Ultimate Boys Weekend in Boston Itinerary

Kick off the day with a visit to the iconic Fenway Park for a Boston Fenway Park Guided Ballpark Tour with Options. After soaking in the history of the ballpark, enjoy a casual lunch at Santarpio's Pizza, a local favorite for thin-crust pies.

Explore the lush landscapes of the Charles River with a leisurely walk or bike ride. For a more interactive experience, hop on the Boston View Boston Observatory Entry Ticket and enjoy panoramic views of the city. Later, take a guided tour of the Freedom Trail, visiting historic sites and learning about Boston's role in the founding of the nation.

For a unique dining experience, head to Top of the Hub and savor world-class cuisine with stunning 360-degree views of the city. After dinner, explore the vibrant bar scene in the Back Bay area, making stops at speakeasies and cocktail lounges for a memorable pub crawl.

Take a trip across the river to {adjacent city} {Cambridge, Massachusetts} and enjoy a traditional breakfast at Craigie on Main. Afterward, engage in an intellectual morning with a Harvard University self-guided tour, exploring the historic campus and its renowned landmarks.

Refuel with a casual lunch at Giacomo's Ristorante, known for its hearty Italian dishes. Spend your afternoon visiting the Massachusetts Institute of Technology (MIT) and the MIT Museum, immersing yourselves in the innovative spirit of the institution.

Conclude your boys weekend with a sophisticated dinner at Myers + Chang, offering a fusion of flavors in a lively setting. Reflect on your trip over dessert, and perhaps a nightcap, before bidding Boston farewell.

Begin your day with a visit to the Salem Witch Museum Admission Ticket, where you'll learn about the infamous witch trials. Grab a coffee and light breakfast at No. 9 Park to prepare for a morning of historical intrigue.

Enjoy a guided walking tour of the city's 1692 Witchcraft Trials Walk, visiting key sites and hearing the chilling tales of Salem's past. For lunch, indulge in the seafood offerings at Legal Sea Foods, a local institution known for its fresh catches.

As the sun sets, join the Salem Night Tour Haunt and History Guided Night Tour to explore the city's spookier side. End the evening with the Salem Boos and Brews Haunted Pub Crawl, visiting haunted hotspots and enjoying the local brews.

Start with a hearty breakfast at Menton, known for its elegant French cuisine. Then, take a guided walk on the Salem Secrets of Salem Hidden History Walking Tour, uncovering the lesser-known stories of the city.

For lunch, head to Union Oyster House, the oldest restaurant in the United States, and savor classic New England dishes. Spend your afternoon visiting the Peabody Essex Museum, exploring its extensive collection of art and cultural artifacts.

Conclude your trip with a memorable dinner at O Ya, indulging in award-winning sushi and innovative Japanese dishes. Raise a glass to a fantastic boys weekend at The Varnish, a hidden speakeasy known for its craft cocktails and intimate ambiance.