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5-day Trip to Boston

5-day Trip to Boston Itinerary

Published: 2023 Oct 09

Exploring Boston's History

Morning
Start your day by visiting the iconic Boston Common, the oldest public park in the United States. Take a leisurely stroll through the park and enjoy the beautiful scenery. Afterward, head to the Boston Public Garden and take a relaxing boat ride on the famous Swan Boats. Don't forget to snap a photo with the Make Way for Ducklings statues.
Afternoon
For lunch, indulge in fresh seafood at Union Oyster House, the oldest continuously operating restaurant in the United States. Afterward, visit the Boston Tea Party Ships & Museum to learn about the historic event that sparked the American Revolution. Experience the interactive exhibits and even participate in a reenactment of the Boston Tea Party.
Evening
Enjoy dinner at Top of the Hub, a renowned restaurant located on the 52nd floor of the Prudential Tower. Savor delicious cuisine while taking in panoramic views of the city skyline. After dinner, take a leisurely stroll along the Faneuil Hall Marketplace and enjoy the lively atmosphere. Grab a drink at one of the bars or listen to street performers.
Bedtime
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Discovering Boston's Landmarks

Morning
Start your day with a guided walking tour of the Freedom Trail. Explore historical sites such as the Boston Old State House, Massachusetts State House, and Faneuil Hall. Along the way, stop by Mike's Pastry for a delicious cannoli or other Italian pastry.
Afternoon
For lunch, head to Sweet Cheeks Q and enjoy mouthwatering barbecue dishes. Afterward, visit the Museum of Science Boston to explore interactive exhibits and learn about science and technology. Don't miss the IMAX theater and planetarium shows.
Evening
Experience the thrill of a Boston Red Sox game at Fenway Park. Immerse yourself in the lively atmosphere of America's oldest ballpark. Grab dinner at Island Creek Oyster Bar before the game and enjoy their famous oysters and seafood dishes.
Bedtime
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Discovering Cambridge's Prestigious Universities

Morning
Start your day by visiting the prestigious Harvard University. Take a guided tour of the campus and explore the historic buildings. Grab breakfast at a local favorite, Mamaleh's Delicatessen, known for its delicious bagels and Jewish specialties.
Afternoon
Afterward, head to Harvard Square and explore the vibrant area filled with shops, cafes, and bookstores. Visit the Harvard Museum of Natural History to see fascinating exhibits on dinosaurs, gemstones, and more. Enjoy lunch at Giulia, a cozy Italian restaurant known for its homemade pasta.
Evening
Explore the neighboring Massachusetts Institute of Technology (MIT) and visit the MIT Museum to learn about the cutting-edge research and innovation happening at the institute. Enjoy dinner at Cafe Sushi, a popular sushi restaurant known for its fresh and creative rolls.
Bedtime
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Uncovering Salem's Witchcraft History

Morning
Take a day trip to Salem, known for its infamous witch trials. Start your day with a guided tour, such as the Salem 1692 Witchcraft Trials Walk, to learn about the city's dark history. Grab breakfast at Aroma Sanctum, a charming cafe known for its specialty coffees and pastries.
Afternoon
Visit the Salem Witch Museum to gain a deeper understanding of the witch trials and their impact on the town. Enjoy lunch at Tavern on the Green, a historic restaurant serving classic New England dishes. Afterward, explore the Peabody Essex Museum to see its extensive collection of art and cultural artifacts.
Evening
Join a Salem Night Tour Haunt and History Guided Night Tour to explore Salem's haunted sites and hear chilling stories. End the evening with a haunted pub crawl, such as the Salem Boos and Brews Haunted Pub Crawl, and enjoy drinks at some of the city's oldest taverns.
Bedtime
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Enjoying Boston's Culinary Delights

Morning
Start your day with a visit to the Boston Public Library, a beautiful architectural gem. Explore the stunning interior and browse the extensive collection of books. Grab a coffee and pastry at Tatte Bakery & Cafe before continuing your day.
Afternoon
Head to the North End, Boston's Italian neighborhood, and indulge in a traditional Italian lunch at Neptune Oyster. Afterward, take a leisurely walk along the Charles River and enjoy the scenic views. Visit the Massachusetts State House and take a guided tour to learn about the state's history and government.
Evening
For a memorable dinner experience, dine at No. 9 Park, a renowned Italian-inspired restaurant known for its exquisite cuisine. Afterward, head to Hojoko for drinks and enjoy the lively atmosphere of this Japanese-inspired izakaya.
Bedtime
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