Philadelphia is synonymous with American history—the City of Brotherly Love played a central role in the founding of the country and visitors can explore iconic landmarks like Independence Hall and the Liberty Bell. Generally considered America’s first capital city, plan ahead for trips in 2026 as it will be an extra special time to visit during the semiquincentennial (America’s 250th Birthday).
Philadelphia is also adored for its picturesque outdoor spaces, world-renowned museums (both arts and science) and vibrant culinary scene. We recommend getting reservations at one of the many buzzy restaurants, but a casual Philly Cheesesteak (or two) is mandatory.
Discover the Indagare cheat sheet for exploring this historic and family-friendly city—whether it’s your first or fifth visit.
Sleep...
at Anna & Bel, a historic boutique property in Philly’s trendy Fishtown neighborhood.
Experience...
a history-filled day at Independence National Historical Park with visits to Independence Hall, the Liberty Bell and the Betsy Ross house.
Splurge...
on a suite at Four Seasons Hotel Philadelphia or Ritz-Carlton, Philadelphia (where some bathtubs have a direct view to the William Penn statue).
Eat...
at Michelin-starred Her Place Supper Club, where meals feel more like a dinner party with strangers than a restaurant.
Drink...
creative cocktails in one of the boho-chic rattan booths, surrounded by towering indoor palm trees, at award-winning Kalaya in Fishtown.
Savor...
an afternoon eating your way through Reading Terminal Market with more than 80 vendors. A Philly Cheesesteak is a must.
See...
Philadelphia Museum of Art, which houses 240,000 works of art in an impressive Greek building. Plus, you can take a run up the famous Rocky stairs outside.
Shop...
at one of Philadelphia’s boutiques, like Junior’s (a men’s made-to-order clothier in Rittenhouse Square) or the Anthropologie flagship in a historic home.
Know...
that as an Indagare member you can contact our Bookings Team for customized recommendations and itineraries in Philadelphia.
Published onMay 7, 2026
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