Port Andros, Andros
Everything at this chic boutique feels hand-selected—probably because much of the clothing and accessories is designed by the owner. The other items are curated with a great eye from labels near and far, resulting in a stylish collection that's upscale and easygoing at the same time. With breezy sundresses and classic Greek sandals, this is the kind of place that makes you wish the airline lost your bag.
Ahla Beach, Andros
One of the few Cycladic islands untouched by the masses of tourists, Andros is probably what you think of when you think of the perfect Greek escape. And there is no better way to take it in than at a hotel whose name means “dream” in ancient Greek. Guests lucky enough to occupy one of Onar's ten traditional cottages are treated to incomparable nature and wildlife as well as the utmost peace and relaxation. Situated in a protected wetland within a cove on the east coast of the island, the limited accommodations create an intimate, almost communal experience, all while maintaining a sense of privacy.
Empeirikos St., Andros
From the bread to the baklava, everything at this small bakery in the heart of town is handmade using high-quality local ingredients. It's a favorite among locals and tourists alike—people flock to Laskari's day and night for the amygdalota (a Greek delicacy similar to a macaroon) and the kalitsounia.
Ktima Lemonies is the bed and breakfast of our imagination. Hidden on a three-acre private estate away from the center of town, the hotel includes an old farmhouse, stables, and stone cottages, all thoughtfully restored by the Greek couple that now owns and operates it. Complete with a quiet swimming pool, antique furniture, and country-style décor, this place is downright charming. Be sure to take a stroll through the heavenly gardens that wind through the property—you can even pick and eat fruit straight from the trees. Then sit back, relax, and...nothing.