National Portrait Gallery: Tours & Activities

Feel the energy of chicago’s skyline on a river cruise with live architecture commentary, views of marina city & john hancock center, plus pet-friendly boarding....

Feel chicago’s skyline come alive on a river cruise led by passionate architecture guides. hear untold stories, see iconic buildings, and enjoy live commentary aboard first lady....

Step into chicago’s gritty past on a crime & mob bus tour, with stops at infamous sites, stories of capone & dillinger, and a local guide. includes keepsake quiz....

Step onto a chicago river cruise for 45 minutes of stories, skyline views, and local history—includes indoor seating, climate control, and guide narration....

Feel the pulse of chicago from the river to lake michigan, guided by locals. see iconic architecture, snap skyline photos, and enjoy indoor or outdoor seating....

Feel the city’s pulse on a chicago food walking tour—deep-dish pizza, classic hot dogs, and local stories. includes tastings, guide, and bonus bike or kayak rental....

Feel the city fade into gold on a lake michigan sunset cruise from chicago river, with skyline views, local guide, and indoor or outdoor seating included....

Start your morning in chicago with city views, fresh donuts from iconic shops, and stories from a local guide. includes tastings and accessible route....

Start under the chicago theatre lights, taste deep-dish pizza, and walk the pedway with a local guide. small groups, city stories, and lunch included....

Start your morning on manhattan’s high line, stroll chelsea’s art-filled streets, and sample flavors at chelsea market—small group tour with a local guide included....

Feel the buzz of chelsea market and stroll the high line with a local guide. savor tacos, hot dogs, donuts, dumplings, and more—all tastings included....

Float past chicago’s iconic skyscrapers on a 90-minute river cruise, hear stories from expert guides, enjoy complimentary drinks, and see the city from a new angle....

Step into chicago’s true crime past as you solve a murder mystery, walk historic streets, and interrogate suspects with a local guide. includes souvenir mugshot photos....

Feel chicago’s skyline up close with a city tour, stops at millennium park and grant park, and the option to add the famous architecture river cruise. includes minibus transport and local guide....

Feel chicago’s energy from the river and lake michigan with a lively guide, skyline views, and live stories. includes live commentary and easy boarding downtown....

Feel the festive buzz of nyc on a holiday lights tour from times square to rockefeller center. includes walking stops, local guide, and evening city views....

Feel the city’s pulse on a chicago minibus tour—see the rookery, museum campus, millennium park & more with a local guide. includes four photo stops....

Feel the quiet before the crowds at chicago’s art institute. early entry, skip-the-line tickets, and a small group with an art historian guide. includes all admission fees....

Step into chicago’s gritty past with a night crimes bus tour—see real gangster sites, walk crime scenes, and hear stories from a local guide. includes pickup....

Walk through manhattan’s storied neighborhoods with a private guide—see chinatown, soho, greenwich village & more. flexible route, local insights, and personal pace....