As the days grow shorter and the air turns crisp in the UK, many sailors begin to think the season is coming to a close. But autumn is far from the end of the sailing year. Across the world, there are still plenty of destinations offering warm seas, reliable winds, and the golden light of the later months.
Autumn sailing has its own special charm: quieter anchorages, cooler but still pleasant temperatures, and the chance to see landscapes touched by seasonal change. Whether it’s the grape harvest in southern Europe or the fiery foliage of the Pacific Northwest, there’s something magical about taking to the water at this time of year.
Greece
Lovesail recommends: The Dodecanese, Cyclades and Sporades
The Eastern Mediterranean retains its warmth and steady winds well into October, making Greece one of the most inviting autumn sailing destinations. Over 6,000 islands and islets await, with dolphin sightings a frequent treat.
In autumn, the fierce summer sun eases, giving you more freedom to explore ashore. Each island group has a distinct character:
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The Dodecanese – A tapestry of medieval castles, Byzantine chapels and peaceful coves, perfect for sailors who love history and culture.
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The Cyclades – Famous for their whitewashed houses with bright blue domes, harvest festivals and lively local tavernas.
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The Sporades – Lush and green, these islands provide a refreshing contrast, and fans of Mamma Mia! will instantly recognise the film locations.

Croatia
Lovesail recommends: The Kornati
The Croatian coast is a sailor’s dream in early autumn. The sea is still warm, the weather settled, and the summer crowds have dispersed – leaving behind quiet bays and harbours that feel wonderfully unspoiled.
The highlight is the Kornati Islands – a labyrinth of 152 rocky islets, the densest archipelago in the Mediterranean. Navigating their narrow channels requires some skill, but the reward is immense: untouched landscapes, secluded anchorages, and sunsets that glow with autumn warmth.
This time of year also coincides with the grape harvest inland, so you can pair your sailing adventure with a taste of Croatia’s rich winemaking tradition.
adventure with a taste of Croatia’s rich winemaking tradition.
Pacific Northwest / Canada
Lovesail recommends: The Inside Passage
For something completely different, the Inside Passage of the Pacific Northwest offers a strikingly autumnal experience. Stretching 600 miles through fjords and forested islands, it combines wilderness with welcoming harbours.
Start in Seattle or Vancouver, where farmers’ markets overflow with seasonal produce, before heading north into the remote beauty of British Columbia. The trees blaze with autumn colour, the air feels fresh and crisp, and wildlife abounds – from breaching whales to soaring eagles and, occasionally, bears along the shore.
By the time you reach Skagway in Southern Alaska, you’ll have sailed through one of the world’s most breathtaking autumn journeys.
Related Article: Harvest of the Sea
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