Locals often say Boston isn’t just a city, it’s a living museum mixing past and present. You can uncover 400 years of American history in just one afternoon. But this city isn’t just for historic buffs, there are many interesting things to do in Boston.
If you’re visiting for the first time, it can be hard to prioritise what to do in Boston. We’ll share the must-see classics that you shouldn’t miss, and insider tips that let you experience the pulse of the city.
Top Things To Do In Boston For First Time
Walk the Freedom Trail
Boston’s iconic Freedom Trail is a 2.5-mile path going through the heart of the city. It will take you past 16 historic sites that shaped American history, like Paul Revere House, the Old North Church, and the site of the Boston Massacre. You want to start at America’s oldest public park – Boston Common (Park Street Station is the nearest metro)
In my opinion, the best way to do this is with a guided tour because you will get a much clearer storyline on how everything comes together.
But even if you wanna DIY, it’s very easy to follow the red brick line marking at the side. Most outdoor sites are free but some stops like the Paul Revere House have a small admission fee.
Better to do this in the morning to both beat the crowds and the afternoon heat! During summer time, sunscreen, sunglasses and a hat will come in really useful. And wear comfortable shoes!
Experience the Boston Tea Party Ships & Museum
Apart from narrating a keystone event of American history, this is actually one of the most interactive museums in Boston. It is quite the multi-sensory experience with the holographic displays. You are basically “reliving’ the story in a fun manner, tossing tea crates into the harbor and checking out the restored ships.
You definitely want to book tickets online to save time. Tours fill up quickly, especially during summer months and school breaks. The tour takes about an hour but factor in time to sample tea blends in the tea room.
Morning visits tend to be less crowded, which also gives you with the guides and exhibits. Although~ the museum’s waterfront deck has great views of Boston Harbor. So you might want to visit during sunset hours for the most magical lighting.
Take the MBTA to South Station and walk about 7 minutes along Congress Street to reach the museum.
Take a Harbor Cruise
For a relaxing way to soak in Boston’s skyline, a harbor cruise is an absolute no-brainer. You will also see key sites, along historic narrations, like the USS Constitution, Bunker Hill Monument and numerous islands with old military forts and lighthouses.
Most cruises begin from Long Wharf and a typical sightseeing one will last about 60-90 minutes. But there are several options that include meals, drinks and of course, the sunset experience. Sunset cruises are especially popular during the warmer months due to the photo opportunities.
Be sure to book early to secure your spots, particularly on weekends and during peak seasons. I recommend bringing a light jacket even on warmer days, the harbor breeze can be chilly on the water.
The right side of the boat typically have the best views of the skyline during the outbound journey.
Take the Blue Line to Aquarium Station, then walk a couple minutes to the dock. Aim to arrive at least 30 mins earlier than departure time for good spots (check specifics with cruise operators – they will mention in the ticket)
Tour Fenway Park
Since 1912, Fenway Park has been the heart of Boston baseball, with its famous 37 feet tall Green Monster wall. So even if you’re not a baseball fan, this landmark is still well-worth a visit; not to mention it’s also America’s oldest MLB stadium.
You have to plan ahead if you want to catch a game. Red Sox tickets sell out quickly, especially for rivalry matches against the Yankees. On game days, the surrounding neighborhood also becomes super fun with food vendors and street performers.
But no worries if there’s no game in session, you can still check out this piece of baseball history. There’s a popular guided tour that gives you a peek behind the curtain of this historic venue. Visit the press box, sit atop the Green Monster, and learn fascinating stories about Red Sox legends.
Take the Green Line to Kenmore or Fenway stations, both just a short walk from the park. Best to avoid driving on game days (or book parking early), because there is very limited street parking.
Neighborhood Places To Visit In Boston
Discover the North End (Boston’s Little Italy)
Between the waterfront and downtown, Boston’s North End is a charming area with narrow cobblestone streets and all things Italian. This is Boston’s Little Italy, so as you can guess, another great spot for food!
Along Hanover Street, you’ll find many family-owned restaurants that have been around for quite awhile, and you will very likely smell some great food cooking (or baking!)
Some popular spots to check out are Carmelina’s for pasta, Regina Pizzeria for brick-oven pizza, and Mike’s Pastry or Modern Pastry for cannoli. I always recommend going on a food tour so you get to sample from multiple spots.
I like to do it as early in my trip as possible, so there’s more time in remaining days to revisit ones I really like!
Apart from food, you can also find other Italian goods like olive oils and handmade crafts. Note: Some stores/restaurants are cash-only, so good to carry some cash with you.
The neighborhood sits right along the Freedom Trail, so it is easy to combine with other sightseeing stops. It is also “better” to visit in the day, because the area can get more crowded at night with longer wait times for popular restaurants.
Take the Orange or Green Line to Haymarket Station, or the Blue Line to Aquarium.
Chill At Newbury Street
Boston’s most stylish mile running through Back Bay district. Here you will see elegant Victorian brownstones housing high-end boutiques, art galleries, and restaurants.
I recommend starting at Arlington Street and work your way up block by block. The closer you get to Mass Ave, the more casual and indie the vibe becomes.
Apart from shopping, this is also a perfect place for brunch or tea. Some of the favorites are Trident Booksellers & Café (they have a nice perch on the 2nd floor), Thinking Cup and Stephanie’s.
Visit on weekday afternoons to avoid the weekend crowds. Most shops open around 10 AM and close by 6 PM, though restaurants stay open later.
Take the Green Line to either Arlington or Copley stations.
Wander Through Beacon Hill
This is Boston’s most photogenic neighborhood, with gas lamps lighting up narrow cobblestone streets filled with brick row houses. The iconic Acorn Street, barely wide enough for a car, is one of most photographed spots in the city. You want to come early morning to avoid the Instagram crowds.
I recommend starting at Charles Street, which is the neighborhood’s main thoroughfare. There are antique shops, local boutiques, and cozy cafes in hidden courtyards to enjoy a nice break.
Louisburg Square is another beautiful spot, where elegant townhouses surround a private park. It’s a good showcase of the neighbourhood’s classic architecture.
The one-way streets and lack of parking can be a hassle if you’re driving. It’s better to take the Red Line to Charles/MGH Station with a short walk to the heart of Beacon Hill
Local Attractions In Boston
Visit Harvard University and Explore Cambridge
Perhaps appealing to memories from my University days, when friends would return from their U.S Exchange semester with Harvard t-shirts. Take the chance to explore this prestigious institution while you are in Boston. This is also America’s oldest institution of higher learning.
Cross the Charles River to Cambridge and you will find the iconic red-brick buildings and iron gates at Harvard Yard. A great way to see the highlights throughout the campus is to join a student-led tour, so make sure to register in advance.
To see campus life in full swing, the best time to visit is during term time (September-May). Although, summer offers more relaxed exploration without the student crowds.
Take the Red Line to Harvard Square station. About 15 minutes from downtown.
Check Out Faneuil Hall Marketplace and Quincy Market
At the heart of downtown Boston, you will find the famous Faneuil Hall Marketplace. It spans four historic buildings, including the famous Quincy Market. This is a great place to hunt down some Boston classic dishes as there are over 100 shops and eateries.
If you’re in dilemma, definitely grab a creamy New England clam chowder in a bread bowl and a fresh lobster roll.
Try to plan your visit on a Friday or Saturday because this is when Haymarket next door host the open-air market. It is one of the oldest in the US.
The best things to buy here are fresh produces and flowers; but as visitors, I think it’s the local bustle that you want to experience. There are often street performances going on so it can be super lively.
If you want to avoid the crowd though, visit the marketplace on weekday mornings.
Plan to spend 2-3 hours exploring the shops, sampling food, and soaking in the historical ambiance. The marketplace opens Monday through Saturday from 10 AM to 9 PM, and Sundays from noon to 6 PM.
Take the metro to Government Center or Haymarket stations. Both are just steps away from the marketplace.
Visit the Boston Public Garden
Near the Boston Common is a beautiful Victorian-style garden with colorful seasonal flowers, lush trees, and a nice pond with affordable swan boats that operate during the warmer months.
It’s a relaxing place to escape the busy streets and even enjoy a picnic on the lawn. The garden is particularly stunning during spring when flowers bloom and fall when the leaves turn golden.
There’s a few nice photo ops at the “Make Way for Ducklings” bronze statues, and the George Washington on horseback statue. Overall great spot, particularly if you’re visiting with kids.
Take the Green Line to Arlington Station or the Red Line to Park Street.
Tons More Things To Do In Boston
Of course, this is not all there is to the city. We just narrowed these down to the key activities and highlights if you are visiting Boston for the first time. If you have more time, there are super fun stuff like the Spooky Trolley Tour and New England Aquarium you should definitely try. Many of the activities are great for kids as well.
Don’t miss our 3-day itinerary, food tours worth booking ahead, and where to stay based on your plans. We also cover day trips, landmarks, and well-rated hotels among travelers.
- Famous Foods in Boston
- Interesting Things Boston is Known For
- Fun Facts About Boston You Didn’t Know
