A Week in Boston Itinerary - 5 to 7 Days in Boston for a Fun Filled Vacation

Upcoming week in Boston? Here are our picks to ensure your vacay is packed full of fun activities and historic sights!

UPDATED NOVEMBER 2024
Boston skyline

Planning to spend a week in Boston and wondering how to make the most of your time? We’ve put together a great itinerary for 5 to 7 days in Boston that will show you the best of the city in just one week! From guided sightseeing tours and museums to historical buildings and beyond, Boston has a ton of fun things to see and do - we've grouped them by neighborhood.

Must-see places include:

  • Fenway Park and Back Bay
  • Faneuil Hall, the Waterfront, & Noth End
  • Cambridge, MA
  • Salem, MA

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Fenway Park and Back Bay Area

Fenway Park Tour

If visiting "America's favorite baseball stadium" appeals to you, a guided tour of Fenway Park is the way to go. This behind-the-scenes look at Fenway's features and typically off-limits-to-the-public sites provides an in-depth look at this Boston landmark. Some of the famous stadium areas you'll visit on the tour include Pesky’s Pole, the Green Monster, the Lone Red Seat, and more.

Visit the Boston Red Sox website for more information on games.

🎟️ Getting in: Admission is included on all passes.

Fenway Park

The area surrounding the famously historic baseball stadium - which you should also check out - has evolved in recent years with lots of apartment developments and trendy restaurants, shops, and boutique fitness studios that come along with it.

Back Bay Area

So named because it was once a bay before the city of Boston filled in the bay to create more land, Back Bay is largely considered the cultural hub of Boston with multiple museums, one-of-a-kind boutiques, brick row houses, trendy restaurants, cafes, and more.

Back Bay area
The swan boats of Boston Public Garden

Museum of Fine Arts

The highly regarded Museum of Fine Arts in Boston is home to 450,000 paintings, sculptures, prints, photographs, furniture, and more that span from ancient Egypt to the present day. It’s known for a rotating series of temporary exhibits that always offer a fresh take on relevant topics in culture today.

🎟️ Getting in: Admission is included on all passes.

Isabella Stewart Gardner Museum

The Isabella Steward Gardner Museum is another popular museum space for Boston visitors. More than a museum, the building itself was the former estate of Isabella Stewart Gardner (1840-1924) herself before she gifted the estate to the museum.

You'll get to learn all about the fascinating and progressive lifestyle led by the art collector, philanthropist, and active member of Boston's high society, as you tour the picturesque mansion, complete with an indoor courtyard/garden. You'll even get to see the tragically blank walls where the pieces of art that were stolen during the infamous art heist of 1990 once hung.

With more than 2,500 works of art from masters like Titian, Rembrandt, Manet, Degas, Sargent, and more, you’re bound to find a favorite here.

🎟️ Getting in: Admission is included on all passes.

Swan Boats of Boston

One of Boston’s best-loved historic treasures, is located in Boston Public Garden. If there's a line, it usually moves pretty fast! Be sure to spend some time walking around the paths that take you throughout the gardens, you'll stumble upon some beautiful scenery and great photo ops.

🎟️ Getting in: Admission is included on all passes.

Swan Boats of Boston

Freedom Trail Walking Tour

You'll literally 'see' the trail winding through Boston, marked by a double brick line (or sometimes red painted line) that punctuates the sidewalk and takes you past major points of historical and cultural interest. While visitors often walk along the line at their own pace, we recommend taking a guided tour to make sure you see all the major highlights so you can learn about each stop and its significance to Boston’s history as you go.

🎟️ Getting in: Admission is included on all passes.

Boston Public Library (free)

The Boston Public Library is one of the most architecturally stunning buildings in Boston and worth stepping into even if just for a glimpse of their beautiful reading rooms. A visit to the library is one of the top things to do in Back Bay.

Boston Public Library

Faneuil Hall and North End area

Faneuil Hall and Quincy Market (free)

This busy shopping destination is a must for Boston visitors. Faneuil Hall and Quincy Market are both historic buildings. Faneuil Hall was where America's first town meeting was held, and is now home to souvenir shops and tourist information booths. Quincy Market was once a commercial center and is now home to tourist-friendly restaurants and popular stores.

Boston Children’s Museum

If you're traveling with kids to Boston, the Boston Children's Museum is a must-see. Designed specifically to entertain, engage, and spark curiosity about the world we live in, this museum is packed with tons of interactive and informative exhibits.

🎟️ Getting in: Admission is included on all passes.

Boston Children's Museum

Cambridge area

Harvard University

Explore the grounds of the school that attracts some of the best and brightest students from around the world - Harvard University. Get the most out of your visit by taking a walking tour, led by a current student, for a true insider's perspective on all the highlights and important history behind some of the campus' stunning architecture, beautifully landscaped green spaces, and famous sites.

🎟️ Getting in: Admission is included on all passes.

Harvard University in the springtime
Harvard University in the springtime

Harvard Museum of Natural History

Located on the Harvard University campus and showcasing earth science, and biology, this museum is packed with natural gemstones, fossils, skeletons, artifacts, and more. You'll get to see over 12,000 specimens from around the globe – including dinosaurs!

🎟️ Getting in: Admission is included on all passes.

Peabody Museum of Archaeology and Ethnology

Located right next to the Harvard Museum of Natural History, the Peabody Museum of Archaeology and Ethnology is another great museum to visit in the Cambridge area and focuses on exploring ancient world cultures. From Native American art to Mayan architecture, you’ll find a fascinating range of artifacts and ancient objects on display.

🎟️ Getting in: Admission is included on all passes.

Massachusetts Institute of Technology (MIT) Tour

Explore the campus of another world-renowned school, guided by one of the students. This hub of innovation - where the internet itself was invented - served as the setting for Good Will Hunting, and it’s the place where Buzz Aldrin got his doctorate in astronautics. Get a glimpse into campus life, learn more about what studying at MIT is like, and see key locations throughout.

🎟️ Getting in: Admission is included on all passes.

MIT

Salem area

Explore historic Salem, known for the infamous witch hunts of the late 1600s.
 

Salem Witch Museum

Learn all about the evolution of witches, or the belief in witches, throughout history at Salem's most visited museum. The museum explores the presence of witches in various cultures with of course a particular focus on the witch hysteria of 1692 in a way that is both educational and entertaining.

Tip: check out the museum's gift shop - they sell tons of fun souvenirs, crafts by local artists, and some of the most fun Halloween costumes and decorations around.

🎟️ Getting in: Admission is included on all passes.

Salem Witch Museum
The Witch House in Salem, MA

House of the Seven Gables

Built in 1668, New England’s oldest wooden mansion was once home to Nathaniel Hawthorne, author of The Scarlet Letter. Take a guided tour of the famous home, stroll through the well-kept gardens, and enjoy the waterfront views.

🎟️ Getting in: Admission is only available on the All-Inclusive Pass.

Peabody Essex Museum (PEM)

The PEM has a fascinating history of its own worth exploring. It’s home to a collection of one million artifacts and treasures, collected by sea captains who brought back interesting treasures and rare finds from their adventures overseas, and which make for a unique representation of world history. In addition to its permanent collection, the PEM dedicates a lot of resources to its temporary exhibits -- be sure to check their site before you go to see what's going on.

🎟️ Getting in: Admission is included on all passes.

Save on admission to top Boston attractions with Go City®

Discover our full line-up of Boston attractions including the USS Constitution Museum, Salem Witch Museum, Paul Revere House, and more.

🤩 >> If you want to see and do as much as you can, our All-Inclusive Pass is for you.

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Casey Makovich
Go City Travel Expert

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Blog

Boston Memorial Day Weekend - 10+ Fun Things to Do in May

Memorial Day Weekend is the perfect opportunity to get away and log some family time in a brand new city. To celebrate this year, pay a visit to one of the most historic cities in America - Boston! Packed with activities and events, Boston is perfect for a family-friendly weekend away. If you’re looking for Boston Memorial Day Weekend ideas, check out some of these local activities and fun things do in Boston in May, including... Walk the Freedom Trail Visit iconic Fenway Park Picnic in the Boston Common Take a Trolley Tour around town and more... Save on Attraction Admission Regular admission to a number of these attractions are included on the Go Boston pass. Choose as you go from dozens of Boston attractions & activities and save up to 55% off combined admission vs paying at the gate. See all available passes and Boston attractions – learn more. Please note, some of these special May and Memorial Day weekend events may be separately ticketed and not included on the Go Boston pass. The Freedom Trail & Other Historical Attractions Check out the Art Scene Tour the City on a Trolley Tour Iconic Fenway Park Get Out on the Water Soak up some sun this Memorial Day and discover Boston's most beloved landmarks on the Charles Riverboat Cruise -- after all, you’re in the Bay State! A scenic sail along this popular Boston waterway will escort you past top sites, as well as local sailboats, rowers, and paddleboaters. Another fun option is the USS Constitution Cruise, a delightful cruise that showcases the famed 'Old Ironsides'. This 45-minute cruise also includes informative narration of the inner harbor and a survey of popular historical and contemporary landmarks visible from the water. If you'd rather enjoy the waterfront from land, there are tons of places to catch awesome views of the ocean. Rowe's Wharf is a great place to take in the salty air and is centrally located near downtown. Embark on a Whale Watch Stroll the Boston Common Take a Bike Ride Take a Brewery Tour There are few things that say the start of summer more than a good cold beer. Tour some of the area's best local breweries for a chance to sample the new seasonal brews. Some of our favorites include Sam Adams, Harpoon, Trillium and Night Shift. If you're more into cider, you'll be pleased to find out that Downeast Cider is opening an outdoor bar in Dewey Square, near South Station. The bar opens in late May through October and will be serving up cider, beer and wine every Monday, Wednesday, Friday, and of course at the weekend. Insider Tip: If you want a free glass with your brewery tour at Sam Adams, use your Go Boston pass! Please note that the tour itself is free. Getting In: Sam Adams Brewery glassware is included with the Go Boston pass. Shop the Sales Don't forget about the shopping! Memorial Day is a time for some of the best sales of the year and Boston has no shortage of great places to shop. Head to Newbury Street, the Prudential Center, or Cambridgeside Galleria for the best shopping in town. Don't forget about all of the small businesses across the city, either! Memorial Day Parade The Somerville Veterans Memorial Parade is usually on Memorial day in May. The parade begins at Somerville City Hall and continues down Highland Ave. through Davis Sq. with the conclusion at the intersection of Holland and Broadway in Teele Sq. Getting In: This Memorial Day Parade is free and open to the public. Boston Calling Music Festival One of the most popular local music festivals falls on Memorial Day - Boston Calling. Some of the most acclaimed artists in contemporary music will come to the Harvard Athletic Complex (in Cambridge) to play to the adoring masses. It's a favorite event with locals, so tickets can sometimes go fast. For more information about line-ups and to purchase tickets, visit the event website. Getting In: Boston Calling is separately ticketed and is not included with the Go Boston pass. Remember to Save on Attraction Admission There you go - plenty of fun ideas for things to do in Boston in May to help you plan your Memorial Day weekend itinerary. Remember, many of these great ideas are included on the Go Boston pass, where you can save up to 55% on combined admission vs paying at the gate. We really hope you consider adding a few of these popular options to your upcoming plans. Enjoy!
Katie Sagal

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