The sea offers endless possibilities, but there are certain sailing routes that every sailing enthusiast dreams of experiencing at least once in their lifetime. Some stand out for the beauty of their landscapes, others for the challenge they present, and many for the history hidden within their waters.
From ocean crossings to voyages between idyllic islands, these routes are true icons of sailing. Whether you’re thinking of planning your next adventure or simply want to discover some of the most spectacular destinations on the planet, this guide brings together some of the world’s finest sailing routes.
1. From the Atlantic to the Caribbean: the great ocean crossing
Few experiences match the thrill of crossing the Atlantic under sail. Every autumn, hundreds of boats set sail from the Canary Islands bound for the Caribbean, making the most of the trade winds, which propel sailors westwards with relative stability.
This crossing, made famous by the Atlantic Rally for Cruisers (ARC), involves travelling nearly 2,700 nautical miles to islands such as Saint Lucia or Martinique. It is one of the great challenges for any skipper wishing to take their first steps in ocean sailing.
2. The Greek Islands: a Mediterranean sailing paradise
Greece is one of the favourite destinations for European sailors. Its thousands of islands allow for a wide variety of routes, ranging from leisurely cruises between small coves to more technical voyages characterised by the famous Meltemi wind.
The Cyclades offer a challenging and exhilarating sailing experience, whilst the Ionian Islands are ideal for those seeking a more leisurely sail. In both cases, the charm of their whitewashed villages, traditional harbours and crystal-clear waters make every stopover an unforgettable experience.
The best things about this route
• Offshore sailing for two or three weeks.
• Generally favourable weather conditions.
• A unique experience for those looking to cross an ocean for the first time.
3. Croatia’s Dalmatian Coast
The Croatian coast has established itself as one of the best sailing destinations in the Mediterranean.
With over a thousand islands, modern marinas and relatively short distances between stops, it offers a comfortable sailing experience, perfect for both family cruises and trips with friends.
Split, Hvar, Korcula and Dubrovnik form one of Europe’s most comprehensive sailing routes, where every day offers a completely different landscape.
4. The Whitsunday Islands and the Great Barrier Reef
Australia’s east coast is home to one of the most spectacular settings for sailing.
The Whitsunday Islands offer the chance to explore a true paradise of turquoise waters, protected by the Great Barrier Reef. Sailing usually takes place in relatively sheltered waters, allowing you to combine your trip with stops at white sandy beaches and sessions of snorkelling or diving amongst the reefs.
Whitehaven Beach, considered one of the most beautiful beaches in the world, is practically a must-visit.
5. British Virgin Islands
If there is one destination made for leisurely sailing, it is the British Virgin Islands archipelago.
The distances between the islands rarely exceed a few miles, the trade winds blow steadily, and the anchorages offer excellent conditions for much of the year.
Norman Island, Virgin Gorda, Jost Van Dyke and Anegada form part of an itinerary where each day ends in a new bay with crystal-clear waters.
6. The Amalfi Coast and Capri
Sailing through the Gulf of Naples means combining the sea, history and fine dining.
The route between Sorrento, Positano, Amalfi, Capri and Ischia offers some of the most photographed coastal landscapes in the Mediterranean. The cliffs, small harbours and maritime atmosphere make this voyage a favourite for those seeking a more exclusive experience.
During the summer, it is advisable to plan your stopovers carefully due to heavy maritime traffic.
7. French Polynesia
Few images capture the essence of a paradise sailing holiday better than the atolls of French Polynesia.
Bora Bora, Raiatea, Tahaa and Moorea boast lagoons sheltered by coral reefs where the water takes on impossible hues. Sailing requires care when passing through the access channels, but is rewarded with some of the most spectacular scenery on the planet.
As well as sailing, it is one of the best places in the world for spotting marine life and diving.
8. Cape Horn: the legend of the great seafarers
Not all routes are about comfort. Round Cape Horn remains one of the greatest challenges in global sailing. Situated at the southern tip of the Americas, this passage is known for its strong winds, huge waves and changeable weather conditions.
Although many vessels now use the Panama Canal, Cape Horn remains a symbol for ocean-going sailors and a benchmark in demanding regattas such as the Vendée Globe or The Ocean Race.
9. The Grenadines
This small Caribbean archipelago offers everything a sailor could wish for: warm waters, coral reefs, short legs and sheltered anchorages.
Sailing between Bequia, Mustique, Canouan or the Tobago Cays allows you to enjoy a relaxed cruise surrounded by sea turtles, virtually unspoilt beaches and exceptional natural beauty.
It is one of the best routes for discovering the Caribbean on board a sailing yacht.
10. Sailing round the world
The ultimate adventure. Completing a circumnavigation involves travelling tens of thousands of miles across the Atlantic, the Pacific and the Indian Oceans, following the planet’s major wind patterns.
There is no single route, but most sailors make the most of the tropical trade winds and the prevailing winds of the southern hemisphere to complete the journey as safely as possible.
It is a project that requires months of preparation, experience and meticulous planning, but it also represents the ultimate dream for many sailing enthusiasts.
How to choose a sailing route
Before planning any voyage, it is advisable to consider a number of key factors:
• The time of year and weather conditions.
• The crew’s level of experience.
• The boat’s range.
• The availability of ports and anchorages.
• Local regulations and the necessary documentation.
• The condition of the boat and safety equipment.
Good planning not only makes sailing more comfortable, but also much safer.
Every route offers a different way of experiencing the sea
Sailing routes are much more than just a course marked on a nautical chart. They are experiences that allow you to discover new cultures, tackle different wind and sea conditions, and enjoy some of the most breathtaking landscapes on the planet.
Whether crossing the Atlantic, exploring the Greek islands, sailing amongst the reefs of Polynesia or dreaming of rounding Cape Horn, every voyage leaves indelible memories and proves that, for those who love the sea, the true destination is always on the journey itself.