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Of all the Greek islands, sybaritic Mykonos has the most to offer big spenders. Instead of worry beads and flip-flops, the shopping scene is more Louis Vuitton and Lalaounis jewelry. Ergon, a stark white concept store with rag rugs installed between the rafters, stocks an exciting collection of clothing and accessories by Greek designers. Embroidered caftans, tasseled espadrilles, and colorful straw fedoras are just the thing for sashaying through town or showing off your tan at beach bars such as Alemàgou and Scorpios. Gifts inspired by ancient Greece include a Trojan horse paperweight, a minimalist amphora pendant, and gold olive-branch earrings. You can also customize your own espadrilles, T-shirt, or beach tote.

If you’re driving out to the beaches or bars of St. Kitts’ southeast peninsula, make sure to stop for an envy-inducing photo op at the top of Timothy Hill. Up here, your 360-degree view includes the Atlantic Ocean, the Caribbean Sea, Friar’s and Frigate bays, Nevis, and the hilly peninsula itself.

The bay of Les Saintes ranks among UNESCO’s list of most beautiful bays in the world—and it’s not hard to see why. The views, whether on approach from the sea or from atop one of its bluffs, make up a dreamy Caribbean postcard, with the bluest of waters punctuated by small sailboats and a few docks, and its shores lined by sugar-white beaches. Under its surface, coral reefs thrive, making it an excellent snorkeling and diving destination. Lazying on a catamaran drifting across the bay is also a worthwhile experience, whether you get into the water or not.

This stretch of beaches and rocky islets north of Catania were named for their role in Homer’s legend of the Odyssey. In the story, it was here that Odysseus encountered the cyclops Polyphemus, and the lava rocks jutting from the sea are said to have been thrown by Polyphemus as the hero sailed away. Today, the beaches around fishing villages like Acireale and Aci Trezza are beautiful—and popular—summer hangouts.

Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.

Built in the 1840s as a sheep station that still operates today, Wharekauhau—meaning “place of knowledge” in Maori—pays homage to the area’s tradition of feeding the wise and the cultured. Thirteen cottage suites were positioned to take in this dramatic slice of North Island pasture that landslides into Palliser Bay southeast of Wellington. The cottages are unpretentious yet filled with such luxuries as four-poster beds with curtains, private terraces, separate lounge areas, writing desks, gas fireplaces, double baths, and walk-in showers. Each space is homey, cushioned by soft rugs and upholstery and enclosed by rustic wood panels and beams. The Edwardian main lodge, adorned with cream-toned furniture and antiques, invites guests to curl up by the fire, or chat with the chef in the open kitchen that flows into a charming country dining room. Outside, there’s inspiration all around, extending from the sheep herds to the Palliser Bay lighthouse.

Dubai isn’t just about shopping and architecture. The Sheikh Mohammed Centre for Cultural Understanding offers enriching and intellectually stimulating tours, meant to engage and inform visitors about Emirati history and culture. Visit the center for a communal Emirati breakfast followed by a walking tour of the surrounding Bur Dubai neighborhoods, where Dubai’s rulers have lived since the early 20th century. And if you’re eager to visit a mosque, the center runs the only mosque tours for guests of all faiths. The center is close to several historical and cultural attractions, including Al Fahidi Historical District and Al Bastakiya.

Set right on a stretch of sand, Eladio’s is a superb choice for a cool drink and a bite to eat while exploring the port town of Progreso. Dine in the large restaurant under palapa roofs or sit directly on the beach. Eladio’s has been a Yucatán favorite for over 60 years; the first outpost opened in Mérida in 1952. The coconut shrimp and fish in avocado sauce are great options for daytime dining, and the margaritas are refreshing in Progreso’s heat. Look for live music, day and night, which brings in the crowds.

The Hotel Telluride is close to town and the slopes but just removed enough from the action to feel like a tranquil mountain getaway. Here, the warm lobby welcomes guests with a large fireplace, comfy couches, and board games, as well as a dedicated check-in area for pets, who are allowed for a small fee and treated to house-made biscuits. Rooms have kitchenettes, private balconies, and humidifiers to combat the dry mountain air, while suites feature separate living and dining areas. It’s been said that The Hotel Telluride also boasts the most comfortable bed in town, triple-sheeted with custom-made linens.

The small, on-site restaurant, West End Bistro, serves a hot breakfast and simple dinner items like kale-and-quinoa salad and Colorado beef burgers—plus freshly baked chocolate chip cookies for an après-ski treat. Guests also have access to a sun deck with hot tubs and outdoor saunas as well as free cruiser bikes and shuttle service to the gondola and downtown Telluride. If desired, the hotel can even arrange for in-room massages or guided day trips to forage for wild mushrooms.

Despite the industrialized patty chain stores across Jamaica, the love for handmade patties continues in some parts of the island. Miss Sonia’s entrée-size, crusty patties are served at a small roadside restaurant across from the beach in Negril. She offers traditional fillings like beef or callaloo, as well as others like lobster and conch that she introduced at the suggestion of her numerous return visitors to Jamaica. When you get your order, be sure to shake on some of the secret spicy sauce—Miss Sonia won’t tell you what’s in it—and then dig in.

Situated roughly halfway between Da Nang and Nha Trang, Qui Nhon is a quiet coastal town with a curvy beach that is refreshingly low-key. It doesn’t get the hordes that visit Nha Trang to the south (the stretch of sand isn’t quite as alluring here), and certainly lacks the development that is a feature of Da Nang’s beaches, resulting in a city that is remarkably unaffected by the unstoppable reach of tourism—note the number of fishing boats that still dot the water here. There are some fine Cham ruins in the vicinity, including the Thap Doi (meaning Double Towers) and the Banh It Towers, as well as the Long Khanh Pagoda, constructed by a Chinese businessman in the 18th century.

Set on a village site that dates back a thousand years, this park aims to show visitors what life was like on Guam 500 years ago, when the Chamorro had the island to themselves. Walk through a small botanical park to the re-created village. What’s most interesting is the specialization: a cooking house, a men’s house (common in Micronesia), even a house for the sick. And, of course, the biggest house of all was the chief’s. The park offers an excellent introduction to the Guam that existed before the Spanish arrived.

Located on the West End of Oklahoma City’s Film Row, 21c Museum Hotel—a 135-room boutique hotel, free contemporary art museum, and home of Mary Eddy’s Kitchen x Lounge—occupies the former Ford Motor Company Assembly Plant.

Frolicking in a lavender field delivers that quintessential pinch-me-I’m-in-Provence sensation, and the next best thing may be browsing the area’s flower markets. Consider the stalls that pop up a few mornings a week in the Place de l’Hôtel de Ville in Aix-en-Provence, the town where Paul Cézanne painted and M.F.K. Fisher wrote. It’s a true pleasure—and reminder you’ve escaped your everyday routine—to slow down in admiration of the sunflowers, lilies, poppies, and other fresh flowers for sale.

If you find yourself on Middle Caicos, don’t miss one of the most dramatic shorelines on the islands, along Mudjin Harbor. The three-mile-long stretch has tall limestone cliffs that drop directly into the water, interspersed by sandy coves. The ocean here is often too rough for swimming or snorkeling, but there are excellent walking trails, including the historic Crossing Place Trail that provides great views of the coastline. Mudjin Harbor also has two large sea caves that you can explore from the beach.