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Fleetwood Mac front man Mick Fleetwood is behind this bar and restaurant, located on a third-floor rooftop in Lahaina. Here, guests sip drinks under beige umbrellas while taking in views of the dreamy blue Pacific. To pair with award-winning cocktails like the Heart of the Jungle (Cynar, Velvet Falernum, coconut rum, and lemon juice), which comes in a tiki artichoke, executive chef Eric Morrissette serves a menu of elevated bar bites, fresh local fish, and meatier dishes like filet mignon with peppercorn reduction. If you’re not a cocktail person, know that the robust drink menu also features beers from Maui Brewing Co. and Kohola Brewing as well as exclusive wines like Krug Brut from Reims, Luberri Gran Reserva rioja, and even a Chateau Musar red blend from Lebanon.

Set within the 24-acre oasis of Montage Kapalua Bay, this pop-up bar and lounge pairs Veuve Clicquot Champagne with Maui’s world-class sunsets. Open Thursday through Sunday from 3:30 p.m. to 7 p.m., the Champagne Hale (pronounced HAH-leh, which is the Hawaiian word for house) serves a range of bubbly, from Veuve’s signature Yellow Label, Rosé, and La Grande Dame labels to special Rich and Rich Rosé offerings, available for the first time on the island. Pair your sips with light bites like Kualoa Ranch oysters, bigeye tuna tartare, and burrata toast with pickled strawberries and pistachio pesto, then take in the views as the sun goes down over the Pacific. From the bar’s clifftop perch above Namalu Bay, you’ll enjoy stunning vistas of the ocean as well as Molokai and Lanai islands in the distance.

This elegant bar at the Andaz Maui overlooks tiers of pools, waterfalls, and tropical foliage, all cascading down to the Wailea coast. Hotel guests and visitors alike come here to lounge under umbrellas by day and around a fire pit by night, sipping on cocktails like the Upcountry Buck (white rum, ginger, and pineapple) and the Lahaina Town Fizz (blanco tequila, strawberry, and elderflower). For something unique, try the Silversword, a cocktail designed by legendary Hawaiian mixologist Julie Reiner that features mezcal, sweet vermouth, pineapple, and chocolate bitters. Pair it with snacks like chilled shrimp summer rolls and Thai lettuce wraps, then finish with a ginger ice cream sandwich made in-house.

Every Saturday from 7 a.m. to 1 p.m., the island’s largest open-air market sprawls across the University of Hawai‘i Maui College campus, creating a lively scene with more than 200 vendors. Many of Maui’s best boutiques sell their wares here, but for much cheaper prices than at their brick-and-mortar locations. Browse for muumuus, wood carvings, and other handmade crafts like bone and shell jewelry, or treat yourself to a shave ice while perusing piles of leis, local fruit, and homemade baked goods. The market is especially strong when it comes to street food—don’t miss the spam kebabs, banana bread, and goji kombucha.

Open since 1932, this pit stop on the road to Lahaina is most famous for its Hawaiian hot dogs. They’re just standard red franks, grilled and stuffed in a bun, but Maui’s pro surfers and their fans—who usually stop here on their way to Olowalu Beach—have elevated the snack to almost cult status. If you’re not one for hot dogs, the general store also sells boiled peanuts, shave ice, and Spam musubi, along with an abbreviated Mexican menu when the kitchen’s cranking. In between bites, take time to browse the shop’s collection of locally made souvenirs and appreciate its unique decor. A late employee had a soft spot for starving artists and would often trade food for artworks, asking only that the pieces incorporated his favorite vehicle—a Volkswagen Beetle.

Hawaii Sea Spirits is behind Ocean Organic Vodka, widely recognized for its turquoise bottle inspired by the 14th-century Japanese glass fishing net floats that used to wash ashore in Maui in abundance. At the company’s distillery on the slopes of Haleakala, entrepreneur Shay Smith desalinates deep-ocean mineral water from off the Kona Coast of Hawaii, then adds the bounty of his 80-acre organic farm, where he and his team cultivate more than 30 varieties of Polynesian sugarcane without the use of GMOs, herbicides, or pesticides. Discover the intricacies of his harvesting and distilling process on a farm tour, which takes place seven days a week, then hit the gift shop and stock up on vodka to take home.

At Island Sole in Lahaina, the authentic, locally made gifts are designed to help shoppers “find their aloha.” Head here for shirts and flip-flops in tropical colors, home decor like jellyfish coasters and ukulele-shaped table clocks, and the shop’s signature longboard letters, which function as one-of-a-kind signs with customizable letters, icons, and characters attached to a wooden surfboard base. If you’re looking for some wall art, pay special attention to the palm-and-wave paintings on birchwood by Danielle Groff and the larger, laser-engraved maps of the Hawaiian Isles.

Decidedly more upscale and art-focused than other Kimpton properties, the La Peer takes fitting into its surrounding neighborhood very seriously. Located off Sunset Boulevard on the quiet and walkable La Peer Drive, the hotel is in the heart of West Hollywood’s design district, surrounded by galleries, boutiques, restaurants, and more. While there’s a separate entrance for celebrities, the property is actually quite welcoming to all. The lobby feels like your artist friend’s cozy but consciously designed living room, with little nooks for reading and working, as well as large-scale art pieces sprinkled throughout. Step out back to the indoor-outdoor bar, patio, and small but serviceable pool area to peep a piece by Retna and grab a drink and snack. For something more substantial, there’s also lobby restaurant Viale Dei Romani, an Italian trattoria that’s garnered critical approval for chef Casey Lane’s fine cooking.

Santa Monica is officially on the map with this spectacular property, the second hotel for the Proper brand after its debut in San Francisco in 2017. Like at the first location, celebrity interior designer Kelly Wearstler heads up interiors and has produced an absolute stunner, drawing inspiration from her own Malibu home as well as the hotel’s circa-1928 Spanish Colonial Revival building. (The property actually straddles two buildings; the other half is a sleek new construction, connected by a courtyard and sky bridge to the historic part.) The 271 pet-friendly rooms feature original Kelly Wearstler wallpaper, vintage lamps and tables, and custom-made sunburst headboards that remind you you’re near the beach. Guests can also look forward to roomy bathrooms, complete with travertine marble, full-size Aesop bath products, and super-soft Parachute for Kelly Wearstler robes.

Panama’s extensive, sinuous coastline provides some of the world’s most delicious seafood. Options are infinite, especially at the capital city’s Mercado de Mariscos. The offering is downhome, traditional and absolutely scrumptious. Pick up something to cook later or just plop down at one of several in-market restaurants for instant gratification. Savoring your ceviche and an ice-cold brew as the market roils around you is pure Panama.

Restaurante Celele in Cartagena’s hip Getsemaní quarter sits right at the cutting edge of contemporary Colombian cuisine. Chefs Jaime Rodríguez and Sebastián Pinzón see research as part of their endeavor and have dedicated years to exploring the region’s flavors, especially in indigenous communities. The bottom line is a well-thought-out menu, beautiful presentation and a celebration of the local in a warm, welcoming ambience.

Always a crowd, but how could it be otherwise? Shore panoramas frame breathtaking nature, turquoise seas and sugary, white sand. Mighty close to the perfect beach, dreamy and hot, with great sightseeing opportunities. Keep eyes peeled for jumbo starfish and other marvelous creatures, now a main beach attraction. The shopping’s good, too, especially for artisanal handicrafts and dishware.

Petite, luxurious Villa Deevena is at the heart of nature in Playa Negra, Los Pargos. Its clean lines announce this is something different and the magical dishes that come from Chef Patrick Jamon’s kitchen have created a local sensation, with an emphasis on seafood, always fresh and locally sourced. Exuberant tropical tastes (with a dash of the French) add to a refined, never-mass-tourism vibe.

Cozy and comfortable, it’s hard to leave Pangas. The hours fly by here, where the Las Baulas estuary meets the Pacific, at wooden tables, right on the sand; or beneath marvelous, sparkle-lit trees in a setting that’s practically one with the surrounding nature. A tropical fusion menu makes the most of local bounty, featuring innumerable fruits, grass-fed beef, and locally caught seafood; fresh-prepared cocktails intensify the vibe. Surf-racks and showers available to those coming off the waves; reservations suggested.

Set tight in the jungles around Hotel Casa Chameleon, at Las Catalinas, the restaurant Sentido Norte is 45 minutes from the Guanacaste provincial capital, Liberia. A hilltop restaurant helmed by Costa Rican chef José López, it showcases a mix of local tastes and other modern classics, from sunrise until sunset daily. French toast with plantains, and ceviche punta penca (shrimp, octopus, and avocado) are current top orders; don’t miss the liquid enchantment on offer at the bar, perfect for sunsets, and aguas de sapo, a sweet, spiky pop made with guaro aguardiente.