Sailing is a major feature of Caribbean life and from English Harbour in Antigua to Rodney Bay in St Lucia, the region’s crystal clear turquoise waters are a seafarer’s paradise.

With Simply Caribbean you can sail around the beautiful Caribbean Islands to your heart’s content and whether you are an accomplished sailor or a novice wanting to learn the ropes, we cater for all standards and will tailor your holiday depending on your level of expertise. Choose between having a fully crewed yacht or just hiring a skipper for your trip, then either sit back and relax or hoist the mainsail, whatever takes your fancy!

You can set sail from a range of different islands, depending on your chosen itinerary: embark from Antigua and head to St Kitts and Nevis, Anguilla or even as far away as the Virgin islands; or cast off from St Lucia and set course for St. Vincent and The Grenadines, Martinique or even Barbados. The options are endless and every holiday is individually tailor-made to suit your budget, experience and sailing requirements.

We have access to a large selection of yachts, catamarans and motor yachts all with or without crew and we can organise professional tuition for sailors of all abilities. We have long-standing relationships with a selection of reputable sailing companies who we’ll work with to ensure you have the best sailing experience at the most competitive prices.

Call us now to discuss your Simply Caribbean sailing holiday and we will put together an unforgettable experience for all the family.