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Ultimate 11-Day Boston and Salem Itinerary

Ultimate 11-Day Boston and Salem Itinerary Itinerary

Last updated: 2024 Jun 14

Historic Beginnings and Scenic Views

Morning
Start your Boston adventure with a delicious breakfast at Top of the Hub, offering panoramic views of the city. Afterward, head to the iconic Boston Common for a morning stroll and visit the nearby Public Garden to see the famous Swan Boats.
Afternoon
For lunch, enjoy the fresh seafood at Legal Sea Foods. Spend your afternoon exploring the historic Freedom Trail, visiting landmarks such as the USS Constitution and the Boston Tea Party Ships & Museum.
Evening
Dine at the elegant No. 9 Park for a memorable dinner. Cap off the evening with a relaxing Boston Harbor Sunset Yacht Cruise, taking in the city's skyline from the water.
Bedtime
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Cultural and Culinary Delights

Morning
Start with a guided tour of the world-renowned Massachusetts Institute of Technology (MIT). Afterward, indulge in a delicious donut tour with tastings at Guided Delicious Donut Tour with Tastings.
Afternoon
Enjoy a lunch at Row 34, known for its oysters and seafood. Spend your afternoon exploring the vibrant Fenway Park on a guided tour with options.
Evening
For dinner, savor the flavors at Toro, offering a menu of Spanish-inspired dishes. Conclude your day with a visit to the lively Fenway area, exploring its bars and entertainment venues.
Bedtime
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Harvard and Cambridge Exploration

Morning
Embark on a guided walking tour of the prestigious Harvard University, including a visit to Harvard Square and the John Harvard Statue. Enjoy a delightful breakfast at Giacomo's Ristorante in the heart of historic Cambridge.
Afternoon
After the tour, take a leisurely walk to the nearby Massachusetts Institute of Technology (MIT) and explore the campus on your own. For lunch, head to Craigie on Main for a memorable dining experience.
Evening
Return to Boston and spend your evening exploring the trendy Kendall Square, known for its innovative dining and vibrant nightlife. Enjoy dinner at Eastern Standard Kitchen & Drinks, a classic brasserie with a modern twist.
Bedtime
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Aquatic Wonders and Market Treasures

Morning
Begin your day with a visit to the New England Aquarium, where you can explore the vibrant marine life. Grab a quick breakfast at Neptune Oyster, known for its fresh seafood and oyster bar.
Afternoon
Stroll through the Quincy Market and Faneuil Hall Marketplace, where you can enjoy a variety of shops and eateries. For lunch, try the famous lobster roll at Maine-ly Sandwiches.
Evening
Dine at Mamma Maria, an intimate Italian restaurant in the historic North End. Cap off the evening with a guided Boston Night Tour to explore the city's landmarks under the night sky.
Bedtime
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Salem's Spooky Attractions and Haunted History

Morning
Take a day trip to nearby Salem and start with the Salem Witch Museum Admission Ticket. Afterward, enjoy a breakfast at Santarpio's Pizza, a local favorite known for its thin-crust pizza.
Afternoon
Explore the Salem Witch Trials Sites and the House of the Seven Gables. For lunch, indulge in the Italian cuisine at Galleria Umberto.
Evening
Dine at Tony & Elaine's, a retro-style restaurant serving classic Italian-American dishes. Conclude your day with the Salem Night Tour Haunt and History Guided Night Tour, delving into the city's mysterious past.
Bedtime
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Colonial History and Scenic Views

Morning
Start with a hearty breakfast at Myers + Chang, offering a fusion of Asian flavors. Then, embark on a guided walking tour of the Freedom Trail, visiting sites such as the Paul Revere House and the Granary Burying Ground.
Afternoon
Enjoy a lunch at Union Oyster House, the oldest restaurant in the US, known for its seafood and New England specialties. Spend your afternoon taking in the city's skyline from the Boston View Boston Observatory Entry Ticket.
Evening
Dine at O Ya, a contemporary Japanese restaurant offering innovative omakase menus. End your day with a leisurely stroll along the Charles River, enjoying the scenic views.
Bedtime
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Iconic Landmarks and Culinary Delights

Morning
Start your day with a visit to the Boston Fenway Park Guided Ballpark Tour with Options, home to the famous Red Sox. Enjoy a ballpark-style lunch at Sweet Cheeks Q, known for its barbecue dishes.
Afternoon
Explore the historic USS Constitution and the Bunker Hill Monument. For an afternoon pick-me-up, visit Flour Bakery + Cafe for their famous pastries and sandwiches.
Evening
Dine at Strip-T's Restaurant, a local favorite serving innovative American cuisine. Cap off the evening with a Boston Harbor Sunset Yacht Cruise, taking in the city's waterfront landmarks.
Bedtime
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Museums and Maritime History

Morning
Start with a visit to the JFK Presidential Library and Museum, exploring the life and legacy of President John F. Kennedy. Enjoy a breakfast at Mike's Pastry, a Boston institution known for its cannolis.
Afternoon
Explore the Isabella Stewart Gardner Museum, home to a world-class art collection. For lunch, head to Flour Bakery + Cafe for their delicious sandwiches and baked goods.
Evening
Dine at L'Espalier, a sophisticated French restaurant known for its elegant cuisine. Conclude your day with a Boston Harbor Dinner Cruise, enjoying a gourmet meal with stunning views.
Bedtime
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Historic Trails and Modern Sails

Morning
Embark on a small group Freedom Trail History Walking Tour, visiting key historic sites. Enjoy a breakfast at Flour Bakery + Cafe before setting out.
Afternoon
Have lunch at Craigie on Main, a celebrated spot for inventive American dishes. Spend your afternoon on the Boston Harbor Islands, exploring the natural and historic sites.
Evening
Dine at Menton, a fine dining restaurant offering elegant French cuisine. End your day with a Boston Harbor Sunset Yacht Cruise, taking in the city's skyline from the water.
Bedtime
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Revolutionary History and Scenic Strolls

Morning
Start with a visit to the Boston Tea Party Ships and Museum Interactive Tour, immersing yourself in the events that sparked the American Revolution. Enjoy a breakfast at Mike's Pastry, known for its delectable pastries.
Afternoon
Take a guided walking tour of the Freedom Trail, visiting sites such as the Paul Revere House and the Old North Church. For lunch, indulge in the Italian cuisine at Galleria Umberto.
Evening
Dine at Neptune Oyster, a popular spot for fresh seafood and oysters. Cap off the evening with a leisurely stroll through the charming North End, also known as Boston's "Little Italy."
Bedtime
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Final Day of Exploration and Farewells

Morning
Spend your final morning visiting the Harvard Museum of Natural History and the Peabody Museum of Archaeology and Ethnology in Cambridge. Enjoy a breakfast at Mamma Maria, an Italian restaurant in the heart of the North End.
Afternoon
Take a leisurely walk through the picturesque Longfellow House (Washington's Headquarters) and visit the MIT Museum to explore the world of science and technology. For lunch, savor the flavors at Oleana, offering a menu of creative Mediterranean dishes.
Evening
Dine at The Capital Grille, known for its dry-aged steaks and extensive wine selection. Reflect on your trip over a sumptuous meal before bidding farewell to Boston.
Bedtime
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