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Great Oak Landing Marina

Chestertown, Maryland - MD, United States

Every Amenity Under the Sun at Great Oak Landing Marina

Great Oak Landing Marina is the ultimate family-friendly, pet-friendly beach party for boaters looking to have some fun in the Upper Chesapeake. The 70-acre marina resort has all the services and amenities a boater could want including a full-service restaurant, 28 room lodge, banquet, and party facilities, swimming pool, fitness room, full-service fuel dock, recreation center, six-hole golf course, and live weekend entertainment.

If you are familiar with Chesapeake Bay boating, you have probably heard of Jellyfish Joel's Beach Bar, the famous Tiki Bar at Great Oak Landing. Jellyfish Joel's lights up the weekend party with a "Sunset Beach Party" every Friday all summer long, with live bands and dancing in the sand from 4-8 PM! The bar opens 11 AM Saturday and Sunday for your tropical enjoyment featuring live music in the afternoons.

At this marina, the party life isn't just for adults! The marina also offers a free, adult-supervised "Kid's Club," to keep children entertained throughout the weekend. Each summer weekend has its own theme such as Amazing Race, scavenger hunts, and more. The marina also has water slides, play areas and many other activities that kids love. Last, but not least, as a full-service marina, Great Oak Landing also offers on-site boat services, including haul-outs with our 50-ton travel lift, shrink wrap, wash & wax, bottom painting, and much more.

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  • Bathhouse
  • Cable TV
  • Bars/Clubs Nearby
  • Fuel
  • Health Club
  • Hotel/Lodging Nearby
  • Laundry
  • Lounge On-Site
  • Newsletter
  • Parking
  • Picnic Area
  • Swimming Pool
  • Pump-Out
  • Restaurant On-Site
  • Restaurant Nearby
  • Tiki Bar
  • WiFi


39.26366 / -76.193587

Great Oak Landing Marina

Chestertown, Maryland - MD, United States

$1.75 - $3.00/ft

List Your Slip!

Cancellation Policy: This marina has a 48 hour cancellation policy for transient guests on regular days, and a 7 day cancellation policy for all holidays and special events. Please contact Snag-A-Slip or the marina at least 48 hours or 7 days prior to your stay to receive a full refund. There will be no exceptions for cancellations inside of these cancellation periods due to weather or boat issues. Cancellations made less than the required advance period are eligible for a credit towards a future stay at this marina.

Waterway Guide Review

Jonathan on May 3rd, 2023:

Vessel Name Boat Type Vessel LOA Vessel Draft
Perserverance Power 49 ft 3.5 ft

We showed up at this marina a week before the 'summer season' kicked off... it was quiet, but the facilities looked amazing once they will get going. Mark was awesome (dockmaster) and also fueled us up (they were pricy for diesel).

Entry - There are more markers than on the chart, if you draft more than 3', I would make sure to round the points red floating marker, which is pretty far out. Once in the channel, the deep area was in the center of the markers; you can line up on the "No Swimming" large sign. the turn is a TIGHT 90, I was going slow and still needed to reverse to make the turn.

Waterway Guide Review

Greg on March 20th, 2021:

Vessel Name Boat Type Vessel LOA Vessel Draft
Wings Sail 35 ft 5.0 ft

Easier than it looks to get into on a calm day. Fixed docks. With my boat drawing 5’2” it seemed to sit on the mud at some low tides. The dock master Josh was super helpful with tying up as I am singlehanding, also he lent me a portable heater for some cold November days. Marina manager Marcy also terrific for customer service linking me up with service manager Nick, diesel mechanic Mark, and electrical technician Scott. Everyone very capable, responsive and friendly. Stayed in a slip for a couple weeks before being hauled out and shrink wrapped for the winter. I arrived from my home port at Safe Harbor Jefferson Beach Marina in St Clair Shores, Michigan.

Verified Snag-A-Slip Stay

Joseph on August 31st, 2016:

Vessel Name Boat Type Vessel LOA Vessel Draft
My Michele Power 26 ft 3.0 ft

Mears Great Oak Landing was the marina we visited. The staff is very nice and helpful. There were six boats in our group and they made sure we all docked next to each other. The whole marina is great! The beach area, the pool and the restaurant are great. This place is always a great time.

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