Astypalaia Holidays

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Your Astypalaia Holiday

The stress-free way to experience this interesting city is with a customised Astypalaia holiday package. Stay in the neighbourhood of Analipsi, which is good for families, views and watersports or go someplace else — our package deals are all about you. You'll want to go sightseeing during your trip to Astypalaia. Don't miss major attractions such as Livadi Beach, Astypalaia Castle and Livadiou Reservoir. Browse Expedia's wide range of travel options and book your ideal holiday to Astypalaia now.

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Things to do in Astypalaia

Astypalaia offers a delightful blend of beach relaxation, cultural experiences, and outdoor adventures. Visitors can indulge in sailing, explore picturesque beaches, and immerse themselves in the local culture. With its stunning landscapes and charming villages, Astypalaia is an ideal destination for those seeking both tranquillity and adventure on their holiday.

Shopping

Astypalaia offers charming shops filled with local crafts and souvenirs, perfect for gifts. For a more extensive selection, if you're up for a drive, visit the nearby town of Chora, where you’ll find boutiques and artisanal goods that capture the essence of the island.

Recreation

Unwind at a luxurious wellness retreat overlooking the Aegean Sea, indulge in rejuvenating spa treatments, and participate in yoga classes amidst stunning landscapes. Explore the island’s serene beaches, hike scenic trails, and enjoy fresh Mediterranean cuisine to enhance your relaxation and well-being during your stay.

Adventure

Explore the stunning beaches of Astypalaia with kayaking or stand-up paddleboarding. Hike to the historic Castle of Astypalaia for breathtaking views, or embark on a boat trip to the nearby islets for snorkelling and swimming in crystal-clear waters. Experience the thrill of windsurfing at popular spots around the island.

Nightlife

In Astypalaia, enjoy a vibrant nightlife at lively bars and seaside tavernas in Chora. Explore charming alleys filled with music and laughter, where you can sip cocktails and mingle with locals. The atmosphere is warm and inviting, perfect for a memorable evening under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Astypalaia

Astypalaia is a picturesque destination perfect for beach lovers and culture enthusiasts alike. Visitors can explore charming sites such as Astypalea Town, the iconic windmills, Astipaleas Beach, and the historic Astypalaia Castle. Whether you're seeking relaxation by the sea or a romantic getaway, this enchanting island offers a delightful blend of outdoor activities and cultural experiences.

  • Astypalaia Castle: Perched atop a hill, Astypalaia Castle offers breathtaking views and a glimpse into the island's rich history. Its romantic atmosphere, combined with cultural significance, makes it a perfect spot for leisurely exploration and photography.
  • Astypalea Windmills: These charming windmills reflect the island's traditional architecture and cultural heritage. As you stroll among them, you’ll appreciate the picturesque scenery and the stories they hold about the island's past.
  • Central Square: The heart of Astypalaia, Central Square is ideal for relaxation and socialising. Enjoy a leisurely coffee at a café or take part in local excursions, immersing yourself in the vibrant island life.

Best time to go to Astypalaia

The best time to visit Astypalaia can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Astypalaia falls in August, when visitor numbers are moderately high and weather is sunny with no rain. The coolest average temperature in Astypalaia falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January56.1°F (13.4°C)Light RainMostly SunnyAverage
February56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
March57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
April61.7°F (16.5°C)No RainSunnyAverageAverage
May67.5°F (19.7°C)No RainSunnyAverageAverage
June73.8°F (23.2°C)No RainSunnyModerately HighModerately High
July78.1°F (25.6°C)No RainSunnyModerately HighModerately High
August78.8°F (26.0°C)No RainSunnyModerately HighModerately High
September75.4°F (24.1°C)No RainSunnyAverageAverage
October70.2°F (21.2°C)No RainSunnyModerately LowAverage
November65.1°F (18.4°C)Light RainMostly SunnyModerately Low
December59.5°F (15.3°C)Light RainMostly SunnyModerately Low

Tips to save on your trip to Astypalaia

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Astypalaia.
  • Consider traveling during the off-peak season (typically ) for more affordable package holidays to Astypalaia.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Astypalaia Beach Holiday

Get ready to live out those beachy daydreams on your upcoming Astypalaia holiday. Enjoy a relaxing stroll, savour the spectacular coastal views and collect unique seashells on your trip to Astypalaia. Located just 0.6 miles from the town centre, Livadi Beach is the place to be for many sun-seeking visitors. Have a look through our Astypalaia packages and watch your travel budget go further!

Things You Should Know About Astypalaia

  • If waking to the sounds of the ocean is your idea of getaway bliss, see what's available among our Astypalaia beach hotels. You're sure to find something that has everything you need for an ideal beachside stay.
  • A holiday in Astypalaia means staying in apartments for many visitors. Astypalea Villas and Viva Mare Studios are a few of the top options here.
  • The population of Astypalaia is roughly 1,150. If you'd like a few great travel tips, there are lots of locals who'll be happy to give you advice. Our Astypalaia things to do page is also a wealth of useful information.
  • One sight to put on your itinerary is Astypalaia Castle. But there are many other fantastic things to discover around this area. Tick off more of them with our bargain Astypalaia holiday deals.

Astypalaia Essential Information

Language
Greek
Currency
Euros
Local Welcome
Ya su
Local Goodbye
Yiá sou
Closest Airport
Astypalaia Island National Airport (JTY)
Population
1,150
Max Temp Winter
16ºC
Max Temp Summer
27ºC
Top Sights
Livadi Beach, Astypalaia Castle and Panormos

Top hotels in Astypalaia

Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora Astypalaia Astypalaia Island
8.8/10 Excellent! (23 reviews)
Excellent boutique hotel
Room are modern updated and chic Bed was fine Food was excellent. They make omelets on request and specialty coffees without charge Baked good are from a nearby bakery and were excellent. We even went to the bakery to buy items

Reviewed on 1 Aug 2025

Pylaia Boutique Hotel & Spa
Ihthioessa Boutique Hotel

Ihthioessa Boutique Hotel

2 out of 5
A Punta Astypalaia Astypalaia Island
9.6/10 Exceptional! (13 reviews)
Nice & polite staff. Good breakfast and clean rooms

Reviewed on 29 Dec 2025

Ihthioessa Boutique Hotel
Tholaria Boutique Hotel

Tholaria Boutique Hotel

2 out of 5
Chora Astypalea Astypalaia Astypalaia Island
9.2/10 Wonderful! (10 reviews)
The hotel has 'local colour ' features and is perfectly located in the Chora. Our room had a fantastic sea view overlooking a small cove. Breakfast had new additions daily using local products as much as possible. Above all Maria is the most pleasant and accommodating host ever!!!! Always there to ...

Reviewed on 25 Aug 2025

Tholaria Boutique Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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