An absolute riot. Organize a Rumbrella Regatta in your next anchorage! Here’s how it works. [More] Rumbrella Regatta
Cruising & Chartering
Ahhh, living the dream! But what's it really like? What do I need to know?
Tips and skills to help you have a great time, whether it's on your own boat or a charter:
Also check out my free and paid courses to help every step of the way.
Random thoughts from a night watch from Holly Scott, a delivery & charter captain who’s sailed since she was 3. [More] Cruising Stories: On Delivery with Holly Scott
Your boat has a 50-gallon fuel tank. Does that really mean you have 50 gallons of fuel that you can use? [More] What’s Your REAL Fuel Capacity?
What’s it REALLY like to cruise on a tight budget and try to make money as you go? Elena’s Cruising Story tells it as it is. [More] Cruising Stories: Elena | Sailing Kittiwake
Making the transition to cruising the Caribbean isn’t always as simple as “sailing off into the sunset” implies. How one mom has adjusted! [More] Cruising Stories: “H” Draper | Fille de Joie
A checklist of the documents and other things you need to have before taking your boat to the Bahamas. Downloadable PDF if you want. [More] Bahamas Checklist
Jack Webb’s cruising story is that of a bad night on the Bahamas Banks. An experienced singlehanding cruiser, he still learned several lessons. [More] Cruising Stories: Jack Webb | Drifter
Mark and Jennifer Prince began cruising just over a year ago, and here, they contrast their second year with their first. That first year was tough, but things have smoothed out considerably! [More] Cruising Stories: Mark & Jennifer Prince | Luna Sea
Suky’s “Cruising Story” is a short one, but heartfelt. Was she nuts to buy a 41′ boat to cruise (and offer learning charters on) singlehandedly? [More] Cruising Stories: Suky Cannon | Shambala
Charlie & Melody Cook sold their house, bought a boat and took off cruising all in a few short months, learning as they went. This is their story of the frustrations, triumphs and wonderful moments. [More] Cruising Stories: Melody & Charlie Cook | No Worries