Helping Plan Your Caribbean Sailing Vacation is our Pleasure!

Helping Plan Caribbean Sailing Vacation is our Pleasure

Whether you want a romantic getaway with someone special or you want to share your vacation with family, a group of friends, or even a group of colleagues for an incentive or team building experience, there is nothing quite like a sailing vacation in the Caribbean. With over 30 years of experience in the yacht charter business, Virgin Island Sailing® is an expert at helping plan your Caribbean sailing vacation.

No matter if you are sailing in the British Virgin Islands or elsewhere in the Caribbean, you will encounter calm turquoise blue waters, endless sandy beaches, idyllic anchorages, laid-back island atmosphere and friendly people as you enjoy your sailing charter.

All-Inclusive Yacht Charters

If you are not a sailor, or you prefer not to be responsible for the boat while on vacation, then an all inclusive crewed yacht charter is just for you.

Our fleet of monohull, catamaran and motor yacht charters comprise several hundred yachts with a variety of designs and cabin configurations all designed to maximize the comfort of your floating haven at the level of luxury you choose.

All-Inclusive sailing vacation

Our professional, knowledgeable and friendly crews (usually a captain and cook) will sail your Caribbean charter, care for the vessel, cook gourmet meals that suit your own individual tastes, serve as personal guides to the wonders of culture and nature that make up the islands of the Caribbean, and spoil you like you deserve.

With no provisioning, cleaning or cooking to worry about, you simply hop aboard for a carefree Caribbean sailing vacation. With no fixed itinerary, you have the freedom to choose the peace and tranquility of a quiet anchorage, explore the islands (both on and off shore) or party island-style.

An all inclusive crewed yacht vacation is more affordable than what you might expect and is often less expensive than staying in a luxury resort. It can accommodate almost any budget. Let us help you select the perfect yacht and crew for your group.

Regardless if you opt for a traditional sailing monohull, a spacious catamaran or fast motor yacht charter, if you are looking for the ultimate worry-free Caribbean sailing vacation, then an all inclusive crewed yacht charter is for you. To plan your perfect sun-filled adventure, contact Virgin Island Sailing®.

Bareboat Yacht Charters

Perhaps you like the adventure of being your own captain.

We also have a full fleet of bareboat monohulls in various sizes, popular sailing catamarans, power catamarans and motor yachts to choose from.

All of our bareboat charters come equipped with kitchen utensils, towels, linens, a dinghy and the necessary electronics and safety equipment. Although most bareboat sailors prefer to provision themselves, we can arrange to have your bareboat yacht charter well-stocked with groceries of your choice.

Bareboat sailing vacation

Regardless of what type of Caribbean sailing adventure you want, safety, cleanliness and maintenance play a major role in any of the bareboat selections chartered through Virgin Island Sailing® so that your expectations of a worry-free Caribbean sailing vacation are fulfilled.

If having the freedom to sail anywhere you like at any time you desire – with you behind the helm – then a bareboat yacht charter is for you. Let us help you find the right Caribbean adventure for you at an affordable price.

Whether you chose a crewed or bareboat Caribbean charter, Virgin Island Sailing® is here to help you plan your Caribbean sailing vacation. It is always our pleasure to serve you!

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