14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock Massachusetts journey planner

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Route & dates

14 days in United States Itinerary

Start: Boston
1
Boston
— 4 nights
train:  1​h
2
Plymouth
— 2 nights
Drive:  45​min
3
Falmouth
— 2 nights
Drive:  1​h 30​min
4
Edgartown
— 2 nights
Drive:  2​h 30​min
5
Nantucket
— 3 nights
ferry + Drive:  2​h 30​min
End: Boston

4
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'll find plenty of places to visit near Boston: Marginal Way Walkway (in Ogunquit) and Dolphin & Whale Watching (in Gloucester). There's lots more to do: explore and take pictures at Fenway Park, get to know the fascinating history of Freedom Trail, make a trip to Boston Public Library, and traverse land and water with a duck tour.

To see other places to visit, traveler tips, and more tourist information, you can read our Boston road trip planner .

The Route module shows you all the different ways you can get to Boston. Expect a daytime high around 76°F in June, and nighttime lows around 60°F. Wrap up your sightseeing on the 5th (Wed) to allow time to drive to Plymouth.

Things to do in Boston

Museums Tours Historic Sites

Side Trips

Marginal Way Walkway, Dolphin & Whale Watching
Highlights from your plan
Freedom Trail ©
Freedom Trail
Fenway Park ©
Fenway Park
Museum of Fine Arts ©
Museum of Fine Arts

2
nights
Plymouth

Plymouth ©
Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
Kick off your visit on the 6th (Thu): appreciate the history behind Plymouth Rock, don't miss a visit to Mayflower II, then get engrossed in the history at Jenney Museum, then get engrossed in the history at Plimoth Plantation, and finally contemplate the waterfront views at Cape Cod Canal. On the next day, explore and take pictures at National Monument to the Forefathers, then get up close to creatures of the deep with a dolphin and whale watching tour, then take in nature's colorful creations at Brewster Gardens, and finally take in the architecture and atmosphere at First Parish Church.

To find other places to visit, where to stay, reviews, and tourist information, go to the Plymouth travel route planner .

Traveling by car from Boston to Plymouth takes an hour. Alternatively, you can take a bus; or take a train. In June in Plymouth, expect temperatures between 76°F during the day and 56°F at night. Finish your sightseeing early on the 7th (Fri) so you can drive to Falmouth.

Things to do in Plymouth

Museums Wildlife Tours

Side Trip

Cape Cod Canal
Highlights from your plan
Plimoth Plantation ©
Plimoth Plantation
Plymouth Rock ©
Plymouth Rock
Cape Cod Canal ©
Cape Cod Canal

2
nights
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Kick off your visit on the 8th (Sat): see the interesting displays at Falmouth Museums on the Green, explore the world behind art at Highfield Hall & Gardens, then tour the pleasant surroundings at Shining Sea Bikeway, and finally enjoy the sand and surf at Old Silver Beach. On your second day here, explore and take pictures at Coonamessett Farm, enjoy the sand and surf at South Cape Beach State Park, then take in nature's colorful creations at Spohr Gardens, then admire all the interesting features of Cornelia Carey Sanctuary (The Knob), and finally visit a coastal fixture at Nobska Point Lighthouse.

To see maps, photos, and other tourist information, read our Falmouth online trip itinerary maker .

Traveling by car from Plymouth to Falmouth takes an hour. Alternatively, you can take a bus; or take a bus. In June in Falmouth, expect temperatures between 73°F during the day and 55°F at night. Finish your sightseeing early on the 9th (Sun) so you can drive to Edgartown.

Things to do in Falmouth

Parks Outdoors Beaches

Side Trip

South Cape Beach State Park
Highlights from your plan
Old Silver Beach ©
Old Silver Beach
Cornelia Carey Sanctuary (The Knob) ©
Highfield Hall & Gardens ©
Highfield Hall & Gardens

2
nights
Edgartown

Edgartown ©
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 10th (Mon): enjoy the sand and surf at Katama Beach/ South Beach, don't miss a visit to Flying Horses Carousel, then take a stroll through Martha's Vineyard Camp meeting Association (MVCMA), and finally visit a coastal fixture at Edgartown Lighthouse. On the next day, admire the natural beauty at Mytoi, head off the coast to Chappaquiddick, stop by Stefanie Wolf Designs, then make a trip to The Granary Gallery, and finally explore the striking landscape at Aquinnah Cliffs.

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

You can drive from Falmouth to Edgartown in 1.5 hours. In June, plan for daily highs up to 73°F, and evening lows to 54°F. Finish up your sightseeing early on the 11th (Tue) so you can go by car to Nantucket.

Things to do in Edgartown

Parks Nature Beaches

Side Trips

Oak Bluffs, The Granary Gallery, Aquinnah Cliffs
Highlights from your plan
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Flying Horses Carousel ©
Flying Horses Carousel
Edgartown Lighthouse ©
Edgartown Lighthouse

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Kick off your visit on the 12th (Wed): enjoy the sea views from Brant Point Lighthouse, then examine the collection at Whaling Museum, and then enjoy the sand and surf at Jetties Beach. Here are some ideas for day two: kick back and relax at Madaket Beach, kick back and relax at Surfside Beach, and then enjoy the sea views from Sankaty Head Lighthouse.

For where to stay, more things to do, photos, and other tourist information, refer to the Nantucket trip itinerary site .

Traveling by car from Eastham to Nantucket takes 3 hours. In June, plan for daily highs up to 69°F, and evening lows to 57°F. Wrap up your sightseeing by early afternoon on the 14th (Fri) to allow enough time to drive to Edgartown.

Things to do in Nantucket

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

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