13 days in Massachusetts Itinerary

13 days in Massachusetts Itinerary

Created using Inspirock Massachusetts vacation planner
©
Make it your trip
Fly to Logan International Airport, Drive to Gloucester
1
Gloucester
— 1 night
Fly
2
Oak Bluffs, Martha's Vineyard
— 2 nights
Ferry
3
Nantucket
— 3 nights
Ferry to Hyannis, MA, Taxi to Provincetown
4
Provincetown
— 4 nights
Drive
5
Sandwich
— 2 nights
Drive to Logan International Airport, Fly to Thunder Bay

S M T W T F S
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29

Gloucester — 1 night

Sandy Bay

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
Start off your visit on the 11th (Tue): enjoy the sand and surf at Crane Beach. Keep things going the next day: get up close to creatures of the deep with a dolphin and whale watching tour, enjoy the sand and surf at Good Harbor Beach, and then stroll the grounds of Old First Parish Burying Ground.

For photos, where to stay, more things to do, and tourist information, read our Gloucester road trip planning site.

Thunder Bay, Canada to Gloucester is an approximately 10-hour combination of flight and car. You can also drive. In July, Gloucester is a bit warmer than Thunder Bay - with highs of 32°C and lows of 20°C. Finish up your sightseeing early on the 12th (Wed) so you can catch the flight to Oak Bluffs.
more
Outdoors · Beaches · Tours · Parks
Side Trips
Find places to stay Jul 11 — 12:
Find places to stay with best proximity to your trip

Oak Bluffs, Martha's Vineyard — 2 nights

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 13th (Thu): stroll through Katama Beach/ South Beach, then take a memorable tour with Tours, then wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), and finally don't miss a visit to Flying Horses Carousel. Get ready for a full day of sightseeing on the next day: visit a coastal fixture at Gay Head Lighthouse, kick back and relax at Menemsha Public Beach, and then take in the dramatic natural features at Aquinnah Cliffs.

To see maps, reviews, where to stay, and tourist information, read our Oak Bluffs itinerary planning tool.

Traveling by flight from Gloucester to Oak Bluffs takes 2.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, bus, and ferry. In July, daytime highs in Oak Bluffs are 30°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 14th (Fri) early enough to ride a ferry to Nantucket.
more
Outdoors · Parks · Beaches · Historic Sites
Side Trips
Find places to stay Jul 12 — 14:
Find places to stay with best proximity to your trip

Nantucket — 3 nights

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. You'll discover tucked-away gems like Sankaty Head Lighthouse and Surfside Beach. Take a break from the city and head to Madaket Beach and Jetties Beach. There's much more to do: get engrossed in the history at Nantucket Shipwreck & Lifesaving Museum, sample the tasty concoctions at Cisco Brewers, get a new perspective on things with Boat Tours & Water Sports, and kick back and relax at Siasconset Beach.

To see more things to do, other places to visit, photos, and tourist information, refer to the Nantucket online trip itinerary planner.

Traveling by ferry from Oak Bluffs to Nantucket takes 2 hours. In July in Nantucket, expect temperatures between 28°C during the day and 20°C at night. Wrap up your sightseeing on the 17th (Mon) early enough to travel to Provincetown.
more
Outdoors · Beaches · Parks · Tours
Find places to stay Jul 14 — 17:
Find places to stay with best proximity to your trip

Provincetown — 4 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.
Appreciate the collections at Salt Pond Visitor Center and Provincetown Town Hall. Step out of the city life by going to Coast Guard Beach and Skaket Beach. You'll find plenty of places to visit near Provincetown: Eastham (Nauset Lighthouse, Nauset Light Beach, &more). The adventure continues: kick back and relax at Head of the Meadow Beach, stroll through Herring Cove Beach, take a tour by water with Art's Dune Tours, and get to know the fascinating history of Wellfleet Bay Wildlife Sanctuary.

For maps, other places to visit, more things to do, and more tourist information, read Provincetown trip itinerary maker website.

Traveling by combination of ferry and taxi from Nantucket to Provincetown takes 3 hours. Alternatively, you can do a combination of ferry and bus. In July, daily temperatures in Provincetown can reach 30°C, while at night they dip to 20°C. Finish your sightseeing early on the 21st (Fri) to allow enough time to drive to Sandwich.
more
Outdoors · Parks · Beaches · Historic Sites
Side Trips
Find places to stay Jul 17 — 21:
Find places to stay with best proximity to your trip

Sandwich — 2 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 22nd (Sat): take in the exciting artwork at McDermott Glass Studio, then enjoy the sand and surf at Craigville Beach, then enjoy the sand and surf at Kalmus Beach, and finally kick back and relax at Seagull Beach. On the 23rd (Sun), you'll have a packed day of sightseeing: see the interesting displays at Heritage Museums & Gardens and then contemplate the long history of Hoxie House.

Plan my day in Sandwich using traveler tips and tourist information provided by Inspirock.

Drive from Provincetown to Sandwich in 1.5 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 31°C, and evening lows to 20°C. Wrap up your sightseeing by early afternoon on the 23rd (Sun) to allow time for the car ride back home.
more
Beaches · Outdoors · Parks · Museums
Side Trips
Find places to stay Jul 21 — 23:
Find places to stay with best proximity to your trip

Massachusetts travel guide

4.3
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.
more