other tourist information, go to the Portland trip planner .

You can drive from Newport to Portland in 3.5 hours. Alternatively, you can take a bus; or take a bus. Traveling from Newport in October, you can expect nighttime temperatures to be little chillier in Portland, with lows of 7°C. Finish your sightseeing early on the 15th (Tue) to allow enough time to drive to Portsmouth.

Things to do in Portland

Museums Historic Sites

Side Trip

Portland Breakwater Lighthouse
Highlights from your plan
Wadsworth-Longfellow House ©
Wadsworth-Longfellow House
Portland Breakwater Lighthouse ©
Portland Breakwater Lighthouse
5th Maine Museum ©
5th Maine Museum

1
night
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Kick off your visit on the 15th (Tue): contemplate the long history of Strawbery Banke Museum, contemplate the long history of John Paul Jones House, then visit a coastal fixture at Portsmouth Harbor Lighthouse, then contemplate the long history of Moffatt-Ladd House & Garden, and finally admire the natural beauty at Hamilton House.

To see other places to visit, maps, reviews, and more tourist information, read Portsmouth trip itinerary planner.

You can drive from Portland to Portsmouth in an hour. Alternatively, you can take a train. October in Portsmouth sees daily highs of 19°C and lows of 7°C at night. Wrap up your sightseeing on the 16th (Wed) early enough to drive to Boston.

Things to do in Portsmouth

Historic Sites Parks Museums

Side Trips

Hamilton House, Portsmouth Harbor Lighthouse
Highlights from your plan
Strawbery Banke Museum ©
Strawbery Banke Museum
Portsmouth Harbor Lighthouse ©
Portsmouth Harbor Lighthouse
John Paul Jones House ©
John Paul Jones House

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.
Louisa May Alcott's Orchard House and Sleepy Hollow Cemetery will appeal to history buffs. You'll explore the less-touristy side of things at Hancock-Clarke House and Old State House. There's lots more to do: explore the world behind art at Museum of Fine Arts, wander the streets of Back Bay, take an in-depth tour of John F. Kennedy Presidential Museum & Library, and appreciate the extensive heritage of Freedom Trail.

To see maps, where to stay, and more tourist information, you can read our Boston trip planner .

Getting from Portsmouth to Boston by car takes about 1.5 hours. Other options: take a bus. Traveling from Portsmouth in October, expect somewhat warmer with lows of 11°C in Boston. On the 18th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Boston

Historic Sites Museums Neighborhoods

Side Trips

Concord, Hancock-Clarke House
Highlights from your plan
Back Bay ©
Back Bay
Hancock-Clarke House ©
Hancock-Clarke House
Sleepy Hollow Cemetery ©
Sleepy Hollow Cemetery

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