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When people think of southern Arizona and its border with Mexico, cactus and sun-baked sand may come to mind — but a mountain canyon with fall foliage, homestead cabins, and deer? Go high enough, and you’ll find this and more. The Huachuca Mountains climb to over 9000 feet just north of the border in Cochise County, about an hour and a half from Tucson. Toward the southern edge of the town of Sierra Vista, the Nature Conservancy has set up the Ramsey Canyon Preserve, which is ideal for hiking and birdwatching. The deer are tame, wild turkeys are common, and fourteen species of hummingbirds have been spotted among the 150+ species of birds that find refuge in this “sky island” — a mountain range that rises high enough above the surrounding desert to provide a cooler and wetter ecosystem. By late fall, the cottonwoods, maples, and sycamores transform the canyon into a landscape that would be reminiscent of New England if it weren’t for the omnipresent agave plants. Watch your step, and stay alert for the occasional black bear, javelina, or mountain lion. Chimneys, log cabins, and apple trees remain from early homesteaders who found refuge from the desert in these mountains, which were originally named “Huachuca"—meaning ‘thunder'—by the Apaches.

Cavell’s Cook Shop hides in plain sight along the road that hugs the shore on Antigua’s southwestern coast. Its humble, nondescript outward appearance bears every likeness of a simple storage shed or roadside workshop. Thick, encroaching foliage on either side further suggest its owner might prefer his or her place to maintain a low profile. The long line of cars regularly parked astride the road outside Cavell’s at all hours of the day, however, tells a different story. So too do the savory aromas emanating from beneath her galvanize roof, and the smiles on the faces of her steady stream of people filing in and out of here. You see, small and simple though it may be, Cavell’s is the prime spot for real local food in Antigua. The sun pounding down on the galvanize roof combined with the heat put forth by the various cooking apparatuses maKe standing inside Cavell’s feel like limin’ in an oven. No one was complaining, though. Cold Wadadli’s and good company have a way of keeping things cool here. Come to Cavell’s with a smile, some patience, and an open mind and you’ll make friends of the broad swath of local Antiguans, representing all walks of life, easily.

The little town of Baie-St.-Paul has been a haven along the north shore of the St. Lawrence since the 1670’s, when the French began settling here. Today, just a couple of hours from Québec city by car, it’s an artist’s colony full of charming galleries and restaurants. I hadn’t been here in over a decade when I brought my wife here for her first visit. The dramatic Charlevoix region (the rolling landscape northeast of Québec city) was one of her favorite areas, and we spent an afternoon here, reveling in the cool green, soaking up the contrast from home in Arizona...

Music producer turned hotelier Chris Blackwell has made a name for himself converting Caribbean properties (Pink Sands on Harbour Island, GoldenEye in Jamaica) into jetset destinations with studios where his rock-and-roll friends can kick back while recording their next album, but it all began at Compass Point. Bob Marley, the Rolling Stones, and Eric Clapton have all stayed in some of the resort’s 18 rainbow-hued stand-alone huts, which are inspired by the colors of Bahama’s Junkanoo carnival and are simply furnished to encourage engagement with the outdoors; though the interiors are air-conditioned, most have sea-view balconies that are sighted to catch ocean breezes. In keeping with the theme, each comes with a surround-sound system and a library of CDs by artists who have recorded at Compass Point, but you’re just as likely to keep them off, preferring instead to listen to the waves that crash on the hotel’s small beach.

Travelers hoping to find the lap of luxury need look no further than the Ritz-Carlton. Backed by the aquamarine waters of Palm Beach, the resort’s 320 rooms are generously sized, with cheery turquoise-and-yellow color schemes and balconies overlooking the ocean. Leisure pursuits can be as easy as a daytime doze in a poolside cabana or as strenuous as a catamaran sailing trip complete with diving lesson. Need a break from all that sun? Indoor facilities include a spa that specializes in island-inspired treatments (think full-body massages with local aloe and divi-divi tree oil) and a state-of-the-art gym that’s open 24 hours so guests can sneak in early-morning workouts. Before you roll your eyes, consider the four on-site restaurants (BLT Steak, from noted chef Laurent Tourondel, is a favorite). For an even more memorable experience, staff can arrange a private sunset dinner on the beach to the tune of a serenading violinist.

Graceful palms and lush gardens greet guests at Grotto Bay Beach Resort. Situated on 21 acres, this peaceful colony of cottage-style rooms overlooks the beautiful blue water of Bailey’s Bay in the Parish of Hamilton. Tangerine salt body scrubs, sweet milk and lavender facials, and hot stone massage will melt away all of the exertion of snorkeling excursions, golfing, exploring the resort’s on-site cave, or bicycling around the island. On the other hand, why not take it easy and lounge by the pool, which features a swim-up bar, or on one of the resorts private beaches. Dine among the island ambience of palms, rattan furnishings, and ceiling fans in the Hibiscus Room or Palm Court Dining Room. Afterwards, you can enjoy drinks and tropical breezes on the terrace before retreating to guest rooms outfitted in bright prints and tropical tones.

One of the best strolls through Venice begins in the neighborhood of Arsenale and finishes on the Island of Sant’Elena. Walk along the main drag of Via Giuseppe Garibaldi, a street full of shops and colourful local life until it dead ends. Make a right on to Viale Giuseppe Garibaldi where a monument to the streets namesake stands. From here the streets become very quiet. Follow Viale Giuseppe Garibaldi to the end and turn left onto the Fondamenta San Giuseppe. This is a mostly residential area where you see laundry hanging from pastel painted houses and hear small fishing boats tapping against the sides of the canal. Make the first right off the Fondamenta and get lost in the twist of back streets here until you come upon the Via XXIV Maggio. From here, look for signs pointing to the Church of Sant’Elena, a beautiful 12th-century monastery on the island.

La Isla de Guilligan (Gilligan’s Island, though not the one from the television show) is a popular hangout for Puerto Rican locals. I myself am only home for several weeks a year and I still go once or twice every year. The island is sometimes isolated and sometimes crowded. It boasts snorkeling (I’ve spotted many anemones, fish, crabs, starfish, and barracudas), calm water perfect for floating and swimming, and several trees from which you can jump into the water. It’s off the coast of Guanica, and there are two ways to get there. Either take a ferry (call 787-821-5706 for more information) or rent a kayak from Mary Lee’s by the Sea. If you choose to do the latter, you might want to take your kayak to Isla Ballena (see my highlight “Kayaking and Snorkeling and Hoping for Whales”). This tends to be a day trip, so I suggest you have some food. You can either pack up your own or, if you take the ferry, place an order before embarking and tell them when you’d like to have it delivered. There are picnic pavilions that you can claim if it’s a calm day or you get there early.

Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.

Dating to 1521, the Cathedral of San Juan Bautista isn’t just one of the oldest buildings in San Juan—it’s the second-oldest cathedral in all of the Americas. Go inside to see the tomb of Spanish explorer Ponce de León, who founded the first settlement on Puerto Rico and in 1509 was named the island’s first governor. The remains of St. Pio, a Roman martyr, can also be seen in the cathedral—the saint’s mummy has been displayed here in a glass box since 1862.

The most important historical site on Guadeloupe’s miniature archipelago of Les Saintes also boasts one of the most breathtaking views in the Caribbean. Perched some 400 feet above Les Saintes Bay, Fort Napoleon’s panoramic view of the water—dotted with sailboats and surrounded by bluffs—is worth a visit to Terre-de-Haut on its own. But it’s of historic interest as well. Rebuilt in the mid-19th century after the British destroyed it, the fort turned into a prison that was used during World War II. It was restored in the 1980s and houses a museum showcasing the history of Les Saintes. You can stroll inside to see the former grounds that served as a jail, and walk the botanical gardens afterwards, filled with the island’s various cactus species. Look out for iguanas peeking out of holes in the fort’s walls, as ubiquitous on the grounds as they are all over the island. Take in the glorious scenery for as long as you like before descending back down, on foot or on your rented electric scooter.

Often described as the Grand Canyon of the Pacific, this 10-mile-long Kauai valley is a kaleidoscopic array of scarlet earth, verdant valleys, and raw volcanic crags. Bands of color streak the corrugated landscape, each representing a different eruption and layer of lava. Waimea Canyon Drive has a series of lookouts; among the most popular is Waimea Canyon (past the Mile 10 marker on Highway 550), where a number of rivers once cascaded down the gently sloping shield volcano. When part of its flank collapsed, the rivers combined with dramatic results. Continue into the mountains to explore Koke’e State Park beyond. Its small, free museum contains a 3-D map, which sheds light on the canyon’s wild beauty, while the gift shop specializes in local art, crafts, and Niihau shell jewelry.

Few burger joints have a backstory as quintessentially L.A. as Monty’s Good Burger. Koreatown’s first all-vegan restaurant, the In-N-Out-style hole-in-the-wall serves Impossible burgers on vegan buns with lettuce, tomato, Follow Your Heart “cheese,” and a faux thousand island sauce, plus creamy shakes, loaded tots, and not-so-secret menu picks like Dog Pile loaded fries or tots (check their Instagram for the latest options). Before it was a bright blue exclamation point on the corner of Western and 5th, Monty’s was a Coachella food stall debut with a queue that gave founders Lexie Jiaras (USC class of 2017), Max Angles, and Dennis Gomez an idea. Now, Monty’s—named after Jiaras’ Maltese—is full steam ahead, with locations in Riverside and Echo Park and an Instagram following of over 100k. The food itself is especially tasty—if a bit pricey. But you pay for quality, and the locally sourced, organic ingredients deliver a cruelty-free burger that tastes pretty dang close to the real thing.

Located on Goat Island in Narragansett Bay, Gurney’s feels secluded even though it’s just minutes from downtown Newport. Guests enjoy 360-degree water views from the expansive grounds, which include 257 guestrooms as well as three restaurants, a full-service spa, an outdoor saltwater pool, and more event space than any other property in town. Done up in soothing blues and greys, rooms feature king beds with plush pillows, soft sheets, and down blankets; large bathrooms with granite countertops and jet-stream tubs; and oversized desks for working in between lounging on the sun deck. Some premium view rooms boast harbor vistas from private balconies, while suites include spacious living rooms.

In the morning, guests can grab breakfast at Corso, an Italian-style coffee bar in the lobby, before catching the complimentary shuttle to downtown Newport for a day of exploring. Bikes are also available should they prefer to take in the famous mansions on two wheels. Of course, there’s also plenty to do on-site, from hanging at Newport’s only outdoor hotel pool, getting pampered at the Seawater Spa, and breaking a sweat at the 24-hour fitness center to scheduled activities like yoga classes, crafting sessions, wine tastings, and movie nights. Come evening, enjoy cocktails around the firepits at Regent Lounge, followed by an Italian-inspired dinner at Scarpetta. During the summer months, guests can also look forward to poolside dining at The Pineapple Club as well as a kids’ club for children ages 4 to 12.

Designed by Fuster + Architects, an award winning firm located in San Juan, Puerto Rico, El Blok takes its visual cues from the surrounding light, land and sea. In addition to being a playful structure, it is highly functional and built to withstand storms and hurricanes (a big plus anywhere in the caribbean!). It is located at the beach, at the start of Esperanza’s sleepy malecon, with its low-key seaside huddle of restaurants, bars, and stores, most of them back open after hurricane Maria’s devastating sweep of the island.

I loved my room, one of the spacious corner suites. The way the space captured the light was uncanny, every time I got back to my room, a new play of light beams and shadows was waiting for me. The restaurant downstairs serves up amazing food, hands down the best I had on island. Executive Chef, Carlos Perez. brings to the table a delicious, fresh take on Puerto Rican cuisine, centered around their bayahonda mesquite fired grill and Rotisol rotisserie. Just don’t expect much of a breakfast at the hotel. I took a short walk each morning to some cafés nearby, to grab a coffee and omelet. El Blok’s rooftop bar was ‘the’ place to hang in the evenings with locals and travelers alike, while listening to amazing music. When we were there, the duo Más Que Dos was playing and it made for an all around perfect sunset.

El Blok currently has 22 rooms and is adding another 11, slated to open in summer 2019. We were warned about construction noise between 8am and 2pm, but I can honestly say it didn’t interfere at all with my stay. It’s of course when you’re supposed to be out and about anyways, exploring the island!

Rates start at $140 per night plus tax.

A heartfelt thank you to Discover Puerto Rico (@DiscoverPuertoRico) for 3 days in beautiful Vieques and a fun stop-over in San Juan, Puerto Rico.