THE BEST Toledo Hotels with Bike Rentals

San Lorenzo de El Escorial is home to the Monastery of El Escorial, a World Heritage site. This huge complex was built as a monument to commemorate the Spanish victory over the French in the battle of Saint Quentin. Construction lasted 21 years and when it was finished in 1584, the Monastery was the largest building in the world, with 24 km (14.9 mi) of corridors. The building includes a library, Kings' Courtyard, Basilica, and the Palace of Felipe II. The Kings' Pantheon is the burial place for most of the kings of Spain since Carlos I. The Monastery is decorated with works by the most prominent Italian and Spanish painters of the time. Look for works by Titian, Bosch, El Greco, and Velázquez, especially El Greco’s painting of "The Martyrdom of St. Maurice.”

Castile-La Mancha, a Spanish land of craggy cliffs, golden fields and red soil, produces savoury Manchego cheese, olives, saffron and more than its share of mystery. Chase the enduring legend of Don Quixote among the windmills of Campo de Criptana. Pass through the Bisagra Gate to experience the walled city of Toledo, a UNESCO World Heritage site that pays stylistic tribute to the Christian, Jewish and Islamic cultures. In Guadalajara, palaces and Baroque churches capture the imagination.

Encircled by some of the best-preserved defense walls in Europe, ancient Avila seems straight from the Castile region's medieval past. Nighttime illumination only adds to the allure of the turrets, fortified palaces, and cathedrals of this storybook World Heritage city.

Malaga, Pablo Picasso's birthplace and the gateway to the Costa del Sol, is a hectic, sometimes unruly city of 550,000. An impressive number of museums and monuments, including the 11th-century Alcazaba fort and Museu Picasso Malaga, provide plenty of diversions for those who opt not to spend all their time on the coast's famed beaches and in their accompanying bars. The old city bustles with taverns and bistros. The generous Paseo del Parque offers a delightful stroll past banana trees and fountains.

Lisbon, the capital city of Portugal, has become an increasingly popular place to visit in recent years, with a warm Mediterranean climate in spite of its place facing the Atlantic Ocean. Full of bleached white limestone buildings and intimate alleyways, Lisbon's mix of traditional architecture and contemporary culture makes it the perfect place for a family holiday. Things to do in Lisbon: As Portugal's capital, there is a lot to see and do in Lisbon. Even exploring the city centre will take a few days out of a family holiday as there is no real central district, although Praça do Comércio is a good central place to start, in Baxia, or Rossio, the city's main square which has a sort of Trafalgar Square feel to it. Or you might try climbing up the Cristo Rei, a huge statue of Christ with spectacular views across the whole city. The Castelo de São Jorge also offers great views and isn't quite such a steep climb. A short tram ride to the west of Lisbon will also bring you to Belem, where you can explore attractions like the Belem Tower and the Belem Cultural Centre, which features a fantastic art collection including works by Dali, Picasso, Warhol and Magritte. In downtown Lisbon, you'll also want to visit the Gulbenkian, which has to be Portugal's answer to the British Museum full of fascinating cultural artifacts and with some superb gardens in the grounds. It's possible to have a fascinating educational family holiday in Lisbon, and there are also plenty of great beaches to work on your tan.

The Algarve's sunny shores offer perfect escapes for all types, from those seeking the hot nightlife of flashy, energetic Lagos to those desiring secluded stays in rambling Sagres. Portugal's most southerly region offers historical attractions in former Moorish capital Silves and fascinating Tavira, great golf, fabulous beaches from Praia da Luz to Armacao de Pera, thermal springs at Caldas de Monchique, and miles of limestone caves and grottoes, cliffs and bays along its rugged coastline.

Attracting visitors from all parts of the world, Majorca is a dreamy island destination in the Mediterranean Sea, just off the southeast coast of Spain. There's something for every taste—beaches and coves, a spectacular mountain range, romantic fishing villages and a rustic countryside dotted with almond and olive groves.

A small resort town on Majorca's northern coast, Port de Pollenca feature pine-fringed beaches, crystal-clear waters, and buzzing restaurants. With the Serra de Tramuntana mountains and wild Formentor Peninsula within easy reach, the town is a haven for families, sunseekers, and adventurers alike.

One of the most popular regions in Italy, Tuscany stretches from the Tyrrhenian Sea to the Apennines. Its main cities include Florence, Pisa, Siena, Lucca, Arezzo and Livorno. Drive between stunning sites like Florence's cathedral and Uffizi Gallery and the Leaning Tower of Pisa. Or join a bike tour and pedal past sun-baked olive groves and vineyards. Don't miss the towers of San Gimignano or serene northern hill towns. For a more modern take, hit one of Florence's hip clubs, such as Space Electronic.

Amsterdam is truly a biker’s city, although pedaling along the labyrinthine streets can get a little chaotic. Stick to walking and you won’t be disappointed. The gentle canals make a perfect backdrop for exploring the Jordaan and Rembrandtplein square. Pop into the Red Light District if you must—if only so you can say you’ve been there. The Anne Frank House is one of the most moving experiences a traveller can have, and the Van Gogh Museum boasts a sensational collection of works.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

From the Magic Kingdom to magical spa treatments, Orlando sparkles with the promise of adventure. Spend a day exploring the world-famous Disney theme parks or screaming your head off on a Universal Studios roller coaster. For a less adrenaline-pumping afternoon, enjoy the quiet natural beauty of the Harry P. Leu Gardens or enjoy a seaweed scrub at a luxury day spa. Savor fresh and local ingredients at one of Orlando’s James Beard-nominated restaurants.

U.S. citizens still need to jump through a few hoops to visit Cuba, but as visitors from around the world know, this island offers some amazing opportunities for cultural exchange. Havana is a mix of old-world architecture and of-the-moment culture. Head out of the capital city to the small town of Trinidad to see more Spanish colonial architecture. It’s a UNESCO World Heritage Site and a fantastic home base for a visit to the Valley of the Sugar Mills, a pocket of land that formerly served as the centre of Cuba’s sugar industry.