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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.

Some say that Keller’s second restaurant in Yountville is even better than his flagship, the French Laundry. The rest of us may never know. But Bouchon is open until midnight seven days a week, and you can grab a seat at the bar without a reservation and spare yourself the theatrics of the more formal dining. Champagne, oysters, and French fries are a fine first course, and the bar also makes a mean martini.

Bouchon is a Thomas Keller star (at a third the price of French Laundry). which serves unpretentious, French fare with a Keller twist. From Croque Madame to steak and roasted chicken, the kitchen puts out classical French bistro fare. Try sitting at the marble-topped bar with a Pastis in one hand and a spoon for mussels in the other. Not only is it quite affordable, but if you are lucky enough to snag an outdoor seat, you may also sit, Paris-style, all afternoon chatting with friends (and I dare you to resist walking into the Bouchon bakery two steps away to complete your meal- or grab a foie treat for your dog!).

Usually, when you travel, it’s to experience a different side of yourself. The more adventurous side, the slightly less scheduled side, the sleep-in-without-guilt side. And when you stay at the Drake Hotel in Toronto, you can’t help but feel like your cooler side is making a much-needed appearance. The recently renovated property on Queen Street West features the kind of interior design that radiates style whether it’s in the kaleidoscopic lobby, the next door theater, or in two wings of suites. That’s because the hotel commissioned artists to showcase their work on plenty of open surfaces — from a black-and-white squiggle accent wall in guest rooms to personality-driven drawings in the elevator — and the results make for surroundings that are the material equivalent of black sunglasses. Paired with of-the-moment details like pink terrazzo showers and wraparound midcentury sofas, and the Drake Hotel is meant to cultivate a see-and-be-seen vibe.

But that’s not to say that the hotel sacrifices comfort for being camera-ready. The staff is kind and always available through text, the beds are soft and squarely stationed in front of a well-appointed bar and flatscreen television, and designer toiletries are filled to the brim. It’s also possible to eat throughout the day at the hotel’s delicious cafe and patio (get the French toast), and then spend the night at its second-floor bar or ground floor lounge. On weekends, even if you’re not a guest, you can stop by for regularly scheduled events including a DJ who spins old and new tunes. If you do plan on leaving the hotel to see the city, then you’re right in the midst of it, and the surrounding neighborhood can keep you readily entertained.

When you stay at the Drake Hotel, don’t be surprised if you feel relaxed, in-the-know, and decidedly cooler once you check out. These are sides of yourself the hotel may have encouraged, but feel free to hold on to them after you return home.

Rather than diving right into the hard stuff, sip one of the 35 craft beers on tap at the new SLS hotel’s Umami Burger beer garden. Pair it with an Umami pork belly sausage, served only at these bar stools.

This good-looking cocktail bar serves up drinks with homemade syrups and herbal infusions (lavender, bergamot) to an equally stylish crowd. DJs spin on weekends, and heat lamps keep the outdoor fun going well past summer.

Some luxury hotels in Los Angeles go in and out of style, but the celebrated L’Ermitage endures by delivering privacy, clean-lined style, and first-class service. The bar and restaurant may be film industry hangouts, but the atmosphere is more shop talk over a glass of wine or perfectly grilled steak—no buzzing paparazzi scene here. A residential feel dominates: The walls of the hotel are lined with rotating gallery-worthy art, and the understated, neutral-toned rooms and suites are large.

An air of serenity pervades the place, and everyone is treated like an honored guest, greeted with a welcome drink and offered free coffee all day. The rooftop pool, with its panoramic views, is private, so guests needn’t worry about the public peeking in on their poolside massage. Children, too, are VIPs here, thanks to a full range of amenities, from kids menus to baby bathtubs. Even leaving this oasis and venturing into Beverly Hills can happen in style: The hotel offers free town car service within the neighborhood.

Why we love it: A centrally located stay with a homey feel and a floating bar

The Highlights:
- Self-contained cottages that feel like home
- A prime location near the Petite Cavigny marina
- A floating bar for sundowners and live music

The Review:
If you’re looking for a home rental but still want a hotel staff, Le Phare Bleu is the way to go. At this village-style resort, the suites and cottages come with kitchens and living areas for a home-away-from-home feel, plus classic Caribbean decor and wide verandas with hammocks or porch swings. Spread throughout a tropical garden, the villas also happen to be right next to the Petite Cavigny marina—an ideal location if you’re setting off on a sailing trip from Grenada.

Elsewhere on the property, there are two small beaches (though they can be muddy because of the marina); kayaks, paddleboards, and a Hobie Cat for guests to use; and a shared pool. If you’re craving company—and a break from cooking—there’s also the Island Fever Tropical Tavern, which offers food all day and breakfast until 3 p.m. on Sundays (don’t miss the rotis). On Friday evenings, make your way to the floating bar that is the Lightship. A lighthouse boat that was built in 1900 and served for decades off the coast of Sweden, it’s now where hotel guests go to party, with live music, a rum bar, and tasty snacks all night long.

Why we love it: A hipster hotspot that’s as stylish as it is affordable

Highlights:
- A range of room types for all travelers
- Local hangouts like the on-site diner and pool bar
- A prime location in one of Austin’s coolest neighborhoods

The Review:
While locals are committed to keeping Austin weird, there’s nothing strange about the new East Austin Hotel, a soon-to-be hipster haunt where millennial pink accents and midcentury chic mix with details that embody the city’s independent spirit. Here, guests find a variety of accommodations to suit all types of travelers, from cabin rooms with shared bathrooms to poolside suites with private balconies, but all feature Scandi-inspired furnishings and quirky touches like turtle-shaped ottomans, Moroccan pillows, and retro Victrola radios.

Vintage pendants hang over the bar at on-site restaurant Sixth & Waller, a self-described “global diner” that serves international comfort food like family-style latkes, chicken-fried steak, and mango cream pie. Equally stylish is The Upside, a rooftop bar with cocktails inspired by the Caribbean and Central and South America, and Pool Bar, which welcomes both guests and locals with frozen drinks and Instagram-friendly dishes like gochujang queso and jackfruit bánh mi. The hotel also boasts a stylish gift shop with local gifts like handcrafted ceramics and leather goods, but if you’d rather venture out, stop by the concierge desk and grab a curated map that highlights neighborhood hotspots with live music, authentic food, and more.

Hotel Crayon Rouge, the little sister of Hotel Crayon just around the corner, drives the homey atmosphere with a number of clever features: an honesty bar and cheerful open-plan kitchen with a readily stocked fridge accessible for late-night cravings, an intimate lounge in the entry, used books on bedside tables, and reading lights in bathrooms. Colorful guestrooms are like fantasy bedrooms, with retro-chic style, graphic illustrated wallpaper, antique furnishings, and vintage decorative touches. Though rooms are compact, smart use of mirrors make them feel more spacious. The design of the property was masterminded by artist Julie Gauthron and is framed subtly around wine, the owners’ passion. You’ll find playful wine-themed wallpaper in the lounge, lamps in cork oak above the reception desk, and wine and whiskey carafes above the Rouge Bar dining table.

Situated at the top of the hill on Park City‘s iconic Main Street, the Italian restaurant Grappa occupies a beautiful 100-plus-year-old renovated building that over the years has been a brothel, bar, and bed-and-breakfast. The name comes from the Italian brandy distilled from the leftover grape skins, stems, and seeds from the winemaking process. And, of course, Grappa serves it! Founder and owner Bill White blends French culinary influences with regional Italian dishes to bring bold and delicious flavors to his customers. When the weather is appropriate, there are five levels of patios, complete with plants and water features for alfresco dining.

Honolulu’s last great tiki bar is tucked behind a row of warehouses, six miles northwest of Waikiki. Set on the edge of Keehi Lagoon, it shelters under plumeria and coconut trees—and will be familiar to fans of Hawaii Five-0. La Mariana defies the kitsch label: All those shell chandeliers, puffer-fish lights, and fishing floats suspended in nets are the real deal, with most items dating back to 1957. Carved tikis abound, alongside high-gloss tables fashioned from koa, the rich-hued wood from endemic acacias and the source of weapons and voyaging canoes for ancient Hawaiians. Go for the ambience and strong mai tais; the menu is straight-up, old-school surf and turf, perfectly tasty but uninspiring.

With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.

With its welcoming vibe and low-key decor, The Saloon is about as close as Laguna gets to a dive bar. A local favorite, it’s ideal for when you’re craving a cold beer, a good glass of wine, or an unpretentious cocktail like the PoPo (The Saloon’s take on an Irish coffee) or the Pino (made with house-infused pineapple vodka). There are very few seats in the bar, so be prepared to stand and mingle with other patrons. That’s what makes The Saloon great, though—and the fact that it’s right next door to Nick’s, making it perfect for a pre-dinner drink or nightcap.

Eat Street Social’s new bar-within-a-bar, the Torpedo Room, serves artisanal tiki cocktails with tasteful kitsch and Midwest flair. Flavors like sweet corn cream (instead of coconut cream) and apple cider (instead of pineapple and orange juice) are termed “Minnesota exotic” for their twist on the classic Painkiller. There are 45 rums to be turned into cocktails and topped with an umbrella or finished with fire, as well as an alcoholic sno cone menu for some added fun.

Part restaurant and part performance venue, the Rendezvous is a full night out in one cozy spot. The restaurant has typical bar food (burgers, salads, deep-fried snacks) that’s basic but good; happy hour goes from 3-6 pm daily with food specials. The tiny Jewelbox Theatre is an intimate cabaret-style theatre, where you’ll find everything from burlesque to comedy variety shows to live music and theater. They also have two excellent private rental rooms for parties. Upstairs, the Red Velvet Lounge looks out onto the main dining floor and has its own sound system. Downstairs, the basement-level Grotto is a dark, red-lit cave with its own private bar and plenty of room for dancing.