A bareboat charter means that a boat is hired without captain or crew. If you’re the skipper, you should know what you’re doing and have demonstrable proof of that. You'll also need to find a reputable company to supply you with a seaworthy, reliable boat.

Elliot Zimmerman of Marina del Rey’s Bluewater Sailing explained that there’s a range of boat rentals available.

“There are outfits that will supply you with a boat as long as you have a credit card and a pulse," he said. “Reputable companies want to ensure that you’re a safe sailor before they trust you with their boats, which can easily run $250,000.”

Bluewater offers three tiered American Sailing Association courses including Basic Keelboat, Basic Cruising and Basic Bareboat chartering. In many cases passing them is enough to bareboat charter the yacht of your dreams in an exotic locale. Sunsail Yacht Charters will accept proof of passing these ASA courses as being enough to charter the outfit’s boats in the Caribbean.

“Some companies demand more, which is why we also offer the International Yacht Master Certification,” Elliot said.

When arranging a bareboat charter it’s important to choose a reputable company where the boats are well maintained. Does the company have a backup boat available to send to you if you need help during your charter? Make sure that you fully understand the extent of the insurance coverage before you book. A good charter company will check into your credentials before you reserve and then put you through your boat handling paces after you arrive.

Pack plenty of sun protection and layered clothing. You will have to provision when you arrive at your destination, so talk to the charter company to see if it has preferred vendors to arrange for stocking food. Stow food carefully so that everything is secured. A can of tuna can turn into a missile in rough seas. Be sure to double check that there is adequate fuel, water and ice.

Make sure to inventory the tools, such as wrenches, screwdrivers and flashlights with spare batteries. Ensure that there is adequate safety equipment on board, including personal flotation devices, radio, fire extinguishers and a well stocked first aid kit.

Go through a complete rundown on all equipment specific to the boat, such as switches, batteries, the stove and the head.

Do a shakedown cruise with somebody from the charter company before leaving for your cruise. The propeller’s paddle wheel effect will pull a boat to one side or the other. You won’t know which until you take the boat out for a spin. The effect is more pronounced in reverse, so back up as well. Unfurl all the sails. Make sure that everything runs smoothly. Be certain to have a working dinghy with a motor. It’s a good idea to practice anchoring, just to check the windlass and see how much scope you have. Run through your boat’s electronics, such as radar and GPS to make sure they are all working.

It’s not enough to rely on GPS. Make sure you have plenty of charts and that you’ve planned your voyage ahead of time. Run your intended itinerary past the charter company to explore potential hazards and attractions.

Once you’ve gotten through your shakedown cruise, relax and enjoy. The memories will last a lifetime.