22 days in Cape Cod Itinerary

22 days in Cape Cod Itinerary

Created using Inspirock Cape Cod route maker

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Make it your trip
Drive
1
Provincetown
— 8 nights
Drive
2
Hyannis
— 13 nights
Drive
3
West Barnstable
Drive

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Provincetown

— 8 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 the numerous day-trip ideas around Provincetown: Eastham (Doane Rock, Fort Hill Rural Historic District, &more). There's still lots to do: appreciate the history behind Pilgrim Monument & Provincetown Museum, make a trip to Commercial Street, ponder the world of politics at Provincetown Town Hall, and enjoy the sand and surf at Race Point Beach.

To find other places to visit, traveler tips, where to stay, and tourist information, use the Provincetown day trip planning website.

Weston to Provincetown is an approximately 2.5-hour car ride. Traveling from Weston in May, expect nights in Provincetown to be about the same, around 48°F, while days are a bit cooler, around 63°F. Finish up your sightseeing early on the 15th (Sat) so you can go by car to Hyannis.

Things to do in Provincetown

Parks · Outdoors · Beaches · Museums

Side Trips

Hyannis

— 13 nights

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
You'll find plenty of places to visit near Hyannis: Chatham (Chatham Railroad Museum, Atwood Museum, &more), Nantucket (Madaket Beach & Brant Point Lighthouse) and Chatham Marconi Maritime Center (in North Chatham). The adventure continues: see the interesting displays at John F Kennedy Hyannis Museum, contemplate in the serene atmosphere at St. Francis Xavier Church, pause for some photo ops at John F. Kennedy Memorial, and take a tour by water with Boat Tours & Water Sports.

To see ratings, where to stay, maps, and other tourist information, read Hyannis trip builder website.

You can drive from Provincetown to Hyannis in 1.5 hours. Another option is to take a bus. In May, daily temperatures in Hyannis can reach 65°F, while at night they dip to 49°F. You will leave for West Barnstable on the 28th (Fri).

Things to do in Hyannis

Parks · Outdoors · Beaches · Museums

Side Trips

West Barnstable

Your day by day itinerary now includes Cape Cod Airfield. Kick off your visit on the 28th (Fri): head outdoors with Cape Cod Airfield, then shop like a local with Chapman Art Gallery, and then visit Mashpee Commons.

For where to stay, other places to visit, maps, and other tourist information, you can read our West Barnstable trip builder.

West Barnstable is just a stone's throw from Hyannis. In May, plan for daily highs up to 65°F, and evening lows to 49°F. Wrap up your sightseeing on the 28th (Fri) to allow time to travel back home.

Things to do in West Barnstable

Neighborhoods · Tours · Outdoors · 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.