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Orange County’s first urban winery, Laguna Canyon makes award-winning wines right in town with premium grapes from Napa and Sonoma valleys. Guests can swing by the public tasting room for a range of different experiences, from traditional pours of signature and reserve wines to red wine tastings directly from the French oak barrels. Complete with 62 barrels, a wine press, a bottling line, and an intimate view of the working winery, the tasting room makes for a fun, educational place to spend a few hours downtown. It’s also available for private events upon request.

At Brussels Bistro, best friends Thomas and Nicolas bring a taste of Belgium to Laguna with everything from Belgian beers on tap to large pots of mussels and fries double-cooked in beef fat. Also on the menu is a hearty beef stew served in a traditional Le Creuset pot, and a divine roasted salmon with sun-dried tomatoes, pesto, and Belgian stoemp (a type of mashed potato). Stop by on a Tuesday night and you can get all-you-can-eat mussels and fries for just $29, meaning you’ll have money left over to sample Belgian brews like Bavik, Houblon Chouffe, and Hoegaarden.

You’ll likely do your sunbathing and swimming on the white-sand beaches of the Grenadines, but St. Vincent’s black-sand beaches are also quite stunning. In Biabou, for example, along the windward coast south of Georgetown, you can stare for hours at frothy ocean waves crashing onto the volcanic black sand. With luck, you’ll also catch a rainbow.

Often called one of the world’s most beautiful beaches, Trunk Bay is a crescent of snow-white sand with a small green islet on the north side of the aquamarine lagoon. Part of the Virgin Islands National Park, Trunk Bay is known for its underwater snorkeling trail. Submerged signs along the trail describe the corals, tropical fish and other marine life found within the bay. Visitors can rent snorkeling gear on the beach, and lifeguards are in attendance.

One of the island’s best lookouts, Drake’s Seat offers a panoramic view of Magens Bay and the U.S. and British Virgin Islands to the east. The site is named for Sir Francis Drake, who is said to have kept watch over the harbor from this vantage point. (Was Drake benevolently watching over his own fleet or looking for ships to plunder? The answer will depend on whether you subscribe to the British’s regard of him as a celebrated explorer or to others’ belief that he was a brutal privateer.)

With hundreds of castles and chateaux in Belgium, open to the public, it’s hard to know which ones to visit. The castle of Freÿr, in Wallonia, is a great place to start. This grand building has remained in the same family for 20 generations and one wing is still home to the current owners. Exploring the interior of the castle is a must, as you’ll be visiting some of the same rooms as Louis XIV and the Archduchess Maria-Christina. The best place to take in the scope of the castle and its grand formal gardens, however, is across the river. You’ll need a good GPS or map to find the 2 unmarked lookout points. You’ll be rewarded for your diligence by this spectacular view.

Opened by Carlo Ritz in 1894, the St. Regis belongs to a particular category of five-star hotels in Rome in which Old World glamour is alive and well. While the current trend in town is toward boutique hotels and converted townhouses, the St. Regis is palatial and uncompromisingly opulent. In the century (plus) since opening its doors on the crest of the Quirinal hill, the hotel has remained a beacon of luxury, and indeed many of the hotels on the nearby Via Veneto, Rome’s luxury hotel row, take their cues from this long-established pioneer.

The entrance through the marble portico just off Piazza della Repubblica leads directly into a grand salon furnished with overstuffed chairs, chandeliers, and antiques. The grandeur continues in the rooms, where classic style and sophistication reign. Owing to its elite clientele, the hotel’s 23 suites come with 24-hour butler service, while the aficionado program is designed to provide exclusive access to sites and special experiences including road trips designed by the Ferrari racing team or helicopter rides to wine estates.

A collection of rambling beach bars, The Strip on South Frigate Bay is the best “lime” on St. Kitts—a beach bash by day that transitions to an open-air dance party, moveable feast, and pub crawl by night. The area is within walking distance of the St. Kitts Marriott Resort, but it’s a popular nightlife destination for locals and visitors from all over the island. Don’t miss Mr. X’s Shiggidy Shack, the most famous bar on St. Kitts, where you can enjoy grilled lobster alongside an ever-changing lineup of live entertainment, from karaoke to fire-eaters. Also worth visiting are Vibes (St. Kitts’ closest thing to a sports bar), ChinChillas (for Mexican food), and The Dock Bar, which offers a more relaxed scene and, as its name suggests, its very own dock. Wherever you land, expect live bands and DJs to keep the dance floor hopping well into the wee hours. If you get tired, cool off and then rev up with a “Ting with a Sting,” a popular drink of local CSR rum mixed with grapefruit soda.

A church—or, at least, a small chapel—has stood on the site of the Basilica of Notre-Dame since shortly after Ville-Marie (Montréal’s predecessor) was founded in 1642. The current building, however, dates to 1829 and was constructed in a soaring Gothic Revival style. At the time, that aesthetic choice raised some eyebrows—Gothic designs were associated more with Protestant churches than Roman Catholic ones. (Perhaps the fact that the architect was an Irish-American Protestant didn’t help the situation.) Whatever initial resistance there was evaporated in the face of the beauty of the completed building. In the decades that followed, Gothic became the popular choice for churches in Canada of every denomination in large part because of Montréal’s basilica. In the 1870s, in what was perhaps a case of gilding the lily, the basilica became even more stunning when its interiors were painted in bright colors to resemble Paris‘s Ste-Chapelle.

L’Express, on rue St-Denis in the Plateau Mont-Royal neighborhood, opened in 1980 and has about it the air of a beloved institution. Indeed, with its timeless style, it feels even older than it is. This popular spot serves classic renditions of bistro fare—steak tartare, bone marrow, onion soup—into the early morning hours (2 a.m. except for Sundays, when it closes at 1 a.m.). When the kitchen ventures into new territory, the results are impressive. The spaghetti with mushrooms is unconventional in its presentation (topped with a healthy serving of arugula)—one of those dishes you try on the road and then want to re-create at home. Reservations recommended.

At Rawacou Recreation Park, near the airport in Argyle, a breakwater creates a safe place to swim. On either side of the park, you can see the Atlantic surf crashing onto the black-sand beaches typical of St. Vincent. You’ll also find picnic tables for lunching and broad lawns, where kids can run and play.

Rum is the Caribbean’s signature spirit, its production documented in the region since colonial times. Just as there are dozens of varieties of rum, Caribbean travelers can select from a wide variety of rum distillery tours. The one offered at Cruzan Rum Distillery highlights the rum-making prowess of the 19th-century Nelthropp family, considered Cruzan rum royalty by many. The Nelthropp family endeavored to craft a spirit incorporating the “warm, tropical breezes that circulate through the open-air warehouses of the distillery.” A sip after your tour will allow you to judge whether they managed to capture St. Croix in a bottle.

It’s impossible to visit St. Louis and not hear about the Cardinals—the city is crazy for its major league baseball team. The Redbirds play in the heart of downtown at Busch Stadium, a Populous-designed, retro-classic ballpark with panoramic views of the skyline and Gateway Arch. As its name suggests, the stadium is owned by Budweiser, though visitors can find some craft beers for sale, including local favorite Urban Chestnut. In terms of eats, the toasted ravioli—a St. Louis staple—are a must-try. For pre- or post-game entertainment, head to the Ballpark Villa across the street, where you’ll find the St. Louis Cardinals Hall of Fame Museum, Cardinal National Restaurant, Budweiser Brew House, Fox Sports Midwest Live!, and PBR St. Louis. You can also get a closer look at the stadium on a guided tour, which meets at Gate 3 in front of the bronze statue of Cardinals legend Stan Musial.

The weather may stay mild and snow may not fall from the sky, but Christmas still arrives in a big way to downtown St Petersburg. By the day after Thanksgiving, bayfront North Straub Park is all decked out with animated light displays, sparkle lights, and the town Christmas tree. The tree is officially lit on the Friday evening after turkey day (at 7pm) Located off of Beach Drive and overlooking the Vinoy Yacht Basin, North Straub Park becomes a winter wonderland complete with skating rink, Santa, the City Christmas Tree and for one afternoon (usually the first weekend in December) SNOW!!! Brought in by the truckload, it gives the chance to Florida kids to play in the snow. Around the same day as the snowfest, the City of St Pete hosts the annual Santa Parade which starts on Central Ave and ends at North Straub Park. Last but not least, the St Pete Rotary Club sponsors the annual Illuminated Boat Parade, (this year on December 14th). Scores of boats of all sizes load up on lights, reindeer, inflatable santas, and boom boxes blasting out holiday cheer. Locals bring beach chairs and sit along the waterfront to watch the cheery parade.

Quirky is the word for Castle Leslie Estate in Monaghan—near the border between Northern Ireland and the Republic of Ireland—where rooms are arranged at the end of higgledy-piggledy corridors and long flights of stairs. The winding layout and overstuffed armchairs in the lobby make the vine-swathed, 19th-century castle feel like a family residence—and it feels even more homey when you see the castle’s nonagenarian owner, Sir John Leslie, Fourth Baronet (or Sir Jack to guests), chatting with visitors in his pajamas around midday.

There are a thousand acres to explore, three lakes to row around, forests to get lost in, streams to follow, and horse trails to trot along (starting in the equestrian center and livery near the main house). So at the end of the day there’s nothing left to do but sit by the fire and engage Sir Jack in a long chat. Rooms are scattered throughout the estate: in the castle, of course, but also in the former hunting lodge, stable mews, and village cottages.