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Pico packs a lot into its 447 square kilometres. Part of the Azores chain of volcanic islands, a visit to Pico is like a geology lesson, a cultural exchange and a Portuguese cooking class rolled into one. Big enough to keep you busy, small enough to feel intimate, the best way to explore the island is on a private Pico tour with a local guide. The 2351-metre high volcano dominates island views. Hikers will relish the idea of standing on Portugal's highest summit, but note the weather changes rapidly, so come prepared. Those preferring to stay seaside can explore charming Cabrito or head cross-island to rugged Lajes do Pico. For generations, islanders relied on the volcanic soils to nurture their crops, feed their animals…and grow the grapes that filled their wine cellars. Nearly wiped out by disease last century, today the vineyards are UNESCO World Heritage site, best visited on a guided tour. At sunset, head to Madalena for sumptuous octopus stew and a glass of vinho branco