10 days in Boston, Gloucester & Salem Itinerary

10 days in Boston, Gloucester & Salem Itinerary

Created using Inspirock Massachusetts trip planner

This plan was created by another user. Make it your plan

Route & dates

10 days in Boston, Gloucester & Salem Itinerary

Start: Kokomo
Drive:  14​h 15​min
1
Boston
— 3 nights
Drive:  1​h
2
Gloucester
— 3 nights
Drive:  30​min
3
Salem
— 2 nights
Drive:  14​h 30​min
End: Kokomo

3
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.
You've added Walking Boston - Tours, Boston Children's Museum, Fenway Park, and other attractions to your itinerary. Kids will appreciate attractions like Museum of Science and USS Constitution Museum. There's still lots to do: take an in-depth tour of John F. Kennedy Presidential Museum & Library, buy something for everyone on your list at Faneuil Hall Marketplace, and meet the residents at New England Aquarium.

To find ratings, other places to visit, more things to do, and tourist information, go to the Boston trip itinerary maker .

Kokomo to Boston is an approximately 5.5-hour combination of car and flight. You can also drive. Due to the time zone difference, you'll lose 1 hour traveling from Kokomo to Boston. Traveling from Kokomo in May, expect nights in Boston to be about the same, around 50°F, while days are slightly colder, around 67°F. You'll have a few hours on the 3rd (Wed) to wrap things up before traveling to Gloucester.

Things to do in Boston

Museums Childrens Museums Zoos & Aquariums
Highlights from your plan
Museum of Science ©
Museum of Science
Fenway Park ©
Fenway Park
Boston Children's Museum ©
Boston Children's Museum

3
nights
Gloucester

The still waters off the Gloucester shore are immortalized in paintings and prints produced by the hundreds of artists who visit this town.
You've now added Schooner Thomas E. Lannon to your itinerary. Attractions like Hampton Beach State Park and Long Sands Beach make great kid-friendly stops. Take a break from Gloucester with a short trip to When Pigs Fly Company Store in Kittery, about 1h 05 min away. And it doesn't end there: see majestic marine mammals with a dolphin and whale watching tour, don't miss a visit to Rockport Breakwater, kick back and relax at Good Harbor Beach, and take an in-depth tour of Cape Ann Museum.

To see photos, where to stay, ratings, and tourist information, read Gloucester trip itinerary builder .

Getting from Boston to Gloucester by car takes about an hour. Other options: take a train. In June, daily temperatures in Gloucester can reach 76°F, while at night they dip to 56°F. Wrap up your sightseeing by early afternoon on the 6th (Sat) to allow enough time to drive to Salem.

Things to do in Gloucester

Outdoors Tours Beaches

Side Trips

When Pigs Fly Company Store, Hampton Beach State Park, Long Sands Beach, Rockport Breakwater
Highlights from your plan
Dolphin & Whale Watching
Long Sands Beach ©
Long Sands Beach
Hampton Beach State Park ©
Hampton Beach State Park

2
nights
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 now added Salem Witch Trials Memorial to your itinerary. Kick off your visit on the 3rd (Wed): steep yourself in history at The House of the Seven Gables and then take an in-depth tour of Salem Witch Museum. Here are some ideas for day two: stroll around Salem Witch Trials Memorial, then see the interesting displays at Peabody Essex Museum, and then see majestic marine mammals with a dolphin and whale watching tour.

To see where to stay, reviews, and more tourist information, use the Salem travel planning tool .

Traveling by train from Boston to Salem takes an hour. Alternatively, you can drive; or take a bus. In June, plan for daily highs up to 76°F, and evening lows to 56°F. Wrap up your sightseeing on the 5th (Fri) to allow time to travel back home.

Things to do in Salem

Outdoors Parks Museums

Side Trips

Dolphin & Whale Watching, Hampton Beach State Park, Ogunquit Beach
Highlights from your plan
Dolphin & Whale Watching
Ogunquit Beach ©
Ogunquit Beach
The House of the Seven Gables ©
The House of the Seven Gables

Similar Plans

11 days in Boston BY A USER FROM CANADA December, culture, relaxing, historic sites, museums, shopping, popular & hidden gems PREFERENCES: December, culture, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Boston BY A USER FROM UNITED STATES January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in New York City & Boston BY A USER FROM FRANCE July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Boston & Washington DC BY A USER FROM UNITED STATES March, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 28 days in Newport & Boston BY A USER FROM UNITED STATES June, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, hidden gems PREFERENCES: June, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 15 days in Boston BY A USER FROM UNITED KINGDOM April, culture, outdoors, relaxing, beaches, historic sites, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in New York City, Berkshires & Boston BY A USER FROM UNITED KINGDOM November, culture, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: November, culture, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in United States BY A USER FROM UNITED KINGDOM July, culture, relaxing, historic sites, museums, shopping, slow & easy, popular & hidden gems PREFERENCES: July, culture, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 6 days in Boston BY A USER FROM UNITED STATES November, outdoors, relaxing, romantic, historic sites, museums, shopping, slow & easy, popular & hidden gems PREFERENCES: November, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 36 days in United States BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, museums, shopping, slow & easy, popular sights PREFERENCES: November, culture, outdoors, relaxing, romantic, museums, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 17 days in New York City, Rhode Island & Boston BY A USER FROM SINGAPORE February, culture, outdoors, relaxing, romantic, museums, shopping, popular sights PREFERENCES: February, culture, outdoors, relaxing, romantic, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium
View more plans