Discover Hidden Gems: Top Day Trips from Astypalea Island in 2026

Best Day Trips from Astypalea Island in 2026

Best Day Trips from Astypalea Island in 2026
Astypalea Chora

Astypalea Island, a lesser-known treasure in the Dodecanese, offers a perfect blend of rugged landscapes, historic sites, and serene beaches. Base yourself in Chora (Χώρα), the island's charming capital, where sunsets paint the sky over whitewashed buildings. In 2026, travelers can enjoy curated day trips that balance cultural exploration with relaxation, from castle ruins to secluded coves.

We suggest for your stay:

Discover some of the best Astypalea Island Hotels hand-picked for comfort, location, and great reviews.
Boasting sea views, Popi Studios provides accommodation with a terrace, around 600 metres from Pera Gialos Beach. The property has mountain and city views, and is 1.3 km from Livadi Beach. Book now
Vithos Seaside Aparthotel is located on the seafront in Astypalaia Town, a few steps from Pera Gialos Beach and less than 1 km from Church of Panagia Portaitissa. Book now
Situated in Astypalaia Town, a few steps from Pera Gialos Beach, Niriides Luxury Studios offers beachfront accommodation and various facilities, such as a garden. The accommodation has a hot tub. Book now
Located within 700 metres of Pera Gialos Beach and 1.5 km of Livadi Beach, Studios Kilindra provides rooms with air conditioning and a private bathroom in Astypalaia Town. Book now

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Castle and Lanes: A Journey Through History

Astypalea's most iconic landmark is Kastro Kerinon (Κάστρο των Κουερίνι), a medieval fortress perched on a hill overlooking Chora. Built by the Genoese in the 14th century, this castle offers panoramic views of the island and the Aegean Sea. To reach it, take a short hike or ride a donkey up the narrow path from the village of Kastro Kerinon. Inside, explore crumbling stone walls, ancient cisterns, and remnants of a once-thriving watchtower.

The old town of Chora Astypaleas (Χώρα Αστυπάλαιας) is a maze of cobblestone lanes lined with Byzantine-era churches, traditional stone houses, and boutique shops. Wander through the village square to admire the 16th-century Church of St. John the Baptist or stop at local tavernas for fresh seafood. Don't miss the weekly market, where artisans sell handmade ceramics, olive oil, and regional wines.

Beach Days: Sun, Sand, and Serenity

Astypalea's beaches are a mix of pebbles, sand, and hidden coves, ideal for those seeking tranquility. Paralia Livadi (Παραλία Λιβάδι) is a popular choice, featuring soft sand, clear waters, and nearby tavernas serving grilled octopus and ouzo. The beach is accessible by car or a short walk from the village of Livadi.

For a more secluded escape, head to Paralia Vatses (Παραλία Βάτσες). This crescent-shaped cove is surrounded by cliffs and offers calm waters perfect for snorkeling. The beach is reachable via a scenic dirt road from Chora, with limited parking—arrive early to secure a spot.

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A Boat Day: Exploring the Islets of Koutsoymitis and Kounoupes

For an unforgettable adventure, take a boat trip to the nearby islets of Koutsoymitis (Κουτσομύτης) and Kounoupes (Κουνούπες). These uninhabited islands are part of the National Marine Park of Astypalea and offer pristine beaches, snorkeling spots, and opportunities to spot sea turtles and dolphins.

Most tours depart from Chora's harbor, with options for half-day or full-day excursions. Koutsoymitis is known for its golden sands and turquoise waters, while Kounoupes features hidden caves and dramatic rock formations. Some operators provide snorkeling gear, but it's wise to bring your own towel, sunscreen, and a reusable water bottle.

Practical Tips for 2026 Travelers

Transportation: Renting a car is essential for exploring Astypalea's remote beaches and villages. Fuel prices may be higher than on the mainland, so plan accordingly.

Best Time to Visit: May to October offers ideal weather, with July and August being peak season. For fewer crowds, visit in early spring or late autumn.

Accommodation: Stay in Chora for easy access to restaurants, shops, and sunset views. Consider eco-friendly guesthouses or villas with sea views.

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FAQ: Your Questions Answered

What is the best time to visit Astypalea?

Spring (May-June) and early autumn (September-October) offer pleasant weather without summer crowds.

Can I reach Kastro Kerinon by car?

Yes, but the road leading up to the castle is narrow and winding. A 4x4 vehicle is recommended for safety.

Are there family-friendly beaches on Astypalea?

Paralia Vatses has calm waters and shallow areas, making it ideal for children. Paralia Livadi also offers amenities like umbrellas and sunbeds.

Do I need a boat tour to visit Koutsoymitis and Kounoupes?

Yes—these islets are only accessible by boat or kayak. Local operators offer guided trips with snorkeling equipment and snacks.

Are there any festivals on Astypalea in 2026?

Look out for the Festival of the Virgin Mary (August) and the Astypalea Folklore Festival (July), featuring traditional music, dance, and local cuisine.

Final Thoughts: A Timeless Escape

Astypalea Island remains a secret gem in the Aegean, where history meets natural beauty. Whether you're exploring medieval castles, sunbathing on quiet beaches, or sailing to untouched islets, 2026 promises an unforgettable journey through one of Greece's most authentic destinations.

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