"Island Dreaming"

Imagine waking up from a wonderful slumber to the gentle rocking of waves and the smell of fresh coffee. You slowly make your way from your bunk to the bright sunlight on deck, freshly brewed coffee in hand. You sit down, sip your coffee and slowly take in the beautiful clear turquoise and blue water around the boat in the calm quiet of the morning, contrasting with the greenery and palm trees only a short distance away. The routine rudeness of the transition from restful slumber to the realities of the awoken world is pleasantly reversed. It is early March…and you are warm! And in paradise.

This is how the day starts, and it only gets better! (good food, snorkeling and swimming in 83 degree water, experiencing new sights, meeting like-minded people on the occasional visit ashore). This is not a “pipe dream” fantasy. It is something that can be far less expensive than most “all inclusive” type vacations to resorts and on cruise ships. Even more so, if you are willing to put a little effort into learning some of the basics of sailing and advancing your knowledge and experience and learn to “bare boat” charter – no, not naked chartering, LOL, chartering (renting) a boat under 50ft long, without a captain or crew.

The above scenario was the beginning of my first day chartering in the Caribbean with friends in March 2004. Click here for the rest of a typical day. I remember saying aloud that morning, “It can’t get any better than this.” And it did! Life is short. Don’t worry about how old you start (I encounter many new sailors every day in their 50s, 60s and 70s), just do it and you will enjoy something that most people only dream about.

My goal for this website, is for it to be a resource and “how to” guide for all the sailing dreamers who didn’t know this was within their means, or for all those who didn’t even know this type of amazing, fantastic, self-directed fun even existed! Explore this website and see how to make your sailing dreams come true!

– Capt Glenn