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  • Honeymoon Beach, St John 00830, USVI
    We hopped in a pick-up truck with a bench in the back (aka a Caribbean taxi) & headed toward Honeymoon Beach, St. John. I never would have discovered this hidden beach if it weren’t for the wonders of social media, but thank goodness I did, as it’s possibly the most pristine stretch of sand I’ve ever seen. After a short walk down a dirt road, we arrived at the beach - nearly empty, despite the fact that it was spring break season. Virgin Islands Ecotours has a small stand there where a $49 day pass gets you snorkeling equipment, kayaks, stand up paddle boards, floats & beach chairs. We grabbed a tandem sit-on-top kayak & headed out into the pristine blue water. We paddled up & down the shore, exploring the waters near Caneel Bay Resort, admiring beautiful 50′ sailboats, checking out the National Park Service Head Ranger’s house & beaching our boat on Saloman Beach, where a friendly hiker helped pull us in. Before long, I could feel my legs beginning to get sun burned (& oh did they burn!) under the strong Caribbean sun & we decided it was time for a swim. Decked out in our snorkel, masks, fins & lifejackets, we snorkeled over to some rocks, where we explored the coral reef hand-in-hand. We saw a lot of black & white fish & a few sting rays. We swam back to the beach & lounged for a while before heading back out to snorkel where we saw sea turtles!
  • This property is currently closed for hurricane-related repairs.

    Peter Island is “an oasis of tranquility,” known as much for its five flawless beaches as its word-class spas and luxurious ocean view villas. The island is the largest of the private islands and the fifth largest of the 60 islands in the BVI. Visitors can hop a ferry to reach the island from Tortola or opt for booking a helicopter, water taxi, or private yacht.
  • Jamaica
    Off the coast of Port Antonio is a small, uninhabited plot called “Pellew Island,” otherwise known as “Monkey Island"--there used to be a colony of imported monkeys here. To get here, you could first head to San San Beach, a beautiful and private stretch open daily (10 a.m.4 p.m daily, US$5). Rent a kayak and snorkel gear and make your way over to the small plot, within clear view ahead. The island is completely covered in vegetation, there’s a small white sand beach, and the waters are shallow. Rest your kayak on shore and snorkel around the island for as long as you please. Visibility is incredible and this is one of the best snorkeling spots in the area. Just watch your step if you’re barefoot, as there can be sea urchins on the seabed.
  • Toronto Islands, Toronto, ON, Canada
    Once summer has arrived in all her glory, city folk yearn to escape the concrete jungle. The cheap and chic solution for locals is to pack a picnic and head for a beach day on the Toronto Islands, just a short ferry ride away. Of the three primary islands, all of which are connected by paths and bridges, Centre Island boasts the highest number of visitors; people head straight to its main strip to get to the beach and the amusement park. Ward’s Island offers more charm: In addition to the sandy shore, there are small summer cottages and gardens. Those intent on exercise can rent bicycles or paddleboats.
  • 826 Valencia St, San Francisco, CA 94110, USA
    Yep, you read that right: There is a Pirate Supply Store in the heart of the Mission! In their words: “We are a ragtag group of miscreants who sell pirate supplies in order to benefit the free programming that happens at our writing-tutoring center at 826 Valencia, and in classrooms all over San Francisco.” Cofounded by author David Eggers, the non-profit organization 826 Valencia (which is their address, not coincidentally) teaches writing to teachers and students all over the Bay Area. Chapters of 826 have also been founded in seven other cities around the country. The Pirate Supply Store—if you’re still baffled by this, they do indeed sell pirate supplies like hooks and eyepatches—is just one part of the 826 network, with other chapters having similarly quirky stores, such as Brooklyn’s Superhero Supply Co., Los Angeles’ Time Travel Mart, or Washington, D.C.’s Museum of Unnatural History. The Pirate Supply Store is open every day from noon to 6 p.m.
  • 1775 Moana Blvd., Honolulu
    A fairly new addition to the Waikiki waterfront, the seven-year-old Modern was a dream come true for those young urbanites who never quite felt at home in the more traditional Hawaiian resorts. It’s not directly on the beach—the closest is the lagoon and expansive beach in front of the Hilton Hawaiian Village, a quick walk on the hotel’s ramp—and instead overlooks the picturesque Ala Wai Boat Harbor, where many of the island’s boating excursions depart. Designed by George Yabu and Glenn Pushelberg, celebrities in the world of fashionable hotels, the look is warmly modern, all whites and creams and luxurious wood, and some striking art pieces, including a large surfboard installation in the lobby (titled “Wreck-tangles”). There’s a fun nightclub and some seriously good restaurants, though the real scene is out on the Instagram-worthy two-tiered teak pool deck, lined with lots of cushy chaises and shady corners to curl up. Upstairs is the adults-only pool—less a pool than a shallow water prop for frequent DJ-hosted dance parties. But for as much as the Modern is a hipster haven, the service is surprisingly good at making sure guests never feel like they’re crashing someone else’s party.
  • A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful builder, owner, and operator. Just be sure to call ahead, as Ramage keeps flexible hours.
  • Grand Anse Main Rd, St George's, Grenada
    Why we love it: A stylish stay that brings contemporary luxury to island life

    The Highlights:
    - A minimal design that highlights the stunning natural scenery
    - The longest pool in the Caribbean
    - A lavish spa equipped with a hammam

    The Review:
    When Silversands Grenada opened its doors in 2008, it was a game-changer for the island. A member of Leading Hotels of the World, the oceanfront property offers an unmatched level of luxury, which starts as soon as you’re picked up from the airport in the house Tesla. Once on site, sleek design and clean lines let the ocean be the focus, though superior rooms, the longest pool in the Caribbean, two restaurants, and a rum and cigar bar also deserve attention. There’s even an incredible spa with a hammam, experiential shower, and ice room; a state-of-the-art fitness center; and a heated pool shaded by slatted wood and decorated with Foscarini ceiling lights hanging overhead.

    Still, you could be perfectly happy just staying in your room. The 43 suites—some of which are among the largest accommodations on Grenada—all feature outdoor space as well as king-size beds surrounded by remote-controlled curtains for a touch of romance. A white, teak, and neutral-toned palette creates a bright, airy feel, while light-filled bathrooms include a double vanity, soaking tub, and rain shower. For even more luxury, opt for one of the nine villas, each of which comes with three or four bedrooms, plus a private pool.
  • 51 N 12th St, Philadelphia, PA 19107, USA
    Never has a yummy treat been mired in such controversy as the Whoopie Pie. First, how did this burger-shaped cake with the sugary cream filling get its name? Does the name come from the exclamation that schoolchildren shouted upon opening their lunch bags to discover these delights? Or does it come from the Amish farmers, who were rewarded with these portable “pies” in their lunch boxes? My vote (and Pennsylvania Dutch lore) favors the school kids. But wait—there’s more controversy! While I am one hundred percent certain that these little cakes called pies originated in my lovely state of Pennsylvania, it seems that the state of Maine has also laid claim to their origin, even going so far as to name the Whoopie Pie as its “official state treat.” Other research points to somewhere in New York state as their birthplace. We may never know… There was a time not long ago when Whoopie Pies felt much like a prized local secret because no one outside of Pennsylvania had ever heard of them (excepting, I guess, some of those Mainers). These days, though, you can even find Whoopie Pies in the bakery sections at Trader Joe’s and Whole Foods. But the most authentic and delicious version can only be found at the Amish bakery Beiler’s in the Reading Terminal Market. My personal favorite is the pumpkin flavor, but the chocolate is also delicious. Or maybe try the oatmeal, or the red velvet. Better yet, try one of each—they’re portable!
  • Carlisle Bay, P.O. Box 288 St. John's, Old Rd, Old Road, Antigua and Barbuda
    Opened in 1962, Curtain Bluff is Antigua’s oldest luxury resort, and one of the island’s finest. It is the kind of place guests return to through the generations, with the same expectation of timelessness they’ve experienced for as long as they can remember. Located at the southern end of the island on a promontory that divides an often roiling Atlantic from a much calmer bay, the resort offers sea views from every room, two beaches, a top-notch tennis center, a pair of restaurants that can boast one of the Caribbean’s most outstanding wine cellars, and a staff whose commitment has often been passed from parent to child. And except for spa treatments, a premium bottle of wine, and the occasional Cuban cigar, there is little that’s not included in the rate, making a stay a better value than the price might at first indicate.
  • Lime Cay, an uninhabited island about two miles off of Port Royal, is a favorite destination of Kingstonians for white-sand beaches, sunbathing, and swim time. This is an ideal deserted escape on weekdays, and weekends are usually only a bit busier and bring a few vendors. Don’t count on the vendors, though: Bring your own food, water, sunscreen, and snorkeling gear. Wear water shoes, as there can be urchins. To arrange a trip over, ask at your hotel, or inquire at the bar on Morgan’s Harbour called the Y-Knot—they’ll help you find a boat ride or fisherman willing to take you to the island for no more than US$20.
  • Contadora Island, Saboga, Panama
    Snorkel, fish, relax and recover while you’re in Panama on Contador Island, in the Pearl Islands Archipelago. These beautiful boats are ready for hire (in hugely affordable fashion) once you’ve left Panama City and landed on this enchanting island. With Air Panama there appear to be two or three short (45 minutes) flights a day that will get you there from Panama City. Be sure to pack your swimsuit, a good book and some sunscreen. This is a very small island and you can explore land on foot or by a rental scooter to see it all. In Spanish, Contador means ‘the one that counts’, and it’s easy to make your day on the island count with a local rental boat. Your captain (that will inevitably also be fishing while you’re moving) are a reliable way to go and find nearby remote snorkel locations. Be sure to agree on the price before you head out for your big day on the water.
  • 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.
  • 2001 Collins Ave, Miami Beach, FL 33139
    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.
  • 205 Meeting St, Charleston, SC 29401, USA
    The Thoroughbred Club is in the lobby of Charleston Place hotel, right in the middle of downtown Charleston. They serve up classic cocktails (try their gussied-up negroni) and also have a great tea service, with live music every afternoon and evening.