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I love staying in a private villa home over a hotel when traveling with a small group, and Breezy Villa by Island Escapes is both affordable and impressively chic. In a secluded hillside location, complete with multiple, swaying palms for privacy and glassy sea-foam green lagoon views that are just a shade lighter than the infinity pool melting into them, it’s easy to check skinny-dipping in paradise off the bucket list when sleeping here. If naked swimming isn’t your thing, no worries, the pool is also perfect for nighttime stargazing floats. And then there is the leeward lagoon location itself -- it is super calm and you can wade for ages through calm and crystalline water here without gaining much depth. There is no direct beach access, but a series of steps wind their way down from the travertine-tiled pool terrace to a small pier where a ladder offers direct sea access. Breezy Villa’s stylish interior is equally appealing. From the arched doorways and pitched roof in the open living room and modern L-shaped kitchen to the square-shaped original ocean-hued paintings hung on either side of the front door to the Grecian-Roman columns on terrace, I love the Zen beach house meets Italian palazzo vibe. Similar-sized sleeping quarters, each featuring a unique wooden bed frame and French doors opening directly to pool terrace, make this three-bedroom home equally perfect for families, especially those traveling with a nanny. It also works well for multiple couples.

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.

One of Playa’s newest hotels, Cacao is being touted as a “kicked-back, relaxed ‘hippie chic’ boutique, 60-room hotel. Conveniently situated on Playa del Carmen’s 5th Ave. in the heart of the destination’s fashionable restaurant, club and boutique scene it is also walking distance to the beach. Spacious, modern rooms and suites provide comfortable amenities, including bathroom toiletries by Italian fashion designer Missoni and distinctive touches by architect Rodrigo de la Peña. Dramatic architectural elements such as huge canvas accents in geometric shapes and a central court with a hyacinth lily pond combine with clean interior design and contemporary, bold color accents. The roof-top bar boasts innovative “coctelería” (mixology) experiences, along with spectacular views of the Caribbean and Cozumel Island as a scenic backdrop. Onsite Nibs Restaurant dishes up gourmet food in a serene setting, while a rooftop pool provides a refreshing escape

Shaped by artists’ enclaves, surf culture, LGBTQ heritage, and Hollywood glitterati, Laguna Beach and Dana Point have a laid-back but sophisticated vibe. The hotels here capture the atmosphere perfectly, offering amenities like vintage vinyl and loaner boogie boards alongside Mediterranean, Mission Revival, and mid-century-modern style. Whether you come for the picture-perfect beaches, rooftop cocktails, canyon hikes, or ocean kayaking, you can find a chill but chic stay to suit your needs.

Located just footsteps from the hustle of Columbus Circle, Mandarin Oriental New York serves as the ultimate urban escape. More than 240 rooms and suites showcase stunning views of Central Park, the Hudson River, and the Manhattan skyline, while carrying their own perks within (Diptyque amenities, cherry wood furnishings, walk-in showers). The 14,500-square-foot spa feels like a true getaway in the heart of the city, with a tea lounge and a number of treatments ranging from Jet Lag Cure to Thai Foot Therapy.

The MO Lounge offers dramatic park views and an all-day menu with American cuisine centered on sustainable local ingredients. Come evening, MO Lounge’s hand-crafted cocktails paired with Central Park vistas are perfect for impressing out-of-towners.

Cypress Point Park offers a relaxing nature escape in the city. Plentiful amenities include a children’s playground, a disc golf park, covered pavilions, and jogging trails.

On an island that’s less than two square miles with fewer than 2,000 people, new hotel openings are bound to cause a stir—as did Bahama House when it launched on Harbour Island in January, 2017. It’s the newest outpost from the folks at Eleven Experience, a vacation outfitter known for offering elegance after a full day of bespoke escapades. Spread across a restored colonial home built in 1800, an annex, and two authentic Bahamian cottages and enclosing a freshwater lap pool, handcrafted tiki bar, and hot tub area, Bahama House’s 11 suites have been appointed with eclectically curated furnishings, artwork, and wall coverings, eschewing island kitsch for beach-chic sumptuousness. Though the hotel leans toward softer adventures than sister properties in Colorado, Iceland, and the French Alps, the flip-flop–wearing “experience managers” are on hand to arrange snorkeling and bonefishing excursions and paddleboard or kayak outings. Or they’ll simply provide a fully stocked Yeti cooler for a day of lounging on famous pink-sand beaches.

Built by Napoleon Lebrun & Sons in 1909, this clocktower landmark was the world’s tallest building until 1913. Its transformation from iconic structure to five-star hotel has brought with it only more reasons to visit, including, first and foremost, the on-site spa—a 39th-floor escape offering build-your-own treatments and a selection of enhancements. Other incentives are the restaurant Clocktower, where chef Jason Atherton delivers Michelin-starred dining by way of updated tavern classics and modern British fare, and the Lobby Bar, which serves signature libations alongside expansive views of Madison Square Park. Once room-bound, it’s easy to stay a while thanks to luxurious details like plush linen sofas, specially programmed iPads, and customized mini-bars.

Hungry travelers have a few options, including the hotel’s signature modern French brasserie and café, Venteux, but the real action is upstairs at the French-inspired rooftop, Château Carbide. Set in what would be the cork of this (literally) gilded bottle-shaped tower, the secret plein-air space had never been open to the public until 2021; in June 2023, it was reimagined as an absinthe bar, where the plant-based liquor takes center stage on the cocktail menu, with spectacular city views as the background.

The multi-tiered wooden decks and cozy thatch-roof rooms, combined with the lush green hillside setting, makes Monkey Valley feel like an island treehouse escape. At the foothills of Chapman’s Peak and rising above Noordhoek Beach, this hotel and restaurant is a secluded spot to have a sundowner among locals. The rustic charm of the hotel combined with the hearty meals served at Thorfynns will make you feel like you’ve escaped to a fairytale world - yet you’re still a mere 40 minutes from Cape Town.

Finding fine French bakery goods beyond the borders of France would seem unlikely in this NW corner of the United States. St. Honoré has transformed a little shop in NW Portland into a cultural escapade you’d normally have to get on a plane to experience. This bakery has been a mainstay for the French community in PDX for years and now has a fanatic following that has forged two other locations. The original is a cozy cafe with French influences that make it impossible to drive by when the fresh bread aromas drift out onto Thurman Street. The space is open and inviting with a staff that loves to share their expertise about the whole St Honoré process. This was one of the only places open early for live Tour de France coverage accompanied with fine coffee and pastries. Rolling up in the dark on my bike back in the days of Lance (c’est dommage) to find the place already packed was Franco-fantastic. The restaurant is designed to get patrons to be part of the scene. With the baking close and the big banquet vibe, you instantly feel part of the Honoré table. The menu goes beyond pastries and desserts. Lunch or dinner at Honoré is a trip to Paris or Provence for under $20. Try the panini or manager’s special to light things up. Hang around for sweets with a tart or gateau, and wash it down with a cafe au lait. Don’t forget something for the home front—a baguette at the very least. C’est somptueux!

A short walk from the city sits imposing Castillo San Felipe de Barajas, covering almost the whole of San Lázaro Hill, 135 feet above sea level. The castillo bit is something of a misnomer, as the structure is not technically a castle but a fort; it happens to be one of the most impressive the Spanish ever built, resisting a number of land and sea attacks. Allegedly its tunnel system was engineered so that the slightest sound anywhere within it would reverberate a warning of approaching danger or attempted escape. Audio guides, available in English, Spanish, and other languages, recount the full story. The castle also happens to be one of the best spots in the city from which to watch the sunset.

Tourism is down, prices are up, social services are disappearing, and the government is bankrupt. Which means it’s a good time to get to know Seychelles.

Frenchman’s Cove is more than a beach. It’s an idyllic escape. After paying a small entrance fee—used to preserve the grounds—you’ll hike about five minutes through verdant gardens flanked by an emerald river stream, before the views open onto a glorious beach and the Caribbean Sea. This cove was once a favorite romantic escape for Elizabeth Taylor and Burt Reynolds, and it’s not hard to see why. When you tire of the beach and waves, hop over to the river and swing from the vines into the fresh water. It’s an ideal spot to spend the day, for couples or for families.

Looking for some peace and quiet? No need to stay in the heart of Seven Mile. Keep walking all the way north of the beach--or hop in a taxi--and end up at Long Bay Beach Park. Past the hotel belt, this stretch offers respite from the chaotic tourist scene. There are picnic benches and changing rooms on site. Adjacent is an excellent beach restaurant, Cosmo’s, in case you have the munchies. Few folks venture here and you’ll be relieved to know that vendors stick to the busier, crowded stretch of Seven Mile. If you’re looking for even more quiet, take a taxi ride to Half Moon Beach, just 10 minutes away--a private, stunning crescent shaped stretch where you can swim and spend the day as long as you’re buying lunch at their excellent, casual on site restaurant serving the fresh catch of the day.