6 days in Boston, Martha's Vineyard & Nantucket Itinerary

Kick off your visit on the 1st (Thu): ponder the world of politics at Massachusetts State House, stroll around Boston Common, then visit North End, and finally get to know the fascinating history of Freedom Trail. On the next day, stroll the grounds of Granary Burying Ground, admire the masterpieces at Museum of Fine Arts, then admire the natural beauty at Boston Public Garden, and finally buy something for everyone on your list at Faneuil Hall Marketplace.

For maps, ratings, more things to do, and more tourist information, read our Boston road trip planning tool.

Pittsburgh to Boston is an approximately 3.5-hour flight. You can also drive; or take a bus. Expect a daytime high around 28°C in June, and nighttime lows around 18°C. Finish your sightseeing early on the 3rd (Sat) so you can drive to West Tisbury.

Kick off your visit on the 3rd (Sat): wander the streets of West Chop, then visit a coastal fixture at Edgartown Lighthouse, and then kick back and relax at Katama Beach/ South Beach. Get ready for a full day of sightseeing on the 4th (Sun): stop by Stefanie Wolf Designs, then make a trip to Flying Horses Carousel, then wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), and finally take in nature's colorful creations at Polly Hill Arboretum.

To find where to stay, more things to do, maps, and tourist information, go to the West Tisbury travel itinerary planner.

You can drive from Boston to West Tisbury in 2.5 hours. Alternatively, you can drive. Traveling from Boston in June, you can expect nighttime temperatures to be a bit cooler in West Tisbury, with lows of 14°C. Finish your sightseeing early on the 4th (Sun) so you can travel to Nantucket.

Start off your visit on the 5th (Mon): see the interesting displays at Whaling Museum, enjoy the sea views from Brant Point Lighthouse, and then enjoy the sea views from Sankaty Head Lighthouse.

To see ratings, reviews, traveler tips, and other tourist information, you can read our Nantucket trip itinerary planning site.

You can travel from West Tisbury to Nantucket in 3 hours. In June, daily temperatures in Nantucket can reach 24°C, while at night they dip to 16°C. Finish up your sightseeing early on the 5th (Mon) so you can catch the flight back home.