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  • 2Q67+FP4, Port Elizabeth Bequia, Port Elizabeth, St. Vincent & Grenadines
    Ferries between St. Vincent and Bequia run frequently, all day and evening. The one-way trip takes about an hour, and the fare is about $10 each way or $17 round-trip. En route, passengers have breathtaking views in all directions, including volcanic St. Vincent and Kingstown Harbour, Young Island, Mustique and Canouan in the distance, and Bequia’s lovely Port Elizabeth. Once on Bequia, take an island tour, have lunch, go for a swim, or explore Port Elizabeth before heading back to St. Vincent at sunset. If you’re traveling in the other direction, spend the day on St. Vincent walking around historic Kingstown, touring the Botanical Gardens, or hiking the Vermont Nature Trail.
  • The mother church of the Diocese of the Windward Islands, St. George’s Cathedral (also known as Kingstown Anglican Church) was built in 1820 on the site of an earlier church that was destroyed by a hurricane in the late 1700s. It’s the biggest church on the island and features a number of unique adornments, from a gilded wood chandelier to a brass lectern and a circular mahogany pulpit. It’s also home to a stained-glass window gifted by Queen Victoria. As the story goes, the queen initially commissioned the window for St. Paul’s Cathedral in honor of her first grandson but was horrified by the angel’s red robe and immediately sent the window abroad to St. Vincent.
  • 136 Madeira Rd, Islamorada, FL 33036, USA
    Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.
  • 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.
  • 2101 Company St Suite 1, Christiansted, VI 00820, USVI
    Wherever your travels may take you around the world whenever you ever see anyone sporting this distinct hook bracelet, you’ll know they possess a special place in their heart occupied by the island of St. Croix. There are many, many imitations and evolutions of the Crucian hook bracelet (some better than others), but this is the original and, in my opinion, only truly authentic version. Pick one up and Sonya’s, wear it wherever you go and you’ll be surprised how many new friends you make.
  • Lizard Island, Cairns QLD 4871, Australia
    At Lizard Island, luxurious amenities meet an ecologically diverse island paradise. The sole resort on the island, the exclusive spot features 40 rooms as well as 24 private beaches, all but guaranteeing your own pristine sliver of paradise. Accommodations range from posh villas set apart from one another (including the two-bedroom, cliff-top villa, with its 26-foot pool and endless views of the Coral Sea), to garden-view rooms with private terraces and pathways leading directly to Anchor Bay beach. Furnishings follow a tranquil white-and-gray color scheme, while amenities include LCD smart TVs and Apple docking stations. Guests also receive their own motorized dinghy, standup paddleboards, clear-view sea kayaks, and snorkeling gear for exploring Giant Clam gardens and the schools of brightly colored fish in the surrounding waters. The more adventurous can even arrange for private deep-sea dives to locations accessed exclusively by the Lizard Island Marine & Dive team, ensuring you’ll have the coral reefs all to yourself.
  • Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.
  • St Kitts & Nevis
    Dining in a beach chair—or at least a chair by the beach—is an essential part of the experience at Spice Mill Restaurant, which looks directly across the water to St. Kitts’ sister island of Nevis. The menu here journeys across the global culinary landscape, but the fish and produce are sourced as locally as possible—including from the restaurant’s own gardens. Expect fine dining with your toes in the sand.
  • 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.
  • 75-5744 Alii Dr #21, Kailua-Kona, HI 96740, USA
    For a reasonably priced Island eatery, Kona Canoe Club has pupus (appetizers), salads, sandwiches, burgers, fish & chips, and several local entrees. The location is phenomenal for sunset and every dish is served with aloha!
  • 310 W Kaahumanu Ave, Kahului, HI 96732, USA
    Every Saturday from 7 a.m. to 1 p.m., the island’s largest open-air market sprawls across the University of Hawai‘i Maui College campus, creating a lively scene with more than 200 vendors. Many of Maui’s best boutiques sell their wares here, but for much cheaper prices than at their brick-and-mortar locations. Browse for muumuus, wood carvings, and other handmade crafts like bone and shell jewelry, or treat yourself to a shave ice while perusing piles of leis, local fruit, and homemade baked goods. The market is especially strong when it comes to street food—don’t miss the spam kebabs, banana bread, and goji kombucha.
  • 1200 E Cary St, Richmond, VA 23219, USA
    The Shockoe Slip in Richmond, Virginia has many quaint shops, good restaurants, and several upscale hotels. One of those hotels is the Berkeley Hotel. This boutique hotel is beautifully furnished. The rooms and bathrooms are richly decorated. Breakfast, lunch, and dinner are offered in the hotel restaurant. Access to the Jamestown Center fitness club is included for guests. The attentive staff will be happy to assist you in any way they can. Nearby you will find the Richmond City Hall, the Virginia State Capital, the James River, and many other historic sites. A stroll down Cary Street is fun whether you are going to a restaurant or shopping or sightseeing. I have stayed at the Berkeley several times and have never been anything but pleased with the service and the hotel.
  • As soon as the ferry pushes away from Kabataş ferry terminal on Istanbul‘s European side, you can feel the frenetic pace of the city slipping away. Sipping a coffee on the ship’s bow, the beautiful scenery and azure Bosphorus waters enchant as the boat makes stops on the Asian side, then on to each of the five Prince Islands (Adalar), just around an hour’s journey away from the city. Büyükada is the largest of the five islands. With no cars on this idyllic and relaxed isle, horse-drawn carriage and bicycles remain the main modes of transportation -- both of which can be hired at the ferry terminal upon arrival. An afternoon’s cycle can cover the whole island, and caters to stopping at the stunning scenic bluffs, hidden beaches, and clifftop cafes along the route at your own pace. In town, mansions boast swaths of bougainvillea and visitors dine al fresco at restaurants serving fresh seafood. Tasty ice cream can be bought near the ferry for the journey home. Go on a weekday to miss the weekending Istanbul crowd, to whom the island’s charm is no secret.
  • The second-oldest museum in Australia, this is where you’ll learn about Tasmania’s Aboriginal heritage, its history since settlement and the island’s wildlife. There’s also a collection of Tasmanian colonial art. A spectacular redevelopment in 2013 opened up new public and exhibition spaces, making this an unmissable stop on any Hobart cultural tour. Admission is free, and there are free 40-minute guided tours Wednesdays through Saturdays.

  • Mustique, Mustique Island, St Vincent and the Grenadines
    If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.