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Georgetown and Fairlee Creek Weekend Sail

  • Friday, June 19, 2026
  • 7:00 AM
  • Sunday, June 21, 2026
  • 3:00 PM
  • 1425 Key Highway, Baltimore, MD 21230
  • 8

Registration

Register

Georgetown and Fairlee Creek Weekend Sail

Sail up to Georgetown, MD on the Sassafras River the first day to the Georgetown Yacht Harbor.  Stay overnight on mooring buoys in the Marina.  Go out to dinner at local restaurant on Friday evening.  On Saturday morning we will do breakfast at local restaurant and then sail back down the Sassafras river and south down the bay to Fairlee Creek.  Anchor upon arriving and swim that afternoon and also visit Oak Landing and Jellyfish Joel’s beach bar.  Grill dinner aboard and watch sunset and relax.  On Sunday morning have breakfast aboard and then sail back to DSC arriving mid to late afternoon.

Crew sign-ups may be admitted from the waitlist if additional skippers register for the event and we’re able to add another boat.

*Skipper note: The channel in/out of Fairlee Creek is shallow and has a strong current. Recommend shallowest draft boats for this trip, and read up on the approach ahead of time.


Event Start Time

0700

Event End Time

1500 (+2 days)

Shared Costs

Friday’s sail to Georgetown is 40.9 nm, approx 8 hours sailing time, from DSC. Saturday’s sail from Georgetown to Fairlee Creek is 21 nm, approx 4 hours sailing time.  Sunday’s sail from Fairlee Creek to DSC is 23.1 nm, approx 4.5 hours.

Slip Fee ($0.85/feet/night) for Georgetown Yacht Harbor

BOAT FUEL FUND: Suggested contribution $30/person

Shared cost for Saturday dinner on board: roughly $100/boat = about $25/person

Cruise Plan

Option1:

  • Sail from DSC to Georgetown Yacht Harbor (40.9 nm, 8 hours)

  • Moor in the harbor

  • Dinner and Breakfast in town

  • Sail from Georgetown Yacht Harbor to Fairlee Creek (21 nm, 4 hours)

  • Spend evening anchored, swim and BBQ dinner, Sunday breakfast BYO

  • Sail from Fairlee Creek to DSC (23.1 nm, 4 hours)

Option 2

Return: Sail back to DSC from Fairlee Creek anchorage. Arrive back at the DSC around 3 pm, depending upon departure time and wind.

Provisions

In the interest of everyone’s time to prep for this cruise, Albert will purchase the food (Sweet Dreams) for the cockpit cookout dinner. Then crew will split the cost of this meal and any add'l common supplies (via Cash, Cash App, Venmo, Zelle) 

BYO:

(1) dinner ashore. Bring (3) lunches, (2) breakfasts, preferred beverage(s). Snacks: (with some to share) fruit , vegs , cheese , crackers , chips , pretzels , cookies , baked goods , etc.

Coffee☕️ prepared by the Ship’s Barista (JamesBr. or Alt. Vol.)

Ice & Water: Block ice, cube ice, and drinking water will be provided. Bring refillable insulated water bottle.

Suggested Gear(recommended):

Pack light - for the weather.  Bring PFD, foulies, mid-layer, hat(s), sunscreen, insect repellant, swimsuit, towel, float toys, toiletries, medications(AN), change of clothes, change of deck shoes, light sleeping covers (pillow opt.), personal flashlight or headlamp, cell phone, USBa cord or battery pack, personal fan (battery-powered, USBa, or 12v auto plugs available).

Waivers Required

If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

Have Questions?

If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 10 PM on the day before the event.