22170 Great Oak Landing Road
Chestertown, MD 21620
Dock
Offered
Mooring
Not Offered
Day Trip
Offered

276 Reviews
by Liz S. - Verified user on Sep 07, 2026
Fun marina with a lot to do. Easy access to Chestertown and Rock Hall. The place could use a little TLC. The docks need some care and it would be great to have floating docks installed for the entire marina, not just on certain docks. The pool area definitely needs a facelift. Hotel is fine but a bit over priced, IMO. Beach bar is fun and the music line up is great.
by Todd K. - Verified user on Sep 03, 2026
Absolutely the best all around marina in the Chesapeake Bay. So much to do. Lele and her crew are simply amazing. Getting things done and staying late as needed to make sure everyone is safe. You cant ask for a better experience! 10/10
by Charles A. - Verified user on Aug 31, 2026
Great slip and dock hands were great.
by Dawn H. - Verified user on Aug 31, 2026
We loved it! Great place to stay!
by Paul L. - Verified user on Aug 31, 2026
$50.00 + $20.00 is a little bit much for a day slip when you check in at 12 and have to check out by 6 or be charged another day slip fee.
by Rene D. - Verified user on Aug 31, 2026
Overall our stay was very good. This was our first time with Safe Harbor andGreat Oak Landing. My purpose was more of a sight inspection for my local yacht club to see if I should include Great Oak as on of our destination in 2027.My biggest concern is the condition of the docks.I personally cut my hand on two separate occasions on the piling next to our boatmy wife had to clean and bandage the cuts.
by Vincent F. - Verified user on Aug 30, 2026
Great time! The restaurants are open.
by Ted M. - Verified user on Aug 23, 2026
Always nice staff friendly
by Bruce B. - Verified user on Aug 18, 2026
This is tough one. The marina is fine, a 4 out of 5. Attentive staff, good facilities, clean. The destination is a 1, at least for a sailboat. We had no trouble getting in or out, but you have to time it for slack before high/ebb, which is limiting. There is nothing to do nearby, but the marina has a pool and a restaurant (only open Th-Sun). The worst thing is the birds. I’ve never seen more birds on my spreaders or rigging anywhere. Within 2 hours my deck was covered in poop. By the morning there was more poop then I get in a whole season at my home marina. For that reason I’m unlikely to go back.
by Tom D. - Verified user on Aug 17, 2026
We had a wonderful stay. F dock was well maintained and the slip holders were very friendly. The marina itself was in good shape - like to come back when the tiki bar at the pool and the restaurant are back up and running. The beach and beach bar were also great. If there is one criticism…Why do you need a 10 digit passcode to get into the bathrooms…that is a bit ridiculous! Will visit again!
by Ann M. - Verified user on Aug 11, 2026
Facilities are very good. Pool is open. Tiki bar open weekends. Restaurant open Thurs night 3-8 p.m. Really nice bathhouse. Just changed manager. Should help a lot. Tricky entrance. Study up before entering. We have a 4.5 draft.
by Candy F. - Verified user on Aug 10, 2026
Restaurant was not open.Nightlife not great at all needs more entertainment in the evening
by Richard W. - Verified user on Aug 06, 2026
We cannot say enough about the staff at GOL. They were very helpful in getting us in and secured before an evening thunderstorm. Its a very tight entry from Cheasapeake Bay so one has to follow directions and their depth sounder. While there we needed to replace some zinc's and clean thrusters. The team made accommodations for an extra day so that we could get a haul out. The quick haul went perfectly and their team did an excellent job of pressure wash and barnacle removal. But the marina resturant was closed during our stay and there are no alternatives nearby. And no Uber or taxi services are available. The fixed docks and overall facilities were in working order but reflected their 1950's build. They could use some serious updating. Bathrooms were very clean and appeared to be recently updated. Again, the staff were great and did everything within their limites to give everyone excellent service. Overall a good place to stop as long as you are not looking for a lot of activities.
by Susan C. - Verified user on Jul 28, 2026
Our stay was great! It’s great to have the family friendly tiki bar open again. Everyone on the dock was very helpful. Perfect weekend!
by Michael S. - Verified user on Jul 27, 2026
Great place. We will be back.
by Mark P. - Verified user on Jul 27, 2026
1st time using Dockwa and 1st time at the location all great.
by Jeffrey R. - Verified user on Jul 26, 2026
The restaurant was not opened. We hope to have dinner there
by Bill K. - Verified user on Jul 26, 2026
Have stayed at much nicer marinas for less cost
by William S. - Verified user on Jul 20, 2026
The staff is outstanding. The facilities are very nice. The WiFi sucks a there is no cell service. The bathroom code be used for nuclear launch codes.
by Mark G. - Verified user on Jul 20, 2026
Facilities were nice but not $4.50 a foot nice. Beach was awesome. WiFi is better. Dock crew was very helpful. Dockmaster was the best! No wonder the
place is EMPTY!
by Ned D. - Verified user on Jul 14, 2026
Great staff. Emailed me a few days prior with helpful notes about my slip. They were ready for us upon arrival and also helped with a fueling.
by Cole S. on Jul 12, 2026
10/10 amazing marina, dockhands very hardworking. Great staff all around. Pool and beach are well kept. Service is top notch, will come again.
by Francesca C. - Verified user on Jul 08, 2026
We have been repeat visitors over the last several years, staying at the hotel and docking our boat. While it appears to have had many improvements over the years, it appears that many of the updated improvements are no longer available or not yet set back up.
I realize power outage is not always under property control with unexpected storms, etc but we had to wander out in the weather to find a person who worked there to get any info. Assuming no generator since we had no AC, no water and no lights. Also, we were at the pool right when storm started and not one employee came out to pool to lower the several open umbrellas. Our group closed them all, so they did not become missiles flying around and causing damage. While I understand it's a holiday, there should a small group there to oversee the property.
Majorly disappointed no pool bar, the beach bar had just opened so no frozen drinks & no live music over the 4th. No Air-Conditioned restaurant isn't ideal, but we utilized food trucks. No breakfast options available is still a major issue since your 20-30 minutes away from anything. The limited wifi signal on the property is a big issue that needs to be addressed. The codes for rooms & bath houses are about 10 digits too long, plus room and bathhouses are different codes. Not sure why they need to be that long, need to simplify to 4 digits if possible.
by Matthew T. on Jun 28, 2026
Lovely secluded marina with a beautiful little beach on site as well as a nice clean pool. A little tricky getting in, we draw 4’ so went in at high tide. Lori in the office/ship store was very helpful and friendly, she went above and beyond to help me get a ride into town, much appreciated! Chestertown is a quaint historic town about 8 miles away with shops and restaurants. The marina is quite rural and very quiet, very safe. Long roads through a picturesque countryside were great for running, walking and biking. There’s a gym at the marina with several pieces of equipment and weights. There are several grill areas and very nice, clean bathhouses and laundry room. The ship store is very well-stocked. Grant on the dock was so helpful getting us in, very friendly and polite, as were all the dockhands. There was a beach bar and restaurant but closed and undergoing new ownership while we were there so I’d hope they’ll be open soon. A relaxing getaway.
by PATRICK L. - Verified user on Jun 21, 2026
Staff was incredibly polite, helpful and attentive. Place was great though the bars are temporarily closed. I always love coming to Fairlee creek. Please shorten the bathroom code.
About Safe Harbor Great Oak Landing
Premium resort amenities pair with a welcoming family atmosphere to make Safe Harbor Great Oak Landing a beloved summer home for Chesapeake Bay boaters. The marina comes fully equipped with catamaran hauling and storage capabilities, making it ideal for Members with multihull vessels. Play a peaceful round on the 9-hole executive golf course, then join friends for an afternoon drink before gathering for a campfire picnic on our private sandy beach.
Booking Info
Day Trips
For day trips, please note that check-in is at 12:00 p.m., and check-out is 6:00 p.m. Use of all amenities and electric is included. Those that are not checked out by 6:00 p.m. will be charged the overnight fee.




















