Sailing Routes & Adventures Worldwide
Explore handpicked sailing routes, guides, and ready-to-join adventures across the globe. Whether you’re an experienced sailor or just starting your journey — the sea is waiting.
Routes
Discover inspiring sailing routes — plan your adventure or join an organized trip.
Guides
Explore simple, practical sailing guides — learn, prepare, and feel ready for the sea.
trusted gear
Find tried-and-tested sailing equipment — trusted recommendations for life at sea.
our mission
The Spirit of Sailing Society
At Sailing Society, we believe that sailing is more than travel – it’s a way of life.
It’s about finding freedom on open water, connecting with nature, and discovering the quiet beauty between sea and sky.
Our mission is to make the world of sailing accessible and inspiring for everyone – from experienced sailors planning their own routes to beginners dreaming of their first trip at sea.
We share global sailing routes, guides, and stories that invite you to explore, learn, and join unforgettable journeys across the world’s most beautiful coastlines.
Because adventure doesn’t start when you arrive – it starts when you raise the sails.
Time to Explore
Sailing Routes
Explore our handpicked sailing routes from around the world – from the calm bays of the Mediterranean to the turquoise waters of the Caribbean and the remote islands of the Pacific.
Whether you’re an experienced sailor planning your own adventure or a beginner dreaming of life at sea, here you’ll find both inspiration and real routes to follow. Each journey introduces unique anchorages, local highlights, and insider tips – everything you need to plan your own trip or simply join an organized sailing experience and let the wind decide where to go next.
Our routes are created to show you the beauty of sailing in every corner of the world – calm, wild, and unforgettable.
Sailing the Cyclades: A Seven-Day Route Through the Heart of the Aegean
A Journey Through Blue and White There’s a reason sailors return to the Cyclades year after year. This route from Lavrion or Athens weaves through turquoise bays, whitewashed villages, and the pure Aegean light that defines Greece. The wind here has a name — the Meltemi — and it shapes
Sailing the Stockholm Archipelago: Seven Days Among 24,000 Islands
Nordic Serenity at Sea Few places on earth feel as peaceful — or as vast — as the Stockholm Archipelago. A maze of 24,000 islands stretches out from Sweden’s capital, where open sea meets pine forests and granite skerries. Here, sailing isn’t about chasing speed — it’s about slowing down.
Sailing the Azores: Between Green Islands and the Deep Atlantic
A Journey Beyond the Horizon Far out in the North Atlantic, the Azores rise from the ocean like emerald peaks. São Miguel and Santa Maria offer a rare kind of sailing — raw, remote, and deeply connected to nature. Here, volcanic cliffs meet deep-blue water, whales breach on the horizon,
Start sailing with confidence
Sailing Guides
Every great journey begins with curiosity — and a bit of guidance.
Our Sailing Guides are created to help you understand the art of sailing, explore new horizons, and feel confident wherever the wind may take you.
Here you’ll find stories, insights, and simple explanations that make sailing accessible to everyone — from those who dream of their first voyage to sailors refining their next adventure.
Each guide is written with one idea in mind: to inspire you to learn, explore, and connect with the rhythm of the sea.
Because once you understand the wind, the whole world opens up.
Sailing the Azores: Between Green Islands and the Deep Atlantic
A Journey Beyond the Horizon Far out in the North Atlantic, the Azores rise from the ocean like emerald peaks.
Sailing the Stockholm Archipelago: Seven Days Among 24,000 Islands
Nordic Serenity at Sea Few places on earth feel as peaceful — or as vast — as the Stockholm Archipelago.
Sailing the Cyclades: A Seven-Day Route Through the Heart of the Aegean
A Journey Through Blue and White There’s a reason sailors return to the Cyclades year after year. This route from
Trusted Gear for real adventures
Gear & Essentials
our blog
Sailing Stories
Every journey has a story — and every sailor has one to tell.
In Sailing Stories, we share insights, reflections, and experiences from life at sea — from hidden anchorages and travel tips to the mindset that sailing inspires.
You’ll find articles on sustainable travel, gear reviews, and lessons learned between wind and water.
Whether you’re planning your first trip or already living by the tides, our stories will help you stay inspired — and maybe even set sail a little sooner.
Sailing the Azores: Between Green Islands and the Deep Atlantic
A Journey Beyond the Horizon Far out in the North Atlantic, the Azores rise from the ocean like emerald peaks. São Miguel and Santa Maria
Sailing the Stockholm Archipelago: Seven Days Among 24,000 Islands
Nordic Serenity at Sea Few places on earth feel as peaceful — or as vast — as the Stockholm Archipelago. A maze of 24,000 islands
Sailing the Cyclades: A Seven-Day Route Through the Heart of the Aegean
A Journey Through Blue and White There’s a reason sailors return to the Cyclades year after year. This route from Lavrion or Athens weaves through
"A ship in harbour is safe, but that is not what ships are built for."
John Augustus Shedd