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Historical and Haunted Delights: 18-Day New England Adventure

Historical and Haunted Delights: 18-Day New England Adventure Itinerary

Last updated: 2024 Jun 14

Boston's Iconic Landmarks and Tasty Beginnings

Morning
Begin your Boston journey with a guided tour of the historic Fenway Park, home of the Red Sox. Afterward, enjoy a delightful breakfast at Silvertone Bar & Grill, known for its classic American fare and cozy atmosphere.
Afternoon
Spend your afternoon exploring the Faneuil Hall Marketplace and Quincy Market, where you can have lunch at one of the many food stalls offering a variety of cuisines. Then, take a leisurely stroll through the Boston Common, the oldest public park in the United States.
Evening
Dine at The Bell In Hand Tavern, one of the oldest taverns in the country, and enjoy the lively atmosphere. After dinner, take the Boston After Dark at View Boston Observatory (Adults Only) to see the city lights from above.
Bedtime
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Freedom Trail and Historical Pubs

Morning
Embark on a guided walking tour of the Freedom Trail, visiting significant historical sites such as the USS Constitution and the Paul Revere House. For breakfast, indulge in the delicious donuts of Boston on a Guided Delicious Donut Tour with Tastings.
Afternoon
Have lunch at Bukowski Tavern, known for its extensive beer selection and gourmet burgers. Afterward, continue your historical journey with a visit to the Boston Tea Party Ships & Museum and the Massachusetts State House.
Evening
Join a History Pub Crawl Tour Along the Freedom Trail and enjoy drinks and stories at some of Boston's most historic pubs. End the evening with dinner at The Tip Tap Room, offering a unique dining experience with a variety of steak and beer options.
Bedtime
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Boston Harbor and Waterfront Dining

Morning
Start your day with a refreshing morning cruise on the Boston Historical Sightseeing Cruise. Enjoy the views and learn about the city's maritime history. After the cruise, have breakfast at Rowes Wharf Bar, where you can enjoy a meal with a waterfront view.
Afternoon
Explore the Boston North End, also known as Little Italy, and have a traditional Italian lunch at one of the local restaurants. Afterward, visit the Longfellow House (Washington's Headquarters) and take a walk along the Charles River.
Evening
Dine at Bostonia Public House, located in a historic building with a modern American menu. After dinner, take a relaxing evening walk at the Boston View Boston Observatory Entry Ticket to enjoy the city lights.
Bedtime
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Cambridge and Harvard Exploration

Morning
Cross the river to Cambridge and start your day with a self-guided walking tour of the Harvard University campus. Have breakfast at Porters Bar and Grill, a local favorite with a diverse menu.
Afternoon
Visit the Massachusetts Institute of Technology (MIT) and explore the campus on a public tour. For lunch, try the innovative dishes at 4th Wall Restaurant & Bar. Afterward, take a walk in the Kendall Square area and visit the MIT Museum if you're interested in science and technology.
Evening
Head back to Boston and enjoy a relaxing dinner at Emmets, an Irish pub with a warm and welcoming atmosphere.
Bedtime
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Literary and Artistic Boston

Morning
Begin your day with a visit to the John Harvard Statue in Harvard Square, followed by a self-guided walking tour of the area. Enjoy breakfast at The White Bull Tavern, known for its literary-themed decor and hearty meals.
Afternoon
Immerse yourself in art and history at the Harvard Museum of Natural History. For lunch, head to French Quarter for a taste of New Orleans in the heart of Boston. Afterward, take a leisurely walk along the Cambridge Common.
Evening
Dine at Back Bay Social, where you can enjoy a variety of small plates and craft cocktails. End the evening with a visit to the Boos and Brews Haunted Pub Crawl in Salem, just a short drive from Boston.
Bedtime
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Spooky Salem and Haunted History

Morning
Begin your day with a hearty breakfast at The Black Rose in Boston before heading to Salem. Once in Salem, start with a guided walking tour of the Salem Night Tour Haunt and History, exploring the city's dark and mysterious past.
Afternoon
After the tour, have lunch at Solas Irish Pub and then visit the Salem Witch Museum to learn about the infamous Salem witch trials. Take some time to explore the Salem Ghosts, Witches, & Warlocks Guided Walking Tour and the unique shops in the area.
Evening
Enjoy a spooky dinner at Mr. Dooley's Boston back in Boston, and then return to Salem for the Salem Boos and Brews Haunted Pub Crawl, where you can enjoy drinks and more eerie tales.
Bedtime
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Zoo and Secret Food Tour

Morning
Spend your morning at the Franklin Park Zoo, enjoying the diverse animal exhibits. For breakfast, indulge in the hidden culinary gems of Boston on the Boston's North End Secret Food Tour.
Afternoon
After the zoo, take a walk through the Boston Public Garden and have a picnic lunch. Then, visit the Granary Burying Ground and other historic sites along the Freedom Trail.
Evening
Dine at Yard House, known for its extensive menu and great beer selection. End the evening with a visit to the Viper Room, a historic nightclub known for its live music performances.
Bedtime
Find amazing hotels in Boston.

Iconic Eats and Evening Entertainment

Morning
Start your day with a classic breakfast at Bleacher Bar, located under the bleachers of Fenway Park. After breakfast, take a guided tour of the Boston Tea Party Ships and Museum to learn about this important event in American history.
Afternoon
Enjoy a leisurely lunch at Five Horses Tavern - South End, known for its craft beer and comfort food. After lunch, take a ride on the Hop-on Hop-off Old Town Trolley Tour to explore more of the city's iconic landmarks at your own pace.
Evening
Dine at Rock & Rye American Bar, where you can enjoy a sophisticated meal and handcrafted cocktails. After dinner, catch a show or live performance at one of Boston's many entertainment venues.
Bedtime
Find amazing hotels in Boston.

Cultural Delights and River Views

Morning
Start your day with a visit to the Institute of Contemporary Art (ICA), where you can explore the latest in contemporary art. Enjoy breakfast with a view at the museum's Water Cafe, overlooking the Boston Harbor.
Afternoon
After the museum, take a walk along the Rose Kennedy Greenway and have lunch at 4th Wall Restaurant & Bar, known for its innovative cuisine. Spend the rest of the afternoon exploring the shops and boutiques in the Seaport District.
Evening
Dine at Porters Bar and Grill, a local favorite with a diverse menu. After dinner, take a relaxing evening cruise on the Charles River, enjoying the city lights from the water.
Bedtime
Find amazing hotels in Boston.

Park Strolls and Historic Pubs

Morning
Start your day with a walk through the Arnold Arboretum, one of the oldest public arboretums in North America. For breakfast, head to The White Bull Tavern, where you can enjoy a hearty meal in a historic setting.
Afternoon
After the arboretum, visit the Isabella Stewart Gardner Museum to admire its impressive collection. Have lunch at Bleacher Bar, located under the bleachers of Fenway Park, and then take a guided tour of the Fenway Park to learn about its rich history.
Evening
Dine at The Bell In Hand Tavern, one of the oldest taverns in the country, and enjoy the lively atmosphere. After dinner, take a History Pub Crawl Tour Along the Freedom Trail and explore some of Boston's most historic pubs.
Bedtime
Find amazing hotels in Boston.

Literary Landmarks and Evening Views

Morning
Start your day with a visit to the John F. Kennedy Presidential Library and Museum, where you can learn about the life and legacy of the 35th President of the United States. Enjoy breakfast at Silvertone Bar & Grill, known for its classic American fare and cozy atmosphere.
Afternoon
After the museum, take a walk through the South End, one of Boston's most vibrant neighborhoods. Have lunch at Five Horses Tavern - South End, known for its craft beer and comfort food. Spend the rest of the afternoon exploring the boutiques and galleries in the area.
Evening
Dine at Rock & Rye American Bar, where you can enjoy a sophisticated meal and handcrafted cocktails. After dinner, take a relaxing evening walk at the Boston View Boston Observatory Entry Ticket to enjoy the city lights.
Bedtime
Find amazing hotels in Boston.

Historic Highlights and Haunted Tales

Morning
Begin your day with a guided walking tour of the Freedom Trail, visiting significant historical sites such as the USS Constitution and the Paul Revere House. For breakfast, indulge in the delicious donuts of Boston on a Guided Delicious Donut Tour with Tastings.
Afternoon
Have lunch at Bukowski Tavern, known for its extensive beer selection and gourmet burgers. Afterward, continue your historical journey with a visit to the Boston Tea Party Ships & Museum and the Massachusetts State House.
Evening
Join a History Pub Crawl Tour Along the Freedom Trail and enjoy drinks and stories at some of Boston's most historic pubs. End the evening with a visit to the Boos and Brews Haunted Pub Crawl in Salem, just a short drive from Boston.
Bedtime
Find amazing hotels in Boston.

Literary and Artistic Boston

Morning
Begin your day with a visit to the John Harvard Statue in Harvard Square, followed by a self-guided walking tour of the area. Enjoy breakfast at The White Bull Tavern, known for its literary-themed decor and hearty meals.
Afternoon
Immerse yourself in art and history at the Harvard Museum of Natural History. For lunch, head to French Quarter for a taste of New Orleans in the heart of Boston. Afterward, take a leisurely walk along the Cambridge Common.
Evening
Dine at Back Bay Social, where you can enjoy a variety of small plates and craft cocktails. End the evening with a visit to the Boos and Brews Haunted Pub Crawl in Salem, just a short drive from Boston.
Bedtime
Find amazing hotels in Boston.

Zoo and Secret Food Tour

Morning
Spend your morning at the Franklin Park Zoo, enjoying the diverse animal exhibits. For breakfast, indulge in the hidden culinary gems of Boston on the Boston's North End Secret Food Tour.
Afternoon
After the zoo, take a walk through the Boston Public Garden and have a picnic lunch. Then, visit the Granary Burying Ground and other historic sites along the Freedom Trail.
Evening
Dine at Yard House, known for its extensive menu and great beer selection. End the evening with a visit to the Viper Room, a historic nightclub known for its live music performances.
Bedtime
Find amazing hotels in Boston.

Iconic Eats and Evening Entertainment

Morning
Start your day with a classic breakfast at Bleacher Bar, located under the bleachers of Fenway Park. After breakfast, take a guided tour of the Boston Tea Party Ships and Museum to learn about this important event in American history.
Afternoon
Enjoy a leisurely lunch at Five Horses Tavern - South End, known for its craft beer and comfort food. After lunch, take a ride on the Hop-on Hop-off Old Town Trolley Tour to explore more of the city's iconic landmarks at your own pace.
Evening
Dine at Rock & Rye American Bar, where you can enjoy a sophisticated meal and handcrafted cocktails. After dinner, catch a show or live performance at one of Boston's many entertainment venues.
Bedtime
Find amazing hotels in Boston.

Cultural Delights and River Views

Morning
Start your day with a visit to the Institute of Contemporary Art (ICA), where you can explore the latest in contemporary art. Enjoy breakfast with a view at the museum's Water Cafe, overlooking the Boston Harbor.
Afternoon
After the museum, take a walk along the Rose Kennedy Greenway and have lunch at 4th Wall Restaurant & Bar, known for its innovative cuisine. Spend the rest of the afternoon exploring the shops and boutiques in the Seaport District.
Evening
Dine at Porters Bar and Grill, a local favorite with a diverse menu. After dinner, take a relaxing evening cruise on the Charles River, enjoying the city lights from the water.
Bedtime
Find amazing hotels in Boston.

Park Strolls and Historic Pubs

Morning
Start your day with a walk through the Arnold Arboretum, one of the oldest public arboretums in North America. For breakfast, head to The White Bull Tavern, where you can enjoy a hearty meal in a historic setting.
Afternoon
After the arboretum, visit the Isabella Stewart Gardner Museum to admire its impressive collection. Have lunch at Bleacher Bar, located under the bleachers of Fenway Park, and then take a guided tour of the Fenway Park to learn about its rich history.
Evening
Dine at The Bell In Hand Tavern, one of the oldest taverns in the country, and enjoy the lively atmosphere. After dinner, take a History Pub Crawl Tour Along the Freedom Trail and explore some of Boston's most historic pubs.
Bedtime
Find amazing hotels in Boston.

Literary Landmarks and Evening Views

Morning
Start your day with a visit to the John F. Kennedy Presidential Library and Museum, where you can learn about the life and legacy of the 35th President of the United States. Enjoy breakfast at Silvertone Bar & Grill, known for its classic American fare and cozy atmosphere.
Afternoon
After the museum, take a walk through the South End, one of Boston's most vibrant neighborhoods. Have lunch at Five Horses Tavern - South End, known for its craft beer and comfort food. Spend the rest of the afternoon exploring the boutiques and galleries in the area.
Evening
Dine at Rock & Rye American Bar, where you can enjoy a sophisticated meal and handcrafted cocktails. After dinner, take a relaxing evening walk at the Boston View Boston Observatory Entry Ticket to enjoy the city lights.
Bedtime
Find amazing hotels in Boston.

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