Astypalaia Vacations

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Find the Best Astypalaia Vacation Packages

Astypalaia Beach Vacation

Get ready to live out those beachy daydreams on your upcoming Astypalaia vacation. Enjoy a relaxing stroll, savor the spectacular coastal views and collect unique seashells on your trip to Astypalaia. Located just 0.97 kilometers from the town center, 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 vacation 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 vacation deals.

Astypalaia Hotel Deals

Caldera Studios

Caldera Studios

Pera Yialos, Astypalaia
The price is ￥8,162 per night from Sep 26 to Sep 27
￥8,162
￥9,611 total
Sep 26 - Sep 27
includes taxes & fees
9.4/10 Exceptional! (26 reviews)
"Unbelievable experience!"

Reviewed on May 12, 2025

Caldera Studios
Fildisi Boutique Hotel

Fildisi Boutique Hotel

3 out of 5
Livadi, Astypalaia, Astypalaia Island
10/10 Exceptional! (7 reviews)
"From the moment we arrived at Fildisi Boutique Hotel, we were welcomed with warmth, elegance, and a breathtaking view of the Aegean that immediately set the tone for a perfect stay. Nestled on the hillside with panoramic views of Chora and the sea, the location alone is worth the visit, but what ..."

Reviewed on Jul 8, 2025

Get rates
Fildisi Boutique Hotel
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora, Astypalaia, Astypalaia Island
The price is ￥18,095 per night from Sep 22 to Sep 23
￥18,095
￥21,407 total
Sep 22 - Sep 23
includes taxes & fees
8.8/10 Excellent! (22 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 Aug 1, 2025

Pylaia Boutique Hotel & Spa
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.

What to do in Astypalaia

Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea

Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea

￥7,758
per adult
Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea
Astypalaia Private Daily Cruise to 6 Beaches with Speed Boat

Astypalaia Private Daily Cruise to 6 Beaches with Speed Boat

￥129,121
per traveler
Astypalaia Private Daily Cruise to 6 Beaches with Speed Boat
astypalaia romantic dinner

Romantic Dinner on Yacht in Astypalaia

￥132,751
per traveler
Romantic Dinner on Yacht in Astypalaia
See all activities in Astypalaia

Frequently asked questions

How much does an Astypalaia vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Astypalaia?
For an Astypalaia vacation, 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 vacation package to Astypalaia?
Astypalaia is a good vacation destination with attractions like Livadi Beach among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, an Astypalaia vacation 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 traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Astypalaia vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize 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 vacation 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 favorite 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 accommodations, 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 vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.