8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts journey planner
Make it your trip
Edgartown, Martha's Vineyard
— 2 nights
Bus to Oak Bluffs, Martha's Vineyard, MA, Ferry to Nantucket
— 2 nights
— 3 nights


Edgartown, Martha's Vineyard — 2 nights

Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. On the 16th (Sat), take in the dramatic natural features at Aquinnah Cliffs, enjoy the sea views from Aquinnah Lighthouse, and then don't miss a visit to Gay Head. Here are some ideas for day two: stroll through Long Point Wildlife Refuge, relax in the rural setting at Morning Glory Farm, and then visit a coastal fixture at Edgartown Lighthouse.

To see more things to do, where to stay, traveler tips, and other tourist information, read our Edgartown online day trip planner.

New York City to Edgartown is an approximately 3-hour flight. You can also do a combination of car and ferry; or do a combination of bus and ferry. Prepare for little chillier weather when traveling from New York City in April: high temperatures in Edgartown hover around 55°F and lows are around 37°F. Wrap up your sightseeing on the 18th (Mon) early enough to travel to Nantucket.
Parks · Historic Sites · Wildlife · Nature
Side Trips

Nantucket — 2 nights

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Eschew the tourist crowds and head to Sankaty Head Lighthouse and Greater Light. Your cultural itinerary includes sights like Whaling Museum and Nantucket Lightship Basket Museum. Next up on the itinerary: visit a coastal fixture at Brant Point Lighthouse, tour the pleasant surroundings at Oldest House (Jethro Coffin House) and Kitchen Garden, contemplate the long history of Wauwinet, and learn about winemaking at Cisco Brewers.

Before you visit Nantucket, use our trip planner to discover what you can do and see there.

You can do a combination of bus and ferry from Edgartown to Nantucket in 2.5 hours. In April, plan for daily highs up to 52°F, and evening lows to 39°F. Cap off your sightseeing on the 20th (Wed) early enough to catch the flight to Boston.
Historic Sites · Parks · Museums · Beaches

Boston — 3 nights

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.
Step off the beaten path and head to Old North Church & Historic Site and Newbury Street. Get some cultural insight at Beacon Hill and Granary Burying Ground. The adventure continues: enjoy the scholastic atmosphere at Harvard University, make a trip to Louisburg Square, explore the world behind art at Museum of Fine Arts, and see where the action happens at Fenway Park.

To see photos, ratings, and more tourist information, use the Boston trip planning app.

Getting from Nantucket to Boston by flight takes about 2.5 hours. Other options: do a combination of ferry and car; or do a combination of ferry and bus. In April, daytime highs in Boston are 56°F, while nighttime lows are 40°F. Cap off your sightseeing on the 23rd (Sat) early enough to catch the flight back home.
Historic Sites · Neighborhoods · Museums · Parks
Side Trip

Massachusetts travel guide

History Museums · Art Museums · Nightlife
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.