I've been to 27 Greek islands. There are 3 I'd return to in a heartbeat — and 2 I'd leave off my itinerary next time.
Business Insider
February 23, 2026
AI-Generated Deep Dive Summary
After visiting 27 Greek islands, travel writer Hannah Logan shares her top picks and pans in this insightful guide. While some destinations left a lasting impression, others fell short of expectations. For those seeking unique experiences, Symi stands out as a laid-back gem offering stunning views and serene beaches, making it a must-visit for travelers looking to escape the crowds. Meanwhile, Milos impresses with its breathtaking landscapes and hidden gems, such as Sarakiniko Beach, which features striking volcanic rock formations resembling the moon’s surface.
Skiathos rounds out her list of favorites, blending charming local culture, vibrant nightlife, and delectable Greek cuisine. However, Mykonos, despite its reputation for luxury and lively entertainment, comes across as overhyped in Logan’s view, with its high costs and lack of unique charm making it less essential for return visits. Similarly, Kos, while picturesque, feels underwhelming due to its generic tourist shops and lackluster beaches, positioning it more as a transit hub than a destination.
Logan’s insights are valuable for travelers looking to optimize their Greek island experiences, offering practical advice on balancing popular spots with lesser-known treasures. Her recommendations help readers make informed decisions, enhancing the quality of their travel plans and ensuring they get the most out of their journeys. This perspective is particularly useful for business travelers or vacationers seeking efficient itineraries that maximize enjoyment while minimizing wasted time.
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Originally published on Business Insider on 2/23/2026