Astypalaia Vacation Packages

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Your Astypalaia Vacation

The stress-free way to experience this interesting city is with a customized Astypalaia vacation package. Stay in the neighborhood 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 vacation to Astypalaia now.

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 kilometres 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.

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Astypalaia Hotel Deals

Kallichoron Art Boutique Hotel

Kallichoron Art Boutique Hotel

Chora Astypalaia Astypalaia Island
The price is CA $334 per night from Jul 13 to Jul 14
CA $334
CA $369 total
Jul 13 - Jul 14
includes taxes & fees
9.8/10 Exceptional! (18 reviews)
"Centrally located"

Reviewed on Sep 12, 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 Aug 1, 2025

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Pylaia Boutique Hotel & Spa
Chrysalis Boutique Hotel

Chrysalis Boutique Hotel

3 out of 5
Eparchiaki Odos Livadia-Vathis Astypalaia
10/10 Exceptional! (20 reviews)
"I had a wonderful stay at Hotel Chrysalis in Astypalaia. The staff were absolutely amazing—warm, welcoming, and always ready to help. My room was beautiful, and the view from the balcony was nothing short of magical!! One thing to keep in mind: if you book extra services like car rental or a massage, ..."

Reviewed on Sep 28, 2025

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Chrysalis Boutique Hotel
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.
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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.
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Frequently asked questions

How much does an Astypalaia vacation package cost?
You'll find cheap prices on Expedia for your Astypalaia escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Astypalaia costs.
What are the cheapest months to go to Astypalaia?
Travel in the low season and you're likely to find cheap Astypalaia vacation packages. Bear in mind that school vacation periods and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Astypalaia?
Usually, a handful of days is ideal for an Astypalaia vacation. With a well-planned itinerary, you can see all the popular attractions such as Astypalaia Archaelogical Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Astypalaia?
It's no wonder an Astypalaia vacation is on the must-do list of many travellers. Top attractions like Livadi Beach are just the beginning of things to see and do here.
How to find the best Astypalaia package deals?
Begin your search for an Astypalaia package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Astypalaia package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Astypalaia getaway off to a flying start.
Is it cheaper to book an Astypalaia vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can tailor your Astypalaia escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Astypalaia?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Astypalaia trip.
How to plan a trip to Astypalaia?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Astypalaia.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and meals to flights and activities. Your accommodations will likely be the largest expense during your trip to Astypalaia.
  3. Determine how many days away: Start by making a list of all the activities and sights you'd like to get to in Astypalaia. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Astypalaia vacation package.

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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.