3 days in Cape Cod & Martha's Vineyard Itinerary

3 days in Cape Cod & Martha's Vineyard Itinerary

Created using Inspirock Massachusetts trip itinerary builder

Make it your trip
Fly to Boston, Ferry to Provincetown
— 1 night
— 1 night



— 1 night

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.
On the 17th (Sat), enjoy the sea views from Highland Light, then tour the pleasant surroundings at Cape Cod Provincelands Trail, then appreciate the extensive heritage of Wellfleet Bay Wildlife Sanctuary, and finally take in the waterfront at MacMillan Wharf.

For maps, reviews, where to stay, and more tourist information, read our Provincetown itinerary maker app.

Phoenix to Provincetown is an approximately 9-hour combination of flight and ferry. You can also drive; or take a bus. The time zone difference when traveling from Phoenix to Provincetown is 2 hours. Expect much colder weather when traveling from Phoenix in October: highs in Provincetown hover around 63°F, while lows dip to 49°F. Cap off your sightseeing on the 17th (Sat) early enough to go by car to Aquinnah.

Things to do in Provincetown

Parks · Historic Sites · Trails · Wildlife

Side Trips


— 1 night
Aquinnah is a town located on the island of Martha's Vineyard in Massachusetts. Start off your visit on the 18th (Sun): kick back and relax at Menemsha Public Beach, then visit a coastal fixture at Gay Head Lighthouse, and then visit a coastal fixture at Aquinnah Lighthouse.

To see traveler tips, maps, ratings, and tourist information, go to the Aquinnah travel route planner.

Traveling by car from Provincetown to Aquinnah takes 3.5 hours. Expect a daytime high around 65°F in October, and nighttime lows around 46°F. Wrap up your sightseeing on the 18th (Sun) to allow time to travel back home.

Things to do in Aquinnah

Historic Sites · Parks · Beaches · Outdoors

Side Trip

Cape Cod travel guide

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.

Martha's Vineyard travel guide

Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.