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Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.

Anywhere breakfast is served all day usually scores in my book. At Caficultura in Old San Juan, the food is “farm to table” and is as delicious as the creative menu sounds. In addition to the mostly healthy options, the highlight is the maple syrup made with rum, and coconut milk–dipped french toast topped with coconut shavings. The atmosphere was pretty cool—large black chandeliers hang from large wooden beams, and the picture windows face Plaza Colón outside.


Definitely a cool local place to stop into and grab a coffee or brunch while sightseeing throughout Old San Juan’s historic district.

Opened in 2021, the first urban resort from LVMH—the arbiter and exporter of French luxury—feels sumptuous at every turn. A 100-foot pool, the largest of any French hotel, is covered in hand-laid mosaic tiles, while a series of virtual window panels display illustrated scenes of the Seine in perpetual motion as you swim laps. A penthouse apartment has its own 41-foot pool, projection space, and panoramic terrace. Plénitude, the fine-dining restaurant, earned three Michelin stars within months of opening. The hotel was designed by Peter Marino, an American known for his chromatic and sculptural retail spaces in the LVMH universe, including the recently renovated Tiffany’s flagship in New York.

A Starwood Luxury Collection hotel in the heart of historic Cuzco, Palacio del Inka occupies a former palace, built by the Incans as part of the Coricancha (the centerpiece of their empire). Since ancient times, it’s had many lives—it was seized by the Spaniards in the 16th century, served as a museum in the 1800s, and finally became a hotel in the 1970s. Today, the property features artwork and artifacts from both the Incan and colonial eras, which guests can tour each day at 5 p.m.

Situated around a large central courtyard, the 203 rooms are decorated in a colonial motif, with carved-wood furnishings, jewel tones, and gold accents. Also on-site is a small but very nice spa with a hydrotherapy pool, dry sauna, Turkish bath, whirlpool tub, and showers with lighting effects, as well as a small gym with cardio machines and weights. While Palacio del Inka is just a few minutes to Plaza de Armas and its many eateries, guests would be remiss to not dine at least once at the hotel’s Inti Raymi Restaurant, which serves Andean and international dishes made with locally sourced ingredients. Before dinner, grab a drink at the Rumi Bar, which offers excellent cocktails and a free pisco tasting each night at 6 p.m.

Voted Philly’s best French bakery, Miel is a charming and comfortable café that serves great coffee, inexpensive lunch options (hot and cold sandwiches, and soup), and of course, the best pastries. Get here early or the croissants will be gone! Enjoy free wi-fi with your treats.

Part of the Dorchester Collection, this Palace-designated hotel is deeply connected to its setting on the avenue Montaigne, the historic home of haute couture in the Triangle d’Or (Golden Triangle). Just across the street, Christian Dior opened his first shop in 1946 then showed his inaugural collection at the hotel. To this day, the subterranean Dior Spa (currently under renovation before a September relaunch) celebrates the link to the designer. The 154 guest rooms and 54 suites are likewise imbued with a chic couture vibe, whether you choose the classical style or newly renovated art deco rooms, punctuated with pops of red to echo the facade’s geranium-filled window boxes.

Give your senses a jolt at Sky Costanera Observatory, on the 61st and 62nd floors of the Costanera Center. A 50-second elevator ride takes you almost 1,000 feet into the sky for a thrilling 360-degree view of the city, population over five million, with the snowcapped Andes as a backdrop. Guides are on hand to point out cityscape highlights. Not for scaredy-cats. Note: In case of rain, return first thing the following day, the best time to visit for the clearest view.

For one of the best views and best meals in Santorini, try Red Bicycle. Located at the tip of Oia on the northern part of the island, the restaurant is housed in a 19th-century Santorini mansion with a 180-degree view of the famed sunset and the volcano caldera. It was heavenly. Soft island breezes on the open-air terrace. The best food I had in Greece (fresh, local Mediterranean dishes with Greek/Santorini influences). A warm hostess who was incredibly kind to our two children. We ate here twice during our weeklong stay - I definitely hope to go back.

Situated in the historic West End—what some consider to be Portland’s prettiest area—this red-brick, Federal-style mansion has housed a Prohibition-era hideout, a boarding school and, for the past two decades, the intimate Danforth Inn. Today, its nine rooms are uniquely furnished with a mix of contemporary European pieces and Asian influences, as well as nearly a million dollars’ worth of modern art.


A small garden blooms with lilacs, fragrant herbs, and edible flowers in the spring and summer, while 13 working fireplaces—there’s one in each room and two in the West End Suite—make for cozy evenings come fall and winter. After a renovation completed in 2015, Tempo Dulu, a 36-seat Southeast Asian restaurant, opened with dishes like grilled lobster with spring onion cake, and dramatic design details such as a live-moss chandelier.


In 2017, the inn expanded on the Asian theme with its Opium bar; decor is meant to evoke a 1920s Shanghai speakeasy, and cocktails include the Danforth Swizzle, a rum-based drink accented with Chinese five spice–infused bitters.

Although you can find most cuisines in Berlin now, Jamaican food is nowhere near as ubiquitous as it is in, say, London, and it’s mostly relegated to shacks or pop-up stalls at festivals. Enter RosaCaleta, a full-service restaurant run by two transplants from Jamaica via New York who have created a perfect balance of traditional Jamaican dishes playfully reinvented for a European palate. White walls and a wood floor set the stage for a menu that includes oven-roasted pork fillet, fiery jerk guava chicken served with fluffy dumplings, and vegetarian dishes such as vegetable stews and lentil salads mixed with mango and ginger. The restaurant also has a superlative rum collection, used for an inspired cocktail list that is as fruit-filled as it is potent.

Known for generations as the Pink Princess, this legend opened its doors in 1885 and remains one of the largest and most celebrated hotels in Bermuda. Fresh off a $100 million renovation in 2016, the 170 rooms and suites are now what you’d expect from a Fairmont-managed property—clean, modern, and comfortably luxurious, all with water views—while public spaces have been elevated by an exceptional collection of modern art (Andy Warhol, Damien Hirst, and Ai Weiwei are just some of the luminaries who grace the walls). The new infinity pool has gorgeous views over the harbor, the spa offers treatments and fitness classes in partnership with noted brand exhale, and the marina’s water-sports team can organize everything from kayak and Jet ski rentals to paragliding lessons. Guests also have exclusive access to a private beach club on Sinky Bay—just 20 minutes away from the hotel via complimentary shuttle—which features water hammocks and snorkeling-friendly waters. Back at the resort, dining options include the buzzing Marcus, serving signature dishes from celebrated chef Marcus Samuelsson, and more casual options highlighting fresh seafood and local rum.

No visit to Antigua is complete without taking in the sunset atop Shirley Heights Lookout at its weekly Sunday sundowner party. The view from Shirley Heights is without a doubt the most famous, most photographed, most celebrated vista gracing Antigua. Immediately below, English and Falmouth Harbours clutch their bays. On clear days you can see Guadeloupe to the south and Montserrat with it’s still active volcano to the south west. It does get busy, so expect a crowd and while there might be a couple locals sprinkled in here and there, it’s mostly visitors. Around 7ish, the tunes crank up with either some reggae classics, some pumping soca, or even live a steelpan band. Smoke from a collection of barbecues compete with the music to fill the air and stimulate your senses. Expect chicken and ribs slathered in local flavors, plus burgers for the less adventurous. I did have some trouble getting grilled fish on my last visit, but once I found some, it was charred to perfection.

This hotel is on our list of The 11 Best Hotels in Chicago.

Set directly across from the Art Institute of Chicago, this former members-only men’s gymnasium is now the Chicago Athletic Association, which is part of Hyatt’s Unbound Collection. Enter at street level off Michigan Avenue and walk toward the back to find a staircase that leads to the old swimming pool, now a venue for parties and pop-up concepts. Take the nearby elevator to the restaurant, Cindy’s, easily the best rooftop scene in the city, with highly Instagrammable terrace views overlooking Millennium Park, the swooping Frank Gehry–designed bandshell, and Anish Kapoor’s Cloud Gate (aka the Bean).

Park yourself in the second-floor lobby and hang with locals as they tap away on their laptops and sip lattes by the two oversize fireplaces. Walk through that expansive by Roman & Williams–designed room, where light beams in through ornate stained-glass windows, and you enter a warren of table games and darts, all festive and typically open to the public. There’s also the secret six-seat bar, the Milk Room, a relic of Prohibition, and the James Beard Award–winning Cherry Circle Room—a sexy, dark restaurant with a circulating martini cart and a meat-centric menu.

Upstairs in the 1893 landmark, 240 guest rooms reflect the building’s former life, with gym horses as foot beds, working fireplaces in some rooms, plasterwork ceilings, ornate carved wood wainscotting, and a clubby vibe. Some of the rooms are rather small, but the location is hard to beat, and the cozy, wintry ambiance makes it a popular (and fun) place to spend a weekend. And because the CAA keeps an eye on its water conservation, sources its food locally, and adheres to strict recycling standards, eco-conscious travelers can feel good sleeping here.

Discover a history that can be felt and a little local flavor with one of the many tours available or explore it all on your own. The beauty of this cemetery is a reflection of it’s location. Worn and unkempt, its air of mysterious romanticism can only be felt and explained with a visit. Although, it is rumored that the above-ground tombs are due to the water levels, it is in fact, mainly Spanish influence that dictated the above-ground practice. Here, you’ll find the reputed resting place of Marie Laveau and a little farther into the city of the dead, her daughter. Both are easily recognized by the offerings left. Here’s a little bit of lagniappe: Many years ago, the groundskeeper started a myth that is still perpetuated by many today. Although the offerings left at the base of the tomb are mainly authentic, the ritual of the 3 x’s are not. Recounted by the misguided groundskeeper to rich white folks after Marie Laveau’s death, the groundskeeper hoped that they would leave money as an offering for the sorely needed repairs of the grounds. It is said that the more gullible the tourists appeared, the sillier the ritual became. It is speculated that the origins of the 3 x’s in fact come from the tomb maker’s signature who mostly poor men of color, could neither read nor write. Be sure you spread the word if you go for a visit and be warned that if perpetuated, you risk a hefty fine.

From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.