Ultimate 17-Day Boston and Beyond Adventure Itinerary

Enjoy a classic American breakfast at The Bell In Hand Tavern, the oldest tavern in the United States. Post-breakfast, embark on a guided Freedom Trail Walking Tour to visit 16 historical sites that played a crucial role in the American Revolution, including the Boston Tea Party Ships & Museum and the USS Constitution ("Old Ironsides").

For lunch, head to The Black Rose, an authentic Irish pub, and indulge in their hearty fare. Afterward, continue your historical journey with a visit to the Paul Revere House and the nearby Old North Church, where the famous "One if by land, and two if by sea" signal was given.

Experience the vibrant atmosphere and delectable cuisine of the North End, Boston's "Little Italy." Enjoy a guided Boston's North End Secret Food Tour, sampling a variety of Italian dishes and learning about the neighborhood's rich history and culture.

Start your day with a visit to the prestigious Harvard University in nearby Cambridge. Explore the campus on your own or join a Harvard University Student-Guided Walking Tour to gain insights into the university's history and student life. Afterward, take a leisurely walk around the charming Harvard Square and grab a coffee at one of the local cafes.

Enjoy a delightful lunch at Cheers, the famous bar from the TV show "Cheers," where everybody knows your name. Post-lunch, head to the Massachusetts Institute of Technology (MIT) and visit the MIT Museum to explore the cutting-edge research and innovation for which MIT is renowned.

For dinner, experience the elegant ambiance and exquisite cuisine of Yvonne's, located in a historic space with a speakeasy vibe. Afterward, if you're in the mood for some entertainment, catch a live performance at a local venue or enjoy a leisurely evening walk along the Charles River.

Fuel up for the day with a breakfast at The Tip Tap Room, known for its diverse beer selection and delicious food. After breakfast, immerse yourself in the history of America's favorite pastime with a guided Boston Fenway Park Guided Ballpark Tour with Options. Explore the legendary stadium and learn about its storied past.

Enjoy a post-tour lunch at 4th Wall Restaurant & Bar, a hidden gem with a creative menu. Afterward, if you're a beer enthusiast, take a short trip to the Samuel Adams Brewery for a fun and informative brewery tour, where you can learn about the beer-making process and sample some of their finest brews.

Dine at Bukowski Tavern, a laid-back spot with a great beer selection and a menu featuring gourmet burgers and other pub fare. After dinner, if you're up for some more beer exploration, visit some local craft breweries in the area or enjoy the nightlife in the lively Fenway neighborhood.

Start your day with a gourmet brunch cruise on the Boston Harbor, enjoying the stunning views and delicious food on the Boston Harbor Gourmet Brunch Cruise. After the cruise, hop on the Hop-on Hop-off Old Town Trolley Tour to get an overview of the city's major attractions and decide where you'd like to explore further later in the day.

For lunch, visit Porters Bar and Grill, a local favorite with a relaxed atmosphere and a menu featuring comfort food classics. Afterward, if you're a fan of the supernatural, join the Boston Ghosts and Gravestones Tour to explore the city's darker history and visit some of its most haunted locations.

Dine at Silvertone Bar & Grill, known for its cool vibe and a menu that includes a variety of comfort food dishes. After dinner, if you're still in the mood for some spooky fun, consider joining a Salem Ghosts, Witches, & Warlocks Guided Walking Tour in nearby Salem, known for its witch trials and paranormal activity.

Begin your day with a visit to the Longfellow House (Washington's Headquarters) in nearby Cambridge, the former home of poet Henry Wadsworth Longfellow. Explore the historic house and the beautiful gardens, and then take a walk along the picturesque Charles River.

Enjoy a leisurely lunch at Emmets, an Irish pub with a warm and welcoming atmosphere. Afterward, visit the John Harvard Statue in Harvard Yard and then explore the Harvard Museum of Natural History, which houses a fascinating collection of exhibits, including the famous Glass Flowers.

Dine at The White Bull Tavern, a cozy spot with a menu featuring both traditional and modern dishes. After dinner, take a romantic evening stroll through the Boston Harborwalk, enjoying the sea breeze and the glittering lights of the city.

Start your day with a visit to the Institute of Contemporary Art (ICA), where you can explore the cutting-edge contemporary art exhibitions and enjoy the stunning waterfront views. Afterward, grab a quick breakfast at French Quarter, known for its New Orleans-inspired cuisine.

For lunch, head to Mr. Dooley's Boston, an authentic Irish pub with a lively atmosphere and a menu featuring classic pub fare. Afterward, spend your afternoon exploring the vibrant South End neighborhood, known for its beautiful brownstone architecture, art galleries, and boutiques.

Dine at Rock & Rye American Bar, a stylish spot with a menu that celebrates American culinary traditions. After dinner, enjoy a live performance at a local music venue or catch a show at one of the city's theaters. If you're in the mood for some late-night fun, head to a nearby bar or lounge for drinks and entertainment.

Take a day trip to the historic city of Salem, known for its witch trials and maritime history. Start your day with a visit to the Peabody Essex Museum, which features a diverse collection of art and cultural artifacts. Afterward, explore the Salem Maritime National Historic Site and the nearby shops and cafes in the charming downtown area.

Enjoy a leisurely lunch at Solas Irish Pub, a cozy spot with a menu featuring Irish and American favorites. After lunch, immerse yourself in the spooky side of Salem with a Salem Ghosts, Witches, & Warlocks Guided Walking Tour or a Salem Night Tour Haunt and History Guided Night Tour. Alternatively, if you prefer a more lighthearted experience, join the Salem Boos and Brews Haunted Pub Crawl to visit some of the city's most haunted pubs.

Dine at Birch Bar, a sophisticated spot with a menu that highlights seasonal and local ingredients. After dinner, take a relaxing stroll through the Salem Common or enjoy a drink at a local bar before heading back to Boston.

Begin your day with a visit to the Massachusetts Institute of Technology (MIT) in Cambridge. Explore the campus on your own or join a Massachusetts Institute of Technology Public Tour to learn about the institution's groundbreaking research and innovative spirit. Afterward, take a walk around the vibrant Kendall Square and grab a coffee at one of the local cafes.

Enjoy a delightful lunch at 21st Amendment, a restaurant with a diverse menu and a relaxed atmosphere. Post-lunch, visit the MIT Museum to explore the intersection of art, science, and technology. Spend the rest of the afternoon browsing the unique shops and boutiques in the area.

Dine at Yvonne's, a restaurant housed in a historic space with a speakeasy vibe. Enjoy their innovative menu and the elegant ambiance. After dinner, if you're in the mood for some entertainment, catch a live performance at a local theater or music venue.

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. Afterward, enjoy a leisurely breakfast at Emmets, an Irish pub known for its warm and welcoming atmosphere.

For lunch, head to Porters Bar and Grill, a local favorite with a relaxed vibe and a menu featuring classic American dishes. Afterward, take a scenic drive along the South Shore, enjoying the coastal views and the charming seaside towns.

Dine at The White Bull Tavern, a cozy spot with a menu that celebrates both traditional and modern dishes. After dinner, take a romantic evening walk along the Boston Harborwalk, enjoying the sea breeze and the glittering lights of the city.

Begin your day with a visit to the Isabella Stewart Gardner Museum, where you can explore the beautiful courtyard and the eclectic art collection. Afterward, grab a quick breakfast at French Quarter, known for its New Orleans-inspired cuisine.

For lunch, head to Mr. Dooley's Boston, an authentic Irish pub with a lively atmosphere and a menu featuring classic pub fare. Afterward, spend your afternoon exploring the vibrant South End neighborhood, known for its beautiful brownstone architecture, art galleries, and boutiques.

Dine at Rock & Rye American Bar, a stylish spot with a menu that celebrates American culinary traditions. After dinner, enjoy a live performance at a local music venue or catch a show at one of the city's theaters. If you're in the mood for some late-night fun, head to a nearby bar or lounge for drinks and entertainment.

Take a day trip to the picturesque Cape Cod. Enjoy the scenic drive and make your way to the Cape Cod National Seashore, where you can take a leisurely walk on the beach and breathe in the fresh ocean air. Alternatively, if you're a history buff, visit the John F. Kennedy Hyannis Museum to learn about the Kennedy family's connection to the area.

Enjoy a classic Cape Cod lunch at The Black Rose, an authentic Irish pub with a menu featuring both traditional Irish dishes and American favorites. Afterward, explore the charming town of Provincetown, known for its art galleries, unique shops, and vibrant LGBTQ+ community.

Dine at Birch Bar, a sophisticated spot with a menu that highlights seasonal and local ingredients. After dinner, take a relaxing stroll through the Salem Common or enjoy a drink at a local bar before heading back to Boston.

Begin your day with a visit to the Boston Tea Party Ships and Museum Interactive Tour, where you can experience the famous event that helped spark the American Revolution. Afterward, enjoy a classic American breakfast at The Bell In Hand Tavern, the oldest tavern in the United States.

For lunch, head to The Black Rose, an authentic Irish pub with a lively atmosphere and a menu featuring classic pub fare. Afterward, continue your historical journey with a visit to the Granary Burying Ground, the final resting place of many prominent figures from the Revolutionary era, including Paul Revere and John Hancock.

Dine at Yvonne's, a restaurant housed in a historic space with a speakeasy vibe. Enjoy their innovative menu and the elegant ambiance. After dinner, if you're in the mood for some entertainment, catch a live performance at a local theater or music venue.

Start your day with a visit to the Samuel Adams Brewery for a fun and informative brewery tour. Learn about the beer-making process and sample some of their finest brews. After the tour, enjoy a casual breakfast at Cheers, the famous bar from the TV show "Cheers," where everybody knows your name.

For lunch, head to Bukowski Tavern, a laid-back spot with a great beer selection and a menu featuring gourmet burgers and other pub fare. Afterward, spend your afternoon exploring the local craft beer scene, visiting some of the city's best breweries and beer bars.

Dine at Row 34, a celebrated seafood spot, and savor the freshest catches. Cap off the evening with a visit to Boston After Dark at View Boston Observatory (Adults Only), where you can enjoy panoramic views of the city while sipping on a cocktail.

Start your day with a visit to the Samuel Adams Brewery for a fun and informative brewery tour. Learn about the beer-making process and sample some of their finest brews. After the tour, enjoy a casual breakfast at Cheers, the famous bar from the TV show "Cheers," where everybody knows your name.

For lunch, head to Bukowski Tavern, a laid-back spot with a great beer selection and a menu featuring gourmet burgers and other pub fare. Afterward, spend your afternoon exploring the local craft beer scene, visiting some of the city's best breweries and beer bars.

Dine at Row 34, a celebrated seafood spot, and savor the freshest catches. Cap off the evening with a visit to Boston After Dark at View Boston Observatory (Adults Only), where you can enjoy panoramic views of the city while sipping on a cocktail.

Start your day with a visit to the Samuel Adams Brewery for a fun and informative brewery tour. Learn about the beer-making process and sample some of their finest brews. After the tour, enjoy a casual breakfast at Cheers, the famous bar from the TV show "Cheers," where everybody knows your name.

For lunch, head to Bukowski Tavern, a laid-back spot with a great beer selection and a menu featuring gourmet burgers and other pub fare. Afterward, spend your afternoon exploring the local craft beer scene, visiting some of the city's best breweries and beer bars.

Dine at Row 34, a celebrated seafood spot, and savor the freshest catches. Cap off the evening with a visit to Boston After Dark at View Boston Observatory (Adults Only), where you can enjoy panoramic views of the city while sipping on a cocktail.

Start your day with a visit to the Samuel Adams Brewery for a fun and informative brewery tour. Learn about the beer-making process and sample some of their finest brews. After the tour, enjoy a casual breakfast at Cheers, the famous bar from the TV show "Cheers," where everybody knows your name.

For lunch, head to Bukowski Tavern, a laid-back spot with a great beer selection and a menu featuring gourmet burgers and other pub fare. Afterward, spend your afternoon exploring the local