8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts route planner

Plan created by another user. Make it yours
1
Provincetown
— 2 nights
2
Sandwich
— 2 nights
3
Boston
— 3 nights

2
nights
Provincetown

Provincetown ©
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.
Venture out of the city with trips to Nauset Beach (in Orleans) and Coast Guard Beach (in Eastham). There's lots more to do: stroll through Cape Cod National Seashore, enjoy the sand and surf at Long Point, take in the waterfront at MacMillan Wharf, and don't miss a visit to Commercial Street.

For photos, where to stay, ratings, and tourist information, you can read our Provincetown road trip planning tool.

New York City to Provincetown is an approximately 5.5-hour flight. You can also drive; or do a combination of train and ferry. Traveling from New York City in August, expect Provincetown to be a bit cooler, temps between 78°F and 62°F. Finish your sightseeing early on the 24th (Mon) so you can drive to Sandwich.

Things to do in Provincetown

Outdoors · Beaches · Parks

Side Trips

Nauset Beach, Coast Guard Beach, Cape Cod National Seashore
Find places to stay Aug 22 — 24:
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Nauset Beach ©
Nauset Beach

2
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 25th (Tue), see the interesting displays at John F Kennedy Hyannis Museum, see majestic marine mammals with Hyannis Whale Watcher Cruises, then engage your brain at Sandwich Glass Museum, and finally steep yourself in history at Plymouth Rock. Get ready for a full day of sightseeing on the next day: see the interesting displays at Heritage Museums & Gardens, then explore the activities along Cape Cod Canal, then explore the landscape on two wheels at Shining Sea Bikeway, and finally kick back and relax at Old Silver Beach.

To find ratings, traveler tips, reviews, and tourist information, use the Sandwich tour itinerary planning app.

Traveling by car from Provincetown to Sandwich takes 1.5 hours. Alternatively, you can take a bus. In August in Sandwich, expect temperatures between 78°F during the day and 61°F at night. Wrap up your sightseeing on the 26th (Wed) to allow time to drive to Boston.

Things to do in Sandwich

Outdoors · Parks · Tours

Side Trips

Falmouth, Plymouth Rock, Cape Cod Canal, Hyannis Whale Watcher Cruises, John F Kennedy Hyannis Museum
Find places to stay Aug 24 — 26:
Highlights from your plan
Hyannis Whale Watcher Cruises ©
Hyannis Whale Watcher Cruises
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Old Silver Beach ©
Old Silver Beach

3
nights
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.
When in Boston, make a side trip to see Dolphin & Whale Watching in Gloucester, approximately Gloucester away. Next up on the itinerary: walk around Boston Public Garden, take an in-depth tour of USS Constitution Museum, admire the masterpieces at Museum of Fine Arts, and browse the different shops at Faneuil Hall Marketplace.

To find traveler tips, other places to visit, maps, and tourist information, refer to the Boston day trip planner.

Drive from Sandwich to Boston in 1.5 hours. Alternatively, you can take a bus. In August, plan for daily highs up to 81°F, and evening lows to 65°F. Wrap up your sightseeing on the 29th (Sat) early enough to travel back home.

Things to do in Boston

Museums · Tours · Wildlife

Side Trip

Dolphin & Whale Watching
Find places to stay Aug 26 — 29:
Highlights from your plan
Dolphin & Whale Watching
Boston Public Garden ©
Boston Public Garden
Museum of Fine Arts ©
Museum of Fine Arts

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