DiMillo's Yacht Sales

DiMillo's on the Chesapeake

DiMillo’s on the Chesapeake, formerly Shady Oaks Marina, is home to DiMillo's Yacht Sales, a professional yacht dealership and brokerage firm with six locations stretching from Maine to Maryland. They take great pride in representing new yachts from Sabre Yachts, Back Cove Yachts, Coastal Craft and Monte Carlo Yachts. DiMillo’s provides exceptional yacht sales experiences ensuring that their clients are given the focus and attention of the entire team throughout the sales and after sales process.  The DiMillo’s team believes that no detail is too small and their full time, year-round service team in Maine, New York & Maryland is standing by 24/7. The service team’s capabilities include all aspects of commissioning new vessels, yacht repair, customization for all vessels, exterior and interior detailing, and in-house captain services.  With the proven and reliable rail system at the West River Marina, we can haul boats into our shop up to 48 feet.  The sales and service team is also mobile and ready to travel to you!

DiMillo’s on the Chesapeake is located on the peaceful and serene West River, and offers a protected and safe harbor.  With only 58 slips available, 18 of which are covered, the staff is committed to maintaining a relaxing and calm environment for all of the slips holders.  DiMillo’s continues to make improvements to the grounds and facilities.  In the summer of 2018, new restrooms and shower facilities were added in addition to security cameras, a new onsite pump-out system & an updated dinghy dock.  Just 15 miles south of Annapolis, you’re sure to fall in love with the tranquil setting DiMillo’s on the Chesapeake has to offer.  Contact the DiMillo’s team for slip availability! 


Marina Amenities:

  • Protected safe harbor
  • New restroom and shower facilities
  • Updated WIFI system
  • New security cameras throughout marina and docks
  • New on site pump-out system
  • Updated dinghy dock
  • Ice house facelift (on site community gazebo)
  • Continuous ground improvements
  • Full length finger piers
  • Laundry facility
  • Picnic and grilling areas 
  • 15 miles south of Annapolis
  • Covered slips



Boat Yard Services Provided:

  • Commissioning new vessels
  • Bottom Painting
  • Varnishing
  • Mechanical Troubleshooting
  • Electrical Troubleshooting
  • Fiberglass repair
  • Compound buffing and waxing
  • Davit installation
  • Bow and stern thruster installation
  • New electronics installation and refits
  • Customization for all vessels
  • Exterior and interior detailing
  • In-house Captain services
  • Reliable rail system to haul boats up to 48 feet
  • Mobile service team can travel to you


Authorized Dealer For: