Mediterranean island chains anchor much of Europe's sailing tourism, both offering hundreds of sheltered anchorages within manageable distances of each other, supported by decades of charter infrastructure.
The destinations on this list range from classic island-hopping routes with centuries of maritime history to more recently developed charter scenes that have grown rapidly over the past two decades. Both suit a wide range of sailing experience.
Booking charters well ahead for peak summer matters considerably in both regions, where demand and prices climb sharply across the busiest months. Local charter companies can advise on which anchorages tend to get crowded. Carrying basic provisions for quieter stretches between islands also tends to be worthwhile. Most marinas offer provisioning before departure. Most ports offer fuel and water easily.
