East Boston, or "Eastie" as locals affectionately call it, is one of Boston's most exciting and dynamic neighborhoods. Just across the harbor from downtown Boston, East Boston offers a blend of scenic waterfront views, rich history, and a vibrant food scene. Whether you’re a local or a visitor, you can easily spend an entire day discovering the charm of Eastie. From beautiful parks to delicious local eats and craft drinks, here’s your perfect one-day itinerary in East Boston.
Morning: Start with Scenic Views and Local Coffee
1. Constitution Beach
Begin your day with a relaxing walk at Constitution Beach, one of East Boston’s most serene spots. This peaceful beach along Boston Harbor offers stunning views of the water and the city skyline. Whether you enjoy a morning jog, a beachside stroll, or just some quiet time with a coffee in hand, Constitution Beach is the perfect place to start your day.
2. Coffee at The East Boston Social Club
After a refreshing walk, head over to The East Boston Social Club for a cup of coffee and a bite to eat. A beloved local café, it offers a warm, welcoming vibe with excellent coffee and pastries to fuel up before your day of exploration. It's a great place to chat with locals and plan your next stop in East Boston.
Late Morning: Explore Local Parks and Historic Landmarks
3. Piers Park
Just a short walk from the Social Club, Piers Park is a must-see in East Boston. This waterfront park offers sweeping views of the Boston skyline, the harbor, and Logan Airport. It’s perfect for a leisurely stroll, offering scenic walking paths, outdoor art, and plenty of benches to sit and watch the boats pass by. Don’t forget your camera — the views are some of the best in the city.
4. Liberty Plaza
Next, head to Liberty Plaza, a small but historically significant park in the heart of East Boston. This plaza features monuments and statues that commemorate the neighborhood’s maritime heritage and connection to the American Revolution. Take a few moments to enjoy the peaceful atmosphere and learn about East Boston's rich history.
Lunch: Savor Eastie’s Best Italian and Local Fare
5. Santarpio's Pizza
For lunch, you can’t miss a visit to Santarpio's Pizza, a legendary East Boston institution since 1903. Known for its no-frills, delicious pizza and unique grilled meats, Santarpio’s is a local favorite. Whether you’re craving a classic pizza with fresh mozzarella and tomatoes or something more adventurous, like grilled lamb or sausage, Santarpio's will not disappoint. The old-school vibe and hearty portions make it the perfect spot for a midday meal.
6. Exploring Local Seafood
If you’re more in the mood for seafood, East Boston also boasts a great selection of fresh seafood spots. Café Porto Bello is known for its delicious lobster rolls and seafood platters, and The ReelHouse offers a chic waterfront setting with delicious fish dishes. Either way, you’ll be enjoying a taste of the harbor with the freshest local catches.
Afternoon: Discover Local Art and Craft Drinks
7. The ICA Watershed
After lunch, make your way to the ICA Watershed, an extension of the Institute of Contemporary Art. Situated on the waterfront in East Boston, this cultural space offers rotating contemporary art exhibitions and performances. The combination of impressive art and stunning harbor views makes the ICA Watershed a unique stop that captures the creative energy of East Boston.
8. Down East Cider House
Next, head to Down East Cider House, a local gem for craft cider lovers. Down East has earned a loyal following for its delicious, refreshing ciders made with fresh apples and natural ingredients. Whether you’re into traditional dry ciders or fruity blends, there’s something for every palate. Enjoy a tasting session and relax in their cozy taproom. It’s a great spot to unwind and sample some local flavors in a laid-back setting.
Late Afternoon: Stroll Through Maverick Square and Hidden Gems
9. Maverick Square
Now it’s time to explore Maverick Square, East Boston’s bustling commercial and cultural hub. The square is home to an array of independent shops, cafes, and historic buildings. Take a leisurely stroll and discover quirky boutiques, local bakeries, and artisanal shops. It’s a great place to pick up a souvenir or enjoy a quick snack from one of the neighborhood’s vendors.
10. Take a Walk on the Harborwalk
After exploring the square, make your way to the East Boston Harborwalk. This waterfront pathway stretches along the harbor, offering panoramic views of the water and the city skyline. It’s the perfect way to enjoy the late afternoon light while reflecting on the day’s adventures.
Evening: Dine with a View and Unwind by the Waterfront
11. Dinner at The ReelHouse
As evening sets in, enjoy a meal at The ReelHouse, a stylish waterfront restaurant offering seafood, steaks, and craft cocktails. Located right on the water, the views of the harbor and skyline are spectacular. Enjoy dishes like clam chowder, lobster rolls, or a grilled steak, paired with a refreshing craft cocktail or glass of wine. It’s the perfect spot to watch the sun set and enjoy a relaxing dinner with friends or family.
12. Sunset at Piers Park or Harborwalk
End your day with a sunset stroll through Piers Park or the East Boston Harborwalk. Both locations offer some of the best sunset views in the city, with the golden hour lighting up the harbor and skyline. It’s a peaceful way to reflect on your day in East Boston before heading back home.
Why East Boston Should Be on Your Radar
East Boston is a diverse, vibrant neighborhood that offers a little something for everyone. Whether you're into outdoor adventures, delicious food, local craft drinks, or cultural experiences, Eastie has it all. From a leisurely walk along the waterfront at Piers Park to a meal at Santarpio’s or a tasting at Down East Cider House, this neighborhood provides the perfect mix of relaxation and discovery. So, plan your day, take in the views, and enjoy all the hidden gems that East Boston has to offer!