Over the centuries Romans, medieval Catalan kings and the French Royal Navy have all sailed into the deep, natural harbor of Port-Vendres in Roussillon – the French part of Catalonia. Just up the coast from this working fishing port, you’ll find the colorful seaside village of Collioure, which has inspired artists like Henri Matisse and Picasso and is one of the most picturesque resorts on the Côte Vermeille.

Sitting on the deep, aquamarine waters of Man O’War Bay, the pretty fishing village of Charlotteville is one of Tobago’s oldest and most laid-back settlements. The off-the-beaten-track location and relaxed, beachy ambiance are at the heart of Charlotteville’s charm. There’s a pleasant stretch of golden sand, and just a short walk or boat ride away you’ll find the peaceful seclusion of Pirate’s Bay – a beach so idyllic it starred in the 1952 movie version of Robinson Crusoe.

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.