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.

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

Kallichoron Art Boutique Hotel

Kallichoron Art Boutique Hotel

Chora Astypalaia Astypalaia Island
The price is £199 per night from 9 Jul to 10 Jul
£199
9 Jul - 10 Jul
includes taxes & fees
9.8/10 Exceptional! (18 reviews)
"Centrally located"

Reviewed on 12 Sept 2025

Kallichoron Art Boutique Hotel
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora Astypalaia Astypalaia Island
8.8/10 Excellent! (24 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

Get rates
Pylaia Boutique Hotel & Spa
Caldera Studios

Caldera Studios

Pera Yialos Astypalaia
The price is £71 per night from 11 Jul to 12 Jul
£71
11 Jul - 12 Jul
includes taxes & fees
9/10 Wonderful! (28 reviews)
"The location of the property was amazing, the view was priceless. There was an error with our booking and we needed an extra night and we were accommodated, which was greatly appreciated. The property was poorly maintained and not very clean. The rooms are not serviced. We were able to ask for what ..."

Reviewed on 17 Sept 2025

Caldera Studios
See all 92 properties in Astypalaia
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Astypalaia attractions

Astypalaia Castle

9.8/10 (17 reviews)
You can learn about the history of Astypalaia with a trip to Astypalaia Castle. Wander the marina and gardens while you're in the area.
See properties

What to do in Astypalaia

Astypalaia Private Daily Cruise to 6 Beaches with Speed Boat

Astypalaia Private Daily Cruise to 6 Beaches with Speed Boat

£821
per traveller
Astypalaia Private Daily Cruise to 6 Beaches with Speed Boat
See all activities in Astypalaia

Frequently asked questions

Why should I book my Astypalaia holiday with Expedia?
Expedia has your back for all aspects of your next Astypalaia getaway. You'll always get the best deals around, but when you bundle your airfares, accommodation and/or car hire into a holiday package, you'll get even bigger savings. Looking to truly make the most of your adventure? Add some exciting tours and activities to your customised package. We offer flexible cancellation policies on almost all bookings, so you won't need to stress if your travel plans change. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Astypalaia?
If you want to experience the excitement of Astypalaia in the high season, organise your escape for January, February and April. June, October and November are usually the quietest months of the year. Arrange your trip to Astypalaia based on what kind of holiday you're looking for. January is the coolest month, when average daytime temperatures are 13ºC. In August, the warmest month, you will experience temperatures of around 26ºC during the day.
What are the top hotels for my holiday in Astypalaia?
One of the most popular places to stay in Astypalaia is Pylaia Boutique Hotel & Spa, in the neighbourhood of Analipsi. Wander around the city by day and then rest up in this home away from home at night.
How do I get a cheap holiday to Astypalaia?
Booking an Astypalaia holiday with Expedia is a great way to save. We have access to more than 400 partner airlines and 321,000 hotel options around the world. With such an amazing range to choose from, you'll have no difficulty putting together your perfect adventure. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Astypalaia holiday?
There are lots of places to check out while enjoying your holiday in Astypalaia. Astypalaia Castle, Livadi Beach, Astipaleas Beach and Livadiou Reservoir are just a few of this city's most popular attractions.
Do I need a visa for my Astypalaia holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and the purpose of your visit, whether it be for tourism or business, will determine if you need a visa for Astypalaia. Also check that your passport is up to date and has a minimum of six months validity remaining after your date of return. Finalise all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Astypalaia holiday?
Do a little research into the types of things people in Astypalaia wear, and consider browsing style blogs for some fashion inspiration. You'll want to create a versatile travel wardrobe filled with pieces that suit your destination and showcase your personal style.
What does an Expedia Astypalaia holiday include?
It depends on what sort of trip you're thinking about. Astypalaia travel deals can include hotels, car hires and flights. You can mix and match to create the travel package that suits your style and budget. You can also add on experiences and activities after you've booked to score even bigger discounts. Discover a wide range of property types and select one that fits your group size and travel needs. The most in-demand rentals here are apartments and villas. With Expedia, you can easily tailor your Astypalaia retreat however you want.
Does Expedia offer Book Now, Pay Later Astypalaia holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip easier on your budget. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that falls within your budget. Browse these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's manageable instalment plans. If paying just a small amount each month sounds right for you, choose this option during the checkout process.
  • No-deposit holidays: If not paying ahead of time for your getaway makes hitting that "book now" button easier, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with an Astypalaia Expedia holiday?
Yes — and it's simple too. Expedia has access to more than 400 partner airlines globally. Our packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.