The Best Sailing Vacations for Complete Beginners

Looking for a yachting adventure but don’t know your stern from your bow? These high-end skippered trips require no sailing experience and will take you to some of the world’s most incredible destinations – from French Polynesia to the Caribbean.

Mark Nayler

15 Sep 2022

If you’ve ever thought about learning to sail, these TRIPS by Culture Trip small-group adventures will introduce you to life on board a yacht, as well as the chance to swim with eagle rays, trek through tropical jungles and sip sunset cocktails on a deserted island. Here’s our pick of the best sailing holidays for total novices – all bookable with Culture Trip.

Since you are here, we would like to share our vision for the future of travel – and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Epic Trips, Mini Trips and Sailing Trips. Our Trips are suitable for both solo travellers and friends who want to explore the world together.

Epic Trips are deeply immersive 8 to 16 days itineraries, that combine authentic local experiences, exciting activities and enough down time to really relax and soak it all in. Our Mini Trips are small and mighty - they squeeze all the excitement and authenticity of our longer Epic Trips into a manageable 3-5 day window. Our Sailing Trips invite you to spend a week experiencing the best of the sea and land in the Caribbean and the Mediterranean.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm – and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.