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From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.

The recently renovated and reopened Philadelphia History Museum showcases an impressive collection of art, objects, and artifacts spanning 330 years of the city’s history. Dating back to 1826, the building itself plays into the journey through the past. The biggest draw for me, however, is the rotating Made in Philadelphia exhibit which looks at the city’s contributions in craftsmanship and manufacturing throughout history (particular nod to the ‘Craft Brewing’ feature which focuses on brewing from the days of William Pen right up through the revival of microbreweries in the 20th century). And if you’re keen on vintage Philly, I highly recommend the much-lauded Facebook page Old Images of Philadelphia. It isn’t associated with the museum but offers a heartwarming virtual walk through the city’s storied past.

Located in Leslieville in the East End, Swirl is in a small, converted apartment above a dog store in Leslieville. I love the decor here, from the tables made from doors or antique sewing machine bases to the artwork by local artists FAME. It’s a tiny place but it packs a punch. There’s no kitchen, so they have these amazing appetizers and desserts preserved in small Mason jars. Wine prices are affordable (and they have about three beers available now). On top of all of that, they host theme nights. For instance, you can watch Mad Men whilst sampling accurate cocktails from the era; board game nights; bubbly nights; and cinema Sundays. Suffice it to say, it’s one of my favorites. Warning: it’s tiny in here. Not meant for a big group, but perfect for a date.

Blue Heaven is a favorite in Key West—Jimmy Buffett even mentioned it in one of his famous beach tunes. The whimsical courtyard is filled with brightly colored tables and chairs, twinkly lights, foliage, and stray animals. The bar and restaurant is owned and operated by a husband and wife whose creative backgrounds in art and literature inspired the space. There’s a mini art gallery, a sandwich shop, and roaming roosters on the grounds. Once a boxing ring (with Ernest Hemingway as referee), the spot now pays tribute to the Caribbean, with bright accents and Cajun seasonings on the menu. Menu highlights include the scallops, which are locally celebrated, served with white wine and lemon butter with tomatoes, onions, mushrooms, and lots of garlic. Locals say the Key lime pie is one of the best in town.

At Graycliff Chocolatier on Nassau, you can do more than just taste delicious, gourmet chocolates—you can learn how to make them yourself with the help of Graycliff’s master chocolatier. The chocolate-making experience is part of the chocolate factory tour, in which guests learn how the chocolate goes from raw cocoa beans to a rich liquid that can be poured into molds. Then you’ll have the chance to mold your own chocolate bars. Of course, if you’d rather taste it than make it, you can purchase a selection of chocolate and truffles, or join one of the chocolate and spirits tasting sessions to learn how to pair gourmet chocolates with spirits like rum, whiskey, and port.

Québec City has an abundance of elegant restaurants, both contemporary and classic, where you could easily imagine you are dining in Paris or New York. Bistro St-Malo, on the other hand, is a no-pretense, casual favorite, albeit one that still serves excellent renditions of French and Québecois dishes. Steak frites, duck confit, and boudin (blood sausage) are among the classic bistro options served here. The setting is as memorable as the cooking—the stone walls, hung with oil paintings and knickknacks, gives the restaurant a feeling similar to that of the many antique shops that sit near it on Rue Saint-Paul. In the summer, alfresco dining on the street, which runs along the waterfront of Lower Town, adds to the cafe’s popularity.

At the summit of Montmartre, the highest point in the city, you’ll find the Basilica de Sacré-Cœur. Contrasting with the Gothic churches like Notre-Dame, the Romano-Byzantine architecture is both beautiful inside and out. While outside, take in the panorama of Paris and while inside, marvel at the Apse Mosaic—one of the largest mosaics in the world. The Sacré-Cœur website has instructions on how to download the free audio guide on your phone before your visit which is recommended. Also, research the well-known (and apparently tried-and-true) scams before traveling to Paris. Overall, the city seems pretty free of tourist scams, but around Sacré-Cœur especially, visitors should be on alert.

The Waldorf Astoria Los Cabos Pedregal is a majestic resort that sits at the spot where the Pacific Ocean and the Sea of Cortéz meet. All 119 rooms have an ocean view, complete with binoculars for whale-watching, as well as a private plunge pool, a fireplace, a rain shower, and a welcome bottle of Clase Azul tequila. Decorative accents include tasteful local art, such as hand-embroidered pillows, ceramic sculptures, and hand-forged metal light fixtures. On the service side, every guest is assigned a round-the-clock personal concierge. The relatively small number of rooms keeps the vibe intimate and creates a sense of privacy throughout the property.

Talk about a beach day. This feet-in-the-sand eatery serving burgers, chicken wings, and fries is more than a laid-back fish shack. Sure, there are all the requisite beach-bar amenities—a cool cocktail list, live music, and a line of loungers facing the water. But additional perks include free Wi-Fi, showers, and lockers; what’s more, concession stands are on hand to rent out water-sports gear. The bay itself is breathtaking with limestone rocks creating a barrier protecting it from the open ocean, meaning the shallow turquoise waters are perfect for paddleboarding. Tobacco Bay is also one of the best snorkeling spots in Bermuda.

Dedicated in 1928 after an earlier church was razed and rebuilt, the Immaculate Conception Co-Cathedral is typical of Catholic architecture, with two cross-topped towers, a central rosette window, and a cruciform layout. The church is open for visitors to attend mass on weekdays at 6:30 a.m., Saturdays at 6:30 p.m., and Sundays at 8:30 a.m.

Yes, the name is a mouthful, but the castle complex is just as impressive as its title. This medieval castle dominates the city of Rhodes, and is one of the few examples of Gothic architecture in Greece. Having been around since the 14th century, the palace is certainly the highlight of the Old Town.

Built between 1914 and 1916 on an octagonal base, this stone, double-lens lighthouse is Aruba’s marquee landmark. Standing tall at 98 feet, it’s the highest structure on the island and offers the best views in its respective area. It gets its name from the SS California, a British steamship that sank in nearby waters in 1891 and now functions as a fantastic dive site. Adjacent to the lighthouse, visitors will find a beloved Italian restaurant and the California White Sand Dunes, a hot spot for dune surfing.

It always feels like a different world anywhere in the beautiful Point Reyes National Seashore area, and an evening at the hidden Nick’s Cove in Marshall, will have you in love with Tomales Bay. The property was recently overhauled by a group of silent investors that purchased the cottages and the restaurant and they’ve made some phenomenal improvements. Austin Perkins is the new head chef and the genius behind the BBQ oysters. After you’ve been checked in and escorted to your cottage, a delivery of complimentary oysters arrive at your doorstep. I kept hoping the staff at reception would change so that I could check in again. The rooms are cozy and spacious and the fireplace will always be a hit on the foggy and cool evenings. Be sure to either have dinner in the restaurant/bar, or ask for take out and have the meal delivered at the end of the pier, in the famous Boathouse. I’d also recommend making arrangements to start the next morning off right, with a paddle in Tomales Bay in a kayak. Local outfitter Blue Waters Kayaking will literally meet you on the deck of your cottage (if you’re lucky enough to secure one of the rooms on the water) and show you the magic of the area, the true way it needs to be seen. You’ll need to save up (and reserve far in advance) for a room at Nick’s Cove, but the experience is worth the pretty penny.

Chania is one of the most beautiful cities of the island of Crete. One of the most beautiful corners of the city is the harbour. It was built on the Venetian era. Visitors will find there monuments of both the Venetian and the Ottoman history. The harbor was constructed by the Venetians at around 1350. Apart from the monuments to be seen by visiting the Venetian Harbour in Chania, you will find along many restaurants, cafes and bars. The area is very lively and crowded day and night.

From the 16th to the 19th century, drovers were the men responsible for leading cattle out of the rugged Highlands to the markets in nearby towns and cities. Today, they serve as the inspiration for the Drovers Inn, a hotel and pub just north of Loch Lomond. Nestled near the banks of the River Falloch, the property offers a rustic setting for filling meals, frosty pints, and drams of malt whisky. Come for bar-food favorites like steak-and-Guinness pie, fish-and-chips, and venison casserole, and stay for the live musical acts that play every weekend. As the inn has been in operation for some 300 years, tales of various hauntings are part of its appeal.