Paddle Annapolis: Kayak & Paddleboard Adventures in Maryland

Paddle Annapolis offers a hands-on gateway to Maryland’s vibrant Chesapeake Bay waterfront, right in the heart of Annapolis. This local outfitter specializes in paddleboard and sit-on-top kayak rentals and guided tours that deliver intimate encounters with the bay’s calm waters, historic harbor, and surrounding waterways. Annapolis itself is a lively maritime city, renowned as the US Sailing Capital, where Colonial-era architecture meets active waterfront culture. Here, the blue water invites paddlers of all skill levels to piece together an afternoon or morning on the water.

With a full complement of solo kayaks, tandem kayaks, and paddleboards, Paddle Annapolis provides flexible rental options from quick one-hour outings to two-hour guided tours, ideal for families, couples, or solo adventurers. Their guided tours bring local expertise to the experience. Knowledgeable guides share nuggets about Annapolis’ history and ecology, like the thriving underwater eelgrass beds crucial for bay wildlife or the legacy of seafaring communities that shaped this area.

One favorite route weaves through the Yacht Haven Marina, offering glimpses of moored sailboats and the Naval Academy’s iconic domed chapel in the distance. Wildlife sightings often include great blue herons, ospreys, and curious seals. The water here is surprisingly calm, sheltered by nearby islands and peninsulas, making it a realistic choice for first-timers on the water.

Customer reviews highlight the friendly, accommodating staff and seamless rental process. Parking is near the launch spots, making access straightforward. Dogs are welcome onboard, adding to the relaxed vibe.

Whether you paddle solo or tandem, with or without a guide, Paddle Annapolis stands out for blending beginner-friendly setups with local authenticity. It’s an outdoor entry point that balances ease with the chance to engage with Annapolis’ maritime roots and coastal landscape in a meaningful way. For anyone visiting Maryland’s capital and craving less conventional sightseeing, this paddling company is a natural fit.