Historic Boston and Salem in 5 Days Itinerary

Start your day with breakfast at Row 34, a warm and inviting space known for its fresh seafood and oyster bar. Afterward, take a Boston Tea Party Ships and Museum Interactive Tour, delving into the revolutionary history of the Boston Tea Party.

Enjoy a leisurely lunch at B&G Oysters, where you can indulge in a variety of oysters and New England seafood classics. Post-lunch, take a scenic Charles River cruise, soaking in the views of the city and its historic bridges.

Dine at Bar Mezzana, a coastal Italian restaurant offering a vibrant atmosphere and a menu filled with inventive dishes. After dinner, take a relaxing stroll through the picturesque Longfellow House (Washington's Headquarters) and the surrounding neighborhood.

Enjoy breakfast at Coppa Enoteca, a cozy spot known for its Italian small plates and extensive wine list. Afterward, embark on a Harvard University Student-Guided Walking Tour in nearby Cambridge, exploring the hallowed halls and storied history of one of the world's most prestigious academic institutions.

For lunch, head to Santarpio's Pizza in East Boston, a local favorite known for its classic pies. Afterward, take a self-guided stroll through the vibrant neighborhood of Kendall Square, home to innovative tech companies, eclectic dining, and public art installations.

Dine at The Butcher Shop, a neighborhood wine bar and eatery in the South End, offering a menu focused on small, seasonal dishes. Cap off the evening with a visit to the historic Fenway Park, even if there's no game, to experience the ambiance of one of the oldest ballparks in the country.

Take an early morning trip to Salem and enjoy breakfast at Mike's Pastry, a local institution famous for its cannolis and other sweet treats. Then, join the Salem 1692 Witchcraft Trials Walk, delving into the haunting history of the Salem witch trials and the city's bewitching past.

For lunch, visit The Capital Grille - Boston for a refined dining experience featuring dry-aged steaks and an extensive wine selection. Afterward, explore the maritime heritage of Salem with a visit to the Salem Maritime National Historic Site, including the historic waterfront area and the tall ship Friendship.

Dine at Lolita Cocina & Tequila Bar, a stylish spot in Back Bay serving up modern Mexican cuisine and an impressive tequila list. After dinner, experience the spookier side of Salem with the Salem Night Tour Haunt and History Guided Night Tour, where you'll walk through the eerie streets and hear chilling tales of the city's past.

Enjoy a delightful breakfast at Giacomo's Ristorante, a North End gem known for its classic Italian dishes. Afterward, take a Boston View Boston Observatory Entry Ticket to start your day with panoramic views of the city.

For lunch, head to Shojo Boston in Chinatown, a hip spot serving up creative Asian-inspired dishes in a modern setting. Post-lunch, explore the historic USS Constitution and the adjacent Charlestown Navy Yard, immersing yourself in the maritime history of Boston.

Conclude your Boston journey with a memorable dinner at Toro, a Barcelona-style tapas restaurant in the South End. Afterward, take a serene Sunset Cruise of Boston Harbor, enjoying the city's skyline as the sun dips below the horizon.