Kayak, Paddleboard, and Boat Rentals on the Eastern Shore of MD

However you prefer to get out onto the water, we can help you get there. See some of the best spots for boat rentals on the Eastern Shore of MD, and hit the water in style. Before you go ahead and rent, though, check out some of our Eastern Shore vacation rentals. Many of them include complimentary kayaks and paddleboards for you to use during your stay!

Dockside Boat Rentals

Are you looking to hit the water in the Oxford, MD, area? Dockside Boat Rentals has everything you will need. They offer single and tandem kayaks, high-quality Hobie paddleboards, and Yamaha WaveRunners for up to three passengers. They have complimentary local delivery, and all of your safety equipment is included! If you ever have an issue, they are happy to assist you 24 hours-a-day.
Location: 104 W. Pier Street, Oxford, MD 21654
Phone: (410) 652 - 6533

Easton Cycle and Sport

Easton Cycle and Sport is another fantastic company for boat rentals on the Chesapeake Bay`s Eastern Shore. Friendly owners Ryan and Julie Hickey happily provide kayak, canoe, and paddleboard rentals all year long. So, no matter when you visit, you can cruise the shore in style. They offer convenient options for one-day, three-day, and full-week rentals with a fantastic selection in store.
Location: 723 Goldsborough Street, Easton, MD 21601
Phone: (410) 822-7433

Shore Pedal and Paddle

You can`t go wrong with Shore Pedal and Paddle for your boat rentals in St. Michaels, MD. They offer free delivery or pick up for bikes, kayaks, and stand-up paddleboards. Flexible plans range from hourly to full-week rentals with lessons and guided tours available. Are you interested in purchasing one of their kayaks or paddleboards? Rent it first, and if you like it, they credit the rental cost toward the purchase price!
Location: 500 S. Talbot St, St Michaels, MD
Phone: (410) 745-2320

Schnaitman`s Boat Rentals

Schnaitman`s Boat Rentals is conveniently located on the Wye River and public boat ramp, so you can rent your boat and immediately start your adventures on the water. They offer daily rentals for motorboats and rowboats on a first come, first serve basis. If you are planning a fishing trip, feel free to pick up snacks and supplies from their bait shop!
Location: 12498 Wye Landing Ln, Wye Mills, MD 21679
Phone: (410) 827-7663

Chester River Kayak Adventures

If you are searching for some of the best kayak tours on the Eastern Shore, we highly recommend Chester River Kayak Adventures. Their half-day tours guide you through scenic waterways and offer glimpses of local wildlife. You will even get to check out some secluded beaches along the way! If kayaking isn`t your thing, you are welcome to rent stand-up paddleboards and sailboats instead.
Location: 5758 N Main St, Rock Hall, MD 21661
Phone: (410) 639-2001