The Top Reasons Why You Should Join a Group Sailing Vacation

idyllic tropical beach with white sand, palm trees and turquoise Caribbean sea water on exotic island in St Vincent and the Grenadines
idyllic tropical beach with white sand, palm trees and turquoise Caribbean sea water on exotic island in St Vincent and the Grenadines | © BlueOrangeStudio / Alamy
Lexi Fisher

Dreaming of a Caribbean holiday, but not sure where to start? A group sailing vacation could be your ticket to an off-the-beaten-track adventure without the cost of chartering your own boat, plus a skipper to show you the ropes – literally and figuratively. We’ve put together a handful of reasons that’ll make you want to cast off immediately.

Ready to set sail? Join a group sailing vacation with Culture Trip in exotic locations like Bora Bora, the Seychelles and the Caribbean.

Learn about life on the high seas

If you’ve ever wanted to learn to sail, this is the best way to get a taster. A group sailing holiday means you have the comfort of a skipper and crew taking charge, so you can relax on deck with a margarita and a book. However, if you’re keen to understand the sailing basics, there will certainly be opportunities for you to trim the sheets – that doesn’t involve bed linen, by the way – and take the helm if you like.

Live your best life on a chartere yacht with new friends

It’s surprisingly affordable

A boat charter might sound like something that only celebrities can afford, but splitting the cost with others makes a sailing holiday much more affordable. Instead of spending money on luxury resorts and individual activities, everything is included on a group trip – aside from your flights – so you save your hard-earned money for an extra cocktail on the beach or souvenirs to take home.

Get off the beaten track

Over 70 percent of our planet is covered in water, which means that many of the world’s most beautiful and undiscovered destinations are only accessible by boat. This is especially true in the Caribbean, where most islands don’t have airports and many are uninhabited. With a boat, the possibilities for adventure are endless.

Visit St Vincent and the Grenadines for the day

Escape the crowds

One of the great things about a sailing holiday is the ability to, well, sail away. We all know what it’s like to look forward to a relaxing getaway, only to have a mass of tourists descend on your carefully chosen destination. When the crowds become too much, weigh anchor and sail off to find your own private escape.

Visit more than a single destination

When the only limit to your freedom to roam is the depth of the water, the possibilities are thrown wide open. Instead of being stuck on a single island, a sailing holiday gives you the chance to explore dozens, each unique in its own way. Plus, you’ll get the most out of your vacation time by combining your accommodation and means of transportation into one.

Explore Carriacou Island on your sailing vacation

Make new friends

Booking a cabin on a shared boat means you’ll get to meet other like-minded people. You all share the sense of adventure that brought you there in the first place, so why not take the opportunity to connect with people you wouldn’t have met otherwise? Strangers are friends you just haven’t met yet, after all.

Immerse yourself in nature

You can’t get any closer to nature than living on a sailboat. When reef-lined bays and sheltered mangrove lagoons are literally your back garden, you’ll experience the best that nature has to offer. Whether it’s snorkelling with turtles and eagle rays, watching herons hop between mangrove roots, or the gentle flight of frigatebirds gliding gracefully above your head, wildlife is all around you.

Go snorkelling with stingrays in Bora Bora

Soak up the sensational views

And who can forget the spectacular Caribbean sunsets? From a sailboat, you’ll have uninterrupted views of the horizon as the sun sets the sky ablaze and cotton-candy clouds melt into the cerulean sea. If you’re lucky enough to have a cloudless horizon, you might even see the green flash – a spark of emerald light emitted by the sun the moment it finally sinks beyond view below the horizon. Blink – and you’ll miss it.

Enjoy a unique adventure

Each sailing holiday is a new and exciting adventure. Whether you’re keen to learn to sail, spend as much time in the water with colourful reef fish as possible, or visit endless white sand beaches, raise the sails and head off into the horizon – who knows what awaits you?

Discover unique sealife in the Caribbean waters

Culture Trips 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. 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 places and communities so special.

Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.?>

All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.

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