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With ocean at every turn, Fort Myers and Sanibel offer plenty of options for waterfront dining. Your only problem will be deciding whether you want marina views, Gulf of Mexico vistas, or a little bit of both.

Autumn is busy in Brussels, with school and work beginning after the lazy summer holidays. New expats and students descend on the city, and the streets have a renewed bustle. Festivals and events mark the ramp-up to Christmas (think beer, wine, and food), and a walk in Parc Royale or Tervuren is a great way to see the changing leaves.

Shopping is a serious pastime in San Sebastián, and the lack of big-box department stores is both something to celebrate and slightly confusing for non-locals. Here, a rundown of the best boutiques in this posh coastal city.

Around 112 miles of coastline fringe Oahu, including some of Hawaii’s best beaches, perfect for kayaking, snorkeling, and surfing. From rocky shores to sugar-silky stretches of sand, options abound for a day—or even a week—spent soaking up the sun and sea. Grab a towel and some reef-safe sunscreen (bereefsafe.com), then dive in!

The Chilean capital provides ample opportunity for cultural and culinary revelation, but the first step is figuring out where to stay. Here are some of the best hotels in Santiago, from cozy boutiques like Le Rêve and Lastarria Boutique Hotel to luxurious brands like the Ritz and the W. Whether you crave striking views, homey simplicity, colonial tradition, or eclectic modernity: there is a hotel in Santiago for you.

Montreal is a truly cosmopolitan city, with a foodie scene that makes it a gourmand’s dream destination. Culturally rich, ethnically diverse, and architecturally beautiful, Montreal is a city where you’ll never stop discovering new reasons to return.

The gateway to the ruins of Angkor, Siem Reap draws temple tourists from around the globe. From Ta Prohm, Angkor Wat, and Banteay Srei, the temples of Angkor date back to the 12th century, if not farther back.

These hotels are located in Portugal’s best wine regions— from the Douro Valley and Alentejo to other Portuguese wine regions—and offer guests a chance to stay near (or even in) the country’s incredible vineyards.

Central Vietnam was one of the heaviest affected regions of the country during the American War. There is little evidence of fighting at many of the war sites nowadays, but several spots remain fascinating for history buffs.

From masterfully toasted baguette and jam and buttery croissants that flake to perfection, to hearty omelets and freshly squeezed juices, breakfast in Paris is an indulgent affair. Head to these spots to start the day off right.

Not known as a cheap place to live or visit or eat, Hawaii does have restaurants and cafes that make an effort to keep the prices down. Numerous hole-in-the-wall establishments offer specials, and several restaurants offer reasonable rates for lunch and pau hana (happy hour).

While most people think of Italy as a summertime destination, there are wonders to be found in this northern port city any time of year—especially winter! With hardly any tourists in these cooler (and slightly wetter) months, the city is quiet and calm and opens its doors to some incredible art exhibits, live operas, and wintertime flavors.

West Germany is great for enjoying both urban life and nature. Bonn, the former West German capital, is a small town with lots of parks and hip pedestrian streets. Cologne, one of Germany’s largest cities and a host to carnival, has a cosmopolitan population that enjoys both tradition and modernity.

This former whaling capital loves a party and many Nantucket restaurants put as much thought into their cocktail and wine menus as they do into their food. There are also plenty of places to kick back with just a casual drink or two. The local brewery and distillery adds to the island vibe and flavors.

Hotels in Guadalajara tend to reflect their surroundings, whether they’re located in the trendy Lafayette neighborhood or the storied centro historico. Near the city’s expo center, there are also several stylish options for business travelers.