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Don’t let Portland’s low-key, outdoorsy-hipster vibe fool you: the Heathman Hotel is as grown-up and refined as they come. Opened in 1927 as an expansion of one of the city’s grande dame hotels, the Heathman continues to set the standard for classic luxury in the City of Roses. Rather than rest on its laurels, though, the hotel has consistently upped the ante, collecting a museum-worthy array of modern art (including a handful of Warhols alongside works by acclaimed local artists), boasting one of the most impressive collections of autographed books in the world, and offering guests a choice of mattress in the sumptuous rooms. Indeed, so famously decadent and romantic is the Heathman, with its award-winning restaurant and almost-nightly live jazz in the bar, that it was used as the setting for several of the rendezvous in E.L. James’ infamous Fifty Shades of Grey—although, for most guests, the original crystal chandeliers and marble fireplaces inspire magic enough.

It should come as no surprise that, in the heart of historic Florence, a 15-minute walk from the Duomo, presides a Renaissance palazzo—the home of Florentine nobility for centuries. Decorated with ornate frescoes, gilded chandeliers, and antique furnishings, the Four Seasons Hotel Firenze’s soaring halls and suites are fit for a king. The hotel is surrounded by 11 manicured acres of gardens—the Giardino della Gherardesca—their hidden pathways, serene pools, and ancient trees made for romantic promenades and hours curled up with a book. The dining rooms are among the most sought-after in Florence, and the elegant terraces buzz at all hours with a who’s who of Florentine clientele coming to pay their respects to this grande dame.

A bastion of true Renaissance luxury in a bustling city, the Four Seasons treats all guests like they’re the master of the house: no request too much, a gourmet meal offered at any hour, the most restorative and soothing spa treatments available at the snap of a finger.

In France, sparkling wine isn’t just for special occasions, it’s an everyday luxury. At least that’s what you’ll learn after a sampling of some 130 vintages at Dilettantes, a wine shop/bar specializing in bubbly. The tastings are hosted by one of 25 winemakers and take place in a gorgeous, 17th-century vaulted cellar. For a more in-depth course on pairing champagne at different moments of the meal, Dilettantes also offers a private oenology workshop (minimum 8 people) that will leave you well-versed in taste.

Set halfway between the old town and “newer” neighborhoods like Ville Nouvelle, this 40-acre urban resort perfectly marries historic details with cosmopolitan style. Surrounded by views of the Atlas Mountains, it features a collection of low-slung buildings, set around Moorish-style gardens and two glittering swimming pools (one is family-friendly with integrated whirlpools, while the other is 131 feet long and only for adults). Other amenities include clay tennis courts, dedicated programming for both kids and teens, and a gorgeous spa for Moroccan hammam rituals and nourishing argan-oil massages.

Catering to all types of travelers, the 139 accommodations range from spacious rooms in the main building to standalone pavilions, one-bedroom suites, private-pool suites, and villas with two or four bedrooms. All feature contemporary décor, handcrafted Moroccan accents, marble bathrooms, modern conveniences, and terraces or patios with views of the gardens or mountains. The poolside Azzera restaurant serves everything from flame-grilled meats to Thai papaya salads for lunch, while the romantic Inara lounge features cocktails and Moroccan cuisine made with herbs and spices from the resort’s gardens. Also on-site is Quattro, which serves a buffet breakfast in the morning, then morphs into an elegant Southern Italian eatery for dinner.

Celebrity chefs Vikram Vij and Meeru Dhalwala serve brightly spiced dishes at their flagship restaurant—often hailed as one of the world’s finest for Indian food. Their wine-marinated lamb popsicles are legendary, but their menu has other stars, too, like jackfruit in cumin-black-cardamom curry, boneless chicken wings on ricotta-sweet-potato cookies, and Punjabi-style goat meat with spiced vegetables. Thankfully, the lines have calmed since Vij’s 2015 move to bigger digs on Cambie Street, where guests can also enjoy a great rooftop patio.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

Centuries-old catacombs decorated with human bones pepper the crypts at this Franciscan monastery dating to 1774. Decked out in impressive Spanish Baroque architecture, the canary-yellow church and monastery also house a remarkable library with some 25,000 antique texts (some predating the Spanish Conquest) and are flush with romantic courtyards and cloisters. Don’t forget to look up: A magnificent Moorish-style cupola, carved of Nicaraguan cedar in 1625, oversees the main staircase.

A few minutes from the shops, galleries, and restaurants of Sedona, but tucked away along the banks of quiet-flowing Oak Creek, L’Auberge de Sedona is one of the Southwest’s most romantic hideaways. It has red-rock views, as every accommodation in Sedona must, but its French-country-inn style, in the land of adobe architecture, and its leafy, creekside location, are what define it. Through a series of chefs, its restaurant, Cress on Oak Creek, has maintained a stellar reputation, in no small part because of the romance of dining at a table that in some cases is practically in Oak Creek. And the spa, L’Apothecary, with at least one seasonally offered treatment requiring guests to wade in up to their ankles, draws much of its essence from the creek, too. Extensive renovations done in 2011 included the redesign of the 58 rooms and cottages, and the addition of 29 more, many with fireplaces, private decks, and—because romance matters—outdoor cedar-lined showers. Still there, and still popular, are the early morning duck feedings and the nighttime telescope sessions with a professional astronomer.

When you’re in the mood for really fresh food made with clean ingredients straight from a farm (and when aren’t you?), The Farm at Al Barari can satisfy that desire and then some. Tucked away within the tranquil rich greenery and clear lakes of the Al Barari development, the award-winning restaurant called The Farm specializes in Thai and international cuisine. Various meats, curries, and salads can be enjoyed in a tranquil environment away from the hustle and bustle of the city. The Farm is especially perfect for a romantic dinner or a laidback breakfast or brunch with friends.

Why we love it: An amenity-filled property that sits near all the action

The Highlights:
- Amenities like four pools, a treetop spa, and an open-air yoga studio
- An on-site diving school and expedition boat
- The sunset views from the Bay View rooms

The Review:
Located near St. George’s University, the all-inclusive True Blue Bay Boutique Resort is also right on a marina and just a five-minute drive from the airport, putting it at the center of all the action. Though it doesn’t have its own beach, it does offer shuttles to Grand Anse, which is a mere 10 minutes away, plus there’s plenty else to do on property. There are four small but well-maintained pools; a spa that uses local ingredients like chocolate and nutmeg for its treatments; an open-air yoga studio with treetop views; and a top-notch dive school that offers quick courses as well as multi-day PADI certifications. Guests already certified to dive can take advantage of four dives per day included in their stay, while landlubbers can opt for rum and chocolate tastings, cooking classes, non-motorized watersports, and fun kids’ activities.

When hunger strikes, head to on-site restaurant Dodgy Dock, which regularly hosts theme nights like Street Food, Romantic BBQ, and Cocoa Thursdays. Should you prefer to cook for yourself, accommodations here, which range from rooms to suites to villas, include kitchenettes and outdoor seating with epic views. Villas can even sleep up to six people and feature private plunge pools for added luxury.

Why we love it: A family-oriented resort where you can disconnect together

The Highlights:
- A ruggedly beautiful setting where the forest meets the lake
- Family-friendly activities like hiking, boating, and fishing
- A relaxed vibe that allows for disconnecting from the daily grind

The Review:
The most remote drive-in resort in northern Minnesota, Big Lake Wilderness Lodge transports guests to summer vacations of a bygone era. Surrounded by the Superior National Forest and a short walk or paddle from the Boundary Waters Canoe Area Wilderness, the property focuses on simple pleasures, from lake views and starry skies to clean air, pure water, and freshly caught fish. Here, guests can hike on nearby trails; hit the lake in a kayak, canoe, or paddleboat; spend the day fishing for walleye; or simply relax lakeside and take in the scenery. On especially clear nights, you can even see the northern lights.

Pet-friendly cabins include well-equipped kitchens as well as picnic tables, Weber grills, and patio furniture. Most feature satellite TV, and the newly remodeled Horizon and Call of the Loon cabins come with a free pontoon boat rental. Plan a romantic getaway in a lakeshore studio cabin, or bring the whole brood to a two-bedroom or family-size option. When you’re ready to socialize, there’s a communal lodge with free Wi-Fi, TV, books, games, and a snow cone maker, as well as a wading beach with a water trampoline offshore. In case you forgot anything or need some tackle and live bait, there’s also a store stocked with the essentials for a week of family fun.

Tahiti invented the concept of the overwater bungalow so, when visiting, you’re almost compelled to stay in one. The island’s top luxury resort, the InterContinental, offers 32 surprisingly affordable options, plus a few hundred rooms in three beachside buildings, two infinity pools, a swim-up bar, a private beach, and a lovely spa. Modeled after traditional Polynesian fare houses, the bungalows reach out over the lagoon and include roofs woven from pandanus leaves, private jetties that provide direct access to the water, and terraces ideal for watching the sunset. When hunger strikes, head to the onsite Tiare Restaurant, which features an open kitchen and nightly Tahitian dance performances, or Le Lotus, which is set in an overwater building and gives off a romantic vibe with live piano, gorgeous views, and French cuisine. The resort is also home to the Tiki Bar, a favorite local watering hole that serves cocktails in coconuts.

Located in a former home built more than 100 years ago, this intimate restaurant excels in ambience and Caribbean specialties. Outdoor tables sit next to a pool and pretty tropical gardens, while the dining room boasts an array of European antiques. A son of the restaurant’s original owners, the current chef specializes in such dishes as bouillabaisse, crunchy okra, and cinnamon-and-brown-sugar sweet potato mash. Also on offer is seafood prepared with local spices and coconut milk. Whatever you choose, don’t miss the wine cellar, which once functioned as the home’s cheese room and now features nearly 2,000 bottles by 120 labels.

Sir Bani Yas is a desert island five miles off the city’s Arabian Gulf coast with some curious residents, namely cheetahs, ostriches, and giraffes, among others. Three distinct properties allow visitors to make the most of the rustic wildlife refuge with game drives and one-of-a-kind animal encounters: the Desert Islands Resort & Spa, with its plethora of amenities and dining options; the safari-style Al Sahel Villa Resort, at the island’s rugged center; or the luxe shorefront Al Yamm Villa Resort, where barasti-style villas have turquoise infinity pools and a lagoon teeming with migratory birds. Though each property stands on its own, guests can take advantage of all the amenities with free transfers between them. Don’t miss the innovative Dining by Design experience, which lets you dine at different venues around the island, from a romantic dinner on the beach to a family picnic on safari plains.

The Caves, just west of Negril, is aptly named. While the 12 cottages and one villa sit atop honeycombed cliffs, the Blackwell Rum Bar, a private dining venue, and the massage table of the hotel’s Aveda Concept Spa are actually in underground grottos open to the sea. The setup is very Treasure Island, and the flicker of candlelight and the echo of waves off cave walls make it uniquely romantic. Each of the thatch-roofed cottages is as colorful as a paint box, and each gives a sense of being alone at the end of the land. This is one of music mogul Chris Blackwell’s Island Outpost properties, so the vibe at the Jacuzzi, sauna, or salt-water swimming pool is hip but relaxed. Although famed Seven Mile Beach begins almost where the cliffs end, the hotel itself has no beach, which is why a tradition at the Caves is to begin the day by jumping from the cliffs into the usually calm Caribbean below—or at least thinking about it.