New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate 11-Day Boston and Salem Itinerary

Ultimate 11-Day Boston and Salem Itinerary Itinerary

Last updated: 2024 Jun 14

Historic Beginnings and Scenic Views

Morning
Start your Boston adventure with a delicious breakfast at Top of the Hub, where you can enjoy panoramic views of the city. Afterward, head to the iconic Boston Common and Public Garden for a morning stroll, admiring the historic park and the famous "Make Way for Ducklings" statues.
Afternoon
For lunch, savor the fresh seafood at Legal Sea Foods. Spend your afternoon exploring the interactive exhibits at the New England Aquarium, where you can witness a stunning variety of marine life. Later, take a guided tour of the historic USS Constitution, the world's oldest commissioned warship afloat.
Evening
Dine at the renowned Row 34, known for its oysters and craft beers. Conclude your day with a relaxing Boston Harbor Sunset Yacht Cruise, enjoying the beautiful views of the city skyline and waterfront landmarks.
Bedtime
Find amazing hotels in Boston.

Freedom Trail and Culinary Delights

Morning
Begin with a guided Boston Guided Walking Tour of the Freedom Trail, immersing yourself in the rich history of the American Revolution. For a quick bite, indulge in the delicious pastries at Mike's Pastry. Continue your journey, visiting the Massachusetts State House and the Granary Burying Ground.
Afternoon
Enjoy a hearty Italian lunch at Mamma Maria, followed by a visit to the Boston Tea Party Ships and Museum Interactive Tour. Learn about the historic event that led to the American fight for independence.
Evening
For dinner, experience the vibrant atmosphere and innovative cuisine at Oleana. Cap off the night with a spooky 1.5-Hour Ghosts and Gravestones Tour, exploring Boston's haunted history under the cover of darkness.
Bedtime
Find amazing hotels in Boston.

Harvard and Cambridge Exploration

Morning
Take a trip to nearby Cambridge and enjoy a delightful breakfast at Craigie on Main. Afterward, embark on a Cambridge Harvard University Student-Guided Walking Tour to discover the prestigious campus and its storied history. Visit notable sites including the Harvard Yard, John Harvard Statue, and the Harvard Museum of Natural History.
Afternoon
Have a casual lunch at Neptune Oyster, known for its fantastic seafood dishes. Spend your afternoon exploring the vibrant neighborhood of Harvard Square, browsing unique shops and enjoying the lively street performers.
Evening
Head back to Boston for dinner at Giacomo's Ristorante, a local favorite for classic Italian cuisine. Conclude your evening with a leisurely walk along the picturesque Charles River, taking in the scenic views of the city skyline.
Bedtime
Find amazing hotels in Boston.

Trolley Tour and North End Exploration

Morning
Start with a guided Boston Hop-on Hop-off Old Town Trolley Tour, allowing you to hop on and off at various points of interest. Enjoy the flexibility to explore sites such as the North End, Fenway Park, and Faneuil Hall Marketplace.
Afternoon
For lunch, indulge in the delectable offerings at Union Oyster House, the oldest restaurant in the United States. Afterward, visit the historic Paul Revere House and the lively Quincy Market for an afternoon of shopping and exploration.
Evening
Dine at Eastern Standard Kitchen & Drinks, known for its sophisticated atmosphere and diverse menu. Cap off the night with a visit to the vibrant Italian district of North End, where you can enjoy live music at a local cafe or indulge in a traditional cannoli from Mike's Pastry.
Bedtime
Find amazing hotels in Boston.

Museums and Scenic Views

Morning
Start your day with a visit to the Museum of Science, where you can explore interactive exhibits and catch an IMAX film. Grab a quick breakfast at the museum's cafe to fuel up for the day.
Afternoon
Enjoy a leisurely lunch at Top of the Hub, savoring both the cuisine and the panoramic views. Spend your afternoon at the Boston View Boston Observatory Entry Ticket, taking in 360-degree views of the city and beyond.
Evening
For dinner, experience the innovative Japanese cuisine at O Ya. Afterward, take a stroll along the Esplanade, enjoying the serene beauty of the Charles River at sunset.
Bedtime
Find amazing hotels in Boston.

Historical Landmarks and Culinary Tour

Morning
Embark on a Small Group Freedom Trail History Walking Tour to visit the most significant historical sites in Boston. Learn about the city's role in the American Revolution as you explore landmarks such as the Old State House and the Bunker Hill Monument.
Afternoon
Enjoy a delicious lunch at Delicious Donut Tour with Tastings [399728], where you'll sample a variety of sweet treats while exploring the city's vibrant neighborhoods. Afterward, take a guided tour of the JFK Presidential Library and Museum to learn about the life and legacy of President John F. Kennedy.
Evening
Dine at The Capital Grille, where you can enjoy a fine dining experience with an extensive wine selection. End your day with a Haunted Footsteps Ghost Tour through the streets of Boston, uncovering the city's haunted history and ghostly tales.
Bedtime
Find amazing hotels in Boston.

Salem Witches and Haunted History

Morning
Begin your day with a visit to the Salem Witch Museum Admission Ticket, where you'll learn about the infamous witch trials of 1692. After exploring the museum, take a stroll through the Salem Witch Trials Memorial to pay homage to the victims of this dark chapter in history.
Afternoon
Enjoy a traditional New England lunch at Santarpio's Pizza, a local favorite known for its delicious pies. Spend your afternoon visiting the House of the Seven Gables (The Gables), made famous by Nathaniel Hawthorne's novel, and explore the historic mansion and its beautiful seaside gardens.
Evening
Dine at Boos and Brews Haunted Pub Crawl [407340], where you'll enjoy a spooky and entertaining tour of Salem's most haunted pubs and taverns. Sip on local brews as costumed guides regale you with tales of the city's sinister past.
Bedtime
Find amazing hotels in Boston.

Salem Spirits and Specters

Morning
Start your day with a guided Salem Ghosts, Witches, & Warlocks Guided Walking Tour, exploring the haunted history of Salem. Visit eerie sites and hear chilling tales of the supernatural.
Afternoon
For lunch, enjoy the fresh seafood and waterfront views at Row 34. After your meal, visit the Peabody Essex Museum, one of the oldest and most storied art museums in the United States, to admire its diverse collections.
Evening
Dine at Menton, a luxurious French restaurant known for its exquisite cuisine and elegant ambiance. Conclude your day with a Salem Night Tour Haunt and History Guided Night Tour, delving into the mysteries and legends of Salem after dark.
Bedtime
Find amazing hotels in Boston.

Fenway Park and Culinary Delights

Morning
Begin with a guided Boston Fenway Park Guided Ballpark Tour with Options, where you'll get an insider's look at the legendary home of the Boston Red Sox. Explore the historic stadium and learn about its storied past.
Afternoon
Enjoy a classic New England lunch at Union Oyster House, the oldest restaurant in the United States. Afterward, visit the Isabella Stewart Gardner Museum to admire its stunning collection of art and explore the beautiful courtyard.
Evening
Dine at Abe & Louie's, a classic American steakhouse known for its mouthwatering cuts of meat. End your day with a visit to Fenway Park to watch a Boston Red Sox game, immersing yourself in the excitement of America's favorite pastime.
Bedtime
Find amazing hotels in Boston.

North End Eats and Historical Sights

Morning
Start your day with a delicious breakfast at North End [9514], the heart of Boston's Italian community. Enjoy a traditional Italian pastry and a cappuccino as you explore the neighborhood's charming streets and shops.
Afternoon
For lunch, savor the flavors of the Mediterranean at L'Espalier, known for its sophisticated French cuisine. Afterward, visit the Longfellow House (Washington's Headquarters) in nearby Cambridge to explore the historic home and its beautiful gardens.
Evening
Dine at Toro, a celebrated Spanish restaurant offering a menu of traditional and modern tapas dishes. Conclude your day with a visit to the Longfellow House (Washington's Headquarters), where you can explore the historic home and learn about the life of poet Henry Wadsworth Longfellow.
Bedtime
Find amazing hotels in Boston.

Final Day of Exploration

Morning
Enjoy a leisurely breakfast at Myers + Chang, known for its inventive Asian fusion cuisine. Spend your morning visiting the MIT Museum and exploring the fascinating world of science and technology at the renowned Massachusetts Institute of Technology.
Afternoon
For lunch, indulge in the mouthwatering sandwiches and seafood dishes at Eastern Standard Kitchen & Drinks. Afterward, take a stroll through the beautiful Kendall Square, enjoying the vibrant atmosphere and innovative technology and biotech companies.
Evening
Dine at No. 9 Park, a celebrated restaurant offering an elegant dining experience and a menu of refined French and Italian dishes. Conclude your trip with a visit to the Boston Historical Sightseeing Cruise, where you can relax and enjoy the stunning views of the city's skyline and waterfront landmarks.
Bedtime
Find amazing hotels in Boston.

Top Boston Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?