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Ultimate 2-Week Boston and Beyond Adventure Itinerary
Last updated: 2024 Jun 14Historic Boston Beginnings
Morning
Start your journey with a delightful breakfast at Mike's Pastry, known for its mouthwatering pastries. Afterward, immerse yourself in history with a visit to the Boston Tea Party Ships & Museum.
Afternoon
For lunch, savor the fresh seafood at Legal Sea Foods. Then, continue your historical exploration with a walk along the Freedom Trail, visiting iconic sites like the Massachusetts State House and the Old North Church.
Evening
Enjoy a scenic dinner at Top of the Hub, offering panoramic views of the city. End your day with a Boston Harbor Sunset Cruise.
Bedtime
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Harbor and Skyline Splendors
Morning
Indulge in a delicious breakfast at Neptune Oyster, known for its fantastic seafood. Then, set sail on a Boston Harbor Champagne Sunset Sail.
Afternoon
For lunch, experience a unique dining cruise with Buffet Lunch or Dinner Cruise on Boston Harbor. Afterward, visit the historic USS Constitution and the Bunker Hill Monument.
Evening
Enjoy a relaxed dinner at Union Oyster House, the oldest operating restaurant in the U.S. Then, take a Boston Harbor Sunset Yacht Cruise.
Bedtime
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Literary and Artistic Charms
Morning
Start your day with a delightful breakfast at Mamma Maria, known for its authentic Italian cuisine. Then, explore the Isabella Stewart Gardner Museum.
Afternoon
For lunch, enjoy a culinary experience at Oleana, offering innovative Mediterranean dishes. Spend the afternoon at the Museum of Fine Arts.
Evening
Dine at the elegant L'Espalier, known for its French-inspired cuisine. Conclude your day with a leisurely walk in the Boston Public Garden.
Bedtime
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Innovative MIT and Harvard
Morning
Enjoy a hearty breakfast at Toro, known for its Spanish tapas. Embark on a Massachusetts Institute of Technology Public Tour.
Afternoon
For lunch, savor the flavors of the Mediterranean at Oleana. Explore the Harvard University campus on a guided tour.
Evening
Dine at the iconic No. 9 Park, offering a sophisticated dining experience. Take a leisurely walk in Harvard Square.
Bedtime
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Revolutionary Salem
Morning
Start your day with a delicious breakfast at Neptune Oyster. Then, take a trip to Salem and visit the Salem Witch Museum.
Afternoon
Enjoy a seafood lunch at Toro. Explore the Peabody Essex Museum and take a Salem Boos and Brews Haunted Pub Crawl.
Evening
Dine at Top of the Hub and enjoy the city views. Conclude your day with a Salem Night Tour Haunt and History Guided Night Tour.
Bedtime
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Whales and Fenway Park
Morning
Start your day with a breakfast at Neptune Oyster. Then, embark on a thrilling Boston Whale Watching Catamaran Cruise.
Afternoon
Enjoy a seafood lunch at Neptune Oyster. Visit the iconic Fenway Park for a guided tour.
Evening
Dine at Neptune Oyster and savor their renowned seafood. Spend the evening exploring the vibrant North End.
Bedtime
Find amazing hotels in Boston.
Maritime and Culinary Delights
Morning
Start your day with a breakfast at Neptune Oyster. Then, set sail on a Boston Harbor Sunset Cruise.
Afternoon
Enjoy a seafood lunch at Neptune Oyster. Visit the New England Aquarium.
Evening
Dine at the historic Union Oyster House. Conclude your day with a Boston Harbor Sunset Yacht Cruise.
Bedtime
Find amazing hotels in Boston.
Historic and Haunted Boston
Morning
Start your day with a breakfast at Mike's Pastry. Then, take a Boston Freedom Trail Small Group History Walking Tour.
Afternoon
For lunch, enjoy a classic New England meal at Union Oyster House. Explore the Granary Burying Ground and the King's Chapel.
Evening
Dine at Mamma Maria and savor their authentic Italian cuisine. Conclude your day with a Boston History Pub Crawl Tour Along the Freedom Trail.
Bedtime
Find amazing hotels in Boston.
Literary and Culinary Boston
Morning
Start your day with a breakfast at Mamma Maria. Then, visit the Boston Public Library.
Afternoon
For lunch, enjoy a culinary experience at Oleana. Explore the Brattle Book Shop and the Massachusetts State House.
Evening
Dine at the iconic No. 9 Park. Conclude your day with a Boston Tea Party Ships and Museum Interactive Tour.
Bedtime
Find amazing hotels in Boston.
Innovative MIT and Harvard
Morning
Enjoy a hearty breakfast at Toro, known for its Spanish tapas. Embark on a Massachusetts Institute of Technology Public Tour.
Afternoon
For lunch, savor the flavors of the Mediterranean at Oleana. Explore the Harvard University campus on a guided tour.
Evening
Dine at the iconic No. 9 Park, offering a sophisticated dining experience. Take a leisurely walk in Harvard Square.
Bedtime
Find amazing hotels in Boston.
Revolutionary Salem
Morning
Start your day with a delicious breakfast at Neptune Oyster. Then, take a trip to Salem and visit the Salem Witch Museum.
Afternoon
Enjoy a seafood lunch at Toro. Explore the Peabody Essex Museum and take a Salem Boos and Brews Haunted Pub Crawl.
Evening
Dine at Top of the Hub and enjoy the city views. Conclude your day with a Salem Night Tour Haunt and History Guided Night Tour.
Bedtime
Find amazing hotels in Boston.
Whales and Fenway Park
Morning
Start your day with a breakfast at Neptune Oyster. Then, embark on a thrilling Boston Whale Watching Catamaran Cruise.
Afternoon
Enjoy a seafood lunch at Neptune Oyster. Visit the iconic Fenway Park for a guided tour.
Evening
Dine at Neptune Oyster and savor their renowned seafood. Spend the evening exploring the vibrant North End.
Bedtime
Find amazing hotels in Boston.
Maritime and Culinary Delights
Morning
Start your day with a breakfast at Neptune Oyster. Then, set sail on a Boston Harbor Sunset Cruise.
Afternoon
Enjoy a seafood lunch at Neptune Oyster. Visit the New England Aquarium.
Evening
Dine at the historic Union Oyster House. Conclude your day with a Boston Harbor Sunset Yacht Cruise.
Bedtime
Find amazing hotels in Boston.
Historic and Haunted Boston
Morning
Start your day with a breakfast at Mike's Pastry. Then, take a Boston Freedom Trail Small Group History Walking Tour.
Afternoon
For lunch, enjoy a classic New England meal at Union Oyster House. Explore the Granary Burying Ground and the King's Chapel.
Evening
Dine at Mamma Maria and savor their authentic Italian cuisine. Conclude your day with a Boston History Pub Crawl Tour Along the Freedom Trail.
Bedtime
Find amazing hotels in Boston.
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