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10 Days of Boston Adventures

10 Days of Boston Adventures Itinerary

Last updated: 2024 Jun 30

Historic Boston Unveiled

Morning
Start your Boston adventure with a visit to the iconic Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States. It's a perfect way to get acquainted with the city's rich past. Afterward, head over to Tatte Bakery & Cafe for a delightful breakfast with freshly baked pastries and coffee.
Afternoon
In the afternoon, explore Boston Common, America's oldest public park. Take a leisurely stroll and enjoy the beautiful scenery. Then, join the Boston: Freedom Trail Small Group History Walking Tour for an in-depth look at the landmarks along this historic route. For lunch, stop by Union Oyster House, one of America's oldest restaurants, for some classic New England seafood.
Evening
As evening approaches, make your way to Faneuil Hall Marketplace, a vibrant marketplace with shops, eateries, and street performers. It's an excellent spot for dinner at Durgin-Park Restaurant, where you can savor traditional New England fare. End your day with a relaxing stroll along the waterfront.
Bedtime
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Cultural Gems and Scenic Views

Morning
Begin your day with a visit to Museum of Science Boston. This highly interactive museum offers fascinating exhibits on science and technology that are sure to captivate visitors of all ages. Enjoy breakfast at The Friendly Toast, known for its creative menu and quirky decor.
Afternoon
After exploring the museum, head over to Cambridge Common in nearby Cambridge for some fresh air and relaxation. Then take part in the insightful Cambridge: Harvard University Student-Guided Walking Tour, which provides an insider's view of one of the world's most prestigious universities. For lunch, dine at Harvest, offering farm-to-table dishes in Harvard Square.
Evening
Return to Boston and visit Back Bay, an architecturally stunning neighborhood filled with Victorian brownstones and chic boutiques. Enjoy dinner at Atlantic Fish Company, famous for its fresh seafood dishes. Conclude your evening with a scenic cruise on the Charles River by joining the Boston: Charles River Sightseeing Cruise.
Bedtime
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Academic Insights and Revolutionary Tales

Morning
Kick off your third day by visiting two renowned academic institutions starting with MIT's campus in Cambridge. Explore its innovative environment before heading to the fascinating exhibits at MIT Museum. Grab breakfast at nearby cafe Flour Bakery + Cafe known for its delicious pastries.
Afternoon
In the afternoon, delve into American history at Harvard University by visiting iconic spots like Harvard Yard and taking photos with the famous statue of John Harvard (John Harvard Statue). Participate in another engaging tour - this time it's all about revolutionary tales on the self-guided tour:  Boston: Freedom Trail Self-Guided Walking Audio Tour. Have lunch at Legal Sea Foods in Cambridge before returning back into town.
Evening
Wrap up Day 3 exploring more historical landmarks such as Paul Revere House (Paul Revere House) followed by dinner reservations made ahead-of-time at The Capital Grille offering upscale dining experience perfect after long-day sightseeing! Cap-off night attending live performance held within historic venue Symphony Hall (if available) or simply unwind back hotel reflecting upon memorable experiences thus far.
Bedtime
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Architectural Marvels and Historic Taverns

Morning
Start your day with a visit to Copley Square, an architectural gem in Boston. Here, you can admire the beautiful Trinity Church and the Boston Public Library. Enjoy breakfast at The Courtyard Restaurant located inside the library for a unique dining experience.
Afternoon
In the afternoon, explore the historic Old South Meeting House, where pivotal events leading up to the American Revolution took place. Afterward, join the Boston: Historical Sightseeing Cruise for a relaxing tour that offers stunning views of Boston's skyline and waterfront landmarks. For lunch, head to Neptune Oyster in the North End for some of the best seafood in town.
Evening
As evening falls, dive into Boston's vibrant nightlife with the Boston: History Pub Crawl Tour Along the Freedom Trail. This tour combines history with visits to some of Boston's oldest taverns. End your day with dinner at Union Oyster House, one of America's oldest restaurants, offering traditional New England fare.
Bedtime
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Revolutionary Relics and Scenic Cruises

Morning
Begin your morning at Bunker Hill Monument, a significant site from the Revolutionary War. Climb to the top for panoramic views of Boston. Afterward, enjoy breakfast at The Paramount, known for its hearty breakfasts and casual atmosphere.
Afternoon
Next, visit Charlestown Navy Yard where you can explore historic ships like USS Constitution ('Old Ironsides'). Then embark on an insightful tour:  Boston: Guided Walking Tour of The Freedom Trail. For lunch head over towards Quincy Market sampling various cuisines available within food court area!
Evening
Conclude Day 5 by joining sunset cruise aboard luxurious yacht departing Rowes Wharf partaking in serene experience offered through  Boston: Harbor Sunset Yacht Cruise. Dine afterwards nearby Legal Harborside enjoying fresh seafood while overlooking picturesque harbor views.
Bedtime
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Academic Insights and Revolutionary Tales

Morning
Kick off your third day by visiting two renowned academic institutions starting with MIT's campus in Cambridge. Explore its innovative environment before heading to fascinating exhibits at  MIT Museum. Grab breakfast nearby cafe Flour Bakery + Cafe known delicious pastries.
Afternoon
In afternoon delve into American history Harvard University visiting iconic spots like Harvard Yard taking photos famous statue John Harvard (John Harvard Statue). Participate another engaging tour this time all about revolutionary tales self-guided tour:  Boston: Freedom Trail Self-Guided Walking Audio Tour. Have lunch Legal Sea Foods Cambridge before returning back into town.
Evening
Wrap up Day 3 exploring more historical landmarks such as Paul Revere House (Paul Revere House) followed by dinner reservations made ahead-of-time Capital Grille offering upscale dining experience perfect after long-day sightseeing! Cap-off night attending live performance held within historic venue Symphony Hall (if available) or simply unwind back hotel reflecting upon memorable experiences thus far.
Bedtime
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Exploring Cambridge and Harvard

Morning
Start your day with a visit to Harvard University, one of the most prestigious universities in the world. Take a stroll through Harvard Yard and soak in the academic atmosphere. For breakfast, head to Tatte Bakery & Cafe, known for its delicious pastries and coffee.
Afternoon
In the afternoon, explore Harvard Square, a bustling area filled with shops, cafes, and street performers. Join the Cambridge: Harvard University Student-Guided Walking Tour for an insider's view of the campus. For lunch, dine at Beat Brasserie, offering a unique blend of American cuisine and live music.
Evening
As evening approaches, visit the Harvard Museum of Natural History to see fascinating exhibits on natural history. End your day with dinner at Forage, a farm-to-table restaurant known for its seasonal dishes.
Bedtime
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Historic Boston Landmarks

Morning
Boston Common is your first stop today. This historic park is perfect for a morning stroll. Enjoy breakfast at The Thinking Cup, which offers excellent coffee and pastries.
Afternoon
Massachusetts State House is next on your list. Take a guided tour to learn about its history and architecture. Afterward, join the Boston: Freedom Trail Small Group History Walking Tour to delve deeper into Boston's revolutionary past. For lunch, head to Union Oyster House for some classic New England seafood.
Evening
Boston Tea Party Ships & Museum is an interactive experience that brings history to life. End your day with dinner at The Barking Crab, known for its seafood dishes and waterfront views.
Bedtime
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Artistic Boston and Scenic Views

Morning
Museum of Fine Arts Boston is your first destination today. Explore its extensive collection of art from around the world. Enjoy breakfast at Flour Bakery + Cafe, located nearby.
Afternoon
Isabella Stewart Gardner Museum offers a unique art experience with its stunning collection housed in a Venetian-style palace. Afterward, join the Boston: Charles River Sightseeing Cruise for beautiful views of Boston from the water. For lunch, dine at Sam LaGrassa's, famous for its sandwiches.
Evening
Skywalk Observatory provides breathtaking views of Boston's skyline as you watch the sunset over the cityscape! Conclude Day 9 by dining within Top Of The Hub restaurant offering panoramic vistas alongside delectable cuisine making it memorable night indeed!
Bedtime
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Farewell to Boston with Scenic Beauty

Morning
Begin your final day in Boston with a visit to the serene Boston Public Garden. Take a leisurely stroll through the beautifully landscaped gardens and perhaps enjoy a swan boat ride on the lagoon. For breakfast, stop by The Thinking Cup, which offers excellent coffee and pastries.
Afternoon
In the afternoon, explore Beacon Hill, one of Boston's most picturesque neighborhoods. Wander through its charming streets lined with historic brick homes and gas lamps. Join the Boston: History Pub Crawl Tour Along the Freedom Trail for an engaging mix of history and local taverns. For lunch, head to 75 Chestnut, known for its cozy atmosphere and delicious American cuisine.
Evening
As evening approaches, make your way to 200 Clarendon (John Hancock Tower) for breathtaking views of Boston's skyline from the Skywalk Observatory. End your day with a memorable dinner at Mamma Maria, an upscale Italian restaurant in the North End, offering exquisite dishes and a warm ambiance.
Bedtime
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