8 days in United States Itinerary

8 days in United States Itinerary

Created using Inspirock United States trip itinerary planner

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Route & dates

8 days in United States Itinerary

Tampa
Fly + bus:  5​h 15​min
Boston
— 1 night
Drive:  1​h 45​min
Kennebunkport
— 1 night
Drive:  45​min
Portland
— 2 nights
Drive:  30​min
Freeport
— Few hours
Drive:  1​h 30​min
Rockland
— 1 night
Drive:  2​h 30​min
Acadia National Park
— 2 nights
taxi + Fly:  8​h 15​min
Tampa

1
day
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 27th (Thu): get to know the fascinating history of Freedom Trail, admire all the interesting features of Fenway Park, and then admire the natural beauty at Boston Public Garden.

For photos, ratings, other places to visit, and more tourist information, use the Boston trip itinerary site .

Tampa to Boston is an approximately 5.5-hour combination of flight and bus. You can also do a combination of flight and bus; or drive. Traveling from Tampa in September, expect Boston to be little chillier, temps between 74°F and 59°F. On the 28th (Fri), wrap the sightseeing up by early afternoon so you can drive to Kennebunkport.

Things to do in Boston

Museums Historic Sites Parks
Highlights from your plan
Museum of Fine Arts
Museum of Fine Arts
Fenway Park ©
Fenway Park
Freedom Trail
Freedom Trail

1
day
Kennebunkport

Kennebunkport ©
Kennebunkport is a town in York County, Maine, United States. On the 28th (Fri), take in the architecture and atmosphere at St. Ann's Episcopal Church.

For more things to do, other places to visit, and other tourist information, read our Kennebunkport itinerary builder site .

Drive from Boston to Kennebunkport in 2 hours. Alternatively, you can do a combination of train and taxi. Expect little chillier evenings in Kennebunkport when traveling from Boston in September, with lows around 49°F. Wrap up your sightseeing on the 29th (Sat) to allow time to drive to Portland.

Things to do in Kennebunkport

Beaches Outdoors Parks

Side Trip

Ogunquit Beach
Highlights from your plan
Ogunquit Beach ©
Ogunquit Beach
St. Ann's Episcopal Church ©
St. Ann's Episcopal Church
Maine-ly Drizzle ©
Maine-ly Drizzle

2
days
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.
Kick off your visit on the 29th (Sat): stop by Bull Moose. Keep things going the next day: kick back and relax at Old Orchard Beach, explore the world behind art at Portland Museum of Art, and then examine the collection at Portland Head Light.

To find other places to visit, reviews, and more tourist information, you can read our Portland online visit planner .

Traveling by car from Kennebunkport to Portland takes an hour. Alternatively, you can do a combination of taxi and train. In September, daytime highs in Portland are 71°F, while nighttime lows are 52°F. On the 1st (Mon), wrap the sightseeing up by early afternoon so you can drive to Freeport.

Things to do in Portland

Beaches Outdoors Parks

Side Trips

Old Orchard Beach, Portland Head Light
Highlights from your plan
Old Orchard Beach ©
Old Orchard Beach
Portland Head Light ©
Portland Head Light
Portland Museum of Art
Portland Museum of Art

few
hours
Freeport

Freeport ©
Freeport is a town in Cumberland County, Maine, United States. To see other places to visit, maps, traveler tips, and tourist information, you can read our Freeport journey planner.

Freeport is just a stone's throw from Portland. In October in Freeport, expect temperatures between 59°F during the day and 40°F at night. Finish up your sightseeing early on the 1st (Mon) so you can go by car to Rockland.

Things to do in Freeport

Shopping
Highlights from your plan
L.L. Bean Factory Store ©
L.L. Bean Factory Store

1
day
Rockland

Rockland
Rockland is a city in Knox County, Maine, in the United States. On the 2nd (Tue), pause for some photo ops at Andre the Seal Statue, then stop by Maine State Prison Store, and then visit a coastal fixture at Maine Lighthouse Museum.

To see traveler tips, ratings, maps, and other tourist information, read Rockland trip maker .

Traveling by car from Freeport to Rockland takes 1.5 hours. Alternatively, you can take a bus. In October, daily temperatures in Rockland can reach 57°F, while at night they dip to 42°F. Finish up your sightseeing early on the 2nd (Tue) so you can go by car to Acadia National Park.

Things to do in Rockland

Historic Sites Museums Shopping

Side Trips

Andre the Seal Statue, Maine State Prison Store
Highlights from your plan
Maine Lighthouse Museum
Maine Lighthouse Museum
Maine State Prison Store ©
Maine State Prison Store

1
day
Acadia National Park

Acadia National Park
The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
For maps, more things to do, traveler tips, and other tourist information, read Acadia National Park day trip site .

Traveling by car from Rockland to Acadia National Park takes 2.5 hours. Alternatively, you can do a combination of bus and shuttle. In October in Acadia National Park, expect temperatures between 58°F during the day and 43°F at night. On the 4th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Acadia National Park

Parks Nature Outdoors

Side Trip

Mount Desert Island
Highlights from your plan
Mount Desert Island
Mount Desert Island
Cadillac Mountain ©
Cadillac Mountain

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