12 days in Massachusetts Itinerary

12 days in Massachusetts Itinerary

Created using Inspirock Massachusetts holiday planner

This plan was created by another user. Make it your plan

Route & dates

Start: Milan
Fly:  14 h 30 min
1
Provincetown
— 3 nights
Drive:  1 h 15 min
2
Sandwich
— 2 nights
Drive:  1 h 30 min
3
Oak Bluffs, Martha's Vineyard
— 2 nights
Drive:  2 h 30 min
4
Boston
— 4 nights
Fly:  13 h
End: Milan

3
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.
You'll find plenty of places to visit near Provincetown: Nauset Beach (in Orleans) and Eastham (Salt Pond Visitor Center & Coast Guard Beach). And it doesn't end there: pause for some photo ops at Pilgrim Monument & Provincetown Museum, examine the collection at Provincetown Art Association and Museum, get lost in a book at Provincetown Library, and take in the waterfront at MacMillan Wharf.

To see ratings, photos, other places to visit, and more tourist information, read Provincetown sightseeing planner.

Milan, Italy to Provincetown is an approximately 12.5- hour flight. You can also do a combination of flight and ferry; or do a combination of train, flight, and ferry. You'll gain 6 hours traveling from Milan to Provincetown due to the time zone difference. When traveling from Milan in August, plan for slightly colder days in Provincetown, with highs around 30°C, while nights are about the same with lows around 19°C. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Sandwich.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Eastham, Nauset Beach, Cape Cod National Seashore, Uncle Tim's Bridge
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Pilgrim Monument & Provincetown Museum
Race Point Beach ©
Race Point Beach

2
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. On the 14th (Fri), examine the collection at Heritage Museums & Gardens, then tour the pleasant surroundings at Shining Sea Bikeway, then stroll through Highfield Hall & Gardens, and finally admire the natural beauty at Spohr Gardens. Here are some ideas for day two: get engrossed in the history at Plimoth Plantation, appreciate the history behind Plymouth Rock, then take a tour of Mayflower II, and finally kick back and relax at Old Silver Beach.

For reviews, where to stay, traveler tips, and more tourist information, read our Sandwich route builder site.

Traveling by car from Provincetown to Sandwich takes 1.5 hours. Alternatively, you can take a bus. In August, daily temperatures in Sandwich can reach 30°C, while at night they dip to 19°C. Wrap up your sightseeing on the 15th (Sat) to allow time to drive to Oak Bluffs.

Things to do in Sandwich

Museums Parks Outdoors

Side Trips

Falmouth, Plymouth
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Plimoth Plantation ©
Plimoth Plantation
Old Silver Beach ©
Old Silver Beach

2
nights
Oak Bluffs, Martha's Vineyard

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 16th (Sun): play a few rounds at Farm Neck Golf Club, then stop by Martha's Vineyard Camp meeting Association (MVCMA), then make a trip to Flying Horses Carousel, and finally steep yourself in history at Trinity Park Tabernacle. Here are some ideas for day two: tour the pleasant surroundings at Norton Point Beach, then visit a coastal fixture at Edgartown Lighthouse, then make a trip to Katama Airfield, and finally enjoy the sand and surf at Katama Beach/ South Beach.

To find more things to do, photos, reviews, and other tourist information, use the Oak Bluffs trip planner.

Traveling by car from Sandwich to Oak Bluffs takes 1.5 hours. In August, daytime highs in Oak Bluffs are 30°C, while nighttime lows are 17°C. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to Boston.

Things to do in Oak Bluffs

Outdoors Parks Beaches

Side Trip

Edgartown
Highlights from your plan
Farm Neck Golf Club ©
Farm Neck Golf Club
Trinity Park Tabernacle ©
Trinity Park Tabernacle
Flying Horses Carousel ©
Flying Horses Carousel

4
nights
Boston

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.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: admire the natural beauty at Boston Public Garden, explore the galleries of Boston Tea Party Ships & Museum, examine the collection at John F. Kennedy Presidential Museum & Library, and wander the streets of North End.

To find ratings, where to stay, and more tourist information, read our Boston trip itinerary planning tool.

Traveling by car from Oak Bluffs to Boston takes 2.5 hours. Traveling from Oak Bluffs in August, plan for a bit warmer nights in Boston, with lows around 21°C. Finish your sightseeing early on the 21st (Fri) to allow enough time to travel back home.

Things to do in Boston

Museums Historic Sites Childrens Museums
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Museum of Fine Arts ©
Museum of Fine Arts
North End ©
North End

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