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North of Tbilisi, you’ll find some of Georgia’s most iconic attractions: Jvari Monastery and Svetitskhoveli Cathedral, both UNESCO World Heritage sites, located in Mtskheta, the former religious center of Georgia. Then drive along the stunningly scenic Georgian Military Highway to Stepantsminda, commonly known as Kazbegi, where neighboring Mount Kazbegi makes for great walking or biking. Stay at Rooms Hotel Kazbegi in the 6,000-mile high Kazbegi village. This improbably stylish mirage of a mountain lodge was the brainchild of a local gambling tycoon, Timur Ugulava. A minimalist Scandinavian aesthetic (and barely any closet space) dominates inside the serene 156 guestrooms, all with breathtaking views on snow-covered slopes. The public spaces are decorated with fascinating Georgian vintage film posters, old rugs, bookshelves, and leather couches that invite endless lingering. The restaurant does stylish takes on Georgian dishes; don’t miss the khachapuri (cheese pies). There’s also a cozy bar with its own fireplace and cigar menu, a sweeping sun deck, an almost Olympic-size indoor swimming pool, and mountain bikes for the guests. The building is fashioned from metal, glass, and local wood reclaimed from old buildings.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

Vancouver’s serene waters serve as the perfect playground for kayakers and stand-up paddleboarders. Newbies can book two-hour “tasters” at Ecomarine’s Granville Island or Jericho Beach locations, while more adventurous paddlers—of any level—can jump right into tours, like the summer sunset excursion along the scenic shores of False Creek (a protected inlet) and English Bay (part of the Strait of Georgia). While most tours last a half or whole day, Ecomarine also offers more hard-core expeditions, like the weeklong trip to Haida Gwaii. This craggy, rain-forested archipelago is often referred to as Canada’s Galápagos for its vast number of endemic species. It also has a wealth of First Nations heritage sites just waiting to be explored.

The magnificent avenue of oak trees that greets visitors at Boone Hall Plantation is, on its own, a Charleston must-see. After taking it in, guests can walk through the plantation mansion or take a driving tour of the grounds, which cover 738 acres. If the car feels too restrictive, opt instead for a garden tour, which highlights a collection of antique roses and a striking butterfly pavilion. Depending on the season, you can visit the U-Pick Fields to harvest your own strawberries or stock up on tomatoes and peaches at an adjacent farm stand. At Boone Hall’s Gullah Theater, historic reenactors recount the dark days of slavery and celebrate the African American culture that marked plantation life in centuries past. .

It’s easy to stay health-focused, even on vacation, if you stop by the Lemon Press. This adorable space in the middle of town has fresh cold-pressed juices and super smoothies. Liquid Sunshine is a winning combination of mango, peach, and organic apple juice. And if you are looking for damage control from the previous evening, try the Scenic Root or Georgia Green. Both will help you get back on track. Also on the menu are delicious sandwiches and photo-worthy toasts.

Park View’s Call Your Mother leans on the “ish” in “Jew-ish Deli” by adding creative twists to their wood-fired bagels. Whether you opt for savory like “The Amar’e,” a middle eastern-spiced za’atar bagel with candied salmon cream cheese, crispy shallots, radish, and cucumbers, or sweet like “The Rashida,” a sesame bagel with apple, honey, and bacon peanut butter spread, Call Your Mother’s playful, carb-centric menu will satiate. While my gluten-free diet only allowed me to sample spoonfuls of their melt-in-your-mouth spreads and schmears, the constant line out the door confirms the food is geshmak. The team’s attention to detail extends from the kitchen to the kitsch decor, including a wall of framed photos of half-Jewish rapper Drake, a nod to founder Andrew Dana’s own half-Jewish upbringing as well as his love of hip-hop. Dana’s taste in music also powers the soundtrack and that, along with the bright turquoise and pink decor, keeps the energy in line upbeat. According to Dana, their success is due to an unyielding work ethic that they honed while opening and running Timber Pizza Company. They love what they do and will never stop giving their all to the community.

Possibly one of the finest cocktail bars in North America, everything about the Hawksworth Bar experience dazzles: from the Damien Hirst artwork on the walls to the soft cream leather couches, and the exceptional hospitality and wonderful quality of the drinks. No, it’s not an inexpensive experience, but it’s one worth having if you’re a fan of excellent cocktails created with love. I adore their Hotel Georgia, a beautifully frothy kiss of gin, orgeat and orange blossom water.

Before there were art galleries in Santa Fe, there was La Posada. Built as a private home in the 1880s by wealthy local merchant Abraham Staab for his beloved wife, Julia, the elegant pueblo-meets-Spanish-style complex expanded in the 1930s, when new owners added adobe casitas to the six acres of lush, high-desert gardens—and then invited artists such as Georgia O’Keeffe and Will Shuster to stay and work. When La Posada became a hotel shortly thereafter, the walls were already lined with works by the many artists who continued to pass through. Even now, the lively lounge—a see-and-be-seen spot for artists of all kinds—and the high-ceilinged rooms—with their kiva fireplaces and traditional viga ceilings—are adorned with works by some of the foremost contemporary American artists. All works are available to buy, too, for guests who want to take home a piece of their trip. Or, you can make like most guests, and just keep returning to this refined retreat that has offered respite from the world for more than a century.

Kimball House is one of Atlanta‘s top rated restaurants and it doesn’t take long to learn why. Every detail is impeccable, from the excellent service to the carefully crafted cocktails to the meals themselves. Set in an old train depot in Decatur, dinner at Kimball House is a splurge you won’t soon forget. Start with a few oysters, their main attraction, and a cocktail in a vintage glass. If your group is feeling adventurous, try the bottled old fashioned, which serves 4, or the full absinthe service, complete with sugar cubes and all the fixings. Beer and wine are also options. The menu changes seasonally, but always offers some form of fish, meat and vegetables, as well as steak and caviar. They don’t take reservations, so you’ll have to be patient or go early. They also have outdoor seating for when the weather is nice. Named for the former Kimball House Hotel, the interior of the restaurant is the star, so don’t forget to look up from your meal.

Far from a traditional driving range, Topgolf is an interactive game experience with great food and an extensive bar. Atlanta has two locations in Alpharetta and the Westside. Grab some friends to share an upstairs bay, where you can use their clubs and order some drinks. The game itself is easy to learn as each player gets a card and an account similar to bowling. The range has colored circles, each with their own point values, that you aim to hit the ball into. In this way, it resembles both darts and traditional golf. The high-tech facility has balls that come out from a sensor-powered system and tracks your score. While waiting for your turn, take advantage of the free WiFi and HDTVs.

Right in the heart of the Flatiron District, this swanky cocktail joint evokes the bygone days of the Jazz Era—and has one of the most extensive bar menus around, too. You can almost see Frank Sinatra propped up in the corner of the Art Deco-style room, sipping his gentleman’s drink (that’s Jack Daniel’s with a splash of water). All ingredients are freshly muddled, minced, and made to order; the drink menu changes with the seasons. Try a martini if you lean toward the classics or dive into a specialty cocktail, like the Devil Went Down to Georgia (bourbon, lemon, peach, and Tabasco) or the aptly named Dying Bastard (gin, Cognac, bourbon, housemade lime cordial, ginger, and Angostura bitters). If you’ve got the whole evening ahead of you, go one step further and order the cocktail flight of the day so you can sample a little bit of everything.

On this episode of Unpacked: Travel to Listen, host Tim Chester discovers why Macon, Georgia—home to Little Richard, Otis Redding, and the Allman Brothers—is one of America’s most musically rich cities.

Visit the island’s most important historic neighborhoods, forts, churches, and more.