Bareboat Monohulls for Charter in Chesapeake Bay

Our Charter Monohull Yacht Catalogue

Monohull charter is a good option for sailing enthusiasts who want to enjoy the wind in the sails and the movement of the boat through the water, while also accommodating members of the crew more intent on relaxation and enjoying the destination. Choices range from boats suitable for charter by couples and families on a budget, to luxury fully-crewed craft that accommodate larger groups of friends on a sailing holiday together.

Important Note: This is only a small selection of the boats we have available. We subscribe to all the major charter boat databases worldwide. Make an enquiry based on your preliminary findings, and let us research all possible sail and motor boat options in your destination of choice.

12 results ( Page 1 of 1 )

The Sail Connections Guarantee

One contact - every option - advice you can trust.


  • Matching any competitive offer
  • Sourcing boats with discounts available
  • Personalising our proposal just for you
  • Qualifying the operator as well as the boat
  • Advising without bias based on 25+ years of experience
  • We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

Get in Touch

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is jam-packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Download Guide

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.