If you’re interesting in charting a sailboat on the Chesapeake Bay or beyond, click through the buttons on this page for sailing resources, such as destination and how-to articles, tips for sailors on provisioning and planning, and charter company ideas.
Longtime friends continue their decades-old "boys sails" tradition with an early 2023 sailing charter in the BVI.
In the wake of Hurricane Dorian in 2019, the Abacos, Bahamas, are still in recovery mode yet sill have a lot to offer charter sailors. ~By Eva Hill
For sailors who find the winter months a bit dull, the Caribbean offers a wide range of great regattas, and one of my favorites is Grenada Sailing Week.
Find an authentic Caribbean experience while taking a charter sailing vacation in Antigua and Barbuda.
Scrumptious food, excellent wine, and eating figs right off trees: a few reasons this family rated their bareboat sailing charter...
If British sailing action is what you seek, look no further than a charter to Hamble-le-Rice in southern England.
There are few feelings more satisfying than being anchored off a white sand beach while storms howl at home. Yet, winter charters require careful consideration, because like any...
I love to charter a sailboat out of Newport, RI, because there’s just so much to experience there. This time we chose to explore Block Island and some of the quaint little towns...
When planning your summer cruising vacation, why not consider a Baycation on your sailboat or on a Chesapeake charter sailboat?