Originally founded as a Roman city and now home to three UNESCO World Heritage Sites, Seville is bursting with antique charm. The Alcazar palace complex is a stunning collage of architectural styles, and the Cathedral will impress you with its beauty and its status as the burial site of Christopher Columbus. The Metropol Parasol is the world’s largest wooden structure, a massive mix of grids and swirls that contains a market and a terrace observatory.

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.

Southwest of Seville, Jerez is a well-heeled place. It’s the home of the Royal Andalusian School of Equestrian Art and its famous dancing horses; if you’re on a budget or can’t be there for a formal performance, it’s worth dropping in to catch a morning training session. The other major reason to visit Jerez is to sample its most famous product—sherry. You can do this at a number of bodegas associated with the world’s best-known brands, including Bodegas Tio Pepe, The House of Sandeman, Jerez, and Pedro Domecq. They’ll soon have you knowing your amontillado from your oloroso. There’s also an Alcázar, dating back to the time of the Almohads, which features a small mosque, now the chapel of Santa María Real.

The past runs deep in Cadiz, where cobbled medieval streets spill out into whitewashed Spanish plazas and Roman ruins. As one of Europe’s oldest cities, it has the feel of an urban island, marked almost entirely by beaches and ultramarine harbours dotted with fishing boats.

The Vilamoura area offers a fabulous diversity of experiences, from quiet pine forest ambles and Atlantic beaches, to a casino, shooting club, riding school and a choice of nightclubs. The main attractions are the environmentally-conscious planned development's four golf courses and Polvo Watersports Algarve water park. The area's past is brought to the forefront with a preserved Roman site and the Museum of Cerro da Vila. Rent a car to make the most of Vilamoura and the surrounding Algarve region.

There are lots of beach types, and with 20 very different beaches to choose from, Albufeira delights them all. Hugging the coast in Portugal’s southern Algarve region, this prime vantage point showcases sparkling white houses with Moorish flair, breathtaking multi-hued cliffs, and old fortress remnants that ground modern amenities with a charming historical flair.

Portimao is a sailor’s delight, thanks to its calm waters and beautiful conditions. Plenty of elite international competitions happen here, but you don’t have to be a professional to set sail. Cruising the coast on the double-masted Santa Bernarda pirate ship is a family favorite. On dry land, you can wander the lovely Alvor boardwalk, enjoy a succulent seafood meal or zip around the go-kart track at the Autódromo Internacional do Algarve.

This former fishing village on Portugal’s southern coast has become a popular resort. Spend a day on Alvor’s main beach, or find one of the smaller, secluded coves along the coastline. In the evening, stroll through the town’s narrow cobblestone streets, dine on fresh local seafood, and enjoy live music at one of the many lively bars.

Romance and adventure are in the air on this lush West Indian island in the Caribbean, depending on your coast. To the west, you'll find calm waters and good swimming. To the east, there are massive, competition-caliber waves. Wherever you stay, expect turquoise waters, fine soft sand beaches, catamaran cruises and delicious island fare.

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.

The Dominican Republic lies in the same waters as Cuba and Puerto Rico, taking up the eastern two-thirds of the island it shares with Haiti. Offering a lush interior with a mix of caves, Victorian gingerbread houses and the lore of pirates, plus 900 miles of coastline along its brim, island highlights include riding a cable car up Mount Isabel de Torres and basking on stunning Saona Island. Oh, and did we mention the D.R. is family-friendly, has just about perfect weather and is affordable?

There are no two identical Bahamas holidays. With options as diverse as its 700 islands, the Bahamas may seem schizophrenic: is it a family destination, a place for lovers to sneak away, a gambling mecca, a cruise-afficianado’s chief port of call or a shopper’s world market? The answer is, yes. It’s that, too.

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.

It’s not just for spring-breakers. Cancun, with its golden beaches and perfect climate, is the premiere coastal destination in Mexico. And while there is certainly a 365-day party available for college students, resorts cater well to families and to those seeking solitude. This Yucatan paradise is also the gateway to the ruins of Tulum and Chichén Itzá.