8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts sightseeing planner

Make it your trip
Ferry to Billy Bishop Toronto City, Fly to Provincetown
— 2 nights
— 2 nights
— 3 nights
Fly to Billy Bishop Toronto City, Ferry to Toronto



— 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.
Visit Cape Cod National Seashore and Herring Cove Beach for some beach relaxation. Get outdoors at Nauset Beach and Race Point Beach. When in Provincetown, make a side trip to see Chatham Candy Manor in Chatham, approximately Chatham away. There's more to do: examine the collection at Pilgrim Monument & Provincetown Museum and browse the collection at Provincetown Library.

To see more things to do, maps, traveler tips, and more tourist information, read our Provincetown trip planner.

Toronto, Canada to Provincetown is an approximately 6.5-hour combination of ferry and flight. You can also drive; or take a bus. In August, plan for daily highs up to 30°C, and evening lows to 19°C. Finish your sightseeing early on the 6th (Tue) so you can drive to Falmouth.

Things to do in Provincetown

Beaches · Parks · Outdoors · Museums

Side Trips


— 2 nights
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Start off your visit on the 7th (Wed): contemplate the long history of Mayflower II, appreciate the history behind Plymouth Rock, then enjoy the sand and surf at Old Silver Beach, and finally explore the landscape on two wheels at Shining Sea Bikeway. On the 8th (Thu), you'll have a packed day of sightseeing: get curious at Sandwich Glass Museum, kick back and relax at Craigville Beach, then contemplate the long history of Edward Gorey House, and finally visit a coastal fixture at Nobska Point Lighthouse.

To see ratings, maps, where to stay, and other tourist information, go to the Falmouth trip planning website.

You can drive from Provincetown to Falmouth in 2 hours. Another option is to take a bus. In August, daily temperatures in Falmouth can reach 30°C, while at night they dip to 19°C. Wrap up your sightseeing on the 8th (Thu) early enough to drive to Boston.

Things to do in Falmouth

Parks · Outdoors · Beaches · Museums

Side Trips


— 3 nights


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.
Bring the kids along to Faneuil Hall Marketplace and Boston Public Garden. Popular historic sites such as Freedom Trail and The Paul Revere House are in your itinerary. You'll find plenty of places to visit near Boston: The House of the Seven Gables (in Salem), Dolphin & Whale Watching (in Gloucester) and Louisa May Alcott's Orchard House (in Concord). There's still lots to do: admire the masterpieces at Museum of Fine Arts, traverse land and water with a duck tour, and get engrossed in the history at New England Holocaust Memorial.

To see traveler tips, photos, where to stay, and other tourist information, refer to the Boston trip itinerary planner.

You can drive from Falmouth to Boston in 1.5 hours. Another option is to take a bus. In August, daytime highs in Boston are 32°C, while nighttime lows are 21°C. Finish up your sightseeing early on the 11th (Sun) so you can travel back home.

Things to do in Boston

Museums · Tours · Historic Sites · Outdoors

Side Trips

Massachusetts travel guide

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.