A quaint, historic, and foodie town, Boston Massachusetts is a must-visit (especially from spring to fall), so plan a trip using this Boston Guide! I’d highly recommend comfortable sneakers as this New England city is extremely walkable with pockets of charming neighborhoods, water-lined pathways, and parks to explore. This Boston Guide includes all of the sights, stores, and restaurants we visited as well as other places that were recommended but unfortunately didn’t make this trip- will be back again soon!
Cafes
Tatte – 11/10 must-visit! Beautiful bakery + cafe serving a French-Israeli menu. Highly recommend trying the Shakshuka for breakfast, lunch or dinner!
Bovas Bakery – Family-owned bakery since 1932, serving cookies, cannolis, pastries + more! Open 24 hours a day! (didn’t have a chance to go)
Thinking Cup – Patisserie + coffee bar with a cozy ambience (didn’t have the chance to go)
Drinks
Trillium Brewing Company – Boston-founded craft brewery & taproom serving really yummy beers!
Cisco Brewers Seaport – Seasonal outdoor pop-up serving craft beer, with food trucks + picnic tables!
Harpoon Brewery – Founded in Massachusetts (didn’t have a chance to go)
Food
Contessa – Italian-inspired restaurant on rooftop with incredible city views! Great place for brunch or dinner!
Trattoria II Panino – Located in the North End, traditional Italian restaurant serving incredible pasta dishes- highly recommend trying the Melanzane alla Parmigiana if you like eggplant!
Barking Crab – Waterfront seafood restaurant with views of the Boston Harbor (didn’t have a chance to go)
Beehive – Underground Bohemian eatery + bar with live music! (didn’t have a chance to go)
Lola 42 – Upscale bistro + sushi bar on the waterfront in Seaport! (didn’t have a chance to go)
Terra – Italian restaurant serving seasonal grilled plates, Italian wines, barrel-aged beers (didn’t have a chance to go)
Sightseeing
Boston Public Gardens – Large public park in the heart of Boston.
Beacon Hill – Boston’s oldest neighborhoods known for its beautiful narrow cobblestone streets, row houses + gaslit street lamps.
Esplanade – Beautiful park edging the Boston side of the Charles River.
Freedom Trail – 2.5 mile red-brick trail through Boston’s historic neighborhoods – walking tours are available.
Castle Island – Peninsula on the shore of the Boston Harbor – great place to walk around + enjoy beach views.
Isabella Stewart Gardner Museum – Opened in 1903 and houses one of the world’s most remarkable art collections!
Shopping
Gus and Rubys – Stationery boutique and letterpress print shop.
Trident Booksellers & Cafe – Boston’s last independent bookstore – located on Newbury Street.
Brattle Bookshop – 3 stories of used books, magazines + more!
Harvard Co-op Bookstore – Official bookstore + campus store for Harvard and MIT communities.
Quincy Market – In the heart of Boston, offering 100+ stores – pushcarts, restaurants + pubs right on Boston’s famed Freedom Trail.
Seaport District – Great area to shop & explore art, culture, food + drink!
Newbury Street – Beautiful street with upscale designer stores + boutiques!


