A Boat Stay or Experience Like No Other – Real, Rugged, and Unforgettable
Looking for something different than your typical hotel? Our boat rentals offer a one-of-a-kind waterfront experience in Annapolis. These are not luxury yachts—they are real boats with character. Think cozy cabins, creaky floorboards, and the occasional seagull wake-up call. But that is part of the adventure. See availability with the links above, and you can put addons too!
What we do offer is an unbeatable setting: sunsets over the Chesapeake Bay, peaceful mornings on the water, and a chance to truly unplug. You will have just enough comfort to relax—air conditioning or heat, Wi-Fi, a TV, Bluetooth speakers—but do not expect room service or marble bathrooms. This is for people who would rather trade fancy for fun and want to experience life on the water, not just look at it.
We host everything from low-key fishing getaways and birthday hangouts to romantic nights under the stars. We will even take you out for a boat ride or help plan your stay.
Rough around the edges? Sure. Worth it? Absolutely. Book your stay and make some stories worth telling.
Looking to Add Even More Adventure to Your Experience?
Whether you are staying overnight or just planning a day on the water, we offer a variety of optional services to customize your time with us. These extras are designed to help you make the most of Annapolis, the Chesapeake Bay, and everything in between.
🚤 Boat Rides
Cruise through the Annapolis harbor or out into the Bay for a scenic ride. We’ll provide a couple of fishing poles if you want to try your luck along the way—but just a heads-up, this isn’t a full-service fishing charter.
🎣 Casual Fishing
Drop a line and see what bites! Perfect for relaxed outings where fishing is part of the fun, not the main event. Gear is available upon request.
🎉 Party Cruises
Celebrate a birthday, engagement, or just a sunny day with a private party on the water—music, drinks, and good vibes included.
🍴 Restaurant Packages
Dock-and-dine in style. We’ll coordinate with top local spots so you can enjoy fresh seafood or waterfront dining as part of your outing.
⚓ Mooring Ball Stays
Spend the night gently rocking on the water with a peaceful mooring ball stay—ideal for stargazing and quiet evenings.
🛶 Kayak Rentals
Paddle your way through creeks and coves with our single or tandem kayak rentals, available by the hour or for the day.
🛥️ Dinghy Rides
Great for hopping ashore, exploring nearby spots, or just having fun. We’ll show you how to drive it if you’ve never tried!
🌆 Annapolis Waterfront Tours
See the city from the water with a custom boat tour of Annapolis’ historic harbor and scenic shoreline.
🚶 Walking Tours
Explore the charm of downtown Annapolis or the U.S. Naval Academy with a relaxed, informative walking tour led by a local guide. A great way to learn the area’s rich history up close.
We also support Wild Patriots, that provides free stays and experiences for Veterans, First Responders, Nurses, Teachers, and other heroes of the community.