Brindisi
Situated on the heel of Italy’s boot overlooking the glittering Adriatic Sea, Brindisi is a natural port carved into a region known for its whitewashed marble and peaceful beaches. There’s much to explore along the picturesque harbor, from the rudder-shaped Monument to Italian Sailors, which you can scale for panoramic views, to the red stone Castello Alfonsino at the tip of a small island overlooking the channel.