8 days in New England Itinerary

8 days in New England Itinerary

Created using Inspirock New England trip maker

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Route & dates

8 days in New England Itinerary

Start: Dubai
Fly:  16​h 30​min
1
Cambridge
— 1 night
Drive:  2​h
2
Portland
— 1 night
Drive:  2​h
3
Boston
— 1 night
Drive:  1​h 30​min
4
Newport
— 1 night
Drive:  2​h 15​min
5
Oak Bluffs, Martha's Vineyard
— 1 night
Drive:  2​h
6
Provincetown
— 1 night
+2
ferry + bus + Fly:  15​h 45​min
End: Dubai

1
night
Cambridge

Cambridge ©
Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.
To find photos, more things to do, maps, and other tourist information, refer to the Cambridge day trip planning tool .

Dubai, United Arab Emirates to Cambridge is an approximately 16.5-hour combination of flight and bus. You can also do a combination of flight, bus, and subway; or do a combination of flight and train. The time zone difference moving from Gulf Standard Time (GST) to Eastern Standard Time (EST) is minus 9 hours. In October, Cambridge is colder than Dubai - with highs of 20°C and lows of 11°C. Wrap up your sightseeing on the 5th (Sat) to allow time to drive to Portland.

Things to do in Cambridge

Historic Sites Wildlife Parks

Side Trips

Louisa May Alcott's Orchard House, Rocky Narrows, Buckman Tavern
Highlights from your plan
Louisa May Alcott's Orchard House ©
Mount Auburn Cemetery ©
Mount Auburn Cemetery
Rocky Narrows ©
Rocky Narrows

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 6th (Sun): sample the tasty concoctions at Allagash Brewery, admire the masterpieces at Portland Museum of Art, then examine the collection at Portland Head Light, and finally wander the streets of Old Port.

To find traveler tips, more things to do, photos, and more tourist information, read our Portland online day trip planner .

Drive from Cambridge to Portland in 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Cambridge in October, plan for a bit cooler nights in Portland, with lows around 7°C. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Boston.

Things to do in Portland

Museums Neighborhoods Breweries & Distilleries

Side Trip

Portland Head Light
Highlights from your plan
Portland Head Light ©
Portland Head Light
Portland Museum of Art ©
Portland Museum of Art
Old Port ©
Old Port

1
night
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.
Kick off your visit on the 7th (Mon): wander the streets of North End, appreciate the extensive heritage of Freedom Trail, and then admire the masterpieces at Museum of Fine Arts.

To find photos, reviews, other places to visit, and other tourist information, go to the Boston trip itinerary app .

Traveling by car from Portland to Boston takes 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Portland in October, plan for somewhat warmer nights in Boston, with lows around 11°C. Cap off your sightseeing on the 7th (Mon) early enough to go by car to Newport.

Things to do in Boston

Museums Historic Sites Neighborhoods
Highlights from your plan
North End ©
North End
Museum of Fine Arts ©
Museum of Fine Arts
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 8th (Tue): admire the striking features of The Elms, then examine the collection at The Breakers, then get to know the fascinating history of Cliff Walk, and finally identify plant and animal life at Seapowet Marsh and Point Fishing Area.

To see maps, other places to visit, reviews, and other tourist information, read Newport road trip app .

Traveling by car from Boston to Newport takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In October, daytime highs in Newport are 20°C, while nighttime lows are 11°C. Finish up your sightseeing early on the 8th (Tue) so you can travel to Oak Bluffs.

Things to do in Newport

Historic Sites Parks Outdoors

Side Trip

Seapowet Marsh and Point Fishing Area
Highlights from your plan
The Breakers ©
The Breakers
The Elms
The Elms

1
night
Oak Bluffs, Martha's Vineyard

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 9th (Wed): tee off at Farm Neck Golf Club, then visit a coastal fixture at Edgartown Lighthouse, and then identify plant and animal life at Long Point Wildlife Refuge.

Plan trip to Oak Bluffs with our itinerary maker to find out where to go and what to do.

Do a combination of taxi and ferry from Newport to Oak Bluffs in 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. Expect a daytime high around 21°C in October, and nighttime lows around 9°C. Finish your sightseeing early on the 9th (Wed) to allow enough time to travel to Provincetown.

Things to do in Oak Bluffs

Outdoors Golf Historic Sites

Side Trip

Edgartown Lighthouse
Highlights from your plan
Farm Neck Golf Club ©
Farm Neck Golf Club
Edgartown Lighthouse ©
Edgartown Lighthouse

1
night
Provincetown

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.
Kick off your visit on the 10th (Thu): tour the pleasant surroundings at Race Point Beach, then get a sense of history and politics at Provincetown Town Hall, then see majestic marine mammals with a dolphin and whale watching tour, and finally take a leisurely stroll along MacMillan Wharf.

For ratings and other tourist information, go to the Provincetown travel route planner.

Traveling by combination of ferry and car from Oak Bluffs to Provincetown takes 2 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of bus and flight. Expect a daytime high around 20°C in October, and nighttime lows around 11°C. Wrap up your sightseeing on the 10th (Thu) early enough to travel back home.

Things to do in Provincetown

Outdoors Wildlife Tours
Highlights from your plan
Dolphin & Whale Watching
Race Point Beach ©
Race Point Beach
Provincetown Town Hall ©
Provincetown Town Hall

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