New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
Ultimate 11-Day Boston and Beyond Adventure Itinerary
Last updated: 2024 Jun 14Historic Beginnings and Modern Marvels
Morning
Start your Boston journey with a hearty breakfast at Lincoln Tavern & Restaurant, known for its delicious brunch. Afterward, immerse yourself in history with a Guided Walking Tour of the Freedom Trail. This 90-minute walk will take you to 16 historical sites, including the Massachusetts State House and the Paul Revere House.
Afternoon
For lunch, head to Bukowski Tavern for their famous burgers and extensive beer selection. Post-lunch, enjoy a leisurely Hop-on Hop-off Old Town Trolley Tour to get an overview of the city's top attractions, with the flexibility to explore points of interest at your own pace.
Evening
Dine at Five Horses Tavern - South End, offering a cozy atmosphere and a menu featuring a variety of comfort foods. Cap off the evening with a Boston Harbor Sunset Yacht Cruise, where you can enjoy stunning views of the city skyline and harbor landmarks.
Bedtime
Find amazing hotels in Boston.
Popular
Boston Guided Walking Tour of the Freedom Trail
click to access prices
Popular
Boston Hop-on Hop-off Old Town Trolley Tour
click to access prices
Popular
Boston Harbor Sunset Yacht Cruise
click to access prices
Seafaring History and Aquarium Wonders
Morning
Enjoy breakfast at The Black Rose, an iconic Irish pub, before embarking on a morning visit to the USS Constitution, the world's oldest commissioned warship afloat. Explore the nearby Boston Tea Party Ships & Museum to delve into the famous event that sparked the American Revolution.
Afternoon
Savor a seafood lunch at 21st Amendment, known for its fresh catches. Spend your afternoon at the New England Aquarium Skip-the-Line Entry Ticket, where you can marvel at a wide range of marine life, including the majestic sea turtles and playful penguins.
Evening
For dinner, experience the vibrant atmosphere of Quincy Market [1226], offering a variety of dining options. Later, take the After Dark at View Boston Observatory (Adults Only) to enjoy a unique, adults-only perspective of the city lights.
Bedtime
Find amazing hotels in Boston.
Popular
Chengdu Giant Panda Breeding Research Base Ticket
click to access prices
Popular
Boston Tea Party Ships & Museum
click to access prices
Popular
Boston New England Aquarium Skip-the-Line Entry Ticket
click to access prices
Popular
Boston After Dark at View Boston Observatory (Adults Only)
click to access prices
Academic Ambiance and Cultural Delights
Morning
Start your morning with a visit to the prestigious Harvard University in nearby Cambridge. Afterward, have breakfast at The Tip Tap Room, known for its diverse menu and craft beer selection.
Afternoon
Explore the Harvard Square and its surroundings, including the Harvard Museum of Natural History and the serene Cambridge Common. For lunch, head to Tavern in the Square for a casual dining experience.
Evening
Return to Boston and spend your evening at the Holiday Sights and Festive Nights Trolley Tour, immersing yourself in the seasonal decorations and lights while enjoying onboard narration about the city's holiday history.
Bedtime
Find amazing hotels in Boston.
Popular
Harvard University
click to access prices
Popular
Harvard Museum of Natural History
click to access prices
Popular
Cambridge Common
click to access prices
Popular
Boston Holiday Sights and Festive Nights Trolley Tour
click to access prices
Sports, Parks, and Haunted Tales
Morning
Grab breakfast at Bleacher Bar, a unique spot located under the bleachers of Fenway Park. Afterward, take the Fenway Park Guided Ballpark Tour with Options to explore the historic stadium and learn about its storied past.
Afternoon
Enjoy a walk in the lush Boston Common and Public Garden, and then have lunch at Porters Bar and Grill. Afterward, take a trip to the dark side with the 1.5-Hour Ghosts and Gravestones Tour, visiting Boston's most sinister sites.
Evening
Dine at Silvertone Bar & Grill, known for its classic American fare and extensive drink menu. Afterward, join the After Dark Salem Haunt and History Guided Night Tour to experience the spooky side of nearby Salem under the cover of night.
Bedtime
Find amazing hotels in Boston.
Popular
Boston Fenway Park Guided Ballpark Tour with Options
click to access prices
Popular
Boston Common
click to access prices
Popular
Boston Harbor Islands National and State Park
click to access prices
Popular
Boston 1.5-Hour Ghosts and Gravestones Tour
click to access prices
Popular
Salem Night Tour Haunt and History Guided Night Tour
click to access prices
Literary Legacies and Culinary Delights
Morning
Start your day with a visit to the Longfellow House (Washington's Headquarters) in Cambridge, the former home of poet Henry Wadsworth Longfellow. Enjoy breakfast at The Bell In Hand Tavern, one of the oldest taverns in the United States.
Afternoon
Explore the MIT campus with the Massachusetts Institute of Technology Public Tour, gaining insights into the cutting-edge research and innovation. For lunch, head to OAK Long Bar + Kitchen for a sophisticated dining experience.
Evening
Dine at Bostonia Public House, housed in a historic building and offering a menu that celebrates local and seasonal ingredients. Cap off the evening with the Boston Harbor Historical Sightseeing Cruise, learning about the city's maritime history while enjoying the waterfront views.
Bedtime
Find amazing hotels in Boston.
Popular
Santa Ana Volcano Hiking Tour + Coatepeque Lake Sightseeing
click to access prices
Popular
Massachusetts Institute of Technology Public Tour
click to access prices
Popular
Boston Historical Sightseeing Cruise
click to access prices
Zoo, Science, and Scenic Strolls
Morning
Enjoy a delightful breakfast at The White Bull Tavern, known for its warm ambiance. Then, spend your morning at the Franklin Park Zoo Entry Ticket, exploring the various exhibits and getting up close to the diverse wildlife.
Afternoon
After the zoo, have lunch at The Point Boston, offering a menu with a variety of options. Post-lunch, visit the Museum of Science, Boston to engage with interactive exhibits and learn about a wide range of scientific topics.
Evening
Take a relaxing walk along the Charles River and enjoy the scenic views. For dinner, head to Emmets for some Irish hospitality and cuisine, followed by a visit to the nearby Sunset Yacht Cruise to unwind and take in the city from a different perspective.
Bedtime
Find amazing hotels in Boston.
Popular
Boston Franklin Park Zoo Entry Ticket
click to access prices
Popular
Boston Public Garden
click to access prices
Popular
Charles River
click to access prices
Popular
Boston Harbor Sunset Yacht Cruise
click to access prices
Donuts, History, and Haunts
Morning
Indulge in a morning donut tour with tastings at some of the best spots in the city with the Guided Delicious Donut Tour with Tastings. Satisfy your sweet tooth and learn about the history of these delectable treats.
Afternoon
After the tour, have lunch at French Quarter, where you can enjoy the flavors of New Orleans in the heart of Boston. Spend your afternoon at the View Boston Observatory Entry Ticket, taking in panoramic views of the city and beyond.
Evening
For dinner, head to Mr. Dooley's Boston, an Irish pub known for its lively atmosphere and comfort food. Cap off the evening with the Boston History Pub Crawl Tour Along the Freedom Trail, visiting historic pubs and learning about Boston's role in the birth of the nation.
Bedtime
Find amazing hotels in Boston.
Popular
Boston Guided Delicious Donut Tour with Tastings
click to access prices
Popular
Boston View Boston Observatory Entry Ticket
click to access prices
Popular
Boston History Pub Crawl Tour Along the Freedom Trail
click to access prices
Riverside Relaxation and Culinary Exploration
Morning
Start your day with a breakfast at Solas Irish Pub, offering a cozy atmosphere and traditional Irish dishes. Then, take a morning stroll along the Charles River, enjoying the serenity and the views of the city.
Afternoon
For lunch, head to Lincoln Tavern & Restaurant for their famous brunch menu. Afterward, visit the John F. Kennedy Presidential Library and Museum to learn about the life and legacy of the 35th President of the United States.
Evening
Dine at The Tip Tap Room, known for its unique selection of beers and a menu featuring various cuts of meat. After dinner, enjoy a performance at the Wilbur Theatre, a historic venue that hosts a wide range of live entertainment.
Bedtime
Find amazing hotels in Boston.
Popular
Charles River
click to access prices
Popular
Freedom Trail
click to access prices
Theatrical Thrills and Gourmet Grub
Morning
Enjoy a leisurely breakfast at Five Horses Tavern - South End, known for its cozy atmosphere and diverse menu. Then, take a morning walk through the South End, known for its beautiful Victorian brownstones and vibrant arts scene.
Afternoon
For lunch, head to Bleacher Bar, a unique spot located under the bleachers of Fenway Park, and enjoy a meal with a view of the field. Afterward, visit the Institute of Contemporary Art, Boston to explore the cutting-edge exhibitions and the stunning waterfront architecture.
Evening
Dine at Porters Bar and Grill, offering a relaxed atmosphere and a menu featuring a variety of pub favorites. After dinner, catch a Broadway-quality show at the Citi Performing Arts Center, home to the iconic Wang Theatre and Shubert Theatre.
Bedtime
Find amazing hotels in Boston.
Popular
Colorado River
click to access prices
Culinary Capers and Urban Utopias
Morning
Start your day with a breakfast at The Black Rose, an iconic Irish pub with a hearty morning menu. Afterward, take a morning stroll through the North End, Boston's oldest residential community known for its Italian-American population and delicious food.
Afternoon
Enjoy a leisurely lunch at 21st Amendment, offering a menu with a variety of options. Afterward, visit the Rose Kennedy Greenway, a contemporary public park in the heart of the city, and explore the unique art installations and horticultural features.
Evening
Dine at The Bell In Hand Tavern, one of the oldest taverns in the United States, and enjoy the lively atmosphere and a menu featuring classic pub fare. After dinner, take a Holiday Sights and Festive Nights Trolley Tour to experience the seasonal decorations and lights while learning about the city's holiday history.
Bedtime
Find amazing hotels in Boston.
Popular
Boston North End
click to access prices
Popular
Death Valley National Park
click to access prices
Popular
Boston Holiday Sights and Festive Nights Trolley Tour
click to access prices
Farewell Fenway and Spectacular Sendoff
Morning
Enjoy a final breakfast at Bukowski Tavern, known for its laid-back vibe and extensive beer selection. Then, take a morning walk through the Fenway Victory Gardens, the only remaining public garden from the World War II era, and pay a visit to the Isabella Stewart Gardner Museum to admire the stunning art collection.
Afternoon
For lunch, head to Tavern in the Square for a casual dining experience. Afterward, take a guided tour of the Isabella Stewart Gardner Museum, where you can explore the beautiful courtyard and the eclectic art collection.
Evening
Dine at Yard House, known for its extensive menu and wide selection of draft beers. After dinner, enjoy a live performance at the House of Blues Boston, a premier live entertainment venue located in the vibrant Fenway neighborhood.
Bedtime
Find amazing hotels in Boston.
Popular
Fountains of Bellagio
click to access prices
Popular
Fountains of Bellagio
click to access prices
Popular
Fremont Street Experience
click to access prices
Top Boston Travel Videos
Find the right stay during your trip.