Chesapeake Bay Bridge

About Chesapeake Yacht Charters

Welcome to Chesapeake Yacht Charters

We are conveniently located in the Annapolis, Maryland area.
Both Annapolis and Kent Island have many activities, hotels and restaurants for your consideration if you wish to combine your charter experience with land based accommodations.

Come aboard a Bareboat or Captain Charter:

  • Motor Yachts
  • Express Cruisers
  • Trawlers
  • Sailboats
  • Pontoon
  • Fishing

Cruising from the safety of Kent Island on the waters of the Chesapeake & Eastern Bays or Chester River.or other Ports of Call for a day or two or a week.
We can help plan your Memorial cruise throught historic Kent Narrows, Annapolis, St. Michaels, Oxford, Rock Hall, Chestertown or one of your favorite destinations.

Should you desire to just relax and enjoy your day on the water or cruising vacation, we’re happy to help you arrange for a Captain, crew, or provisioning for a completely worry-free experience.  

For our Charter Guests from out of town, we will be happy to assist with your travel or lodging arrangements. It is best if you are flying – BWI Int'l Airport is approximately 25 minutes away from marina, local restaurants, night life and Hotels.  Many Ports of Call also have Hotels for Cruisers wanting more conveniences – Golfers – think about getting in a round or two while others take a swim.
All yachts are 'Cruise Ready' equipped with galley ware, BBQ, cabin fans, charts, navigation equipment (it is recommended the charterer bring a personal GPS), VHF, 12v receptacle, starter quantities of disposables and ice, foul weather gear (recommended to bring your own), ground tackle, compasses, blankets, pillows and pillow cases. Linens/towels are available upon request for an additional fee.