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

Kick off your visit on the 14th (Thu): ponder the world of politics at Massachusetts State House, walk around Boston Common, then visit North End, and finally get to know the fascinating history of Freedom Trail. Get ready for a full day of sightseeing on the 15th (Fri): contemplate the long history of Granary Burying Ground, then admire the masterpieces at Museum of Fine Arts, then admire the natural beauty at Boston Public Garden, and finally browse the different shops at Faneuil Hall Marketplace.

To see more things to do, photos, other places to visit, and more tourist information, use the Boston tour itinerary planner.

Pittsburgh to Boston is an approximately 3.5-hour flight. You can also drive; or take a bus. In September, daytime highs in Boston are 75°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 16th (Sat) so you can go by car to West Tisbury.

Kick off your visit on the 16th (Sat): take a stroll through West Chop, then enjoy the sea views from Edgartown Lighthouse, and then stroll through Katama Beach/ South Beach. Get ready for a full day of sightseeing on the 17th (Sun): look for gifts at Stefanie Wolf Designs, then make a trip to Flying Horses Carousel, then visit Martha's Vineyard Camp meeting Association (MVCMA), and finally take in nature's colorful creations at Polly Hill Arboretum.

To see traveler tips, maps, photos, and other tourist information, use the West Tisbury travel planner.

Drive from Boston to West Tisbury in 2.5 hours. Alternatively, you can drive. Traveling from Boston in September, West Tisbury is slightly colder at night with lows of 54°F. Finish up your sightseeing early on the 17th (Sun) so you can travel to Nantucket.

On the 18th (Mon), examine the collection at Whaling Museum, then enjoy the sea views from Brant Point Lighthouse, and then enjoy the sea views from Sankaty Head Lighthouse.

For traveler tips, maps, other places to visit, and other tourist information, you can read our Nantucket trip itinerary website.

Travel from West Tisbury to Nantucket in 3 hours. In September, daytime highs in Nantucket are 71°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 18th (Mon) early enough to fly back home.