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Just a mile off Messinia’s coast is the beautiful Proti Island, which is said to resemble a crocodile in shape, and is a haven for history buffs. On land, you’ll find archeological sites and ruins from ancient temples and citadels. Additionally, Proti Island is great for diving due to its clear visibility, 15 dive sits and mix of reef, cave, wall, wreck, canyon, and drift diving. As you swim through turquoise Mediterranean waters, keep your eyes peeled for blue-spotted rays, painted combers, damselfish, sea turtles, and myriad colorful corals and sponges. One company that can take you diving off Proti Island is Navarino Sea by Aqua Divers Club, a Padi Five-Star IDC Resort.

Built on the site of Roman and Celtic ruins, the unassuming 5-star Widder Hotel comprises nine medieval townhouses that were painstakingly renovated over a 10-year period by Swiss architect Tilla Theus. The results are jaw-dropping, from the unusual structures such as circular rooms and passages that refer architecturally to a Roman well uncovered during construction, to the mix of antiques and modern designer furnishings (Eames, Frank Lloyd Wright) in the rooms.

Alongside the 35 standard rooms, 14 suites also mix the old with the new, featuring works of art by the likes of Robert Rauschenberg and Andy Warhol, contemporary design classics by Le Corbusier and Mies van der Rohe, and original medieval frescoes, exposed-beam ceilings, and brick or stone walls. All rooms are equipped with a TV, Quadriga communication system, and two telephones.

Widder Hotel also features three great restaurants, a bar with more than 1,000 spirits, and a cozy garden restaurant and lounge open in the warmer months.

Ask someone who’s stayed at Number 31, a downtown Dublin house-hotel, what it’s like and he or she likely won’t get past the breakfast: the pears poached in vanilla syrup, Wexford strawberries, eggs scrambled with smoked salmon from the west coast, and slices of zesty cranberry loaf. Such homey food served in a sunlit dining room is part of what makes Number 31 feel less like a hotel and more like the pied-à-terre you’ve always dreamed of. Comfortable rooms and unobtrusive staff add to the urban townhouse vibe; the hotel owners, Noel and Deirdre Comer, manage to be warm and welcoming while also leaving guests to make themselves at home around the peat fire in the sunken lounge.

A wild garden separates the hotel’s two buildings, a Georgian terrace house and the coach house, and the overall modernist-meets-classic design owes to architect Sam Stephenson, who lived in the house as he renovated it in the 1950s. Number 31 is a favorite of Dublin insiders, from artists to architects to the designer John Rocha.

Tucked behind the bustle of Nanjing Rd. (W), Wujiang Lu has always been a food street. While it used to be famous for its steaming pots, sidewalk grills, and stinky-tofu vendors, it has been revamped to a pedestrian walk-through packed with both Western and Chinese fast food joints. Pho, sushi, and burgers round out the menu options, so there’s a chance you’ll be able to satisfy any craving in one short block. Wherever you choose, be sure to leave room for something sweet from Awfully Chocolate before you leave.

“Straight ahead for 42 Miles” said the automated, slightly pitchy, woman’s voice. My road trip buddy and I looked at each other as if to check what we’d just heard. Sure enough though, the GPS was right. Straight as a die, but much, much more interesting with stops on the way to check out a coyote crossing the road, a sign marking a public phone that wasn’t there, and the remnants of some poor animal carcass that didn’t quite beat the vehicles before us.

One of Cape Town’s most picturesque corners, this small fishing harbor sees boats sail in daily with their catches (often trailed by hungry seals waiting for tidbits). Recently, however, the area has also become known for its antique stores, restaurants, and shops—one of the best collections of African curios, materials, and artwork for sale can be found at Artvark, on the edge of town. Expect to see everyone from hipsters to surfers to an old couple who’s lived here for 50 years. A seaside promenade connects Kalk Bay to the colorful beach cottages of St. James and to Surfers Corner in Muizenberg, another gem of an old-world suburb that is becoming a second Kalk Bay. Don’t miss Cucina Labia, a restaurant housed in a mansion built by an Italian who wanted to create a little Venice here.

Located on Goat Island in Narragansett Bay, Gurney’s feels secluded even though it’s just minutes from downtown Newport. Guests enjoy 360-degree water views from the expansive grounds, which include 257 guestrooms as well as three restaurants, a full-service spa, an outdoor saltwater pool, and more event space than any other property in town. Done up in soothing blues and greys, rooms feature king beds with plush pillows, soft sheets, and down blankets; large bathrooms with granite countertops and jet-stream tubs; and oversized desks for working in between lounging on the sun deck. Some premium view rooms boast harbor vistas from private balconies, while suites include spacious living rooms.

In the morning, guests can grab breakfast at Corso, an Italian-style coffee bar in the lobby, before catching the complimentary shuttle to downtown Newport for a day of exploring. Bikes are also available should they prefer to take in the famous mansions on two wheels. Of course, there’s also plenty to do on-site, from hanging at Newport’s only outdoor hotel pool, getting pampered at the Seawater Spa, and breaking a sweat at the 24-hour fitness center to scheduled activities like yoga classes, crafting sessions, wine tastings, and movie nights. Come evening, enjoy cocktails around the firepits at Regent Lounge, followed by an Italian-inspired dinner at Scarpetta. During the summer months, guests can also look forward to poolside dining at The Pineapple Club as well as a kids’ club for children ages 4 to 12.

The final mile of the drive from the resort town of Malindi to the secluded beachfront hotel Che Shale winds through lush vegetation and coconut-studded palms—a preview of the laid-back vacation that awaits you. The property itself is simple and stylish: guests sleep in thatched bandas made with locally sourced materials and dine with sand between their toes on soft-shell crustaceans from the hotel’s organic crab farm. There are hidden nooks up wooden ladders to read or snooze in, but the party is down on the beach, a snorkeler’s delight thanks to warm Indian Ocean waters teeming with tropical fish. This stretch of coastline also gets great waves, and kitesurfers flock here, though the staff can arrange lessons for novices. There’s also an on-site boutique filled with swimwear, beach bags, straw hats, and more should you decide to extend your stay.

Sir Bani Yas is a desert island five miles off the city’s Arabian Gulf coast with some curious residents, namely cheetahs, ostriches, and giraffes, among others. Three distinct properties allow visitors to make the most of the rustic wildlife refuge with game drives and one-of-a-kind animal encounters: the Desert Islands Resort & Spa, with its plethora of amenities and dining options; the safari-style Al Sahel Villa Resort, at the island’s rugged center; or the luxe shorefront Al Yamm Villa Resort, where barasti-style villas have turquoise infinity pools and a lagoon teeming with migratory birds. Though each property stands on its own, guests can take advantage of all the amenities with free transfers between them. Don’t miss the innovative Dining by Design experience, which lets you dine at different venues around the island, from a romantic dinner on the beach to a family picnic on safari plains.

The largest and most storied of the Sydney Harbour islands, Cockatoo was once an Aboriginal fishing ground, a naval shipyard, a girls’ reform school, and a gruesome prison. Today, it offers fascinating walking tours, a casual café, and a number of events such as the Biennale of Sydney. When most visitors line up in the evening to catch the ferry home, those staying on the island are just setting off on a leisurely sunset stroll. They can watch the city light up from what feels like another world and then retreat to their campsite, canvas “glamping” tent, heritage home, or modern apartment until they wake up to birds and boats the next morning.

Malapascua, a tiny island in the Visayan Sea north of Cebu, is well-known for its thresher-shark cleaning station, where divers gather daily to see these beautiful creatures ascend from below to be cleaned by fish before returning to deeper waters. Reef sharks can be seen here, too. What fewer visitors know, however, is that behind the strip of resorts that line Bounty Beach is a traditional village. There are quaint shops and restaurants as well as a large church, and the people are wonderfully friendly and inviting. It’s a great peek into real Filipino island life, meaning Malapascua is a worthwhile stop even if you aren’t interested in the sharks.

For a true taste of local life, head to Bodden Town—the Caymanian capital before George Town rose to prominence in the 1800s—and pull over at the roadside fish fry where the likely queue tips you off to the impending tastiness: Grape Tree Café. Granted, on any given day, the crowd may include as many chickens as humans (the former seem to love nothing more than strutting from palm-shaded table to palm-shaded table on Grape Tree’s patch of beach sand). Atmosphere aside, the big lure here is the array of fried fish: snapper, mahi-mahi, swai, and wahoo—served with fritters, cassava, sweet potatoes, and breadfruit.

The problem with Pangulasian—dubbed the Island of the Sun, thanks to its surreal sunrise and sunset views—is its excess of good choices. Do you book a beach villa with direct access to the powdery sand and turquoise waters that likely lured you to the remote northern reaches of Palawan in the first place, or a pool villa with almost 240 square feet of private plunging space and gorgeous vistas of Bacuit Bay? What about a canopy villa that soars 50 to 60 feet above the ground and offers treetop-skimming panoramas of the El Nido islands, or a Kalaw Villa with its own private cove? Once you’ve decided on your accommodations, the choices only get harder. While heading off on an adventure is tempting—think snorkeling, diving, stand-up paddle boarding, windsurfing, kayaking, sailing, touring lagoons, and picnicking on private islands—so is the prospect of simply taking in the view from your gracefully netted, organically appointed bed.

Though not really a tropical island, the indoor resort called “Tropical Islands” outside of Berlin makes for a great (albeit unusual) day trip. Located inside a former Soviet air hanger, the building has been converted into a biosphere with a tropical climate. Inside the resort there is an artificial beach, swimming pools, saunas & a spa, water slides, a small rainforest and even a hot air balloon! To get there with public transporation, you can take a Regional Express train from central Berlin. Trains leave every hour toward Cottbus (depart at Brand-Niederlausitz). It takes about 50 minutes. From the train station, Tropical Islands offers a free shuttle bus for the 5-minute journey to the resort. If you buy tickets at the door, admission to the Tropical World or the Tropical Sauna & Spa complex is 34.50€ for adults and 27€ for children age 6-14. A Kombi-Ticket is valid for both areas and costs 39.50€ for adults and 27€ for children.

When in Bora Bora, Tahitian pearls are a girl’s best friend. Often known as “black pearls,” they actually come in all sorts of colors, including black, blue, green, and pink. Even though the pearls aren’t produced in this island’s lagoon—most come from the Tuamotu or Gambier archipelago—many of the highest quality ones are sent to Bora Bora to be sold on the tourist market. The best deals are found on the main island at small boutiques, which often mount them into their own unique designs. Spend a day touring the island in search of your dream pendant or earrings; and if you really want to splurge, go for a full strand.