Set sail on a classic two-week Chesapeake Bay adventure with this beautifully paced, round-trip itinerary from Little Creek in Norfolk to the historic eastern shore gem of St. Michaels, Maryland. Running from July 20 to August 1, this sail plan emphasizes relaxed, daylight cruising with short, manageable daily passages ranging between 24 and 48 nautical miles. Your voyage perfectly balances serene evenings swinging on the anchor in picturesque destinations—like Solomons Island, Fishing Bay in Deltaville, and the secluded waters of Dun Cove—with a dedicated, multi-day marina stay to immerse yourself in the vibrant maritime heritage, boutique shops, and local dining of St. Michaels. Complete with built-in buffer days to safely accommodate shifting summer breezes or extra exploration, this itinerary offers the quintessential blend of active sailing, rich local history, and true coastal relaxation.

• Please RSVP by registering here.  
• Hosted by: Scott Patterson bbsascott@gmail.com

Sail Plan

• 7/20 Monday Little Creek to Deltaville, Fishing Bay 43nm
  Anchorage
  
  
• 7/21 Tuesday Fishing Bay to Great Wicomico, Reedville 24nm
  Anchorage/Reedville Marina
  
  
• 7/22 Wednesday Reedville to Solomons 41nm
  Anchorage / Water / Fuel / Pumpout
  
  
• 7/23 Thursday Solomons to Hudson Creek, Little Choptank River 32nm
  Anchorage
  
  
• 7/24 Friday Hudson River to St Michaels 38nm
  St. Michaels Marina (dockwa) or Higgins Yacht Yard (dockwa)
  
  
• 7/25 Saturday Port of Call St Michaels 
  
  
• 7/25 Sunday St  Michaels to Dun Cove 30nm
  Anchorage
  
  
• 7/26 Monday Dun Cove to Solomons 30nm
  Anchorage / Water / Fuel / Pumpout
  
  
• 7/27 Tuesday Solomons to Pirate’s Beach, Fleets Bay 48nm
  Anchorage
  
  
• 7/28 Wednesday Pirate’s Beach to East River, Mobjack 36nm
  Anchorage
  
  
• 7/29 Thursday East River to Little Creek, 29nm
  Anchorage
  
  
• 7/30 Friday Buffer Day
  
  
• 8/1 Saturday Buffer Day