The best family-friendly activities in Maryland for parents and kids (Updated October 2026)

Set sail across the scenic Chesapeake Bay to the charming village of St. Michaels, where travelers can immerse themselves in local culture, fresh seafood dining,...
$157

Sail the serene waters of the Chesapeake Bay aboard the historic Lady Patty. This two-hour cruise offers a unique opportunity to unwind while taking in...
$160

Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel...
$245

Explore and relish the enchanted day trip to California's famous wine country on this full-day tour of Napa and Sonoma County. Tour and taste wine...
$325

Explore and relish the enchanted day trip to Yosemite from SFO -something you don’t want to miss. Enjoy the great the great outdoors with both...
$425

See three of the East Coast’s biggest cities in two days on this small-group tour from Washington, D.C. Trace American history through Philadelphia, where the...
$481

Pack nature, history, and big-city energy into three days on this small-group round trip from Washington, D.C. Travel north to Niagara Falls by way of...
$522

Cumberland, Maryland is a charming small town nestled in the Appalachian Mountains, offering a rich history and a wide range of outdoor recreational activities. Visitors...
$1,300

