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Catch a taxi at the Old Town’s main bus station and head to Korčula’s first organic wine producer for a taste of the island’s traditional wines. A century after the indigenous grape variety grk disappeared from Korčula, vintner Frano Milina replanted it and started making what is now his signature Bire Grk white. Today, he offers daily tastings at the winery between 10 a.m. and midnight.

One of the five original public squares in Philadelphia planned by William Penn, Rittenhouse Square was originally called Southwest Square and was later renamed after David Rittenhouse, a Philadelphia astronomer, inventor, and clockmaker. Although it is now one of the most popular public spaces in Center City, in the 18th century it served as a livestock pasture and later, brickyards surrounded the square. Not until the 1880s, when the city’s elite began moving into the area, did the park begin to take on its modern-day elegance. High-rise condos and luxury hotels have replaced many of the historic mansions that once surrounded the square. Many of Philly’s finest boutiques, hotels, and restaurants sit nearby, including Parc Restaurant Bistro & Café, a great spot for people watching and celebrity spotting. Rittenhouse Square hosts many events from spring through fall, including: A weekly farmers’ market every Tuesday from 10 am to 1 pm (May through November). The biannual Rittenhouse Square Fine Art Show in the spring and fall. The next art show will be held June 6-8, 2014, when the area in and around the square displays original work by more than 140 artists. This event is the nation’s oldest outdoor original art show.

Canals are an integral part of the Dutch landscape so it’s only fitting you see them up close and personal, from a boat. Viewing Amsterdam by watercraft puts you level with Golden Age mansions, world-class monuments like the Anne Frank House and Westerkerk, and historic landmarks like the city’s narrowest house. Numerous companies offer canal tours of Amsterdam, including Holland International, which has day, evening and holiday cruises. Around the year, you can see the city in long vessels with enclosed cabins for protection against the unpredictable weather in the Netherlands. Choose from hour-long cruises covering city highlights or dinner, pizza and candlelight voyages. Audio guides are available in 19 languages (including Dutch), and there are toilets on board the boats. If you have more than a few hours to spend on the water, opt for a hop-on hop-off tour in a smaller, electric-powered 12- and 35-person boat. From March‒October, Holland International’s Canal Hopper floats through Amsterdam’s UNESCO-honored canal ring, stopping at 16 city landmarks including the Rijksmuseum, Anne Frank House, Rembrandt Square, the Albert Cuyp Market, and Nieuwmarkt, Amsterdam’s oldest neighborhood. There are departures from 11:00‒18:00, Friday‒Sunday from March‒October. In July, August and during holiday periods, the Hopper sails daily with fair weather.

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.

Everyone in these parts eagerly awaits the Florida stone crab season, which runs from October through May. As soon as it starts, they flock to Joe’s Stone Crab, a South Beach institution that’s been cracking the sweet crustaceans for more than 100 years. Tuxedo-clad waiters serve claws ranging from medium to colossal, best eaten with a side of mustard sauce (while wearing a bib). Joe’s tangy Key lime pie is the way to end your meal. While the crab, sold at market price, never comes cheap, the fried chicken is a steal at $6.95.

One of Intramuros’s main tourist attractions, Fort Santiago and its beautifully landscaped grounds on the bank of the Pasig River make for a wonderful escape from the bustle of the big city. Originally built by the Spanish in 1590, the citadel today includes gardens, plazas, fountains and a lily pond. The Rizal Shrine museum features displays of memorabilia relating to national hero Dr. José Rizal, executed by the Spanish in 1896 for being one of the leaders of the Philippine Revolution. The fort includes a re-creation of his cell and the courtroom where his trial was held.

Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.

Housed in a 19th-century French hospital, the Covent Garden Hotel is the oldest and most historic of Tim and Kit Kemp’s celebrated Firmdale hotels portfolio. Opened in 1996 by the husband-and-wife team, it bears a staid style that reflects its early position in the cannon of hotels, which have since become far more exuberant and quirky. The hotel’s muted, pared-back look will undoubtedly appeal to those who crave discretion. It’s not unusual to spot venerable British actors tucked away in a corner, quietly conducting a meeting. This is, after all, the heart of Theatreland—or London’s West End—where a recognizable clientele comes with the territory. However, the Covent Garden Hotel is by no means the see-and-be-seen spot of its media-magnet sister properties, including Charlotte Street Hotel, The Soho Hotel, and Ham Yard. Instead, go here to sequester yourself with a book in the upstairs drawing room, which, with its crackling stone fireplace and wood-paneled walls, resembles the traditional lounge of an English country house.

One of Budapest’s best known and most ornately decorated coffeehouses—as well as one of Europe’s oldest—Café Gerbeaud has been satisfying the city’s sweets cravings since it opened in 1858. The decor in the cafe’s various rooms is pure decadence, with chandeliers, stucco, original exotic-wood panelling, and antique furniture; the traditional cake selection comes with slices of the café’s three most iconic cakes, including the both the Esterházy cake (buttercream and cognac) and the Gerbeaud, a cake layered with ground walnuts and apricot jam invented by Emil Gerbeaud, a Swiss national who took over the patisserie in the 1880.

The JP Morgan Library’s grand, old-world elegance immediately transports you to turn-of-the-century New York. And at that time, there was almost no one more powerful than financier JP Morgan. He launched U.S. Steel and even served as the unofficial central bank of the U.S. for a time. Though some considered him a national hero, his tight control of banks, corporations and railroads led others to label him one of the original “robber barons.” Morgan was an avid collector of art and books with holdings so vast they were housed at multiple locations in New York and England. Eventually, he decided to consolidate his holdings in a huge library next to his mansion in NYC. Designed by renowned architect Charles McKim and completed in 1906, the Italian Renaissance palazzo-style library holds a staggering collection of illuminated books, historical manuscripts, and old master drawings. The library is rightfully considered McKim’s masterpiece—a majestic, soaring space which is both intimate and warm. It features 30-foot ceilings, three tiers of bronze and walnut bookcases, stained glass, a huge marble fireplace and grand tapestries. Also visit Mr. Morgan’s study, with its red silk damask walls and antique wooden ceiling brought over from Florence. The library is off the typical tourist’s radar. Imagine yourself as Morgan in your private quarters, reveling in the power and wealth at your command.

Formerly Blue Sydney.

Carefully constructed around support beams and pipes from a 100-year-old wheat and wool wharf, this hotel offers a beautiful mix of old and new that juts out into the Woolloomooloo harbor. The Heritage Level is where you’ll find original wooden pier pilings, metal wheels, and conveyor belts that date to 1910, but classic touches such as early-20th-century photographs of Sydney are scattered throughout the property. Goose down bedding, plush furnishings, walk-in showers, and in-room iPads make modern travelers feel right at home, and the bar that runs the length of the central atrium—hanging Swarovski crystals shine pink and purple in the evening candlelight—often hosts fashion shows and cocktail events. Most rooms have sliding glass doors that take advantage of the hotel’s over-water location between the Royal Botanic Gardens and Rushcutters Bay; they open to either the city skyline or the Potts Point naval base. Maritime history buffs should book the latter and check out the site on the wharf from which sailors boarded ships for Gallipoli.

A former 18th-century bishop’s palace in Korčula Old Town, this Relais & Châteaux property has been meticulously restored into an all-suite luxury hotel. Each of the five rooms is decorated along a different theme inspired by the Silk Road and the explorer Marco Polo, who is rumored to have been born on Korčula. The two-bedroom China Suite features low-slung furniture, red pillows, and a scene-stealer of a terrace with views across the town and coastline, while the one-bedroom Arabia Suite includes an all-white color scheme and intricately carved wood screens.

The hotel’s LD Spa specializes in Thai and Ayurvedic treatments, and the restaurant serves fresh, local seafood on a long terrace above the Old Town wall. The restaurant also produces three different olive oils from the groves around Korčula, and works with local partners to serve wines made from indigenous grapes like grk and pošip.

Situated in the suburbs just outside Copenhagen, Charlottenlund Beach Park is a small oasis in one of Denmark’s wealthiest areas. The old fortress retains several naval artillery batteries in a space that has been converted to a park and overlooks a small, but beautiful, Danish beach. Just behind the park you can head into the park itself, which is a richly forested area that is absolutely stunning in fall. Head to the nearby Charlottenlund Palace, built by Christian the VI in 1733, as part of your stroll through the park. There’s also a lovely cafe down by the beach which is open to visitors and offers a view over the water.

It’s not done idly when they eschew the term “distillery” in favor of “rum factory and heritage park” in the case of Foursquare. As a “rum factory” they produce tremendous amounts of some of the most loved rums from Barbados. Naturally, you can find the exquisite Foursquare Rum here, but they also produce an exceptional line under the Doorly’s label, plus another hard-drinking favorite named Old Brigand, among others. And when it comes to the “heritage park” part, the grounds boast a kind of museum in the form of a field littered with antique rum manufacturing equipment, plus a rum educational pavilion, and most uniquely, an amphitheater for local musical and theatrical performances. When you stop in, ask for a corn ‘n oil!

One of Frankfurt’s most important landmarks, the medieval Römer building is a significant part of the Römerplatz (Römer Square) in the Altstadt (Old Town). Located opposite Old St. Nicholas Church, it’s served as Frankfurt’s city hall for more than 600 years, though it’s naturally undergone some modifications in that time. Comprising several houses and six courtyards from different eras, the three-story complex currently spans some 107,639 square feet. While it once functioned as a trading hub and venue for Frankfurt’s famous book fairs, it’s now more typically used for weddings and official functions. The various rooms, which include a restored Kaisersaal (Emperor Hall), are not normally open to the public, but the building is worth a visit if only to snap a photo of the iconic three-peaked neo-Gothic facade.