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Island chic meets urban cool at the Caribbean’s first Park Hyatt, a welcome addition to Banana Bay’s powdery shores. With floor-to-ceiling windows, Scandi-mod furnishings, and freestanding tubs (that come with trendy Le Labo toiletries), the 126 luxe rooms and suites are hard to leave. However, you won’t want to miss the adults-only infinity pool or the on-site Miraval spa, which incorporates local flora into treatments like the soothing aloe-and-lavender body wrap. Also on offer are kid-friendly activities like rock climbing and storytelling with a local historian, making the Park Hyatt perfect for couples and families alike.

Step back in time to Prague’s Bohemian past—the Old Town Square, St. Vitus Cathedral, Prague Castle, the romantic Charles Bridge—before visiting the somber memorial to its Communist rule. Today Prague basks in modern optimism, evidenced by such landmarks as Frank Gehry’s Dancing House Hotel and DOX Centre for Contemporary Art.

This eco-friendly property is unlike anywhere else in the Caribbean. A 400-acre working farm built within a sustainable community on Mount Liamuiga, the low-key luxury resort has St. Kitt’s requisite gingerbread trim and banana-plant landscaping. Here, however, signs tell guests when the fruit is ripe enough to pick—even the golf course is designed to be harvested. Belle Mont’s 84 clapboard cottages have open-air baths and wrap-around verandas that look out on the neighboring islands of Saba and St. Eustatius, but the resort’s real draw lies in its six farm-to-table restaurants, where guests can enjoy global takes on West Indian specialties (think papaya lamb stew and wine-braised pork with coconut, pumpkin, and chocolate) under the stars.

The moment the snow melts, young Torontonians begin their annual spring migration to Trinity Bellwoods Park. The hippest park in town, Bellwoods stretches from the shopper’s paradise of Queen West up to central Dundas Street. On a summer’s day, sun-and-fun seekers spread out on beach blankets to watch the action: at the dog run, on the tennis courts, in the kiddie pool, and even closer, on the adjacent blankets. After dark, head to nearby Bellwoods Brewery for a pint.

The smallest holding in the mini-empire of Uri Jeremias, who also owns Akko’s Uri Buri restaurant and Efendi Hotel, this bright and no-frills ice cream shop sits along the old city’s western seafront. These are natural treats, made using local dairy products and no powders or stabilizers. The result is smooth and creamy, and the flavors (up to 16 available at a given time) are ones you won’t find too many other parts of the world, such as date, halva, cardamom, and rose.

This small, undeveloped beach with views to St. Kitts is for couples, not kids. Located down a short path from the highway, the beach has an unspoken rule to come back later if you see another car parked on the shoulder—sort of the Nevis version of the towel on the doorknob. Not only does this system preserve privacy, it helps ensure that Lovers Beach remains one of the most secluded spots in the Caribbean.

The Bahamas has many attractions to choose from but if you’re looking for a memorable and exciting excursion then this experience is right for you. Arrange to be picked up either from the port or from any hotel on paradise island. The stables are about a 25 minute drive from downtown Nassau. Whether you’re a novice or an expert at horseback riding, Duke, The trainer at Happy Trails Stables, is very experienced and will teach anyone how to ride a horse the English style. Horses are assigned to you based on your riding experience. (This helps to ensure safety.) Your adventure begins at the stable where Duke will escort you and fellow riders to Coral Harbour Beach. Along your journey you will see breathtaking views of natural unused beaches while you and your horse splash around in the water to cool off. The setting is very intimate since there’s only about 6 horses available for riding. This experience will surely stick with you for a lifetime.

What could an Alaska local ever discover on a voyage through the Inside Passage? Just the essence of the place he thought he knew.

Standing at 3,793 feet, this towering, verdant peak is the island’s highest point. The dormant volcano is covered mostly in rain forest and capped with a cloud forest, making it ideal for a beautiful hike. The climb is an arduous one, however, and shouldn’t be attempted without a guide. If you manage to reach the top, you’ll be rewarded with sweeping views of St. Kitts, the Caribbean Sea, and neighboring islands like Nevis, Antigua, and Saba.

Muntri Mews in Penang is my kind of hotel. Formerly an old mews house, its owners have fitted it out with clean, comfortable rooms that retain the charm of their days as stables (think romantic mosquito nets and wooden beam architectural details). The hotel is small and the service is personal and friendly. Breakfast on the hotel’s patio in the heart of historic Georgetown is the perfect way to start a day of meandering through the back streets of this historic, character-filled foodie heaven.

The only existing French plantation house on St. Kitts, the Fairview Great House was built circa 1701 and originally housed French military officers. Today, guests can tour the beautifully restored property, taking in the period furnishings, kitchen, apiary, chapel, and bathhouse before exploring the two-and-a-half acres of botanical gardens, filled with tropical flowers, fruit trees, and monkeys. Visitors can also purchase day passes to the property’s swimming pool and sunny deck, or sign up for cooking classes and tastings of St. Kitts’ own Brinley Shipwreck Gold Rum.

If you weren’t sure what you were looking for, you might miss Marco Stabile’s Ora d’Aria restaurant on Via dei Georgofili. The hint of a large birdcage peeking through a tall window in an expansive and otherwise-unadorned wall is all that alerts you to the presence of greatness. White Saarinen tulip chairs are the next thing you see once you’ve decided to explore past the birdcage, and while the dining rooms, both upstairs and down, are not elaborate, they are perfectly suited to let Chef Stabile’s food be the true showpiece. Though his cuisine is not traditionally Tuscan, and nor are all of his ingredients, Stabile’s culinary creations are a delight, finally winning over the hearts of food-savvy Florence residents and every visitor who learns that a meal at Ora d’Aria is a must when in the Tuscan capital. If you’re looking to save a little while still experiencing excellence, Ora d’Aria is also open for lunch.

With just over a year in business, Green Dot Stables is still new, but owner Jacques and his wife took over a building in Corktown that isn’t. Instead, they took it from abandoned and historical to historical but fresh. The interior still retains its ode to horse racing and is kitschy appeal without being cheesy. An innovative new menu presided over by Les Molnar features more than 20 unusual and classic sliders with a “mystery meat” option that changes often. On the day I visited, the special was Lamb Tongue with Dijon Brown Butter and Fennel Relish. My favorite was the Corned Beef Slider with Wigley’s-Brinery Kraut, Pickle and Mustard Aioli. Local and imported beers anchor the drink list and their soda (or pop as it is known in the Midwest) is mixed in-house with locally made syrup. Optional sides include truffle fries, poutine, chicken and orzo salad, kale & quinoa, or classic mac ‘n’ cheese. Menus items start at an affordable $2 and it is a packed house during the lunch rush so plan accordingly or visit at odd hours to ensure fast service.

Located in the 160-year-old Leinster Hall, The Stack has to be seen to be believed. Its recently refurbished interiors are both outrageous and sublime, with emerald and sapphire walls, a leopard-print couch, and a rainbow of velvet chairs. There’s a beautiful garden out front, a brasserie and bar downstairs, and a private club on the top floor. Dining here feels like you’ve gained entry to a private, Old Cape Town world, but with a modern menu. Standout dishes include the duck rillette and the onion tart with king oyster, shiitake, and shimeji mushrooms.

Salamander Resort & Spa has one of the best equestrian facilities in the U.S. Horse lovers can book a stay in one of the hotel’s 168 rooms, but the facilities are also open to the public. The 340-acre resort has a 22-stall stable and nine paddocks. Professional riders and former Olympic horsemen are amongst some of the instructors who give lessons and hold clinics. The hotel offers overnight boarding for guests who want to bring their own horses and the Salamander Spa even offers a Horse & Human treatment for horse and rider.