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When Freehand launched in Miami at the end of 2012, it became a welcome alternative to the city’s glitzy hotel scene. The retro-inspired, summer-camp-style hotel is housed in a 1930s building outfitted with vintage furnishings and wood paneling by New York design firm Roman and Williams. Laid-back activities (art classes, yoga) encourage mingling, while the Broken Shaker cocktail lounge has become a local hangout and earned two James Beard Award nominations.

Freehand Miami bills itself as “a hostel for a new generation of travelers.” Indeed, a visit here confirms that it’s very far from the stereotypical dingy hostel. In fact, were it not for the shared rooms, the Freehand would likely fall into the “boutique hotel” category.

Room decor includes vividly colorful modern art and Mexican blankets, and free Wi-Fi is available. There are also private rooms that come with work desks and flat-screen TVs. The complimentary breakfast is popular with guests and includes Cuban pastries and locally roasted Panther coffee. Evenings are well-spent at the hostel’s on-site bar, the Broken Shaker, which in 2014 was listed #22 on Drinks International’s World’s 50 Best Bars list. It specializes in inventive “garden-to-glass” cocktails, which blend familiar spirits with unique homemade bitters and ingredients that aren’t usually found in cocktails, such as green bean juice.
One could argue that the stylish, affordable hotel trend was actually ushered in by a pop-up craft cocktail bar in the courtyard of a defunct historic hotel just north of the South Beach fray. Five years later, The Broken Shaker is a permanent fixture of Miami Beach nightlife and the anchor of The Freehand Miami, a hip hotel-cum-hostel with both private and shared rooms designed by Roman & Williams in a subtle nautical theme. It’s also home to 27 Restaurant serving seasonal farm-to-table fare inspired by Miami’s melting pot of cultures. Perennially popular amongst locals, it should be at the top of every traveler’s list. The concept’s proven such a hit that they’ve recently opened hotels in Chicago and L.A. with New York on the horizon.


What was once a pop-up bar, The Broken Shaker is now a permanent fixture at the Freehand Miami. The James Beard Award-nominated bar is located in the high-end hostel on South Beach serving up a selection of handcrafted cocktails. The bar itself is a tiny room by the pool with a 1950s Havana look. You can grab your cocktail—made with elixirs, syrups and infusions using herbs and spices from the onsite garden—and drink it in the bar, or head outside to the pool and nestle into one of the lounge chairs. Away from the hustle and bustle of South Beach, The Broken Shaker offers a more intimate setting than the lavish pools at high-end hotels in the area.

Steps from the sand on Princess Margaret Beach, Jack’s Beach Bar is the perfect spot for an alfresco lunch, happy hour on the terrace, or both. It’s a good choice for dinner, too, although landside access is tricky, with lots of stairs and rough terrain that’s difficult to navigate in the dark. Whenever you come, look forward to local ingredients, prepared with an international touch. Pair the tropical quinoa salad with the catch of the day, or opt for the famous fried chicken, served with your choice of mango chutney, smoky barbecue sauce, blue cheese dip, or Mama’s Hot Sauce. If you’re having too much fun on the water, order something from the delivery menu and Jack’s will bring it directly to your boat—the restaurant delivers up to almost two miles from the beach.

The Setai is unlike most hotels in its neighborhood, offering a mature, sophisticated alternative to the frenetic party-time energy of other properties. A member of Leading Hotels of the World, the Setai attracts numerous celebrity guests, thanks in no small part to its attentive and discreet service. While the hotel’s exterior may be somewhat staid, with art deco flourishes that are modest compared with other hotels built in that era, the Setai more than makes up for this in interior design. Somehow avoiding being ostentatious, the hotel still uses ultra-luxurious everything: the finest Swedish beds, deluxe Italian linens, deep soaking tubs, and lacquered wood furniture and accessories. The building includes residence units, which are ideal for extended stays.

While Tamarindo in Costa Rica is no longer a sleepy beach town known only to a lucky few, we can still settle ourselves onto the sand and feel like we have the vast skyline to ourselves. Staying in Playa Langosta, the beach just south of Tamarindo, provides a welcoming relief from clusters of tourists while keeping us close enough for sunsets like this! Extra bonus: Have a friend or loved one in one hand and a cocktail in the other.

I’m not sure exactly how Rainbow Beach got its name, though I wouldn’t be surprised if it actually had a lot to do with rain. The island’s most popular beach bar, especially on Sundays, is centrally located on St. Croix’s West Coast, some of the island’s tallest peaks and dense rainforest just a few miles behind it. Prevailing weather patterns, particularly during the summer months, make brief afternoon showers a fairly regular occurrence here. That doesn’t stop the party, though. Live bands play on and everyone keeps dancing. When you’re already wet from the sea and feeling the vibes, a little rain doesn’t hurt one bit.

I stumbled along this place on a recent trip completely by accident. We’d been driving aimlessly for a while west of Kardemena looking for the perfect quiet beach to take in the late afternoon when I spied a few umbrellas through the trees between the road and the shore. I was pretty much equidistant between town and some of the huge resorts further to the west, so I figured I’d found my spot! I pulled off the road, unpacked all my stuff, marched through the trees to the beach and was met with a decent little beach, a small bar, those umbrellas I’d spied from the road and a small collection of older couples... Completely nude older couples. I wasn’t expecting this, but hey, I had no interest in spinning on my heal and re-packing up the car, so I assumed the proper attire (none), spread a towel out on a beach chair and settled in. I’m a go-with-the-flow kind of guy, after all. The beach itself is a mix of sand, pebbles and some larger rocks. The water is immaculately clear. And, as it turns out, the whole spot is watched over by one person Mandy — perhaps the nicest British lady on Kos who greets beach goers with an inviting smile and incredibly pleasant accent. I may not have been looking to take it all off, but knocking back a few Mythos beers with Mandy made for a pleasant end to the day.

Aldeia da Pedralva is more than just a hotel. It’s an actual village hidden away among the wildflowers and beaches of Portugal’s Vicentina Coast. The owner Antonio Ferreira was looking for a career change and when he stumbled upon Pedralva village (at the time no more than a pizza place and abandoned, dilapidated houses) he began to buy them up and rebuild them. It took Ferreira and his wife Filipa more than two years to find the original owners and get permission to buy their homes. Today, Ferreira has turned a former ghost town into a destination eco hotel with a restaurant and grocery shop stocked with produce from the on-site vegetable garden. Each of the 31 restored homes has a rustic charm and was furnished by a designer friend of Ferreira. The best part of staying at Aldeia da Pedralva is that you feel like part of a community. Ferreira’s Newfoundland dog Urso often greets guests. Dinner often features fresh seafood caught that day and plenty of Portuguese wine. A stay here is a lesson in how satisfying simplicity can be.

At Brussels Bistro, best friends Thomas and Nicolas bring a taste of Belgium to Laguna with everything from Belgian beers on tap to large pots of mussels and fries double-cooked in beef fat. Also on the menu is a hearty beef stew served in a traditional Le Creuset pot, and a divine roasted salmon with sun-dried tomatoes, pesto, and Belgian stoemp (a type of mashed potato). Stop by on a Tuesday night and you can get all-you-can-eat mussels and fries for just $29, meaning you’ll have money left over to sample Belgian brews like Bavik, Houblon Chouffe, and Hoegaarden.

I especially enjoyed the pool at the hotel. I sat at the tropical pool and read and then swam for a while.There is an outdoor bar and food service so I had lunch poolside. The service was attentive and friendly. There are several restaurants and a gift shop at the hotel. This hotel is not directly on the beach but there is trolley service to take you to and from the beach. The Hutchinson Island Marriott Resort is a 200 acre resort with a hotel, pools, fitness center, golf, tennis,beaches, water sports, and a 77 boat slip marina. The area, Hutchinson Island, is very tropical and beautiful. I enjoyed my day while visiting with friends. They had a great vacation at the Marriott. This resort is the winner in the “Local Weekend Getaway” category for the 2013 Reader’s Choice. (Martin County, Florida).

Just to the north of Galley Bay Resort, you’ll find one of my favorite beaches on the island and maybe even the entire Caribbean: Deep Bay. The ruins of Fort Barrington keep watch over this incredible, crescent-shaped slice of paradise, just adding to the beauty of its turquoise, flat waters. Swimming here is like splashing in the largest, most pristine, natural pool you’ve ever imagined. As an added bonus, there’s a hundred-year-old sunken wreck, a barque from Trinidad named the Andes, out in the middle of the bay. It’s an easy swim from shore and accessible to snorkelers. Beaches really don’t get much better than this... anywhere.

Near the northern end of Andros Island, about 15 minutes by air from Nassau, remote Kamalame Cay is worth the effort it takes to get there. The 96-acre private island features 34 rustic-chic rooms and suites, all within steps of a white-sand beach, as well as a central Great House where guests come together to sip wine before dinner and share stories afterward (of course, many opt for a secluded, candlelit meal set up somewhere along the three miles of shoreline). A range of seaside activities keep everyone from the kids to newlyweds to the occasional celebrity happy. There’s a freshwater swimming pool, an over-water spa, world-class fishing off the coast, and entertainment by local “rake-and-scrape” bands. And for those who live in fear of being unplugged, relax. Kamalame Cay offers hotspots around the island for full cell service (if you want it) and Wi-Fi in the reception area.

It was raining when we arrived in Donostia-San Sebastian, but the skies cleared on our second day, and we rode the funicular railway up Mount Igueldo to take in the view back on the city, La Concha Bay, and the empty beach. The “low” travel season had just begun, and the strange little children’s amusement park on the mountaintop had shuttered up for the fall and winter, adding just the right disorienting touch of weird desolation to the Basque country panorama.

Just a five-minute boat ride from St. Vincent, Young Island is both a private resort and the first in the Grenadine islands chain. Here, you’ll find a small, white-sand beach facing the channel that separates the island from the mainland. It’s technically for hotel guests only, but go for lunch at the very good beachside restaurant and bring your bathing suit—the resort won’t mind if you take a quick dip after your meal.

Tippy’s Restaurant is the place to be on the north end of Eleuthera. Located on the beach, the restaurant features amazing views and a cool, laid back atmosphere. The food is excellent and is a nice mix of seafood and American cuisine. On the weekends Tippy’s is almost always packed with people, many of whom are there to listen to the live music and to enjoy a fun evening out.

For our few days in Vis, a two-hour ferry ride from Split, we would drive our Vespa until we got to a beach—they are not hard to come by on this small island. This beach, right about in the middle of the south coast of the island, is mostly only accessible to boats. But we, boatless, scrambled down a steep cliff because it looked so perfect, and spent a few dreamy hours. We arrived on the ferry at Vis Town, walked into the tourist office and booked an apartment for a few days. Those days were spent going from beach to languid, four-hour meal, to beach again.