12 days in Massachusetts Itinerary
Created using Inspirock Massachusetts vacation builder
Start: Philadelphia
Fly
1
Boston
— 3 nights
Drive
2
Hyannis
— 4 nights
Drive
3
Provincetown
— 4 nights
Fly
End: Philadelphia
Sat, Jun 10 - Wed, Jun 21
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Boston — 3 nights

Beantown
When in Boston, make a side trip to see Dolphin & Whale Watching in Gloucester, approximately Gloucester away. Next up on the itinerary: explore the world behind art at Museum of Fine Arts, walk around Boston Common, get up close and personal with brilliant marine life at New England Aquarium, and stop by North End.
To find other places to visit, traveler tips, maps, and tourist information, go to the Boston trip itinerary builder app.
Philadelphia to Boston is an approximately 3.5-hour flight. You can also drive; or take a train. Traveling from Philadelphia in June, things will get a bit cooler in Boston: highs are around 76°F and lows about 60°F. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Hyannis.
more
To find other places to visit, traveler tips, maps, and tourist information, go to the Boston trip itinerary builder app.
Philadelphia to Boston is an approximately 3.5-hour flight. You can also drive; or take a train. Traveling from Philadelphia in June, things will get a bit cooler in Boston: highs are around 76°F and lows about 60°F. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Hyannis.
Side Trips
Highlights from your trip
Hyannis — 4 nights

Capital of Cape Cod
Change things up with these side-trips from Hyannis: Chatham (Chatham's Godfrey Windmill & Atwood Museum), Cape Cod Canal (in Buzzards Bay) and Falmouth (Coonamessett Farm, Shining Sea Bikeway, &more). There's still lots to do: see the interesting displays at Heritage Museums & Gardens, enjoy the sand and surf at Nauset Beach, tour the pleasant surroundings at Craigville Beach, and take an in-depth tour of Plimoth Patuxet Museums.
To see traveler tips, photos, ratings, and tourist information, go to the Hyannis trip itinerary planning site.
You can drive from Boston to Hyannis in 1.5 hours. Alternatively, you can take a bus; or fly. In June, daytime highs in Hyannis are 73°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 17th (Sat) to allow time to drive to Provincetown.
more
To see traveler tips, photos, ratings, and tourist information, go to the Hyannis trip itinerary planning site.
You can drive from Boston to Hyannis in 1.5 hours. Alternatively, you can take a bus; or fly. In June, daytime highs in Hyannis are 73°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 17th (Sat) to allow time to drive to Provincetown.
Side Trips
Highlights from your trip
Provincetown — 4 nights
Birthplace of American Liberty
You'll find plenty of places to visit near Provincetown: Eastham (Salt Pond Visitor Center, Nauset Light Beach, &more). Spend the 19th (Mon) exploring nature at Cape Cod National Seashore. There's still lots to do: pause for some photo ops at Pilgrim Monument & Provincetown Museum, get a new perspective on things with Boat Tours & Water Sports, kick back and relax at Corn Hill Beach, and tour the pleasant surroundings at Race Point Beach.
To see where to stay, reviews, traveler tips, and more tourist information, go to the Provincetown travel route planner.
You can drive from Hyannis to Provincetown in 1.5 hours. Other options are to drive; or take a bus. In June in Provincetown, expect temperatures between 72°F during the day and 56°F at night. Finish your sightseeing early on the 21st (Wed) so you can fly back home.
more
To see where to stay, reviews, traveler tips, and more tourist information, go to the Provincetown travel route planner.
You can drive from Hyannis to Provincetown in 1.5 hours. Other options are to drive; or take a bus. In June in Provincetown, expect temperatures between 72°F during the day and 56°F at night. Finish your sightseeing early on the 21st (Wed) so you can fly back home.
Side Trips
Highlights from your trip
Massachusetts travel guide
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.