Fab4 Local Recommendations | Seaport

By 4Squares Residential Group with Judi 411

What to Do in Boston’s Seaport: Markets, Eats, Art & Shopping Worth Your Time

Boston’s Seaport District is exactly what it sounds like — a vibrant waterfront neighborhood that once buzzed with maritime commerce and working docks, now reimagined as one of the city’s most exciting and rapidly evolving destinations. What was once a hub for shipping and industry has transformed into a sleek, modern neighborhood where luxury living meets authentic local character.

Bordered by the historic North End and the ever-energetic South Boston, the Seaport today is a dynamic mix of contemporary condos, bustling restaurants, public art, and creative culture — all perched along the edge of Boston Harbor.

While longtime Bostonians know the long and storied tale of The Big Dig and how it reshaped the city, newcomers may be surprised to learn that the very ground you’re walking on — including the lush Rose Kennedy Greenway that now welcomes you into the Seaport — was once dominated by an elevated highway known as the Central Artery. Thanks to the Big Dig, that highway was buried, and in its place emerged a walkable, vibrant, and people-friendly cityscape. Where traffic once thundered overhead, you’ll now find parks, markets, art installations, and gathering spaces that pulse with life.

Whether you're a local or just visiting, the Seaport has a little something for everyone: from fresh-air markets and destination dining to artsy experiences and standout shopping. It's Boston history, reimagined — and happening right on the water.

Ready to explore? Let’s dive in.

Hit Up the Outdoor Markets

Before the Seaport District became the bustling hotspot it is today, Boston’s outdoor market scene was famously anchored by Haymarket — the original open-air market that has been serving fresh produce and local goods for over a century and remains strong to this day. Haymarket’s vibrant spirit laid the groundwork for the Seaport’s own outdoor market culture.

While Haymarket remains the original outdoor Boston Market, the Seaport’s outdoor markets carry on that tradition of fresh, local, and lively commerce — but with a modern, artsy twist:

• Seaport Summer Market: This one’s a weekend staple from May to September at 88 Seaport Blvd. Expect a rotating crew of over 100 vendors selling a wide range of items, from handmade jewelry and beauty products to local fashion. Bonus: a food and drinks garden with live music to keep the vibes right.

• Fish & Farm Market: Saturdays, June through October, over by Boston Fish Pier. It’s New England on a plate — fresh seafood, local produce, cheeses, and baked goods. Perfect for grabbing snacks or stocking up for a picnic.

• Boston Public Market at Seaport: A seasonal farmers market next to the Greenway that’s all about fresh, local eats — think farm-fresh eggs, artisanal cheeses, and other New England goodies.

• Snowport Winter Village: When the temps drop, the Seaport doesn’t slow down — it transforms. From November through February, Snowport turns the district into a holiday wonderland, complete with a European-style holiday market, seasonal treats, curling, and plenty of festive lights.

  
  

Where to Eat: Fancy Brunch to Casual Seafood

If you'd prefer to choose your meal from a menu rather than a farmstand, the Seaport has you covered. When hunger hits, this neighborhood delivers—from weekend brunch spots that feel like a celebration to casual seafood joints serving up local classics. Here are some favorites to consider:

• Grace by Nia: This is your weekend brunch spot with a side of jazz. Think bourbon peach ribs and lobster mac & cheese. It’s fancy without feeling stuffy.

• Row 34: Great oysters and craft beer, plus a laid-back vibe that works for a casual date or catch-up with friends.

• The Daily Catch: Don’t let the no-frills look fool you. Their Sicilian seafood pasta and fried calamari are truly exceptional and perfect for those who want something simple yet satisfying.

• Ocean Prime: Perfect for a polished business lunch by day, and by night it transforms into a hopping nightlife spot with the energy and sophistication reminiscent of New York City’s scene.

Art That Makes You Look Twice

Art at the Seaport isn’t confined to gallery walls — it spills out into the streets, parks, and public spaces, making the entire neighborhood feel like an open-air gallery. From striking sculptures and colorful murals to interactive installations, the Seaport invites you to experience creativity at every turn. Of course, it also boasts a world-class museum—the Institute of Contemporary Art (ICA)—where you can delve into cutting-edge exhibitions within a stunning waterfront building with breathtaking views. Whether you’re strolling outdoors or exploring inside, the Seaport offers art experiences that surprise and inspire.

• Institute of Contemporary Art (ICA): A must-see if you’re into modern art. The building itself is an architectural stunner with killer harbor views, and the exhibits are always fresh and thought-provoking.

• JustKids Public Art Installations: Keep your eyes peeled for colorful sculptures by Okuda San Miguel — giant rainbow animals that add a pop of fun to your stroll.

• Frank Stella’s ‘Damascus Gate’: A striking geometric sculpture that’s worth checking out if you like your art bold and modern. Mounted above the Warby Parker store on Seaport Boulevard.

  
  

If you’re trying to broker some grown-up museum time while keeping the little ones entertained, head over to the Children’s Museum on Congress Street. It’s a great trade-off: parents get a dose of culture and kids get a hands-on, playful experience a few blocks away.

Shopping Spots You’ll Love

While the Seaport has plenty of stores designed to meet the everyday needs of residents, there are a few standout spots for those who consider shopping more of a sport than a chore. If you love instant gratification — discovering something new, touching it, and taking it home — with an element of the unexpected, these local favorites are for you.

• The Current: Designed as a miniature village to wander and explore, The Current is redefining retail with a fresh take on pop-ups. Season after season, it welcomes new local and international brands to Boston, bringing exciting discoveries to the Seaport with every visit.

• Bluemercury: When you’re tired of the overwhelming crowds and endless choices at places like Sephora, Bluemercury feels like a breath of fresh air. It’s a thoughtfully curated beauty boutique where you can get expert skincare advice and discover products without the stress of too many options.

  
  

And when the temperatures drop, the Seaport Holiday Market keeps the shopping spirit alive, transforming the waterfront into a festive wonderland. With handcrafted gifts, artisanal treats, and twinkling lights, it’s the perfect reason to visit the Seaport year-round, making this vibrant neighborhood a destination for every season.

4Squares Pro Tip:

You’ve got options in the Seaport — and they’re all great.

If you’re a daytime explorer, start with weekend brunch at Grace by Nia, where live jazz and Southern-inspired plates set the tone for a laid-back, luxe morning. Then wander over to The Lawn on D for a few rounds of bocce or cornhole, stretch out in a lounge chair, and enjoy the art installations and people-watching.

Prefer a nighttime vibe? You’re in for something special. As the sun sets, the Seaport transforms. The waterfront glows, the skyline reflects off the harbor, and the whole place hums with energy. Think rooftop cocktails, buzzing lounges, and that rare city magic that feels more like NYC than Boston. It’s an entirely different e

xperience — and worth staying out for.

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