Sailing the Caribbean Islands

Island Outposts: Detailed

The dream of retiring to a Caribbean area with powder-white sands, clear blue seas and tranquil area life is, for many people, simply a fantasy. There’s the trouble to be concerned about, and then you must discover the area that is best for your needs.

But what if I told you that you may retire in their mind all and spend your time island-hopping without worrying all about home fees or utility bills? And therefore you could do it for only $1, 000 a month—about $16 on a daily basis per person?

That’s just what my partner Julie and I also performed in 1994. And I’ll inform you a key… You don’t must be a lifelong sailor or know anything about ships to blow your retirement cruising around the Caribbean.

You just have to wish stay the dream that Jimmy Buffett sings about. Let me explain…

On a whim, we enrolled in a four-hour shore excursion on a 36-foot sailboat. My family and I had never ever already been on a sailboat before therefore we requested the motorboat owner an abundance of dumb concerns. But by the time we sailed back to port we knew we'd to call home like this.

As our cruise liner left St. Thomas that night, we looked back at the sailboats bobbing in Charlotte Amalie harbor. And I guaranteed myself that in five years i might be down there using them by myself sailboat.

At the time I happened to be a fruitful commercial real estate agent in Houston, Texas. We encountered exactly the same obstacles to sailboat cruising which you most likely do now. I understood nothing about sailing or such a thing nautical. But that has beenn’t going to end me personally.

Within the after that four many years we ready, using the baby-steps method of sailboat life. We read everything I could get my on the job about cruising and cruising. We began using sailing classes in Kemah, Tx, 90 miles from our residence. We took sailboat getaways in British Virgin Islands with a captain and prepare… And after three such trips, we began taking these trips by ourselves.

In January 1994, we chartered a 35-foot sailboat for three straight days inside Brit Virgin isles. We learned we truly could do that! As soon as we returned to the U.S., we started buying a boat.

That summer we bought a 35-foot Island Packet and known as her Shadowtime. We spent many vacations on the boat, docked in Kemah, preparing to sail into Virgin Islands in November.

Was we an experienced sailor by then? Not a way. Looking straight back, I’m however astonished at exactly how little knowledge I experienced. But we had our fantasy.

By Christmas, my partner quit her work, and a few weeks later we began residing on our sailboat for six to nine months annually.

For the next eight many years, we'd an absolute basketball. We spent 90% of our time moving regarding hook at probably the most breathtaking anchorages on Earth. We especially liked being anchored off elegant resorts that charged $500 a night. We paid zero along with a far greater view, without loud next-door neighbors. Through the day we would go-ashore to those resorts, utilizing our dinghy, and roam the grounds and relish the amenities for free.

Our vessel Shadowtime performedn’t keep the Caribbean until we marketed her in 2002. We sold this lady for $118, 000, just what we paid to buy the woman eight many years previously. And we also just found out that she's obtainable again, for similar price. Proof that should you have the right boat it'll manage its value.

Editor’s note: For Gary’s complete tale, start to see the might problem of Global life mag. Inside it, Gary reveals ways to get a boat for the Caribbean for as low as $10, 000…the simplest way getting across the islands…and more. Subscribe today to read more.



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