15 Best Things to Do in Seaport District to Make the Most of Your Trip

Among the shimmering shores of Boston Harbor, the Seaport District is another example of Massachusetts’ ability to fuse its past and present, where maritime history and vibrant urban life converge. Just as the Fenway neighborhood is inseparable from its baseball legacy, the Seaport District has etched its own unique narrative in Boston’s rich tapestry. One of the newest and trendiest of Boston neighborhoods, the area was formerly an industrial zone separated for generations by the former notorious Central Artery highway system that kept locals and tourists alike from venturing beneath its traffic-filled overpasses to explore the waterfront. But following the infamous Big Dig that relocated the highway underground, the area opened to the rest of the city. Parks emerged, bars began to pop up, and before we knew it, there was a new playground to enjoy!

• Best for sweeping views - Boston Harborwalk
• Best for connoisseurs of fine arts - Institute of Contemporary Art (ICA)
• Best for history buffs - Boston Tea Party Ships & Museum

• Best for being a kid again - Boston Children’s Museum
• Best for finding undiscovered artists ahead of their time - Artists for Humanity
• Best for immersing in cultural fairs - Boston Seaport World Trade Center

• Best for once-in-a-lifetime adventure - Whale Watching
• Best for island hopping near one of the biggest cities in the U.S. - Boston Harbor Islands National and State Park
• Best for getting your sea legs - Harbor Cruises and Water Taxis

• Best for music lovers - Leader Bank Pavilion
• Best for endless chuckles - See a Comedy Show
• Best for celebrating the art of brewing - Craft Breweries

• Best for swinging under the stars - Lawn on D
• Best for picture-perfect moments - Fan Pier Park
• Best for rousing game of tag - Martin Park

Whether immersing yourself in the area’s maritime heritage, savoring its culinary delights, soaking in breathtaking waterfront views, or diving into a bustling cultural scene, Boston’s Seaport District encapsulates the spirit of the city. Easily accessible via the Silver Line bus rapid transit and just a walk over a bridge crossing the Fort Point Channel from Downtown Boston and its Financial District, the Seaport embodies the city’s ever-evolving charm.

• ‌Perfect For:‌ Sweeping views
  
• ‌Website:‌ https://www.bostonharbornow.org/what-we-do/explore/harborwalk
  
• ‌If You Go:‌ Grab a Bluebike, Boston’s public bike share system, to take an extended ride along the Harborwalk into other neighborhoods of the city.
  

Meander along the scenic pathway that is Boston Harborwalk, where you’ll take in views of Boston Harbor’s glistening waters and the bustling downtown skyline. The Harborwalk not only offers a tranquil escape from the city’s hustle and bustle but also a chance to explore public art installations, inviting green spaces for picnics, and vibrant pockets of activity. Here, you can take a leisurely stroll or a morning jog and savor the salty sea breeze. The park connects the Seaport District to Dorchester, East Boston, Charlestown, the North End, Downtown, and South Boston in a 43-mile linear path.

• ‌Perfect For:‌ Connoisseurs of fine arts
  
• ‌Website:‌ https://www.icaboston.org
  
• ‌If You Go:‌ The museum is closed on Mondays.
  

The ICA is a cultural gem that beckons art enthusiasts and curious travelers with striking architectural design and cantilevered galleries that seem to hover over the Boston Harbor — a visual masterpiece in itself! You’ll be treated to a diverse and ever-evolving collection of contemporary art, from thought-provoking exhibitions to immersive installations, all thoughtfully curated to challenge perceptions and ignite creative conversations. Beyond the art, the ICA boasts unparalleled views of the harbor.

• ‌Perfect For:‌ History buffs
  
• ‌Website:‌ https://www.bostonteapartyship.com
  
• ‌If You Go:‌ Enjoy a spot of tea at Abigail’s Tea Room & Terrace, where you can sample some of the tea flavors initially thrown into the harbor.

Step back in time at the Boston Tea Party Ships & Museum, where history comes to life on the very waters that once bore witness to a pivotal moment in America's history. Immerse yourself in the interactive exhibits and engaging reenactments that vividly recreate the dramatic events of December 16, 1773, when colonists defiantly protested British taxation by tossing tea chests into Boston Harbor. Here, you’ll have the chance to participate in the “destruction of the tea” and explore restored tea ships like the Eleanor and the Beaver, where you’ll gain insights into the daily lives of the colonists. This museum is a hands-on experience that transports you back to the American Revolution, making it a must-visit destination and one of the best things to do in Seaport District.

Once an industrial hub along Boston’s waterfront, the Seaport District has undergone a remarkable transformation into a vibrant urban oasis. With a nod to the city’s maritime heritage, the Seaport’s waterfront promenades, and dynamic public spaces have become emblematic of its resurgence. Explore the Seaport District during the day, and you’ll discover an array of exciting activities beyond its picturesque harbor views. From waterfront festivals to art installations and family-friendly gatherings, the best daytime experiences provide ample opportunities to delve into Boston’s past, as well as its exciting and thrilling future.

• ‌Perfect For:‌ Being a kid again
  
• ‌Website:‌ https://bostonchildrensmuseum.org
  
• ‌If You Go:‌ The museum is closed Mondays and Tuesdays.
  

Young imaginations are set free at the Boston Children’s Museum, where interactive exhibits, hands-on activities, and a world of discovery await around every corner. From a towering three-story climbing structure that begins at the entrance to a whimsical New England adventure and a dedicated STEM gallery, the museum offers a diverse array of experiences designed to engage, educate, and delight children of all ages. Whether exploring the art studio, uncovering the secrets of science, or embarking on cultural journeys from around the globe, your curiosity and creativity will be sparked as the Children’s Museum is one of the best kid-friendly activities in Seaport District — if not all of Boston!

• ‌Perfect For:‌ Finding undiscovered artists ahead of their time
  
• ‌Website:‌ https://www.afhboston.org
  
• ‌If You Go:‌ Consider commissioning a work of art to bring home and remember your visit.
  

Artists for Humanity is not just an art space but a dynamic hub of creativity and social impact. Housed in a repurposed warehouse, this innovative collective brings together young artists from diverse backgrounds, fostering their talents and empowering them to make a difference through art. As you step inside, you’ll be immersed in a world of vibrant colors, intricate sculptures, and thought-provoking installations, all created by talented young artists. The space also offers various events, from engaging workshops to opportunities to meet young artisans.

• ‌Perfect For:‌ Immersing in cultural fairs
  
• ‌Website:‌ https://www.bostonseaport.xyz/venue/seaport-world-trade-center
  
• ‌If You Go:‌ The area is under redevelopment until 2024.
  

This iconic waterfront complex boasts a stunning architectural presence with its sleek glass structure overlooking Boston Harbor. Beyond its impressive design, the World Trade Center hosts a multitude of events, from international trade conferences and corporate gatherings to art exhibitions and cultural festivals, making it a versatile destination where business and culture converge. The center has been in redevelopment since 2020 and is expected to be complete in 2024, bringing with it a new outdoor Harbor Plaza with year-round programming and outdoor seating.

The waterfront has undergone a truly remarkable makeover. Filled with industrial buildings, the area was far from an attractive sight, with even the Boston Harbor reflecting this neglect. But something magical happened once the highways were relocated underground, and the Seaport embarked on its revitalization journey. The Boston Harbor regained its sparkle, and Bostonians began to appreciate the beautiful waterways that had long been overlooked. Today, the Seaport District aptly lives up to its name as it rests beside a channel leading to the Boston Harbor Islands and unveils Boston's long-forgotten treasures.

• ‌Perfect For:‌ A once-in-a-lifetime adventure
  
• ‌Website:‌ https://www.cityexperiences.com/boston/city-cruises
  
• ‌If You Go:‌ Boston’s weather is notorious for being unpredictable. Bad weather can make for a bad cruise so book your cruise while in the city and eyeing the forecasts.
  

Embark on an awe-inspiring adventure with Boston’s renowned whale-watching cruises. Setting sail from the Boston Harbor, these excursions offer a chance to witness the world of whales in their natural habitat. For friends who visit, this is my go-to must-do in Seaport District during warm weather months (although you can go when it’s colder; it’s just ‌cold‌!) As you glide through the Atlantic toward the tip of Cape Cod, naturalists narrate the journey, providing insights into the behaviors and habitats of these gentle giants. From breaching humpbacks to graceful finbacks, the thrill of spotting these marine mammals is an experience that leaves a lasting impression.

• ‌Perfect For:‌ Island hopping near one of the biggest cities in the U.S.
  
• ‌Website:‌ https://www.bostonharborislands.org
  
• ‌If You Go:‌ There is limited access to the islands via ferry from May – October and no visitor centers, restrooms, or water fountains.
  

The Boston Harbor Islands National and State Park is an archipelago gem nestled just a stone’s throw away from the bustling heart of Boston. This unique blend of natural beauty and rich history offers a pristine sanctuary. With over 30 islands and peninsulas to explore, visitors can hike scenic trails and bask on tranquil beaches. Beyond its natural allure, the islands hold stories of centuries past, from Civil War–era forts to abandoned quarantine stations, providing a glimpse into the region’s diverse heritage. When I was younger, visiting the islands in the harbor was unheard of, but today, it’s one of the best things to do in Seaport District.

• ‌Perfect For:‌ Getting your sea legs
  
• ‌Website:‌ Various providers have their own websites.
  
• ‌If You Go:‌ Water taxis travel between Seaport, Long Wharf, and Logan Airport.
  

As a seaport, you’ll be hard-pressed not to spend time on the water, whether embarking on a leisurely sightseeing cruise, enjoying a narrated tour of historic landmarks, or catching a water taxi to whisk you away to various iconic harbor-front eateries like the Barking Crab and Legal Seafood, which are go-to places to visit in Seaport District. These nautical experiences offer a unique perspective of the city with options ranging from scenic cruises to sailing excursions to convenient water transportation. Take a water taxi from Seaport to Long Wharf for a prettier ride than the streets to visit historic sites like Faneuil Hall, the Freedom Trail, and the Boston Fire Museum.

As the evening unfolds, the Seaport District comes alive with a myriad of entertainment options that cater to all tastes. From savoring delectable cuisine at waterfront restaurants to dancing the night away at trendy nightclubs, the best nighttime experiences in Seaport District offer a dynamic blend of entertainment, making it a must-visit destination for those seeking unforgettable nightlife in Boston.

• ‌Perfect For:‌ Music lovers
  
• ‌Website:‌ https://www.leaderbank.com/about/leader-bank-pavilion
  
• ‌If You Go:‌ Grab a bite at Legal Harborside and sample the perfect New England clam chowder.
  

A premier entertainment venue, Leader Bank Pavilion encapsulates Boston’s vibrant cultural scene. Nestled along the scenic waterfront, this open-air amphitheater offers an unparalleled concert experience. With its picturesque backdrop of Boston Harbor and the city skyline, it’s a place where music enthusiasts come together to witness world-class performances by renowned artists spanning various genres. From the thrill of live music under the stars to the electric atmosphere of a packed concert crowd, Leader Bank Pavilion offers unforgettable evenings.

• ‌Perfect For:‌ Endless chuckles
  
• ‌Website:‌ https://laughboston.com
  
• ‌If You Go:‌ Ages 16 and older are welcome, but adults must accompany anyone under 18.

They say in comedy, “If you can make it in Boston, you can make it anywhere.” (I know; I’m paraphrasing New York’s famous line, but Boston crowds are notoriously tough on comics!) The city’s comedy clubs have a rich tradition of nurturing comedic talent, including Bill Burr, Steven Wright, Dennis Leary, and Jay Leno. From improv shows and sketch comedy to iconic laugh factories and stand-ups, Boston’s comedy scene will provide a night of belly-aching laughter and a chance to discover the next big comedic talent. In Seaport District, Laugh Boston features stand-up and improv paired with light bites and joke-themed cocktails.

• ‌Perfect For:‌ Celebrating the art of brewing
  
• ‌Website:‌ Various breweries have their own websites.
  
• ‌If You Go:‌ There’s more to Boston brews than Sam Adams. Try them.
  

Craft beer drinkers are in for a treat as a burgeoning craft brewery scene takes root in the heart of Seaport District. Embark on a flavor-filled journey, exploring a variety of local breweries that have set up shop in this dynamic neighborhood. From hoppy IPAs to rich stouts, and innovative seasonal brews, these craft breweries offer a diverse selection of beers to satisfy every palate in industrial-chic taprooms, beer gardens, and immersive brewing experiences like those found at Harpoon Brewery & Beer Hall and Trillium Brewing Company. Even for non-imbibers, when it comes to what to do in Seaport District with friends, the breweries often offer pet-friendly and sometimes kid-friendly activities to wile away crisp fall evenings.

While Seaport District may be known for its contemporary charm, fantastic free activities are also awaiting discovery. The Seaport’s development offers a unique range of cost-free attractions. From admiring outdoor art installations and strolling along the scenic Harborwalk to attending free public events like outdoor concerts and cultural festivals, Seaport District invites you to explore its culture without opening your wallet.

• ‌Perfect For:‌ Swinging under the stars
  
• ‌Website:‌ https://www.signatureboston.com/lawn-on-d
  
• ‌If You Go:‌ The fun is seasonal and open from May through October.

The Lawn on D is an innovative open-air space offering a dynamic playground for visitors of all ages. Relax on one of its iconic glowing swings, play lawn games with friends, or attend one of the many cultural events hosted here, as the Lawn on D is a hub of activity. With its live music and an inviting atmosphere that draws both locals and tourists, the Lawn on D is open day through night and doesn’t charge an entry fee or for any public events featured on its online event calendar.

• ‌Perfect For:‌ Picture-perfect moments
  
• ‌Website:‌ https://www.bostonseaport.xyz/venue/fan-pier-park
  
• ‌If You Go:‌ Pop into the neighboring Envoy Hotel and visit its Lookout Rooftop and Bar for some amazing scenery.
  

A serene urban sanctuary that beckons visitors to unwind, Fan Pier Park is home to meticulously landscaped gardens, meandering walking paths, and stunning views of the city and Boston Harbor. Enjoy a picnic and take in the refreshing sea breeze while basking in Fan Pier Park’s peaceful waterfront haven.

• ‌Perfect For:‌ A rousing game of tag
  
• ‌Website:‌ https://martinsparkboston.org
  
• ‌If You Go:‌ Don’t forget a towel! There is a splash zone.
  

Martin Park is not only a place to unwind and enjoy a stroll; it also serves as another gathering spot for community events, outdoor concerts, and cultural celebrations. However, it’s even more entertaining for kids as it boasts a well-maintained playground with a range of equipment and activities to cater to kids of various ages. You’ll find colorful swings, slides, climbing structures, and interactive play elements surrounded by soft, rubberized surfaces that allow children to run, jump, and explore, as well as a water garden for cooling off in the heat and a fun play ship for climbing. Benches and shaded areas are strategically placed for parents to relax while keeping an eye on little ones.

The transformation of the Seaport District from an industrial hub to a thriving urban oasis mirrors the waterfront’s ability to adapt and thrive. By day, you can delve into the district’s rich history and enjoy a myriad of dining and entertainment options by night. The Seaport District embodies the essence of Boston, where history, culture, and urban vibrancy seamlessly blend to craft an unforgettable vacation.