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The narrow Boca Paila highway runs down the edge of the Riviera Maya in Tulum, dividing the jungle from the sea. Tucked away at kilometer-marker 7.5 lies Casa Jaguar, a haven for the best of both worlds. The restaurant emphasizes Caribbean flavors, using fresh, local ingredients and prepared food and drink with Mexican flair. Try the grilled aguachile seafood cocktail, or the sea bass with corn masa, and wash it all down with a drink of copal mescal, the perfect foil for intense local heat. Beyond being a great restaurant, Casa Jaguar is famous for its “Dinner and Party” concept: there’s a jungle-focused celebration every Thursday with artists and alternative live music.

Thanks to its easy-to-reach location on the main highway just fifteen minutes south of Playa del Carmen, this open cenote ranks among the most popular with locals. One half of the clear spring is shallow, with areas for climbing adjacent rocks; other spots are just deep enough for snorkeling. Elsewhere, there are still deeper waters for swimming and cooling off, complete with a sundeck and a small cliff for jumping.

Disco ball, lounge, jungle, and cuisine all come together at this trendy restaurant located on Tulum’s main hotel-zone avenue. The venue is renowned for its eclectic style that blends unusual lighting, a lush outdoor setting, and live DJ nights for a cool, hippie-style vibe. Dinner is prepared over open-fire grills and in wood-burning ovens, resulting in flavorful Mexican favorites like taco samplers, quesadillas with epazote, grilled avocado, and slow-roasted pork belly. Gitano also specializes in strange but enticing cocktails from its mezcal bar, like ones that include ingredients like rum, hibiscus, and tropical fruits.

Be Tulum describes itself as a resort, but with 64 rooms and a no-child-under-12 policy, the property feels considerably more intimate than its name and marketing might suggest. The hotel enjoys beachfront status, with powdered-sugar sand inviting guests to do little more than lounge around all day. For those wanting a bit more activity, bikes can be borrowed from the front desk and used to cycle out to the Maya site of Tulum. The spacious rooms—all suites and all at least 500 square feet in size—most of which have either a Jacuzzi or their own pool, as well as polished wood floors and rough, white stone walls.

Throughout the markets and shops of Oaxaca you’ll find traditional clothing, but if you would like to purchase regional garments with a more contemporary feel, head to Xquenda boutique. They carry clothing made of linen and silk as well as manta (unbleached cotton). Besides women’s clothing, you’ll also find shoes, jewelry and accessories and guayabera shirts for men. They offer a good selection of items from Mexican fashion house Pineda Covalin.

Claiming the dubious title of “largest night club in Latin America,” the City is located in the hotel zone. Spread through three floors, it offers nine bars and claims a capacity of 5,000 people, which many guests claim is too many bodies trapped in one place. Laser shows, loud music, and a host of guest artists try to compete with neighbor Coco Bongo, but miss the mark.

Chef Darren Walsh has come a long way since the 2001 New York Times review in which food critic William Grimes wrote that his Manhattan restaurant, Papillon, served “two-star food in a no-star setting”—all the way, in fact, to Guadalajara. The Irish chef, who trained in France and headed restaurants in New York, brings all these cultural and culinary influences—and many more—to Lula Bistro, where his food and presentation finally achieve parity. Diners can look forward to a seasonal, modern European tasting menu, complete with French-meets-Mexican dishes like beef filet, duck confit, and octopus, as well as a sophisticated wine list with several Mexican vintages.

This abacus-inspired device tracks how many beers you take from the honor bar located next to the rooftop jacuzzi at Casa Tota (www.hotelcasatota.com). Located in the heart of Todos Santos, this new hotel is outrageously affordable (rooms start at around $85) and its restaurant serves a dangerously good margarita. Margaritas are on the house if you can out arm wrestle Casa Tota’s buff waiter, Raul.

Just down the street from where we stayed in Oaxaca there was a mezcal bar called Mezcaloteca. It was staffed by one woman, very studiously sharing her love of mezcal. She poured us a tasting of three different mezcals into the little gourd cups: an espadin, a madrecuixe, and a tobala—all different agave plants, different producers. She told us how to warm up our mouths with the spirit, how to rub a little bit between our fingers to get the aromas. She didn’t need to tell us how to drink it; that we knew. Reforma No. 506, Col. Centro, Oaxaca de Juárez, C.P. 68000

Locally hand-crafted braidings are something of a St Barths specialty item, and the perfect souvenir to pack into your bag. You’ll find them at shops and boutiques throughout the island, though Latanier’s are considered among the finest.

The excellent swell and proximity to Taipei make Yilan one of the most popular places for surfing on the island. The swell is biggest and most consistent in the winter, but fun all year round.

Lake Maggiore, the second largest Italian lake after Lake Garda, holds the three jewel-like Borromean Islands, Isola Bella, Isola Madre, and the quaint and picturesque, Isola dei Pescatori.

Every Saturday from 7 a.m. to 1 p.m., the island’s largest open-air market sprawls across the University of Hawai‘i Maui College campus, creating a lively scene with more than 200 vendors. Many of Maui’s best boutiques sell their wares here, but for much cheaper prices than at their brick-and-mortar locations. Browse for muumuus, wood carvings, and other handmade crafts like bone and shell jewelry, or treat yourself to a shave ice while perusing piles of leis, local fruit, and homemade baked goods. The market is especially strong when it comes to street food—don’t miss the spam kebabs, banana bread, and goji kombucha.

Expect the unexpected at Ka‘ana Kitchen, set within the funky yet sophisticated Andaz Maui. Here, executive chef Isaac Bancaco draws from the best of the island’s bounty, using local ingredients in a mix of Filipino, Chinese, Japanese, French, and Native Hawaiian cuisine. Think breadfruit hush puppies, Kona clams with savory malasadas (Portuguese doughnuts), and ahi tataki with burrata and lilikoi (passion fruit), enhanced only by the restaurant’s sweeping coastal views. You don’t need to change out of casualwear to dine here, but Bancaco has a knack for turning meals into events, inspiring diners to dress up a little.

Conditions are right year-round in Aruba for both newbie and seasoned surfers. Easterly trade winds blow steadily over the island from March through August, while waves come consistently in late fall and winter. If you’d like to try surfing—or even just look like a surfer—while in Aruba, Bula Surf Shop in central Oranjestad can get you started. Opened in 2003 by two surfers, the store boasts a friendly staff that’s knowledgeable about all things watersports-related on the island. Pick up everything from swimsuits and sunglasses to boards and backpacks by popular surf brands like Billabong, Quicksilver, and Ripcurl. Just don’t stop by on Sundays—that’s when the staff is “gone surfing.”