
Astypalea Holidays, 5 – 8 days
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.

Season: 15 March to 15 November
- 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.
- 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.
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