22 days in Cape Cod Itinerary

22 days in Cape Cod Itinerary

Created using Inspirock Cape Cod holiday planner

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Make it your trip
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1
Provincetown
— 10 nights
Drive
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West Barnstable
— 11 nights
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Provincetown

— 10 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.
Explore Provincetown's surroundings by going to Eastham (Cove Burying Ground, First Encounter Beach, &more), Orleans (Church of the Transfiguration, Nauset Beach, &more) and Chatham (Chatham Lighthouse Beach, Le Petite Day Spa, &more). There's still lots to do: pause for some photo ops at Pilgrim Monument & Provincetown Museum, get a dose of the wild on Art's Dune Tours, make a trip to Commercial Street, and tour the pleasant surroundings at Marconi Beach.

To find more things to do, maps, other places to visit, and more tourist information, read Provincetown day trip planner.

Weston to Provincetown is an approximately 2.5-hour car ride. While traveling from Weston, expect little chillier days and about the same nights in Provincetown, ranging from highs of 63°F to lows of 48°F. Cap off your sightseeing on the 17th (Mon) early enough to travel to West Barnstable.

Things to do in Provincetown

Parks · Outdoors · Beaches · Museums

Side Trips

West Barnstable

— 11 nights
Cape Cod Airfield has been added to your itinerary.

For maps, more things to do, other places to visit, and more tourist information, refer to the West Barnstable trip itinerary maker app.

Drive from Provincetown to West Barnstable in 1.5 hours. In May in West Barnstable, expect temperatures between 65°F during the day and 49°F at night. You'll set off for home on the 28th (Fri).

Things to do in West Barnstable

Historic Sites · Wildlife · Parks · Museums

Side Trips

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.