One of the lesser-known islands of the Sporades, Skyros has a romantic allure that those who have discovered this place like to keep to themselves. It’s far from being the biggest party island in Greece, but during summer you’ll have enough choices to keep you entertained for a few days and nights, all accompanied by a friendly small-island vibe.
A converted 160-year-old windmill in Pouria, Anemomylos sits on a seaside spot opposite the rock-hewn Agios Nikolaos church. Grab one of the tables that perch on the rocks and you might feel the spray from a breaking wave as you sip a Windmill cocktail made with mastiha, lime, tequila and butter caramel. Don’t leave without taking a peek inside – the original features, including the old brake wheel and millstone, are all on view.
Kavos Lounge Café’s setting across multiple palm- and pine-dotted terraces means you can jump right into the bay’s clear waters for a swim between drinks. Things really liven up at night when cinematic music is pumped out over loudspeakers to welcome the ferry’s arrival into Linaria Port as diners wave sparklers at the arriving passengers. It’s a suitably dramatic moment for what is a breathtaking setting.
Bar-side swings, thatched cabanas and sun-dappled tables are all on show at Juicy. Those in the know have been coming here to lounge, dine and swim for more than 30 years. Sitting right on Molos Beach, the boho-chic décor is an Instagram favourite in the daytime, converting into a sultry evening setting for cocktails that often continues late into the night.
With its location in the middle of Skyros town and cocktails made with fresh local fruit, little Oino is the meeting point that everyone passes through on a night out. Indoors, it feels as if you’re visiting a friend’s house, but the real action (and people-watching) happens outside. With only a handful of tables, a seat on the steps becomes prime real estate.
An atmospheric, retro spot traversing a narrow cobbled street in the centre of Skyros town, Neoptolemos is the place to grab an espresso, a cappuccino or something stronger before settling in to watch slow Skyrian life pass by. Sit indoors with its cosy stone and dark wood interior, or choose a table on the terrace. Look for the vintage telephone box surrounded by potted plants and you’ll know you’re in the right place.
Both drinks and music are serious business at Rodon, an understated spot in Skyros town where vintage interiors and a sunny rooftop combine to create a space where you could stay for hours; where you come to get a morning coffee and end up sipping expertly made negronis well into the evening. Beer drinkers will quench their thirst with Greek Weissbier on tap, a welcome change from the usual bottled lagers.
Kalypso draws an upmarket crowd to this former pharmacy building on the upper Agoras. It’s a prime spot for people-watching, whether you come for a coffee during the day or expertly made margaritas at night. The amaretto sours and jugs of sangria are also worth a punt. Owner Hristos favours a chilled-out playlist of jazz and blues, making this an ideal venue for a romantic nightcap.
You can see and do plenty of things on the island of Skyros, like booking a hotel through Culture Trip. If you feel like doing some more exploring head to Athens and visit the capital’s most historic sites. Grab an authentic Greek meal before booking a stay at a boutique hotel.
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Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
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