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Art lovers and garden enthusiasts visiting the Cape Winelands should set aside an hour or two to tour the Dylan Lewis Sculpture Garden in Stellenbosch. Here, more than 60 of Lewis’s renowned works—from his human forms and shamanic figures to his monumental abstracted fragments and iconic great cats—dot 2.5 miles of walking paths, blending seamlessly with the landscape. If you can, tour the gardens in July and August, when the fynbos trees are in full bloom. Then stop by Lewis’s old studio, which now functions as an art gallery, before having coffee or tea in the small café. Visits to the sculpture garden are by appointment only and can be arranged via email. Guided tours are also available.

At Boschendal, guests can slow down and savor “Le Pique Nique,” a pre-packed picnic basket that you can order in advance of your visit to the vineyard. When you arrive, collect your wicker basket filled with sweet and savory treats, pick up a bottle of wine to pair with your snacks, and find a spot under the pine trees to sit for the afternoon, relaxing and enjoying the sunshine.

Boschendal is right on the edge of Stellenbosch, about an hour’s drive from Cape Town through the beautiful hills and valleys of the winelands. The owners transformed several farm laborers’ cottages into luxury accommodations, should you wish to spend the night after a day of vineyard tours, winetastings, and dining at the estate’s several restaurants.

The Cederberg Mountains are where Capetonians go to hike and camp in the Western Cape. After a very bumpy (7km or so) ride deep into the hills and valleys of the Cederbergs, you’ll arrive at Gecko Creek Lodge. Each evening, watch the sun fall snugly between the mountains from your tent, pictured here. You can bring your own tent or opt to use Gecko’s, which was setup with two twin beds and included linens. Gecko also offers wood cabins with hammocks on a small front patio. With a swimming pool, hiking trails to wander, a nearby river, plus a lapa and boma (dining/cooking area) for mingling with the other guests, there was no shortage of activities to partake in.

Crandon Park’s beautiful two-mile beach on Key Biscayne is known for its pristine sand and calm waters, as well as its mangroves, coastal dunes, and sea grass beds. There’s also an amusement center as well as a nature center where you can see exotic plants and rare fish and animals, and best of all for families, Crandon’s famous offshore sandbar protects swimmers from crashing surf. Sunseekers can rent cabanas at the south end of the beach.

One of the most recognizable sites in Hawaii, this volcanic ash cone overlooks Waikiki’s coastline—a tectonic memory from an explosion half a million years ago, measuring almost 3,500 feet across. British sailors named it Diamond Head in the 1800s, mistaking calcite crystals in the crater’s soil for jewels. Despite its volcanic grandeur, the ascent takes most hikers an hour or so, clocking in at 560 feet of elevation gain and 1.6 miles round-trip. At the top, on a clear day, you can see all of Oahu’s south shore, from Koko Crater and Waikiki to the mountains of the Wai’anae Range.

Even though Smögen is said to be one of the most popular fishing towns, a Swedish friend of mine tells me it still feels like a secret, even for them. These beautiful cozy and colorful fishing huts line the pier with a rocky coastline in the backdrop. The country’s second largest fish auction is held here, and fishing boats bring their catches to market where you can buy just minutes later, right around the corner. I had an excellent sandwich called landgård here, open-faced with shrimp, crayfish and salmon. All so fresh, I’m not sure I knew what fresh fish was until I had a meal in Smögen. Basking in the sun, diving, swimming, or fishing for sport – it’s an exquisite town for vacationing in the summer. It is the perfect place to slow down.

Crashing waves serve as the soundtrack to your stay at Elbow Beach, situated on 50 lush acres along Bermuda’s rose-hued southern coast. Decorated with exposed beams, tiled floors, and neutral color schemes, the spacious cottage-style rooms are the portrait of coastal elegance—think coral-emblazoned throw pillows, wicker benches at the foot of the beds, and ocean or garden views through French doors. Polished-pebble paths lead the way to the spa, which offers treatments inspired by local ingredients, from a ginger-and-coconut scrub to a hibiscus bath. Grab a rum swizzle in the lounge, relax by the curving perimeter of the pool, or snorkel, swim, and kayak at the hotel’s private beach. You might also prefer to hit the pavement: Elbow Beach is mere minutes from the capital of Hamilton, Gibb’s Hill Lighthouse, and four 18-hole championship golf courses.

Too often us intrepid experiential travelers can get caught up in the whole effort of trying to do it all. “I must explore this off-the-map place!” “I have to try this exotic dish!” It’s easy to forget that sometimes the best way to get to know a place is to simply stroll aimlessly. Luckily, Barbados makes it an attractive prospect.

Build in the XV century, Convento do Espinheiro was since early fascinating because its history, charm and rare beauty. Through centuries was one spot of election by the royal family whenever they moved to Évora. Luxuriously redecorated, the Convento do Espinheiro is today considered a national monument, that works with renown brand Luxury Collection of companyStarwood Hotels & Resorts. This Hotel is inserted in a sumptuous garden of 8 hectares and its interior was brilliantly decor, keeping its character. By booking accommodation in Convento do Espinheiro you begin a collection of unique experiences with a guided tour to the history of this place, as well, a tasting of its magnificent wines from Alentejo that can be found in the Gothic Cellar, escorted by the sommelier.

Hungry hikers (known as hill walkers in Scotland) will find refuge at Monachyle Mhor, a 2,000-acre farm located deep in the middle of Trossachs National Park, just past the grave site of folk hero Rob Roy. The main draw of the 14-room pink farmhouse is the food: Chef-owner Tom Lewis, a rising star on the U.K. culinary scene, prepares meals sourced from the farm. The hotel also offers classes on baking bread and churning butter, and coordinates hunting trips and mushroom-foraging excursions. After a day exploring the land, retire to one of the comfortable rooms, equipped with fireplaces, steam rooms, and views of a loch.

Few venture this far east in Jamaica, but those who do will find one of the most authentic sides of the island, and the most secluded of getaways. A charming fishing village about thirty minutes past Port Antonio, Long Bay is as peaceful and scenic as it gets, with just a handful of affordable, casual guesthouses perched atop dramatic cliffs and overlooking a long stretch of deserted beach. No frills here, just nature and culture. The fresh ocean air, the roadside fresh seafood shacks and friendly locals will have you staying longer than you planned. Be sure to drive along the coastal highway and head as far as Manchioneal, another stunning fishing village that feels thousands of miles away from the touristy side of Jamaica.

Located in South Walton—roughly in between Panama City and Destin on Florida’s scenic coastal route, 30A—Rosemary Beach’s perfect white sand and clear turquoise waters are as close to the Caribbean as Florida comes. Unless there’s a storm a brewing, the Gulf of Mexico waters are delightfully calm and very nearly lake-like, making the beach a favorite for families with young children as well as those who love paddleboarding and kayaking (you can rent gear nearby). And classic Gulf of Mexico sunsets, as you might imagine, are another Rosemary Beach specialty.

Hop on a small barge-ferry to be whisked out to a larger boat for an unusual dinner on the water. Dine on the covered top deck, if you can snag a table, for an alfresco meal with a glittering night view of Montego Bay’s coast and the Caribbean. The menu is for seafood lovers but has options for everyone. The cozy, warmly lit nautical interior lends a relaxed and intimate vibe. Your fellow diners will most likely be locals, so you can feel like a Jamaica insider—previous passengers on the House Boat have included Steve McQueen, the Duchess of York, and the Beach Boys.

If you are coming to Genoa to find a luxurious seaside escape, get out of the urban city and make sure you stay at least one night at the Grand Hotel Miramare in Santa Margherita Ligure (roughly 45 minutes from Genoa by train). With a full service spa, massive saltwater pool, and breathtaking ocean views, this hotel makes a perfect base to explore the entirety of the Italian Riviera (including neighboring Portofino, the tiny villages of Cinque Terre, and the hidden beaches that dot the coastline). With these sea views, it is definitely worth splurging on an oceanfront room. (Unfortunately, this hotel is closed January through March, so you may need to plan accordingly.)

Sometimes Caribbean travel is about more than just a cold drink and a beach. It takes driving as far as possible (only about 40 minutes) from the tourists on the east side of the island in Nassau to find this moving piece of art, appropriately titled, “Sacred Space.” Located only a few hundred yards from the ruins of old slave quarters, and just above where the slave ships used to dock, these faceless carvings silently stare back across the ocean toward Africa. Trees that typically erode the coastline were cut down to create these powerful pillars that are still rooted in the ground.