Top Reasons Why a Sailing Vacation Is a Great Choice for Solo Travellers

A group sailing trip is a great option for solo travellers
A group sailing trip is a great option for solo travellers | © imageBROKER / Alamy
Lexi Fisher

Travelling alone can be daunting. Joining a group sailing holiday will not only give you a taste of adventure, but also the chance to visit extraordinary tropical destinations and meet like-minded travellers along the way. Read on to discover why you should set sail on your next solo trip.

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Point your compass in the direction of paradise on an eight-day sailing holiday with Culture Trip – with destinations including the Seychelles, French Polynesia and the Caribbean.

Minimal planning required

Travel planning, especially to a foreign country with multiple small island destinations, can be complicated and stressful. One of the great things about choosing a sailing holiday is that the whole trip is planned out for you in advance. All you need to do is book your flights and turn up at the airport – no need to spend hours in front of a computer trying to arrange transportation and tours.

A sailing trip can take you to extraordinary places like Moorea in French Polynesia

Travel with experts

Where are the best snorkelling spots? Which beach bar makes a top rum punch? With a skipper and steward on board, you’ll have all the local insider tips you need. They’ll even drop you off at their recommended hotspots and pick you up afterwards – especially handy after one too many mai tais at the beach bar.

Learn a new skill

While lounging on deck with a book is more than acceptable on a sailing holiday, you’ll also have the opportunity to learn the basics of sailing, if you want to. From how to read the instruments to adjusting the sails, you’ll return home with a feeling of accomplishment and a few new tricks under your belt. Even if sunbathing is more your thing, you’ll have a much better understanding of what life at sea is all about.

A sailing holiday will also give your the chance to learn the basics of sailing

Enjoy peace of mind

Safety is paramount. Having a trusted booking agent to deal with health and travel insurance, sorting through entry requirements and regulations and organising reputable transport is incredibly reassuring. A stress-free escape is what going on holiday is all about, after all.

No hidden costs

When everything is already prepaid, there is no need to worry about finding an ATM or that your bank will freeze your credit card. Paying a single fee upfront also takes the hassle out of budgeting – who wants to be crunching numbers when you can be sipping a cocktail on a beach?

Have everything taken care of in advance so you can just enjoy sailing around to different destinations

Make new friends

Booking a holiday alone doesn’t mean you’ll be lonely. You’re almost guaranteed to meet other travellers with a shared sense of adventure, similar priorities and a wonderful sense of camaraderie. Keep an open mind and who knows? You might even make some lifelong friends in the process.

Embrace luxury on a budget

Sailing is an expensive sport. By booking a group sailing holiday, however, the cost of a luxurious catamaran is split between many people, making the whole experience more affordable. Add in your own private cook and you’ll start to feel like you’re on a five-star getaway for a fraction of the price.

A group sailing trip means you can experience new adventures with other like-minded travellers

Choose your own adventure

You get to decide how to spend your time. Whether you’re into group dinners and rambunctious nightlife or early mornings watching the sunrise alone from the bow of the boat, the choice is yours. Enjoy the freedom of travelling with others without the pressure of negotiating with your travelling companion.

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It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.


I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!

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Every CULTURE TRIP Small-group adventure is led by a Local Insider just like Hanna.

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Connect with like-minded people on our premium trips curated by local insiders and with care for the world

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: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

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.