The biggest beach resort on the Adriatic Sea, Rimini is a favored Italian seaside holiday destination for Italians themselves. The city offers an impressive nine miles of beaches, though many of these have private access for the scores of hotels facing the shore. The old town, about a 15-minute walk inland, has many interesting sights, including the Arch of Augustus from 27 BC, and Tiberius Bridge from the early 1st century. Rimini also boasts many great restaurants and an energetic nightlife.

Crystalline water, plentiful restaurants and small hotels and the area's only sandy beach make Monterosso al Mare the most resort-oriented stop of the Cinque Terre. Day beds and umbrellas are available for rent on the crowded strand, popular with both tourists and locals, especially midsummer.

Nearly crossing northern Italy from the Adriatic Sea westward, Emilia-Romagna gets its name from Via Emilia, the Rimini-to-Piacenza ancient Roman road it straddles. With a rich mix of age-old agriculture and modern industry, the region is home to many historic and cultural gems, both in its larger towns like Bologna, Modena and Ravenna, as well as in its many small hilltop villages. Of course, the region’s best offerings also include native culinary wonders like parmigiano cheese and tortellini.

While crowds of tourists fill Venice, Florence and Rome, Bologna remains relatively quiet in comparison. This mediaeval university town is charming, historic and fun to explore… and you'll find Bologna's local cuisine is light-years away from the American deli meat bearing the city's name.

Riccione is sun-soaked and stylish, an ancient Italian settlement with modern, global flair. Located in the heart of the Eastern Riviera, this coastal destination is the perfect place to sip a cocktail while lounging on golden sands. At night, party people spill from the open-air discos onto the beach, creating a surreal sort of everlasting outdoor party. Zip down a slide at a water park, spin it up on a guided cycling tour, or visit the nearby Misano World Circuit racetrack for an unforgettable getaway.

Best known as the site of Napoleon’s exile, Elba’s long history stretches back to pre-Roman times, when it was settled by Ligures and then Etruscans. It’s Tuscany’s biggest island and Italy’s third-largest, offering a great mix of options both cultural (like hilltop towns and castles) and recreational (like hiking, biking, swimming, diving and beaching). There’s an airport at Marina di Campo, but most arrive by ferry from Piombino to Portoferraio (the biggest town), Rio Marina or Porto Azzurro.

Everyone’s heard the Doors of Paradise, the Duomo, and Michelangelo’s David are captivating, but in Florence, beauty can sneak up on a traveller unexpectedly. You’ll duck into a random church to escape the heat only to spend two hours staring at an impossibly pure blue in a fresco. Or you’ll consider writing a sonnet about pear gelato. It’s just that kind of place. Don't miss the sunset over the Arno and the famous wines of the Chianti region just south of town.

You'll find rugged beauty and a slow pace in the Cinque Terre. Named for the five towns of Monterosso, Vernazza, Corniglia, Manarola and Riomaggiore, this portion of the Italian Riviera is a UNESCO World Heritage Site. Cars aren't allowed, so take local trains or ferries to go from town to town—or walk one of the spectacular trails that connect them.

Want to make your co-workers insanely jealous? Just casually drop "I’m holiday making in the Maldives this year" into conversation, preferably in the dead of winter. Or better yet, go there without mentioning it to anyone—then send them a "Wish you were here!" postcard.

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.

What could be more romantic and inspiring than a place that looks like a backdrop for a fairy tale? The mediaeval overtones of Bruges’ cobblestone streets lead to countless historical, architectural and artistic wonders. Marvel at ornate houses lining intricate canals, and understand why this is a favourite destination for all types of travellers. The whole city emanates an appreciation of the past, a love of the present, and enthusiasm for the future. Don’t miss Hof Bladelin, Groeninge Museum, Church of Our Lady, and Belfry and Market Halls.

The largest city on the Adriatic Coast, seaside delight Split has been under Roman, Venetian, Austrian, French, Italian and Yugoslav control. There is an abundance of restaurants and wine cellars. Sites such as Diocletian's Palace and Mausoleum, the Grgur Ninski Statue and the Cathedral and Bell Tower of St Domnius justify its position as a UNESCO-designated World Heritage Site. The city's coves offer several lovely beaches, including central Bacvice. Ferries link Split to Dalmatian summer resorts.

Tradition blends with tourism in Roquetas de Mar, where Blue Flag beaches and fresh seafood restaurants draw lovers of coastal life. Set on Spain's Costa de Almeria, the fishing town caters to different interests with a 17th-century castle, waterpark, and nature reserves.

Lying at Italy’s geographic and historic heart, Lazio (or Latium) was the seat of the Roman Empire, and as such is teeming with ancient attractions, especially in the Eternal City of Rome itself. To the east, Tivoli has Emperor Hadrian’s exquisite and massive Villa Adriana. Civitavecchia, today a major cruise and ferry port, has been Rome’s main harbor since the second century. Many pre-Roman sites dot Lazio too, like the Etruscan necropolis at Cerveteri, dating from the 9th century BC.

Whether rocking out to music legends inside the Rock and Roll Hall of Fame or viewing Monets and Picassos at the Cleveland Museum of Art, Cleveland is a city that mixes equal parts grit and sophistication. Nosh award-winning food in historic buildings, tip back some craft beers amid a Lake Erie beach party or cheer on a championship team with a hardball of locally distilled spirits. All in Cleveland.