5-Day Boston and Salem History and Culinary Adventure Itinerary

Begin your day with a visit to the prestigious Harvard University in nearby Cambridge. Explore the campus and then enjoy brunch at The Black Rose, a Boston institution known for its Irish hospitality and hearty fare.

After brunch, return to Boston and spend the afternoon at the Fenway Park, the oldest Major League Baseball stadium still in use. Take a guided tour with options to learn about the history and behind-the-scenes of this iconic venue. For a post-tour drink, visit Bleacher Bar with its unique view into the ballpark.

Dine at Bostonia Public House, where you can enjoy a wide selection of local and international beers along with a menu featuring fresh, seasonal ingredients. After dinner, take a leisurely walk around the historic Faneuil Hall Marketplace and enjoy the street performers and lively atmosphere.

Start your day with a historical sightseeing cruise on the Boston Harbor, learning about the city's maritime past and enjoying the skyline from the water. For breakfast, grab a delicious donut and coffee on the Delicious Donut Tour.

After the cruise, visit the USS Constitution, the world's oldest commissioned warship afloat, and the adjacent Museum of Fine Arts. For lunch, head to Porters Bar and Grill for a casual and satisfying meal.

As the night falls, embark on the Ghosts and Gravestones Tour for a spine-tingling journey through Boston's haunted history. After the tour, warm up with a hearty dinner at Back Bay Social, known for its vibrant atmosphere and shared plates.

Take a day trip to the nearby city of Salem, famous for its witch trials. Begin with a visit to the Salem Witch Museum to learn about the infamous events. For breakfast, enjoy the ambiance and a delicious meal at Emmets.

Explore more of Salem's history with a guided walking tour, such as the Secrets of Salem Hidden History Walking Tour. After the tour, visit the Peabody Essex Museum to see its extensive collection of art and cultural artifacts.

Experience the spooky side of Salem with a Boos and Brews Haunted Pub Crawl, visiting haunted hotspots and enjoying drinks along the way. For a more substantial meal, head to Silvertone Bar & Grill for their classic American comfort food.

Conclude your trip with a morning at the Franklin Park Zoo, where you can see a wide variety of animals and learn about conservation efforts. Afterward, enjoy a late breakfast at 21st Amendment, known for its brunch menu and craft cocktails.

Spend your final afternoon on a self-guided exploration of the Isabella Stewart Gardner Museum, home to an impressive collection of art in a stunning setting. For lunch, indulge in the creative dishes at The White Bull Tavern, offering a mix of traditional and modern cuisine.

For a sophisticated end to your trip, dine at OAK Long Bar + Kitchen in the historic Fairmont Copley Plaza. After dinner, take a stroll down Newbury Street, known for its upscale shops and beautiful brownstone architecture, and perhaps enjoy a nightcap at a nearby lounge like 4th Wall Restaurant & Bar.