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The white peaks of the Lefka Ori mountain range create a dramatic backdrop for Crete’s former capital of Chania. This city’s rich cultural heritage showcases everything from Byzantine monasteries to medieval churches and Turkish baths. At the heart of its enchanting Old Town you’ll find the Venetian harbor, with its landmark lighthouse and colorful waterfront palazzos. Behind that you’ll discover a maze of alleyways lined with fascinating cafés, galleries, bars and restaurants.

Located on Turkey’s sun-drenched Aegean coast, the town of Bodrum effortlessly blends seaside chic with ancient history and a relaxed beach scene. The town is the hub for boating on the peninsula, and traditional wooden gulet boats will take you along the coastline to idyllic hidden coves to swim in sparkling turquoise waters. Bodrum’s 15th century St. Peter’s Castle stands guard over the old bazaar district’s narrow cobbled streets, quaint cafés, artisan workshops and bougainvillea-draped whitewashed walls.

Life in the beautifully-preserved ‘Sailing Capital of the U.S.’ revolves around one thing: its rich maritime culture. Sitting at the heart of Chesapeake Bay – the largest estuary in the country – the charming state capital of Maryland is abuzz with seafaring glamour. From the countless boats that line its City Dock, to the U.S. Naval Academy students strolling through the cobblestoned streets in their starched white uniforms, maritime heritage is everywhere you look.