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There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.

Hike up the hill from Turó del Pollo and get an eyeful of an ancient (6th century B.C.) Iberian settlement at Puig Castellar. This is best saved for a cool fall or spring day as at this height the sun can be fierce. Take a picnic lunch, or at least a bottle of water, so that you can relax and take in the sweeping views of Barcelona for as long as you like.

Before opening Craving Restaurant in 2013, chef Adam Goetz worked everywhere from the James Beard House to the Waldorf Astoria in New York City. Now, he puts his talents to good use in North Buffalo, combining fresh ingredients with highly skilled technique to make the food diners crave. Open for lunch and dinner six nights a week and brunch on Sundays, Craving serves farm-to-table fare in a cozy setting, complete with a small bar and a patio out front. Dishes can be made vegetarian or gluten-free and the chef butchers all meats in-house to ensure nothing gets wasted. The menu changes constantly to highlight the freshest ingredients possible, but recent dishes included ricotta gnocchi, leg of lamb, and whole-roasted trout with asparagus sauce.

A few minutes north of Tulum, Xcacel (pronounced “ish-kah-sel”) is one of the region’s more unspoiled coastal areas. The beach has long been a local favorite, especially on Sundays, and in-the-know tourists are showing up now, too. Natural vegetation lines the shore and while there are no restaurants or beach clubs, there is a building with restrooms and showers. The best snorkeling is along the coral reef at the north end, and a small, swimmable cenote lies nearby. Sea turtles lay eggs here, in spring and summer, so take care not to trample nests; local conservation projects collect modest entrance fees to support their efforts.

One of Maui’s best hikes, this trail climbs 800 feet through the lush Kipahulu area of Haleakala National Park. Half a mile from the visitor center, an overlook provides sweeping views of the gorge and the almost-200-foot-long “horsetail” of Makahiku Falls. Continue on past a sprawling banyan, stopping to marvel at the sunlight trickling through the dense bamboo forest. Here, you’ll also find the even more dramatic cascade of Waimoku Falls, which plunges 400 feet down a sheer-walled lava amphitheater. If you’re wary of tackling the four-mile round-trip hike by yourself, know that park rangers offer guided tours every Sunday at 10 a.m. Reservations are available at 9 a.m. a week ahead of time.

If you like piña coladas, make a beeline for this overwater outpost on glittering Palm Beach. Situated on a pier, the open-air bar and grill boasts uninterrupted views of the water—as well as Aruba’s spectacular sunsets. Here, breakfast, lunch, and dinner are served alongside an extensive array of chilled beverages, attracting a friendly crowd. There’s live music every day during happy hour and, on Sundays, the Travel Session band plays from 7 to 10 p.m. If you’d rather sing yourself, be there on Saturday, when karaoke starts at 8:30 p.m. While the restaurant definitely has a party-like setting, children are more than welcome and high chairs are available for little ones.

While it’s certainly not for the faint of heart, attending a bull fight at the Plaza de Toros Nuevo Progreso is a time-honored Sunday activity for many folks in Guadalajara. From the traje de luces (the matador’s flamboyant, ultra-formal outfit) to the porrón (the kidney-shaped leather flask passed between spectators), the experience is steeped in tradition. Expect mariachi music that matches the drama of the fight; vendors selling beer, micheladas, peanuts, and popcorn from coolers hoisted on their shoulders; and, of course, the presentation of the bull’s ear to the victorious matador. If the idea of man versus beast is too intense for you, you can always just people-watch from your spot in the gradas (stands).

If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.

This 7.5-mile round-trip walk has some of the most amazing coastal views in Sydney and is a great introduction to the city’s Eastern Suburbs. Starting from Icebergs pool in Bondi, the path hugs cornmeal-sand coves, natural seawater pools, a marine reserve (Gordons Bay) that’s great for snorkeling, and unique attractions from ancient Aboriginal rock art sites to the oceanview Waverley Cemetery. In late October, site-specific art installations pop up along the cliffs between Bondi and Tamarama beaches as part of the Sculpture by the Sea exhibition, one of the largest outdoor sculpture events in the world. Spring (September through November) is also an excellent time to see migrating southern right whales spouting in the sunset. Toast your trek with a drink at the Coogee Pavilion.

A collection of rambling beach bars, The Strip on South Frigate Bay is the best “lime” on St. Kitts—a beach bash by day that transitions to an open-air dance party, moveable feast, and pub crawl by night. The area is within walking distance of the St. Kitts Marriott Resort, but it’s a popular nightlife destination for locals and visitors from all over the island. Don’t miss Mr. X’s Shiggidy Shack, the most famous bar on St. Kitts, where you can enjoy grilled lobster alongside an ever-changing lineup of live entertainment, from karaoke to fire-eaters. Also worth visiting are Vibes (St. Kitts’ closest thing to a sports bar), ChinChillas (for Mexican food), and The Dock Bar, which offers a more relaxed scene and, as its name suggests, its very own dock. Wherever you land, expect live bands and DJs to keep the dance floor hopping well into the wee hours. If you get tired, cool off and then rev up with a “Ting with a Sting,” a popular drink of local CSR rum mixed with grapefruit soda.

If a hotel has a swank spa that administers treatments using ultra-expensive (and effective) Sisley products, it’s probably something special. And if those treatments come in a Victorian manse overlooking the placid waters of Kenmare Bay in Southwestern Ireland’s Ring of Kerry, it’s yet more likely to engage even the jaded traveler’s predilections for plush resorts. Kenmare Manor, a turn-of-the-19th-century stone building backed by patchwork hills and forests, looks like something out of a storybook. But it’s more than attractive: At SÁMAS spa, the treatments, which are indeed high-caliber, come with views of the misty woods (from the pool) and the bay and mountains (from the relaxation room). Staff are attentive to even tiny details, like buttery Irish shortbread at turndown. Breakfasts of smoked salmon and eggs and flaky scones are served by smartly dressed waiters rather than set out at a buffet. The hotel’s restaurant is known as one of the best in the country for wild-mushroom risotto and Kerry lamb loin with eucalyptus-flavored peas.

Its location on a relatively undeveloped stretch of Grace Bay Beach, and an atmosphere so subdued that guests sometimes feel they ought to be tiptoeing, make Point Grace a haven for people who want no sounds but the lapping of waves, and, occasionally, a recommendation from a waiter. The 28-room resort has a modernized British Colonial style; the roomy suites feature a full kitchen and washer/dryer; there’s an excellent, if small, spa; and the restaurant is romantic enough to encourage marriage proposals, or reinforce that they were the right thing to do. But guests looking for a party atmosphere, or whose pleasure is to see their kids happily splashing in the pool, might want to look elsewhere.

This is a peaceful spot to land when you want to soak up the tranquil breezes off the Chesapeake Bay. Head down south and enjoy a quaint stay in this hopeful little town still showing forth the glory of its historic roots. Grab a bicycle from the Hope & Glory Inn’s bike stand and head on over to their namesake vineyard. Taste a few of the delicious wines and dine at the Inn’s restaurant where the grub gives ‘country’ food a new meaning.

Café de La Concha is a perfectly satisfactory café for breakfast, lunch, or dinner. However, what it does really well is sit smack dab in the middle of La Concha Beach. This means there is no place more picturesque to take a morning coffee than its terrace, which has views of the bay and the surrounding mountains. If you are in town for Semana Grande, it’s the spot to be for fireworks watching, just make sure to reserve a spot for dinner.

Kennedy Park is located in Coconut Grove, right on the water with a view of the open bay, an outdoor gym including a green ladder you can climb up and down, a running path on an outdoor track, and a children’s play area. Looking to relax afterward? Grab a frozen lemonade or piña colada from the A.C.’s Icees truck or relax on a wooden dock by the water.