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Built in 1919, the Condado Vanderbilt Hotel is a Spanish Revival landmark, perched majestically above the Atlantic Ocean. From its opulent lobby to its luxurious guestrooms, the property fuses its storied past—it’s hosted everyone from European and Hollywood royalty to captains of industry—with distinctly modern amenities, making for one of San Juan’s best stays. Spread over a historic building and two towers, the 212 guestrooms feature stone-topped vanities, French windows, and ocean views, while the 107 suites include separate sitting and dining areas, L-shaped balconies, and 24-hour butler service. At the beach club and four pools, guests can also look forward to cabanas, personal butlers to bring refreshments, and assistance from a tanning and hydration specialist.

When hunger strikes, the Vanderbilt is prepared with three different dining options. Hit Tacos & Tequila for escabeche pork tacos and Patron margaritas; Ola Oceanfront Bistro for Puerto Rican cuisine and water views; or, if you’re in the mood to splurge, 1919 Restaurant for sophisticated fare by Michelin-starred chef Juan Jose Cuevas. Also on-site is VC Lounge for expertly mixed cocktails, Marabar Martini Bar and Lounge for live jazz, Veritas Wine and Cognac Bar for rare vintages, and Avo Lounge for fine cigars. When you need to detox, head to the spa for indoor–outdoor treatments, rainforest showers, and hammam rituals.

Conservatorium has a fascinating past. It started as a bank and then became a music academy before renowned Italian designer Piero Lissoni transformed it into a hotel in 2012. The building itself harmoniously blends old and new, with modern steel beams and glass walls complementing original brickwork and wooden beams. The hotel houses one of the city’s largest and most decadent spas—a subterranean temple to holistic wellness, with its own hammam, Watsu pool, lap pool, and more. Its restaurants and bars are also among the trendiest and most highly acclaimed in the city. Upon arrival, each guest is assigned a personal host to offer recommendations, reservations, and historical tidbits.

Set halfway between the old town and “newer” neighborhoods like Ville Nouvelle, this 40-acre urban resort perfectly marries historic details with cosmopolitan style. Surrounded by views of the Atlas Mountains, it features a collection of low-slung buildings, set around Moorish-style gardens and two glittering swimming pools (one is family-friendly with integrated whirlpools, while the other is 131 feet long and only for adults). Other amenities include clay tennis courts, dedicated programming for both kids and teens, and a gorgeous spa for Moroccan hammam rituals and nourishing argan-oil massages.

Catering to all types of travelers, the 139 accommodations range from spacious rooms in the main building to standalone pavilions, one-bedroom suites, private-pool suites, and villas with two or four bedrooms. All feature contemporary décor, handcrafted Moroccan accents, marble bathrooms, modern conveniences, and terraces or patios with views of the gardens or mountains. The poolside Azzera restaurant serves everything from flame-grilled meats to Thai papaya salads for lunch, while the romantic Inara lounge features cocktails and Moroccan cuisine made with herbs and spices from the resort’s gardens. Also on-site is Quattro, which serves a buffet breakfast in the morning, then morphs into an elegant Southern Italian eatery for dinner.

The Catalan capital has plenty of places to cozy up with your loved one and enjoy your drink of choice, be it a meaty Tarragona red or a café carajillo—the Spanish spin on Irish coffee. Lean your elbows on the marble tables of Casa Almirall, located in Barcelona’s gritty Raval neighborhood and founded in 1860, while nibbling olives and sipping the house vermouth on the rocks. Alternatively, share a bottle of cava at El Bosc de les Fades, a fairytale forest-themed café inside Barcelona’s Wax Museum off La Rambla. With its soft lighting and bohemian ambiance, Andú (c/Correu Vell, 3) is the perfect place to share cava and light tapas in a homely and intimate setting.

A step through Tío Pepe’s swinging saloon doors is a walk back in time indeed, to a classic cantina (dating to the 19th century) that, while skewing divey, harbors no ill will toward thirsty people of all stripes. Some regulars prefer to just stare into beer mugs, but you’ll also see mixed groups of colleagues from nearby offices popping in for attitude adjustments. Leave the haute mixology for another venue; but do take in the long, elaborate bar and whimsical beer-barrel light fixtures—something you just don’t get much anymore. Note that unlike many traditional cantinas, you’ll find zero food here, so BYO peanuts or potato chips if you’re feeling peckish.

The crumbling architecture of Stone Town is a UNESCO World Heritage site, and the town’s carved doors are one of its most recognizable features. I spent a lot of time searching for the door of Swahili merchant Tippu Tip, a notorious 19th-century slave and ivory trader who grew fabulously wealthy from his exploits in the interior of Africa. He showcased his wealth by slapping Stone Town’s most elaborately carved door on the front of his mansion in the mysteriously named Suicide Alley. If you can find Suicide Alley (it’s unmarked, near the Shangani Post Office in Stown Town), keep your eyes on the ground: the alternating black-and-white tiles of Tippu Tip’s front stoop might be the first thing you see. The house is now inhabited by several families, so be respectful when taking pictures and exploring the area.

This Paradisus Resorts first adults-only resort debuted recently with 394 elegantly appointed suites including 120 Royal Service Suites, two of which are Royal Service Presidential Suites. The hotel’s 60 swim-up suites enhance privacy allowing guests to access the free-form pool directly from their terrace. Guests of the Royal Service area enjoy adult oriented amenities including a private pool, bar and exclusive restaurant surrounded by palapas and Bali Beds in addition to a private beach. Discreet but efficient butlers offer preferential reservations for specialty restaurants, spa treatments, activities and excursions. Also featured is Passion by Martin Berasategui, a restaurant collaboration with six-star Michelin chef Martin Berasategui, a first for an all-inclusive resort. Paradisus La Perla and sister resort Paradisus La Esmeralda share a common area referred to as El Zocalo, a term in Mexican culture which signifies a city’s social center. Here, Paradisus guests can sample multiple food and beverage options along with the full service YHI Spa, the “Palapa” Activities Center and Theatre. El Zocalo offers 12 restaurants serving Japanese, South American, Mexican, and Mediterranean cuisines, and 10 bars. The resort is 45 minutes from Cancun International Airport and close to attractions such as Playa del Carmen’s trendy shopping district, 5th Avenue and famous Maya archaeological sites including Tulum and Cobá.

Madrid’s Prado Museum, home to Goya, Velazquez, Murillo, El Greco, and numerous other greats, has so much to see that just one visit isn’t enough! If you have a few days in Madrid, drop into the museum in the afternoons (after 5pm) when there is no charge, rather than attempting to see the entire collection in one visit. If you only have time for one trip to the museum, stop by the gift shop to pick up a mini guide, which serves as cheat cheat to the museum’s highlights. Photo by vanOrt/Flickr.

Apparently, you don’t need a rockin’ house or an haute hotel to throw a massive pool party. The only thing missing from the poolside shindigs at these downtown Scottsdale bars are the floaties. First, there’s Spanish Fly Mexican Beach Club with its private cabanas and day beds. Then just down the street is Maya Day and Nightclub, which not only has private plunge pools but also a taco bar, LED video screen and floating stage that hosts DJs and live music. Rounding out the trio is El Santo, a cantina and patio bar with a 15,000-square-foot Mexican resort-style pool.

Sunny days should be cherished, and Puerto Rico offers plenty of them. Beaches are wonderful when you’re seeking to escape the heat, but Old San Juan will have you embracing the rays and feeling just as wild and free. The whole family will have a blast running around the fields of El Morro, tirelessly trying to keep a cat- or airplane-shaped kite soaring through the air. At the Plaza del Quinto Centenario, where water shoots up from the ground in foamy jets, join the locals as they gather around to frolic and cool off.

Bavaria meets Florida at this Marriott Autograph Collection property, midway between downtown Orlando and the theme parks, and close to the Orange County Convention Center. The hotel’s unique decor pairs antlers and fake fur with pastels and palm trees, and adds elaborate chandeliers and original artwork throughout. Accommodations have fairy tale–inspired carved headboards and marble bathrooms; book a corner room for a separate seating area—in a turret overlooking the lush grounds. The Poseidon spa pampers you like royalty with body, skin, and beauty treatments that employ ocean-derived ingredients, and massages can be arranged in room or in the garden. Breakfast and lunch are served at the bright and airy Garden Bistro, with dinner and drinks available in the Antlers Lounge, but you can walk to restaurants and attractions along International Drive, including the Orlando Eye Ferris wheel. Just be back before dark: From the Sky Terraces, guests have views of nightly fireworks and may spot another nearby castle—Hogwarts at Universal Studios.

This lodge offers a private island stay, paired with the option of experiencing the Swahili architecture, music, and culture of Stone Town (Zanzibar’s main town, 20 minutes from Mnemba by boat plus a 90-minute drive). Ten high-ceilinged, thatched bandas are footsteps from a flour-fine sand beach and are romantically furnished with elaborately carved wooden beds. For those who want a change of scenery, verandas and shaded beach beds offer a variety of places to sleep off all the early morning safari wake-up calls. Just under one mile in circumference, Mnemba Island has permanent residents that include poodle-sized Suni and rabbit-sized Ader’s duiker antelope, breeding doves, and enormous terrestrial coconut crabs. Sunbathers can spot dolphins from the beach year-round, and scuba divers might encounter the occasional whale shark.

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.

This Frenchmen Street landmark offers up a steady parade of remarkable local musicians from late afternoon until early morning, with an emphasis on foot-tapping traditional and swing jazz. Musicians play on a low stage against the front window; the curious wanderers outside press their noses up against the glass, providing yet another level of entertainment. Nobody comes here for elaborate cocktails—it’s more or less a beer-and-a-shot joint—but people do come here for music, and they come in droves. Plan to arrive early enough to nab a seat at the bar or along the wall, and you’ll have a good perch when things get going.

I couldn’t be a bigger fan of hotelier Liz Lambert and all that she’s done at El Cosmico. My last minute choice to head to Marfa meant that they were all booked up and I headed to the Paisano Hotel for a lovely, old school experience and one heck of a beautiful outdoor dining experience in the courtyard next to that sparkling fountain. A bike friendly location if you have one in tow, and famous for hosting the cast and crew of ‘Giant’ when filming in the 1950’s. Designed by architect Henry Trost, it was at first built to be lodging for cattlemen to make necessary business meetings and consultations. The space is warm, historical and classic and being in the heart of town it makes it easy to explore on foot at any point in your day. If you’re staying elsewhere in Marfa for your hotel, try to still bike or walk over to the Paisano Hotel for a drink and or dinner. The outdoor courtyard dining experience on a cool evening is a real treat.