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Known as the ‘Pearl of the Atlantic’, the volcanic island of Madeira is bursting with exotic colors. The capital city of Funchal is a place to lose yourself in old alleyways, street cafés and pretty squares. See Gothic and Romanesque styles blend at Funchal Cathedral; explore the Contemporary Art Museum, which is housed in the mighty 17th century São Tiago Fortress; or join the locals in the Mercado dos Lavradores, which is adorned with beautiful hand-painted tiles. In the evening, check out the funky Zona Velha.

Green, forested Kefalonia is an Ionian idyll amid cerulean seas: an island of hidden coves and beaches and scenic villages and vineyards. On its northeastern shore, the tiny port of Fiskardo welcomes luxury vessels to its pretty, curved harbor that looks out over the legendary island of Ithaka. Colorful Italianate villas line Fiskardo’s waterfront, creating a beautiful setting for the village’s impressive line-up of chic cafés, restaurants and boutiques.

Simple seaside pleasures – a waterfront promenade, open-air cafés and some gorgeous beaches – are the focus of life in the resort town of Kuşadası. This modern port is the gateway to Ephesus, one of the great cities of antiquity, which lies just 10 miles inland. Founded by the Ionian Greeks, Ephesus flourished as a provincial capital of Imperial Rome. Wandering around its agoras, baths, libraries and mosaic-adorned houses is an experience you’ll never forget.

Thanks to its sheltered bay, Deshaies is a popular pitstop for yachters from across the globe, which gives this pretty little fishing village a surprisingly chic, cosmopolitan air. The city is home to the wonderful Jardin Botanique, a tranquil showcase of tropical flora. It’s also just minutes from the soft sands of the Grande Anse and Plage de la Perle. The Caribbean coastline is dotted with glorious beaches, as well as world class diving and snorkeling spots, such as the renowned Cousteau Reserve.

Settled right at the Atlantic entrance to the Panamá Canal, Colón is Panama’s gateway to the Caribbean, where the culture is shaped by its history. The ruins of Fort San Lorenzo, a UNESCO World Heritage Site, tells stories of over 400 years of military history. From the Agua Clara Visitor Center, learn all about the canal from the technology to the history and how the canal unites the world. Opportunities for outdoor adventures are plenty at La Granja Campo y Aventura, the adventure park through the rainforest, featuring canopy ziplines, horseback rides and kayaking tours.

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.

The second largest of Spain’s Balearic Islands, Menorca boasts more beaches than Majorca, Ibiza and Formentera combined.  What’s more, this ecologically-minded island has managed to remain utterly unspoiled, as UNESCO declared it a Biosphere Reserve in 1993, and it remains protected to this day. Take a stroll in the town of Ciutadella, the island’s former longtime capital, and you’ll find a beautiful historic quarter where the narrow medieval streets invite exploration.

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 ambience 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.