Romance is the lifeblood of Annecy, a town in the Rhone-Alpes region of southeast France that’s replete with castles and cathedrals and softly curving architecture. Stroll hand in hand with your paramour across Pont des Amours (the lover’s bridge) before taking in the Imperial Palace and the baroque Cathedral of Saint-Pierre. A walk down the Rue Royale will be rewarded with prime shopping, dining and people-watching, especially at the fountain of Saint Jean.

Edinburgh is Scotland’s capital city, renowned for its heritage, culture and festivals. Take a long walk around the centre to explore the World Heritage Sites of the Old Town and New Town, as well as all the area’s museums and galleries. Then stop for a delicious meal made from fresh Scottish produce before heading out to take in one of Edinburgh’s many events — including the famous summer festivals of culture, or the Winter Festivals of music, light and ceilidhs.

Once a vital part of a mighty sea power, Positano is today a sophisticated resort on the central Amalfi Coast. Moorish-style architecture rises up steep slopes that gaze out on the Sirenuse Islands. Smart boutiques, selling fashions for visitors to display on Grand Beach, abound in the village. And it’s a great base for exploring the area—you can easily travel by boat to Capri, Ischia and the Grotta dello Smeraldo cave.

Pittsburgh has been remade and reimagined. Think 24 miles of riverfront trails, beautiful parks and historic attractions. Home to 90 neighborhoods, the ‘Burgh feels authentic and unpretentious. No visit is complete without a trip to the Strip District or PNC Park, a ride up the Duquesne Incline or a stop at The Andy Warhol Museum. Architecture buffs love Pittsburgh for the amazing downtown buildings. Hollywood producers, do, too—the city has even been called the “Hollywood of the East."

Amelia Island is the Florida beach with a Southern accent. A timeless destination known for pristine nature and uncrowded beaches, it offers world-class golf, spas and restaurants, plus a rich history. There's something for everyone—a family vacation, a romantic getaway, a beachside horseback ride or kayak excursion. Events include the Amelia Concours d'Elegance, Pétanque America Open and Isle of 8 Flags Shrimp Festival. It is 30 minutes from JAX International Airport and 90 from St. Augustine.

The largest city in South America, Sao Paulo’s cuisine and art is as multinational as its diverse population of 10 million. With the restaurants of the Jardins district serving every food imaginable to diners from around the world, you wouldn’t be out of place going to Sao Paulo just for the dining. But you’d be missing out on world-class museums, diverse and vibrant neighborhood tours, and crazy-good shopping.

Quepos, a small town in Puntarenas province, is located on Costa Rica’s central Pacific coast and is undoubtedly one of the best places in the world for big game sport fishing. However, Quepos also offers vacationers a wealth of other activities to do as well. The nearby plaza has many fine restaurants, art galleries and souvenir shops, most within a short walking distance of your beachfront vacation rental. Book an exhilarating canopy tour, go horseback riding, kayaking and rafting. Learn to surf or watch the surfers ride the waves; you’ll wonder at their athleticism.