Welcome to Jeffries Point, the hidden gem of East Boston… or as the locals affectionately call it, Eastie. Jeffries Point has recently become a magnet for young Bostonians, and with its proximity to downtown and the Blue Line, plus (relatively) wallet-friendly digs, it's no wonder why. Here's how to experience the unique flavor of this evolving neighborhood.
256 Marginal St
photo credit: Brigid Charest
Start your day at the ICA Watershed, a cultural hub nestled in the Boston Harbor Shipyard and Marina. The Watershed is a seasonal exhibition space (open late May - Labor Day) housed in a repurposed copper pipe factory that was once condemned. Each summer, this unique venue is revitalized with a fresh exhibition, showcasing contemporary art in a stunning waterfront setting. The best part? Admission to the Watershed is free, giving you more to spend on the rest of the day's adventures.
256 Marginal St
photo credit: downeast cider
After soaking in some art, hop over to Downeast, conveniently located right across the shipyard. This chill spot is all about craft ciders and features a rotating selection of unique flavors. With an industrial indoor taproom and a cozy seasonal patio overlooking the harbor, it's the perfect place to unwind.
86 Cottage St
photo credit: Carmella's Market
By now, you’re ready for lunch, and it’s a quick walk to Carmella’s, a neighborhood staple. This local gem has a great selection of meats, cheeses and groceries, plus a variety of prepared foods. Whether you’re grabbing a classic Italian sub or the famous stuffed cherry peppers, Carmella’s is the perfect spot to fuel up.
95 Marginal St
photo credit: Piers Park Sailing Center
Piers Park is the lunch break you never knew you needed. It’s a quick walk from Carmella’s to this scenic spot, which boasts some of the best views of the Boston skyline, hands down. With plenty of shaded areas, walking paths and Insta-worthy views, it’s the perfect blend of nature and urban living.
331 Sumner St
photo credit: The Quiet Few
Next up: The Quiet Few, a quintessential dive bar that’s anything but quiet. With weekly Wednesday Wurst specials, elevated bar fare and a variety of games (including shuffleboard), there’s always a reason to stop in. Pull up a barstool, order a pickleback -make it spicy- and stay awhile.
1 E Pier Dr
photo credit: Tall Ship
Finish off your day at Tall Ship, the coolest floating oyster bar you’ll ever experience. This 245-foot vessel is docked at Pier One and features three custom bars, serving up fresh oysters and cocktails with the best skyline views in town. The vibe is unmatched, especially at night when the city lights twinkle like stars. There’s no better spot to wrap up your Eastie adventure.
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updated june 2025
