8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts sightseeing planner

Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
Plymouth
— 1 day
Drive
3
Boston
— 1 night
Drive
4
Provincetown
— 1 day
Drive
5
Boston
— 1 night
Drive to Hyannis, MA, Ferry to Nantucket
6
Nantucket
— 1 day
Ferry to Oak Bluffs, Martha's Vineyard, MA, Bus to Edgartown
7
Edgartown
— 1 night
+2
Drive to Martha's Vineyard, Ferry to Woods Hole, Drive to Boston
8
Boston
— 2 nights
Fly

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
1
2
3

Boston

— 2 nights

Beantown

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 added Fenway Park, Boston Common, Old North Church & Historic Site, and other attractions to your itinerary. Start off your visit on the 26th (Sat): catch a live event at Fenway Park, then admire the natural beauty at Boston Public Garden, then appreciate the history behind George Washington Statue, and finally walk around Boston Common. Get ready for a full day of sightseeing on the 27th (Sun): appreciate the extensive heritage of Freedom Trail, then hunt for treasures at Quincy Market, then pause for some serene contemplation at Old North Church & Historic Site, and finally wander the streets of North End.

For where to stay, ratings, photos, and other tourist information, you can read our Boston trip itinerary website.

Indianapolis to Boston is an approximately 5-hour flight. You can also drive; or do a combination of bus and train. Expect slightly colder weather when traveling from Indianapolis in June: highs in Boston hover around 76°F, while lows dip to 60°F. Cap off your sightseeing on the 28th (Mon) early enough to go by car to Plymouth.

Things to do in Boston

Historic Sites · Parks · Shopping · Neighborhoods

Plymouth

— 1 day

America's Hometown

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.
Your day by day itinerary now includes Mayflower II as well as Plimoth Grist Mill. Start off your visit on the 28th (Mon): get engrossed in the history at Plimoth Patuxet, take an in-depth tour of Plimoth Grist Mill, contemplate the long history of Plymouth Rock, then steep yourself in history at Mayflower II, and finally take in nature's colorful creations at Brewster Gardens.

For photos, where to stay, maps, and tourist information, refer to the Plymouth trip itinerary maker website.

Traveling by car from Boston to Plymouth takes an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 76°F in June, and nighttime lows around 56°F. Wrap up your sightseeing on the 28th (Mon) early enough to drive to Boston.

Things to do in Plymouth

Museums · Historic Sites · Parks

Boston

— 1 night

Beantown

To find ratings, more things to do, reviews, and more tourist information, read Boston trip maker website.

You can drive from Plymouth to Boston in an hour. Other options are to take a train; or take a bus. You'll set off for Provincetown on the 29th (Tue).

Things to do in Boston

Parks · Outdoors · Museums · Nightlife

Provincetown

— 1 day

Birthplace of American Liberty

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.
Your day by day itinerary now includes Commercial Street, Provincetown Library and Long Point. On the 29th (Tue), enjoy the sand and surf at Long Point, then get lost in a book at Provincetown Library, then take in the waterfront at MacMillan Wharf, and finally make a trip to Commercial Street.

For where to stay, more things to do, maps, and tourist information, refer to the Provincetown trip planner.

Fly from Boston to Provincetown in 2 hours. Alternatively, you can ride a ferry; or drive. Expect a daytime high around 72°F in June, and nighttime lows around 56°F. Finish your sightseeing early on the 29th (Tue) to allow enough time to travel to Boston.

Things to do in Provincetown

Parks · Beaches · Outdoors

Boston

— 1 night

Beantown

To find photos, where to stay, ratings, and more tourist information, use the Boston trip itinerary planning tool.

Traveling by flight from Provincetown to Boston takes 2 hours. Alternatively, you can ride a ferry; or drive. You'll set off for Nantucket on the 30th (Wed).

Things to do in Boston

Parks · Outdoors · Museums · Nightlife

Nantucket

— 1 day
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Your day by day itinerary now includes Sankaty Head Lighthouse, Brant Point Lighthouse and Whaling Museum. On the 30th (Wed), see the interesting displays at Whaling Museum, don't miss a visit to Brant Point Lighthouse, and then enjoy the sea views from Sankaty Head Lighthouse.

To find more things to do, other places to visit, photos, and tourist information, read our Nantucket online trip builder.

Traveling by flight from Boston to Nantucket takes 3.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. When traveling from Boston in June, plan for little chillier days in Nantucket, with highs around 69°F, while nights are about the same with lows around 57°F. Finish up your sightseeing early on the 30th (Wed) so you can travel to Edgartown.

Things to do in Nantucket

Historic Sites · Museums

Edgartown

— 1 night
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Your day by day itinerary now includes Edgartown Lighthouse. Start off your visit on the 1st (Thu): visit a coastal fixture at Edgartown Lighthouse, kick back and relax at Katama Beach/ South Beach, and then experience rural life at Morning Glory Farm.

For where to stay, ratings, traveler tips, and more tourist information, read our Edgartown trip itinerary planning site.

You can do a combination of ferry and bus from Nantucket to Edgartown in 2.5 hours. In June, plan for daily highs up to 73°F, and evening lows to 54°F. Wrap up your sightseeing on the 1st (Thu) to allow time to travel to Boston.

Things to do in Edgartown

Parks · Beaches · Outdoors · Historic Sites

Boston

— 2 nights

Beantown

Your day by day itinerary now includes Trinity Church as well as Boston Public Library. Start off your visit on the 2nd (Fri): get lost in a book at Boston Public Library and then take in the spiritual surroundings of Trinity Church.

Plan my day in Boston using traveler tips and tourist information provided by Inspirock.

Traveling by flight from Edgartown to Boston takes 3 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. You will leave for home on the 3rd (Sat).

Things to do in Boston

Historic Sites

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.

Martha's Vineyard travel guide

4.4
Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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