Adventure Travel Guides in Annapolis

Experience the thrill of the outdoors with adventure activities near Annapolis, Maryland. From paddle tours on Chesapeake Bay to invigorating forest hikes, these bookable experiences offer the perfect balance of excitement and practical planning advice.

Discover Annapolis’s guided outdoor adventures offering practical access to breathtaking natural landscapes and expertly led explorations. From forest hikes to paddling on the Chesapeake Bay, these tours invite all skill levels to experience challenge and beauty with trusted guides.

Annapolis, Maryland, offers a fresh and varied outdoor playground where the Chesapeake Bay meets forest trails and historic river paths. From kayaking eager currents to accessible hikes steeped in local character, discover how to plan your perfect outdoor adventure in this inviting coastal city.

Annapolis offers a hands-on outdoor experience where Chesapeake Bay currents dare you to sail and forest trails invite steady steps. From kayaking the lively waters to cycling lush coastal paths, this city merges spirited adventure with practical access to nature's rugged charm.

Experience Chesapeake Bay like never before by stand-up paddleboarding through its peaceful marshes. Glide alongside swaying reeds and watchful birds while engaging with a landscape that moves with the tides, providing a refreshing, low-impact adventure for paddlers of all experience levels.

Travel from Maryland’s Chesapeake Bay salt breeze to the high ridges of the Blue Ridge Mountains on a 45-mile weekend loop that balances coastal ease with mountain challenge. This trail offers diverse terrain, stunning views, and practical insights for planning an immersive outdoor adventure.