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8 Sandwiches in Boston I Didn’t Expect to Enjoy This Much

8 Sandwiches in Boston I Didn’t Expect to Enjoy This Much

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In Boston, sandwiches go far beyond the classic lobster roll or simple deli fare, delivering flavors that are bold, surprising, and utterly satisfying. From stacked meat heroes to inventive vegetarian creations, every bite tells a story of the city’s rich culinary heritage. Trying these sandwiches is a chance to rediscover familiar ingredients in completely unexpected ways.

Boston’s sandwich scene blends tradition with creativity, showcasing local meats, fresh breads, and thoughtful flavor combinations. Each shop offers a unique take, making the city feel both historic and surprisingly modern.

Sam LaGrassa’s – Roast Beef

Sam LaGrassa’s – Roast Beef
© Sam LaGrassa’s

Juicy, succulent roast beef layered generously on a fresh, soft roll—Sam LaGrassa’s takes this classic to new heights. The beef is perfectly cooked, retaining its natural flavors while being complemented by a hint of horseradish. This isn’t your typical roast beef sandwich; every bite offers a delightful surprise.

The crispy lettuce provides a refreshing crunch, balancing the tender meat effortlessly. A touch of mustard adds a slight tang, creating a harmonious blend of flavors. It’s the kind of sandwich that makes you reconsider roast beef altogether.

Paired with a crunchy pickle, the meal feels both hearty and satisfying. Sam LaGrassa’s has mastered the art of turning simple ingredients into a must-try masterpiece.

Florentine Café – Porchetta Sandwich

Florentine Café – Porchetta Sandwich
© Florentine Cafe

Aromatic herbs and spices wrap around succulent slices of porchetta at Florentine Café. The first bite is an explosion of flavor, with garlic and rosemary dancing across the palate. The pork is tender, with a rich, savory taste that lingers pleasantly.

Nestled within a crusty roll, the sandwich offers a satisfying contrast of textures. Each chew brings out the herbs’ earthiness, making the experience comforting yet exciting. It’s a taste of Italy right in Boston.

This unexpected delight is a testament to the simple, rustic pleasures of authentic ingredients. A sprinkle of fennel adds an unexpected twist, keeping each bite intriguing.

Clover Food Lab – Chickpea Sandwich

Clover Food Lab – Chickpea Sandwich
© Clover

Who knew chickpeas could be so delightful in a sandwich form? Clover Food Lab has crafted a vegan masterpiece that even meat-lovers would adore. The chickpeas are seasoned perfectly, creating a savory, satisfying bite.

Herbs and spices elevate the flavor, while a soft bun wraps it all together. The sandwich is fresh and filling, offering a healthy alternative without sacrificing taste. It’s an unexpected revelation for those exploring plant-based options.

A generous layer of tahini sauce ties everything together, adding a nutty richness. It’s a bold statement in the world of sandwiches, proving that creativity knows no bounds at Clover Food Lab.

Neptune Oyster – Lobster Roll

Neptune Oyster – Lobster Roll
© Neptune Oyster

Luxuriously stuffed with tender lobster meat, Neptune Oyster’s lobster roll is a seafood lover’s dream. The fresh, buttery roll cradles the delicate chunks of lobster, ensuring every bite is indulgent.

A hint of lemon enhances the natural sweetness, making the flavors pop. It’s a sandwich that feels both elegant and comforting, capturing the essence of Boston’s maritime heritage. Unexpectedly, the simplicity is its strength.

What sets it apart is the perfect balance between rich and refreshing, leaving a lasting impression. Neptune Oyster creates a masterpiece that’s as much about quality as it is about flavor.

Highland Kitchen – Italian Hero

Highland Kitchen – Italian Hero
© Highland Kitchen

Stacked high with meats, Highland Kitchen’s Italian Hero is a carnivore’s delight. Layers of savory salami, ham, and mortadella create a robust flavor profile that’s hard to resist.

Cheese melts gently into the meats, adding a creamy texture that complements rather than overwhelms. Fresh vegetables provide a crisp contrast, making this sandwich both hearty and refreshing.

Crafted with care, the Italian Hero is a tribute to traditional flavors with a contemporary twist. Highland Kitchen brings a beloved classic to the forefront, making it a must-try for sandwich enthusiasts.

Carmen’s Deli – Corned Beef on Rye

Carmen’s Deli – Corned Beef on Rye
© Carmen’s Deli

Layers of corned beef piled high on rye bread create a robust and savory delight at Carmen’s Deli. The beef is tender, with a flavorful punch that’s both rich and satisfying.

A hint of mustard adds a tangy kick, bringing the sandwich to life. The rye bread is perfectly dense, providing a sturdy base without overpowering the main attraction.

Carmen’s Deli takes a traditional favorite and delivers it with exceptional quality, making it a must-try for deli enthusiasts. This is a sandwich that understands the beauty of simplicity done right.

Toro – Chorizo Sandwich

Toro – Chorizo Sandwich
© Toro by Chef Richard Sandoval

Spicy chorizo meets its match in this flavorful creation from Toro. The smoky, rich sausage is the star, delivering a punch of heat that excites the palate.

Peppers add a sweet balance, ensuring each bite is both vibrant and savory. A crusty bread holds everything together, offering the perfect vessel for such bold flavors.

Toro’s chorizo sandwich showcases the art of combining spicy and sweet, creating an unforgettable taste experience that stands out in Boston’s sandwich scene. It’s a culinary adventure in every bite.

Roxy’s Grilled Cheese – The Classic

Roxy’s Grilled Cheese – The Classic
© Roxy’s Grilled Cheese & Burgers – Central Square, Cambridge

Golden, perfectly toasted bread wrapped around gooey melted cheese—Roxy’s Grilled Cheese perfects this beloved comfort food. The cheese oozes with every bite, creating a satisfying and nostalgic experience.

A hint of garlic butter elevates the flavors, adding a subtle richness that complements the cheese. The sandwich feels indulgent yet familiar, a cozy reminder of simpler times.

Roxy’s Grilled Cheese turns a classic into a gourmet treat, making it a must-visit for anyone seeking comfort with a twist. It’s a culinary hug on a plate, offering warmth and satisfaction.