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What could make a spa with all the typical trappings of luxury even better? Wall-to-wall windows overlooking La Concha bay, that’s what. La Perla does not disappoint, and it’s a great way to spend those finicky winter days when visiting San Sebastián. They also offer massages, which I highly recommend.

Bernal Heights is one of my favorite neighborhoods in San Francisco. It’s a little off the beaten path, but on a clear day the park at the top of the hill offers an amazing view of the city and the bay. On a foggy day, the park feels like the setting of The Hound of the Baskervilles. Did I mention dogs are allowed off-leash?

The beef is local and grass-fed, the french fries and french toast are good, the people are nice, and it’s got views of a little bay. We ate one meal here, then another, and another. Sometimes when you find a good thing, you stick with it. Especially when you’re traveling with a 5-year-old.

In its newest incarnation, opened in 2012 and soaring 55 stories at the corner of Bay and Yorkville, the Four Seasons Toronto embodies founder Isadore Sharp’s vision to focus on the guest, which has positioned the brand as a leader in the luxury hotel market. This is the flagship property, arguably Toronto’s most elegant hotel and a blueprint for the brand’s subsequent hotels globally. It’s the first hotel in Canada ever to be awarded both the AAA Five Diamond and Forbes Travel Guide Five-Star ratings. The contemporary design aesthetic from Yabu Pushelberg brings sophisticated neutral tones throughout the spacious rooms. The sunlit, ninth-floor spa is a favorite among both visitors and locals.

This open-air bar and restaurant is right at the ferry dock in the heart of Cruz Bay. It’s a great spot to have lunch between island adventures, or just to grab a drink and enjoy some people-watching along the dock. The menu lists barbecue ribs, fish tacos and Caribbean-style roti, as well as a variety of sandwiches and salads.

Generally speaking, shopping isn’t a big draw on St. Vincent, but if you’re searching for the perfect souvenir, you can’t do better than Nzimbu Browne’s famous banana art. Besides tourism, banana production is a driving force behind St. Vincent’s economy. By using the industry’s waste products—the banana leaves—Browne creates sustainable art with a strong sense of place. His works depict local scenes, brought to life with snippets of dried, multicolored leaves. If you’re not into art, he also makes goat-skin drums and tie-dye clothing. His studio is located on McKie’s Hill in Kingstown, but he often sets up shop in front of the Cobblestone Inn on Upper Bay Street.

If you’re staying on the east coast or close to Kingston, Wickie Wackie Live! is the place to be for some live reggae on the beach. For just a small entry fee, you’ll get to enjoy excellent local performances seaside—often held on Saturday evenings, 8 p.m. until midnight. There are onsite food and trinket vendors, as always, and the atmosphere is one fit for a wide audience, including families. Wickie Wackie is one of only a few live venues in Jamaica where up and coming artists get to show off their skills. Many made their debut here before rising to stardom.

There’s no shortage of refreshing waterfalls in eastern Jamaica. But after Reach Falls, I’d say Somerset—also located on the east coast—is a close second in natural beauty. Somerset Falls’ cascades can be reached by hiking or by canoe ride along the river. Either way, it’s a stunning, still relatively verdant area teeming with bird life—resident parrots—and caves to explore. It’s easy to find too, ideal for a day trip from either Port Antonio or Ocho Rios. Look out for a billboard right off the paved northern highway, about an hour and a half north of Ocho Rios.

Singapore may not have bicycle lanes on its roads, but the country does have a wonderful and growing network of bike-friendly asphalt paths along its many canals and rivers that are sometimes joined up with pathways in parks and along old rail corridors (in Singapore, they’re called park connectors). An easy 3-mile round-trip stretch to sample runs along the Singapore River. Join the riverside pathway just off Zion Road near the Great World City shopping mall—you can rent your chariot nearby from Bike Connect, at 23 Hoot Kiam Road—or grab a two-wheeler from the now ubiquitous bike-share steeds parked everywhere. Pedal all the way to the old shophouses of Boat Quay where the river empties into Marina Bay and then the South China Sea at the heart of Singapore’s colonial core. From there, get a glimpse of the grand Fullerton Hotel (once the national post office), the Asian Civilisations Museum (originally intended to be the city’s courthouse), and several historic bridges.

Wymara Resort Turks & Caicos (formerly the Gansevoort aims to be as much a scene as it is a hotel. Of course, with tots wandering through the lobby with sand buckets, it isn’t quite the party you might have in South Beach or NYC. But then, trendy urbanites don’t have this—the white-sand beach of Grace Bay, or an infinity pool with wood-deck islands that can be reserved for sunbathing, private dining, or just making everyone else feel less important. The 91 rooms are designer chic, with an open floor plan and plenty of space to stretch out. Also available for booking are seven luxury oceanfront villas, located on an elevated hillside overlooking the bay and Turtle Tail. Each features four to five bedrooms as well as two private pools, expansive indoor-outdoor living areas, sunken outdoor lounge areas with firepits, and over-the-water swimming platforms with direct ocean access. Stelle, the Mediterranean-influenced restaurant, has a DJ who spins on Friday nights. And Exhale Spa counterbalances the chill party vibe with sunset yoga in an outdoor pavilion.

The Seattle Great Wheel, completed in June of 2012, is located at the Seattle Waterfront. It is a little expensive, and nerve-wracking on the way up, but it’s worth it. The Ferris wheel is one of the biggest in the U.S., and provides a spectacular view of Elliot Bay, Downtown, and much more. In addition, at one point during the ride, it actually goes over the water!

At Point Udall, on the east coast of St. Croix, a sundial called Millennium Monument was erected for the New Year’s celebration in 2000. The stark sculpture represents the azimuth of the first sunrise of that year, the new millennium, at this easternmost point of the United States. Point Udall also affords visitors panoramic views and marks the starting point of a hike that leads to the beach at Isaac Bay.

There are many reasons to stay at Stargazer, but my personal favorite is the great snorkeling located less than a five minute swim from this gated property’s deserted half-mile stretch of sugar sand and fossil covered beach. The lights of Grace Bay Beach, just a 10-minute drive from this six-bedroom villa, provide a twinkling backdrop when floating in the trio of infinity pools at night. But Stargazer feels wonderfully remote thanks to its secluded residential locale, and privacy of 2.4 gated acres of colorful gardens and indigenous trees. The six bedrooms are located in three buildings, including the impressive 15,000-square-foot main house set up for entertaining.

From May to August, a ferry runs from the port of San Sebastián to the island that sits serenely in the middle of the Concha Bay. The island is quiet, isolated, and empty. There is a café on the island with a mysterious timetable, and a lighthouse that makes for a picturesque snapshot. Grab a loaf of bread, some cheese and ham, and settle down for a picnic and a reverse view of San Sebastián.

Whether you sit on the benches out front and people watch or stroll along Main Road and window shop, exploring the village of Kalk Bay on a summer’s day is so much better with a cone in hand.The Ice Cafe is one of the oldest ice cream parlors in Cape Town. The flavors are robust and all natural, the texture is perfectly creamy (like gelato). Cones are not overpriced like some other newer options in town.