Astypalaia Holidays

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Things to do in Astypalaia

Astypalaia offers a delightful mix of beach relaxation, cultural exploration, and outdoor activities. Visitors can indulge in sailing, enjoying the stunning coastal views and crystal-clear waters. The island's charm lies in its picturesque villages, rich history, and inviting beaches, making it an ideal destination for those seeking both adventure and tranquility. Embrace the local culture and savour traditional cuisine as you immerse yourself in this beautiful Aegean paradise.

Shopping

In Astypalaia, you can wander through charming local shops in Chora, offering unique handcrafted souvenirs. If you're up for a drive, head to the nearby town of Kylindri for a larger selection of boutiques and traditional markets, showcasing local crafts and delicious delicacies.

Recreation

In Astypalaia, the Astypalaia Wellness Retreat offers holistic treatments amidst serene landscapes, perfect for rejuvenation. Explore yoga sessions by the beach, or indulge in a detox programme featuring local organic ingredients, ensuring a revitalising escape tailored to both body and mind.

Adventure

Explore Astypalaia's rugged terrain by hiking to the Venetian Castle for stunning views. Discover hidden coves by kayaking along the coastline, or go snorkelling in crystal-clear waters teeming with marine life. For a thrilling experience, try windsurfing on the island's breezy shores.

Nightlife

Astypalaia offers a charming nightlife with laid-back bars and vibrant tavernas. Head to Chora for lively spots like the popular Astropalati and the enchanting Platanos, where you can enjoy cocktails and local music while soaking up the island's warm atmosphere 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 offers a delightful blend of beach and cultural experiences, perfect for outdoor enthusiasts. Key attractions include the beautiful Astipaleas Beach, the historic Astypalaia Castle, the charming Astypalea Windmills, and the picturesque town of Astypalea. Whether you seek romance or adventure, this enchanting island caters to all types of travellers, ensuring a memorable getaway in the South Aegean.

  • Astypalea Windmills: These historic windmills, perched on a hill, offer a glimpse into the island's rich cultural heritage. Their iconic white structures against the blue sky create a picturesque scene, perfect for photography enthusiasts and history buffs alike.
  • Astypalaia Castle: Dominating the landscape, this charming castle combines culture and romance. As you explore its ancient walls, enjoy breathtaking views of the Aegean Sea and the charming town below, making it ideal for a romantic stroll.
  • Central Square: A vibrant hub of local life, Central Square is perfect for relaxing and people-watching. Surrounded by cafes and shops, it’s an excellent spot to savour local delicacies and unwind after a day of excursions.

Best time to go to Astypalaia

The best time to visit Astypalaia is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January56.1°F (13.4°C)Light RainMostly SunnyAverageLow
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 HighHigh
July78.1°F (25.6°C)No RainSunnyModerately HighHigh
August78.8°F (26.0°C)No RainSunnyModerately HighHigh
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 to Astypalaia during the low season (January) for more affordable options.
  • 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 0.97 kilometres 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.

Top hotels in Astypalaia

Kallichoron Art Hotel

Kallichoron Art Hotel

Chora Astypalaia Astypalaia Island
S$152
13 Sept - 14 Sept
includes taxes & fees
Kallichoron Art Hotel
Chrysalis Boutique Hotel

Chrysalis Boutique Hotel

Eparchiaki Odos Livadia-Vathis Astypalaia
S$295
29 Aug - 30 Aug
includes taxes & fees
10/10 Exceptional! (22 reviews)
"Room was clean with a fresh smell every day. The view was spectacular day and evening. The view of the sea during the day and the castle at night was amazing. Staff were very helpful and available all times to answer our questions. They even booked our car for us. Breakfast was delicious and well ..."

Reviewed on 20 Jul, 2026

Chrysalis Boutique Hotel
Caldera Studios

Caldera Studios

Pera Yialos Astypalaia
S$97
8 Sept - 9 Sept
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 95 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.

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

Astypalea Windmills

9.8/10 (8 reviews)
You can find out about the history of Astypalaia with a trip to Astypalea Windmills. Wander the marina and gardens while you're in the area.
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Stenó

9.4/10 (6 reviews)
Why not spend a lazy afternoon at Stenó during your trip to Analipsi?
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beach near Analipsi

10.0/10 (3 reviews)
Why not spend a lazy afternoon at beach near Analipsi during your trip to Analipsi?
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Ágios Kostantínos

9.6/10 (5 reviews)
Why not spend a lazy afternoon at Ágios Kostantínos during your trip to Astypalaia? Amble around the area's marina or visit its monuments.
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Central Square

9.6/10 (19 reviews)
Find out about the history of Astypalaia when you spend time at Central Square. While you're in the area, stroll along the beaches.
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Kastro

10.0/10 (11 reviews)
You can learn about the history of Astypalaia with a visit to Kastro. Wander the marina and gardens while you're in the area.
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Livadiou Reservoir

9.0/10 (2 reviews)
Commune with nature and explore the great outdoors at Livadiou Reservoir during your travels in Astypalaia. Wander the marina and gardens while you're in the area.
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What to do in Astypalaia

Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea

Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea

S$59
per adult
Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea
Astypalaia Full Day Small Islands Tour with Meal

Astypalaia Full Day Small Islands Tour with Meal

S$74
per adult
Astypalaia Full Day Small Islands Tour with Meal
Astypalaia: Pilates Reformer Session

Astypalaia: Pilates Reformer Session

S$59
per adult
Astypalaia: Pilates Reformer Session
See all activities in Astypalaia

Frequently asked questions

How much does an Astypalaia holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Astypalaia costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Astypalaia?
The off-season is the best time to visit Astypalaia if you're hoping to keep costs down. Another tip for finding cheap Astypalaia holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Astypalaia?
For an Astypalaia holiday, a handful of days will be enough to explore the highlights. Be sure to visit Panormos — it's one of the top sights in this destination. If you're after more activities, think about basing yourself here and venturing off on some trips from Astypalaia.
Is it worth booking a holiday package to Astypalaia?
Astypalaia is a good holiday destination with attractions like Livadi Beach among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, an Astypalaia holiday promises fun for everyone.
How to find the best Astypalaia package deals?
Bagging a cheap Astypalaia package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Astypalaia package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Astypalaia holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging accommodation and flights separately. Better still, you can personalise your Astypalaia trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Astypalaia?
Secure incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Astypalaia trip.
How to plan a trip to Astypalaia?
  1. Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to escape to Astypalaia.
  2. Budget wisely: On top of the cost of your accommodation, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Astypalaia.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to experience in Astypalaia. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick an Astypalaia holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.