7 Greek Islands for the Ultimate Autumn Escape

As summer fades, the Greek islands transform into a hidden paradise for those in the know. The crowds thin out, the sun softens, and a new rhythm takes over—one that’s slower, calmer, and a whole lot more charming. It’s the perfect time to experience Greece like a local, where the beaches are yours alone and the island life feels more authentic. Imagine wandering ancient ruins without the rush, tucking into a seafood feast at a quiet taverna, and feeling that first nip of autumn in the air.

Fall in Greece means still-warm seas and balmy days perfect for hiking or exploring. While Greece is famous for its sizzling summer scenes, autumn is the season to savor, with cooler breezes, the occasional light rain, and landscapes that pop with color. Whether you’re dreaming of secluded bays or lively local markets, these islands offer the ultimate fall escape. Ready for the off-season magic? Here are seven hand-picked islands for your perfect autumn getaway.

Santorini: Iconic Beauty Without the Crowds

Santorini in fall offers a quieter, more intimate version of the island’s iconic charm. Gone are the summer throngs, making it the perfect time to explore Oia’s famous streets and capture those postcard-worthy shots without having to elbow your way through crowds. The caldera views, with their sweeping blue and white contrast, seem even more enchanting in the softer autumn light.

For a more off-the-beaten-path experience, head to Vlychada Beach. Known for its lunar-like rock formations shaped by volcanic ash, this beach offers a peaceful retreat far from the island’s busier spots. It’s the perfect place to enjoy the raw beauty of Santorini’s unique landscape.

Autumn is also grape harvest season, making it an ideal time for wine lovers to sample Santorini’s famed volcanic wines. Wineries like Volcanic Slopes Vineyards, Venetsanos, and Hatzidakis offer tastings of the island’s star grape, Assyrtiko —a crisp, mineral-rich white that perfectly captures Santorini’s terroir. Want an even quieter escape? Take a quick boat trip to Thirasia, Santorini’s sleepy sister island where you can enjoy tranquil walks through traditional villages, swims from volcanic beaches, and spectacular sunset views over the caldera. Santorini in autumn is all about savoring the island at your own pace.

Milos: The Nature Lover’s Dream

Autumn is the perfect time to explore Milos, a haven for nature lovers. With its dramatic coastline and otherworldly landscapes, the Cycladic “island of Aphrodite” offers some of the most stunning beaches in Greece. At Sarakiniko Beach, you’ll feel like you’ve landed on the moon, with its white volcanic rocks sculpted by wind and sea. The contrast between the rock formations and the crystal-clear water makes it a photographer’s dream. Despite being a popular spot, the autumn crowds are much lighter, allowing for a more peaceful visit.

Another must-see is Kleftiko, a hidden gem of sea caves and towering rock formations. Many visitors choose a boat tour to enjoy this secluded spot and swim in the turquoise waters. For hiking enthusiasts, Milos offers numerous trails, including the scenic route to Kleftiko. The mild autumn weather is ideal for exploring the island on foot. The charming fishing village of Klima, near Tripiti, is an absolute must visit for seafood aficionados.

End your day with a visit to Plaka, the island’s capital, where the Church of Panagia Korfiatissa offers some of the most breathtaking sunset views in the Cyclades. Whether you’re relaxing on remote beaches or enjoying panoramic views from a hilltop village, Milos in autumn is a nature lover’s paradise.

Hydra: Artistic Ambiance and Car-Free Charm

A stone’s throw from Athens, Hydra in autumn is a tranquil escape where the island’s artistic and bohemian spirit comes alive. With no cars allowed, the quiet stone-paved streets are best explored on foot or by donkey, offering a peaceful retreat from the usual tourist hustle. As the summer crowds fade, it’s the perfect time for leisurely strolls, hopping between cozy cafés, and soaking up the island’s serene atmosphere. 

Hydra has long been a magnet for artists, and autumn provides the ideal backdrop to explore its galleries and cultural spaces. Be sure to visit the Hydra Historical Museum and Archive and the Merchant Marine Academy to discover the island’s fascinating maritime history. Don’t leave the island without enjoying a meal at the spectacular Sunset restaurant, boasting amazing views and serving the finest seafood. 

Famous for its links to legendary singer-songwriter Leonard Cohen, Hydra is also a favorite of David Gilmour, renowned guitarist and singer of Pink Floyd, and his writer wife, Polly Samson. The couple often spend time on the island, which also inspired Samson’s novel “A Theatre for Dreamers.” Gilmour even shot the video for his song “Yes, I Have Ghosts” on Hydra in 2020, showcasing its beauty and serenity. For fans of culture and music, this adds an extra layer of charm to the island’s already rich heritage.

For more on Hydra in the fall, check out our guide here.

Syros: Year-Round Sophistication

Syros may not always top the list of Greek island getaways, but its year-round cosmopolitan allure, particularly in autumn, is undeniable. The island’s capital, Ermoupolis, is a cultural hub with its grand neoclassical architecture, lively squares, and the iconic Apollo Theater—a miniature of the historic La Scala opera house in Milan. This vibrant city remains bustling with life even as summer fades, offering a more relaxed but equally cultured experience.

A visit to the medieval settlement of Ano Syros, perched on the hill above, is a must. Its winding alleys and stone houses transport you back in time, while offering panoramic views over the Aegean. Wander the streets at your own pace, savoring the island’s blend of Greek and Venetian history.

Syros is also known for its culinary delights. Be sure to try its famous “halvadopita” (halva pie) and “loukoumia” (Greek delight), treats that are deeply connected to the island’s heritage and historic links to Constantinople. Pair this with a seafood feast at a seaside taverna, like those in the picturesque fishing village of Kini, 8km west of Ermopoulis, where you can enjoy both local dishes and stunning sunsets

Read about how to spend 48 hours on Syros in the fall here.

Skiathos: Tranquil Trails and Turquoise Waters

For those seeking a mix of natural beauty and peaceful retreat, Skiathos in autumn is a dream come true. Horseshoe-shaped Koukounaries Beach, known for its golden sand and crystal-clear waters, is much quieter in the off-season, making it perfect for a relaxed swim or lounging on the serene shore. Backed by a dense pine forest and bordered by the tranquil lagoon of Strofilias, part of the Natura 2000 network, the beach offers a stunning natural setting for nature lovers. Lalaria Beach (pictured above) is renowned for its turquoise waters and smooth, rounded white pebbles.

But Skiathos is more than just a beach destination; the island boasts a network of trails through pine forests and olive groves, offering great routes for hikers looking to explore its lush landscapes. For those who still want a taste of nightlife, Skiathos Town remains lively, with its bars and tavernas offering a more laid-back atmosphere compared to the summer rush—perfect for enjoying cocktails by the sea​.

Whether you’re seeking a peaceful retreat or some light adventure, Skiathos in autumn balances relaxation with natural charm, making it an ideal off-season getaway.

For more on Skiathos, click here.

Paros: Serene Beaches and Historic Villages

Returning to the Cyclades, Paros offers a perfect blend of natural beauty and cultural heritage, especially in autumn when the island’s charm truly shines. The serene beaches, like Kolymbithres, become peaceful oases, surrounded by huge granite rock formations and calm, turquoise waters. These quieter months make it ideal for enjoying a dip or sunbathing without the bustling summer crowds​.

The island’s traditional villages, such as Lefkes and Marpissa, are perfect for a scenic autumn stroll. Lefkes, once the capital of Paros, offers a glimpse into the island’s history with its narrow, whitewashed streets, Venetian architecture, and the impressive Byzantine church of Aghia Triada. Marpissa, with its charming windmills and winding, maze-like alleys, feels like a living open-air museum. The village is home to many beautifully restored buildings, where former farmhouses have been carefully renovated to preserve their authentic, traditional character. Don’t forget to visit the picturesque fishing village of Naousa in the north, where you’ll find tavernas serving lobster spaghetti and other high-end seafood.

For hiking enthusiasts, Paros’ scenic trails, like the ancient Byzantine Road that links Lefkes to the village of Prodromos, meander through olive groves and offer stunning views of the surrounding islands​.

Whether you’re seeking tranquil beaches, charming villages, or scenic hikes, Paros in autumn offers the perfect blend of relaxation and exploration.

Click here for our guide to Paros.

Corfu: Autumn Charm and Cultural Riches

Corfu’s lush landscapes and rich history shine in autumn, making it an ideal time to explore the island’s quieter side. The olive groves and citrus orchards are vibrant, and the cooler temperatures create a perfect setting for wandering through Corfu Town’s cobblestone streets. The town’s Venetian architecture, along with its many museums and historic sites, offers a wealth of cultural experiences​.

A must-visit is Mon Repos, a 19th-century neoclassical estate nestled in a lush park. Once a royal residence, the birthplace of the late Prince Philip, Duke of Edinburgh, it now houses the Archaeological Museum of Palaiopolis, which offers insight into Corfu’s archaeological past. The grounds are perfect for a leisurely autumn walk, with paths leading to ancient ruins​.

Corfu’s Old Town is also home to several unique museums. The Museum of Asian Art, located in the Palace of St. Michael and St. George, boasts a remarkable collection of Chinese and Japanese artifacts. For something more local, the Casa Parlante recreates 19th-century aristocratic life with animatronics and period furnishings​. Don’t miss the Banknote Museum, which chronicles the history of currency in Greece​.

Whether you’re wandering through the scenic estates or diving into the island’s cultural history, Corfu in autumn is a treasure trove of experiences.

Read more about visiting Corfu in the fall here.