9 days in Boston, Salem & Rockport Itinerary

9 days in Boston, Salem & Rockport Itinerary

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Route & dates

9 days in Boston, Salem & Rockport Itinerary

Start: Naples
fly:  7​h 30​min
1
Boston
— 2 nights
train:  1​h
2
Salem
— 2 nights
train:  1​h
3
Rockport
— 2 nights
train:  1​h 30​min
4
Boston
— 2 nights
fly:  7​h 30​min
End: Naples

2
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.
Your list of things to see and do now includes TD Garden, Ether Dome at Mass General Hospital, Brattle Book Shop of Boston, and other attractions. On the 11th (Tue), get curious at Museum of Science, admire the masterpieces at Museum of Bad Art, then get a new perspective on nature at Harvard Museum of Natural History, and finally enjoy the scholastic atmosphere at Harvard University. Keep things going the next day: explore the world behind art at Museum of Fine Arts, admire the masterpieces at Isabella Stewart Gardner Museum, stop by Brattle Book Shop of Boston, see the interesting displays at Ether Dome at Mass General Hospital, then take a stroll around TD Garden, and finally appreciate the extensive heritage of HarborWalk.

To see ratings, reviews, traveler tips, and tourist information, read Boston itinerary tool .

Naples to Boston is an approximately 7.5-hour combination of bus and flight. You can also do a combination of bus and flight; or drive. Traveling from Naples in August, expect Boston to be little chillier, temps between 81°F and 65°F. Finish up your sightseeing early on the 13th (Thu) so you can catch the train to Salem.

Things to do in Boston

Museums Historic Sites Childrens Museums

Side Trips

Cambridge, Museum of Bad Art
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Harvard Museum of Natural History ©
Harvard Museum of Natural History
TD Garden ©
TD Garden

2
nights
Salem

Salem ©
Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
You've added Witch House, Witch Dungeon Museum, Hocus Pocus Tours, and other attractions to your itinerary. Your inner history buff will appreciate Hammond Castle and Wicked Good Books. Get some cultural insight at The House of the Seven Gables and Peabody Essex Museum. When in Salem, make a side trip to see Ravenswood Park in Gloucester, approximately 30 minutes away. There's more to do: take an in-depth tour of Salem Witch Museum.

For ratings, maps, more things to do, and tourist information, go to the Salem road trip planner .

Take a train from Boston to Salem in an hour. Alternatively, you can drive; or take a bus. Expect a daytime high around 80°F in August, and nighttime lows around 61°F. Wrap up your sightseeing on the 15th (Sat) early enough to take a train to Rockport.

Things to do in Salem

Museums Historic Sites Parks

Side Trip

Gloucester
Highlights from your plan
Hammond Castle ©
Hammond Castle
Witch House ©
Witch House
The House of the Seven Gables ©
The House of the Seven Gables

2
nights
Rockport

Rockport ©
Rockport is a town in Essex County, Massachusetts, United States. Your day-by-day itinerary now includes Dogtown Common as well as Cape Ann Museum. Get ready for a full day of sightseeing on the 16th (Sun): immerse yourself in nature at Halibut Point State Park, then tour the pleasant surroundings at Dogtown Common, and then admire the masterpieces at Cape Ann Museum.

For where to stay, maps, reviews, and tourist information, refer to the Rockport road trip app .

Traveling by train from Salem to Rockport takes an hour. Alternatively, you can drive. In August, plan for daily highs up to 80°F, and evening lows to 61°F. On the 17th (Mon), wrap the sightseeing up by early afternoon so you can drive to Boston.

Things to do in Rockport

Parks Trails Museums

Side Trips

Gloucester, Massachusetts Institute of Technology (MIT)
Highlights from your plan
Halibut Point State Park ©
Halibut Point State Park
Cape Ann Museum
Cape Ann Museum

2
nights
Boston

Boston ©
Your day-by-day itinerary now includes Boston Tea Party Ships & Museum, Boston Public Garden and Franklin Park. Get ready for a full day of sightseeing on the 18th (Tue): stroll around Franklin Park and then get engrossed in the history at Boston Tea Party Ships & Museum.

For photos, maps, other places to visit, and tourist information, use the Boston online route planner .

Drive from Rockport to Boston in an hour. Alternatively, you can take a train. Wrap up your sightseeing by early afternoon on the 19th (Wed) to allow enough time to travel back home.

Things to do in Boston

Parks Museums
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Boston Tea Party Ships & Museum ©
Boston Tea Party Ships & Museum
Franklin Park ©
Franklin Park

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