Set in the heart of the Algarve, the tiny fishing town of Olhos de Agua surrounds a sandy cove lapped by the Atlantic Ocean. Despite its proximity to the developed Albufeira resort, Olhos de Agua retains its authentic Mediterranean charm.

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.

There is rich and beautiful history within Lagos’ 14th century walls, from its fortress to picturesque churches like mediaeval São João Hermitage and the 17th-century São Sebastião. But that’s all appetiser. People come here for a main-course coastal buffet featuring more than a half-dozen beautiful beaches. Quiet sandy coves are sandwiched between dramatic cliffs. The sandy 2.5-mile stretch of Meia Praia caters to every water sport imaginable. And when you’ve had your fill, you can digest your day with some of the best nightlife in the Algarve region.

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.

Getting to hilltop Orvieto is half the fun, with the choice of ascending by escalator or funicular cable car. The strategically built old town is free from modern-day traffic, inviting visitors to enjoy a taste of medieval Umbria—and a glass of famous Orvieto Classico wine.

Known as the Home of Golf, pretty St. Andrews appeals to even those with no interest in the game. Set on a wide bay, the town is dotted with medieval ruins, stately architecture, and—thanks to its large student population—plenty of cozy pubs.

On the south coast of the Baltic Sea lies Kolobrzeg, a rare combination of beachy atmosphere and medieval architecture. Founded during the Middle Ages, the city survived the Thirty Years’ War and an invasion by Napoleon, but was devastated by WWII. Today, it’s a seaside spa destination that is also popular with outdoor adventurists, particularly for biking the European Route of Brick Gothic. Visit the lighthouse overlooking the River Parseta, stroll the promenade along Kolobrzeg Pier, or visit one of the area’s many wellness centers.

From the heights of the Bay of Fundy tides to the sandy beaches and warm waters of the Acadian coast, New Brunswick is home to spectacular natural wonders and first-class attractions. The Canadian province is also renowned for its outdoor adventures, natural and recreational parks, pristine rivers, lively cities, picturesque towns and vibrant culture. Add a dash of Acadian joie de vivre and its people’s legendary friendliness and you have the makings of a truly unique Maritime experience.

If you’re a history buff and a die-hard foodie, Chicago’s your kind of town. Take an architectural-history walking tour, then dine at Alinea (the most celebrated molecular-gastronomy restaurant in the U.S.). And don’t miss the Museum of Science and Industry, the biggest science museum in the Western Hemisphere.

The history of St. Louis has been heavily influenced by Westward expansion and blues music. The big "must-see" in this region is the Gateway Arch, while other important sites include the Museum of Westward Expansion, the St. Louis Cathedral and the Anheuser-Busch factory tour. The city offers plenty for the whole family. Children will enjoy the local zoo and the Magic House, while family members will also want to unwind at Forest Park, home to the World's Fair almost a century ago.