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    Astypalea Holidays, 5 - 8 days

    Astypalea Holidays, 5 – 8 days

    5-8 days
    from 69,00 

    Butterfly-Shaped Island Beauty, Whitewashed Chora & Authentic Aegean Charm

    Astypalea is one of the Aegean’s most enchanting hidden gems, a butterfly-shaped island where Cycladic beauty meets Dodecanese charm. Peaceful, elegant and full of light, it offers travelers a more authentic Greek island escape, far from the crowds and close to the true rhythm of the sea.

    A 5-day trip to Astypalea is ideal for those who dream of whitewashed villages, quiet beaches, romantic sunsets and genuine island hospitality. Walk through the beautiful Chora, admire the traditional windmills, visit the Venetian Castle and swim in crystal-clear waters surrounded by untouched landscapes.

    Whether you are looking for relaxation, romance, natural beauty or a slower way to experience Greece, Astypalea invites you to disconnect, breathe deeply and feel the magic of the Aegean. It is a destination filled with simplicity, emotion and unforgettable island moments.

    Highlights

    Explore Chora, the island’s beautiful main town, with whitewashed houses, narrow alleys, traditional windmills and wonderful views over the Aegean Sea.

    Visit the Venetian Castle, one of Astypalea’s most iconic landmarks, standing above Chora and offering a romantic atmosphere, especially at sunset.

    Discover beaches such as Livadi, Agios Konstantinos and Kaminakia, ideal for swimming, relaxation and peaceful seaside moments.

    Enjoy the island’s authentic charm through local tavernas, quiet villages and scenic viewpoints, where Astypalea’s natural beauty and slow Aegean rhythm create an unforgettable escape.

    INFORMATION
    What to See and Do in Astypalea

    Beaches

    All beaches offer clean, crystal-clear waters and are much quieter compared to other islands. Popular ones include Pera Gialos, Agios Konstantinos, and Livadia.

    Church of Panagia Portaitissa

    Located beneath the Castle of Chora, this church was built in the mid-18th century. Nearby is a small ecclesiastical collection with old icons.

    Traditional Windmills

    Eight traditional windmills line the path toward the castle of Chora, offering one of the village's most picturesque sights.

    Venetian Castle

    The Venetian Castle of Astypalaia crowns a hill above Chora. Its walls are still standing and offer panoramic views of the island.
    Departures

    Season: 15 March to 15 November

    Your package includes:
    • 4 or 7 nights’ (or more) accommodation according to your choice
    • Daily breakfast at the hotel
    • Hotel taxes and service charges, unless otherwise stated by the hotel
    • Assistance before arrival and during the stay
    • Flexible hotel options: boutique, premium or luxury properties
    • Optional upgrade possibilities, subject to availability and supplement

    **Prices are per room per night

    Itinerary

    Arrive in Astypalea and transfer to your hotel. Take some time to relax, settle in and enjoy the peaceful rhythm of this beautiful butterfly-shaped island, known for its whitewashed beauty, calm atmosphere and authentic Aegean charm.

    In the afternoon or evening, enjoy your first walk through Chora, the island’s picturesque main town. Explore its narrow alleys, traditional houses, small shops and local cafés before enjoying dinner at leisure with views over the Aegean.

    Start the day exploring Chora at a relaxed pace. Walk past the traditional windmills, admire the whitewashed architecture and enjoy beautiful viewpoints that reveal the island’s elegant simplicity.

    Continue to the Venetian Castle, one of Astypalea’s most iconic landmarks. Its location above Chora offers panoramic views and a romantic atmosphere, especially in the afternoon or close to sunset.

    Today is dedicated to the island’s peaceful seaside beauty. Visit Livadi Beach, one of the most accessible and popular beaches in Astypalea, ideal for swimming, sunbathing and relaxed summer moments.

    Later, continue to Agios Konstantinos Beach, where clear waters and beautiful views create a calm Aegean setting. In the evening, return to Chora for dinner at leisure in a local taverna.

    Spend the day discovering Kaminakia Beach, one of the island’s most beautiful seaside spots, known for its crystal-clear waters and peaceful natural scenery. Enjoy swimming, relaxation and slow moments by the sea.

    In the afternoon or evening, taste local flavors in a traditional taverna and enjoy the island’s warm hospitality. This is the perfect day to experience Astypalea’s simple, authentic and deeply relaxing character.

    Enjoy your final morning in Astypalea at leisure. Take a last walk through Chora, buy local products or relax with a coffee overlooking the Aegean Sea.

    Depending on your departure time, you may have free time for a final swim or lunch before your transfer to the port or airport. Depart from Astypalea with beautiful memories of whitewashed alleys, peaceful beaches and authentic Aegean charm.

    Your package excludes:
    • International or domestic flights
    • Ferry tickets to/from Astypalea
    • Meals
    • Optional excursions, cruises, wine tastings or spa treatments
    • Personal expenses, minibar consumption and hotel extras
    • Porterage, gratuities and tips
    • Climate Resilience Tax or any local accommodation tax payable directly at the hotel, if applicable
    • Travel insurance
    • Any service not specifically mentioned as included

    We can provide all of the above services for you. Please email us at [email protected] or click Book Online at the top right of the page.

    Map

    Book your hotel in Astypalea online

    from 69,00 €
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    OUR RECOMMENDATIONS
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      They said about us...

      2025-11-11
      Voyage Fit Cyclades
      Oui nous avons très satisfaits de votre accompagnement et support . Le voyage et les hôtels étaient super! Vous pouvez publier notre avis sur votre site !
      FIT Atenas
      2026-06-22
      FIT Atenas
      El cliente ya he llegado a Portugal y nos hay llamado a dar feedback de su visita/traslado.
      Hay ido todo muy bien, tanto el motorista como la guia fueren muy amables y el servicio fue muy bueno.
      Gracias por todo y hasta una próxima.
      École française
      2025-12-11
      École française
      Je n'ai pas encore eu l'occasion de vous remercier pour ce voyage. Le voyage et les hôtels étaient super !Nous n'avons pas été mouillés et nous avons eu tout ce que nous souhaitions. Nous avons organisé des jeux de type olympique au stade.Tout était parfait.La visite du Parlement était fantastique. Les élèves sont ravis et vous remercient.
      Verhoeve group
      2026-06-09
      Athens 4 days Group Tour from Germany

      Thank you very much for the group to Athens! They had a great time. They were very enthusiastic about the trip & guide Jason. he swimming/beach stop after Corinth was a big plus. They enjoyed the nature as addition to the city and culture. Always good to add that when visiting Corinth.

      The location of the hotel was very good, so a bus transfer in the evening was not always necessary. They could have easily come back via the metro to the hotel. That would have saved us real money.

      Thanks again and looking forward to all the coming groups!

      Group De Lange
      2026-04-30
      Τοur to Greece
      Group De Lange returned from Greece and they were very happy with the tour. Iris was a great guide, programme went very smooth, first driver was very nice. Group is very satisfied about the tour.
       Savita
      2025-07-21
      Αthens, Santorini and Corfu
      My Kids and I loved the trip except for our lost baggage from the Aegean airlines upon arrival at Athens at the start of the trip.Loved all the sightseeing. Tour guides and Pick up services were awesome!! Tour guides were very knowledgeable in their area and history of the city and my kids and I loved that. They answered all our questions. Pick up services were always on time.I just wish I had a little more time in Corfu to do the boat tour as I had planned. Wasn’t able to accomplish that. Loved the wine tasting, Oia and Fira in Santorini. Thank You so much for helping me plan this trip. Great memories made on this trip!!Savita
      2025-05-09
      Group from India
      Thank you so much for your flexibility and support throughout the past weeks – the group ended successfully and we truly appreciate your efforts.
      During the trip, we also received very positive feedback from the tour leader regarding the hotels, restaurants, and the quality of your transportation service. We’re very happy with the overall arrangement and sincerely hope to continue working with you on upcoming groups.
      2024-03-27
      BDA - Scientific meeting
      Mata/ChristineThe feedback from all delegates was very positive about all the arrangements provided by the hotel and your good selves. Accommodation, meals and overall satisfaction from the hotel was very good. The renovated rooms help to bring the best of the hotel – the gala dinner room location was fantastic. Please give this feedback to the hotel too. All the transfers, excursions, the drivers, guide etc were performed professionally and all delegates again had something good to say about your services and the way you have handled the management of these activities. Overall well done. This is a genuine feedback and hope that makes you feel satisfied for a job well done
      ESPA 2021-2026