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The Faroe Islands’ newest boutique hotel, Hotel Havgrím sits on the shore just outside of Tórshavn. Formerly known as the Commodore’s House, the property has been lovingly restored to preserve its sense of history and connection to the sea—plaques with the names of all 21 commodores that have lived in the building since the 1950s hang in the lobby. The 14 airy rooms are equally inspired by the surrounding fjord, with a blue-green-and-white color scheme and sweeping ocean views. Some also have private terraces for taking in the scenery en plein air, as well as adjoining doors to create family suites. En-suite bathrooms include L’Occitane products and glass box showers that look out on the bedroom and the ocean beyond—just know that they don’t afford much privacy.

Every morning, guests should head down to the charming breakfast room, where they can enjoy freshly baked Danish rye bread, smoked salmon, Icelandic skyr yogurt, and more while watching sheep graze on the farmland next door. Be sure to ask for the ginger shots, fresh-squeezed orange juice, and French press coffee, all of which—along with your breakfast—are included in your stay.

Set on the grounds of a cacao plantation turned hotel, Boucan’s open-air restaurant is just one more fine-dining option with impressive views, in this case, St. Lucia’s verdant hills and Petit Piton. But the difference between Boucan and the others is that Boucan offers a menu informed by its immediate surroundings, throwing a hint of cacao into many of the dishes. Chocolate balsamic vinegar, cacao butter dip, chocolate onion soup—a meal here is a unique experience. Dessert, of course, is divine; opt for the molten chocolate cake. For more insight, ask for a walking tour around the plantation’s cacao groves. Better yet, sign up to take part in a tree-to-bar chocolate-making experience.

Near the wharf along upper Bay Street, a distinctive, street-level arcade connects several historic stone buildings, which once functioned as arrowroot warehouses. For centuries, these rows of Georgian stone arches and second-floor overhangs have sheltered Kingstown’s workers, walkers, and vendors from the hot sun and occasional shower—hence Kingstown’s nickname, the “City of Arches.”

The mother church of the Diocese of the Windward Islands, St. George’s Cathedral (also known as Kingstown Anglican Church) was built in 1820 on the site of an earlier church that was destroyed by a hurricane in the late 1700s. It’s the biggest church on the island and features a number of unique adornments, from a gilded wood chandelier to a brass lectern and a circular mahogany pulpit. It’s also home to a stained-glass window gifted by Queen Victoria. As the story goes, the queen initially commissioned the window for St. Paul’s Cathedral in honor of her first grandson but was horrified by the angel’s red robe and immediately sent the window abroad to St. Vincent.

A Carib chief and national hero, Joseph Chatoyer led revolts against British colonists in 1772 and again in 1795. During the latter revolt, his soldiers and their French allies were planning to attack Kingstown from Dorsetshire Hill, but British soldiers marched up from the city and attacked first, killing Chatoyer. Today, he’s memorialized in a monument on that very hill, overlooking the city he fought so hard to regain.

One look at this hilltop fort, perched over the Port of Kingstown, and you know the British built it to fight the locals rather than to meet any threats coming by sea—all the cannons face the island’s rugged interior, where the Caribs lived. Inside the fort, you’ll find a series of murals depicting the bloody Carib wars. Kids will love exploring the old buildings, and everyone will enjoy the views.

Between 1812 and 1815, the British ordered the construction of 300-foot-long Jasper Rock Tunnel (more commonly known as Black Point Tunnel) to provide better access from the cane field to the sugar factory to the ships for export. Slaves were responsible for the actual building, manually cutting through the mountain with shovels, picks, and sledgehammers. Now part of the Black Point Historic and Recreation Park, the tunnel also served as the site for several scenes in the first Pirates of the Caribbean movie.

North of Buccament Bay, a turnoff leads to Layou Petroglyph Park, where you’ll find Amerindian writings (or petroglyphs) scrawled on the side of a large boulder. The meaning of the carvings is unknown, but historians estimate that they date as far back as 300 to 600 B.C.E. Lush vegetation grows in the surrounding ridges, making for a fun area to explore. There’s also a small pool where you can take a dip to cool down.

Around since 1765, the St. Vincent Botanical Gardens claims to be the oldest of its kind in the Western Hemisphere. Tour the gardens with an informative guide, who will point out all the native and exotic plants growing here, including a breadfruit tree descended from the one Captain Bligh brought to St. Vincent in 1793. In the aviary, you’ll also be able to catch a glimpse of the colorful St. Vincent parrot—the island’s national bird.

At Rawacou Recreation Park, near the airport in Argyle, a breakwater creates a safe place to swim. On either side of the park, you can see the Atlantic surf crashing onto the black-sand beaches typical of St. Vincent. You’ll also find picnic tables for lunching and broad lawns, where kids can run and play.

Just a five-minute boat ride from St. Vincent, Young Island is both a private resort and the first in the Grenadine islands chain. Here, you’ll find a small, white-sand beach facing the channel that separates the island from the mainland. It’s technically for hotel guests only, but go for lunch at the very good beachside restaurant and bring your bathing suit—the resort won’t mind if you take a quick dip after your meal.

Within shouting distance of Port Elizabeth on Bequia, Princess Margaret Beach features a broad strip of white sand framed by palm trees and seagrape plants. Get here by water taxi, car, or a fairly rough cliffside nature trail, then head to Jack’s Beach Bar for lunch, happy hour, or both.

While most of the Grenadines’ most luxurious hotels cater to the one percent, Salt Whistle Bay, on Mayreau, offers a blissfully pared back—though no less exclusive—experience. You’ll feel like a modern-day Robinson Crusoe when holed up in one of the 22-acre property’s eco-friendly bell tents or stone bungalows, each outfitted with colorful rugs, fans, and plush linens, and positioned to capture ocean breezes. By day, swim with sea turtles, sting rays, and tropical fish in the surrounding reef-filled waters—snorkeling masks are free to guests, as are stand-up paddleboards—or try kiteboarding on the resort’s designated beach. By night, share those adventures over a dinner of grilled lobster at the on-site restaurant and bar.

Even though it’s just 200 yards off the coast of St. Vincent and accessible via a two-minute ferry ride, Young Island feels worlds away from the cares of mainland life. The resort’s 29 guest cottages, which are outfitted with tropical-chic wicker furnishings, stone walls, and louvered windows, provide a plush landing spot after days spent diving among sea turtles and sea horses, hiking neighboring trails to spot the ruins of Fort Duvernette, and swimming up to the Coconut Bar, located on a floating platform 30 feet offshore. Each week, the on-site restaurant serves up Caribbean barbecue favorites like pigeon-pea-and-pumpkin stew, corn fritters, and molasses-glazed wings, making for a delicious stay.

Named for country music legend Townes Van Zandt and located on Rainey Street, just steps away from some of Austin’s most legendary live venues, the Kimpton Hotel Van Zandt strikes a mellifluous note from the moment you step through the doors. The chandeliers in the lobby are crafted from French horns, an installation in the lounge features birds made from vinyl records, and the cabana-lined pool deck pumps tunes underwater. The 319 guest rooms act as a soothing counterpoint to late-night jam sessions, with Frette linens and views of downtown and Lady Bird Lake. For the ultimate in relaxation, opt for one of the spa suites, which include oversized bathrooms and deep soaking tubs. When you’re not blissing out in your room or partying the night away, the hotel’s fleet of loaner bikes await to take you on a tour of the city.