9 days in Massachusetts Itinerary

9 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip planner

Make it your trip
Drive
1
Boston
— 2 nights
Drive
2
Sandwich
— 1 night
Drive
3
Falmouth
— 1 night
Ferry
4
Oak Bluffs
— 1 night
Drive
5
Edgartown
— 1 night
Bus to Oak Bluffs, Martha's Vineyard, MA, Ferry to Nantucket
6
Nantucket
— 1 day
Ferry to Hyannis, MA, Taxi to Provincetown
7
Provincetown
— 2 nights
Drive

S M T W T F S
6
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19

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.
Kick off your visit on the 11th (Fri): buy something for everyone on your list at Faneuil Hall Marketplace and then enjoy breathtaking views from Skywalk Observatory. Keep things going the next day: admire the masterpieces at Museum of Fine Arts, take a tour by water with Boat Tours & Water Sports, and then appreciate the extensive heritage of Freedom Trail.

Take the guesswork out of planning a Boston vacation by using our trip itinerary maker.

Philadelphia to Boston is an approximately 3.5-hour flight. You can also drive; or take a train. Traveling from Philadelphia in June, expect Boston to be slightly colder, temps between 76°F and 60°F. Finish your sightseeing early on the 13th (Sun) so you can drive to Sandwich.

Things to do in Boston

Parks · Museums · Historic Sites · Zoos & Aquariums

Sandwich

— 1 night
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 14th (Mon): get curious at Sandwich Glass Museum.

For maps, photos, reviews, and more tourist information, use the Sandwich trip itinerary planner.

Traveling by car from Boston to Sandwich takes 1.5 hours. Alternatively, you can take a bus. Plan for a bit cooler nights when traveling from Boston in June since evenings lows in Sandwich dip to 55°F. Wrap up your sightseeing by early afternoon on the 14th (Mon) to allow enough time to drive to Falmouth.

Things to do in Sandwich

Childrens Museums · Museums
Highlights from your trip

Falmouth

— 1 night
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. On the 14th (Mon), admire the natural beauty at Spohr Gardens, then enjoy the sea views from Nobska Point Lighthouse, then get curious at Marine Biological Laboratory, and finally grab your bike and head to Shining Sea Bikeway. Get ready for a full day of sightseeing on the 15th (Tue): browse the exhibits of Highfield Hall & Gardens, gain insight at Cape Cod Children's Museum, then take a stroll through Mashpee Commons, and finally enjoy the sand and surf at Old Silver Beach.

To see ratings and more tourist information, read our Falmouth online trip itinerary planner.

Falmouth is just a short distance from Sandwich. In June, daily temperatures in Falmouth can reach 73°F, while at night they dip to 55°F. Finish your sightseeing early on the 15th (Tue) so you can ride a ferry to Oak Bluffs.

Things to do in Falmouth

Parks · Outdoors · Museums · Neighborhoods

Side Trip

Oak Bluffs

— 1 night
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 16th (Wed): don't miss a visit to Circuit Avenue, don't miss a visit to Flying Horses Carousel, then admire the striking features of Trinity Park Tabernacle, and finally wander the streets of Martha's Vineyard Camp meeting Association (MVCMA).

To find traveler tips, other places to visit, photos, and more tourist information, go to the Oak Bluffs trip maker tool.

You can ride a ferry from Falmouth to Oak Bluffs in an hour. Another option is to do a combination of taxi and ferry. Expect a daytime high around 73°F in June, and nighttime lows around 54°F. Wrap up your sightseeing on the 16th (Wed) to allow time to drive to Edgartown.

Things to do in Oak Bluffs

Historic Sites · Neighborhoods

Edgartown

— 1 night
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. To see ratings, where to stay, traveler tips, and other tourist information, read our Edgartown tour builder tool.

Edgartown is very close to Oak Bluffs. In June, daytime highs in Edgartown are 73°F, while nighttime lows are 54°F. On the 17th (Thu), you're off to Nantucket.

Things to do in Edgartown

Outdoors · Parks · Tours · Beaches

Nantucket

— 1 day
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Start off your visit on the 17th (Thu): see the interesting displays at Nantucket Lightship Basket Museum, examine the collection at Whaling Museum, then kick back and relax at Jetties Beach, and finally take in the architecture and atmosphere at St Paul's Episcopal Church.

For traveler tips, other places to visit, photos, and tourist information, use the Nantucket trip website.

Traveling by combination of bus and ferry from Edgartown to Nantucket takes 2.5 hours. Expect a daytime high around 69°F in June, and nighttime lows around 57°F. Wrap up your sightseeing on the 17th (Thu) to allow time to travel to Provincetown.

Things to do in Nantucket

Museums · Parks · Outdoors · Beaches

Provincetown

— 2 nights

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.
Kick off your visit on the 18th (Fri): enjoy the sand and surf at Race Point Beach, get lost in a book at Provincetown Library, pause for some photo ops at Pilgrim Monument & Provincetown Museum, then see majestic marine mammals with a dolphin and whale watching tour, and finally take in the waterfront at MacMillan Wharf.

To find traveler tips, photos, and more tourist information, refer to the Provincetown trip itinerary planner.

Do a combination of ferry and taxi from Nantucket to Provincetown in 3 hours. Alternatively, you can do a combination of ferry and bus. In June in Provincetown, expect temperatures between 72°F during the day and 56°F at night. You'll have a few hours on the 19th (Sat) to wrap things up before traveling home.

Things to do in Provincetown

Outdoors · Parks · Wildlife · Tours

Side Trip

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.

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.

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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