easy
1–2 hours
Suitable for all fitness levels; basic paddling endurance recommended
Explore Annapolis by kayak or paddleboard with Paddle Annapolis, where calm waters and friendly service create the perfect private outdoor water adventure.
Located in the heart of Annapolis, Maryland, Paddle Annapolis offers an unforgettable paddling experience on the tranquil waters of the Chesapeake Bay’s harbor. This private outdoor adventure lets paddlers explore the scenic shoreline and harbor islands at their own pace while soaking in the rich natural and cultural surroundings. Annapolis, a city renowned for its historic charm and maritime heritage, provides an ideal backdrop for water-based exploration with calm bays and gentle tides that accommodate beginners and seasoned paddlers alike.
What sets Paddle Annapolis apart is its friendly, accommodating team and their fleet of well-maintained kayaks and paddleboards, perfect for singles, tandems, or groups. Guests appreciate the seamless reservation process and the quick, helpful service that even welcomes drop-ins when space allows. The location is conveniently close to downtown Annapolis and accessible from the Yacht Haven Marina, offering easy parking and a launching area with views from an aerial deck. The local guide’s knowledge of Annapolis history and the bay’s ecology adds an enriching layer to the adventure, giving paddlers insight into this maritime community’s traditions and environment.
Nature enthusiasts will enjoy spotting local wildlife such as osprey and blue herons, while the calm water lets you glide past marsh grasses and waterfront historic sites. This experience is ideal for families, couples, and solo adventurers wanting a peaceful escape on the water with the chance to bring their dogs along for the journey. Unlike busier commercial tours, Paddle Annapolis provides a chill, personalized paddling experience that’s easygoing yet engaging. Whether you want a relaxing hour-long kayak rental or a paddleboard excursion to explore hidden coves, Paddle Annapolis captures the simple joy of being out on the water surrounded by Annapolis’ natural beauty and maritime history.
Reservations are recommended especially on weekends and holidays to ensure your preferred launch time and craft availability.
Stay hydrated and wear sunscreen, sunglasses, and a hat due to sun exposure on the open water.
Dress for the water with lightweight, moisture-wicking clothes and footwear that can get wet.
Stay aware of motorized boats in the harbor, especially near the Yacht Haven Marina and channel areas.
Annapolis is known as the country’s sailing capital with a rich maritime history dating back to the colonial era and the U.S. Naval Academy.
Paddle Annapolis supports sustainable practices by encouraging low-impact paddling and educating visitors about protecting Chesapeake Bay’s fragile ecosystem.
Safety first—always wear a coast guard-approved life vest while paddling.
Protect your skin from sun exposure during outdoor paddling.
spring specific
Lightweight clothes that dry quickly keep you comfortable on the water.
summer specific
Protect your feet when launching and landing in rocky or wet areas.
summer specific