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Exploring Anguilla’s multiple beaches is an adventure in itself, with each one offering a distinct atmosphere and activities. But there’s also lots to do away from the white sand—you can delve into the island’s history, hike the rocky eastern edge, and shop for local crafts.

If you’re staying in Grenada, there are countless options for accommodations, from large resorts and boutique hotels to intimate cottages and luxurious villas. Spots like Mount Cinnamon and Spice Island Beach Resort feature suites with private pools, while Silversands Grenada—the first luxury hotel to open on the island in 25 years—brings true lavishness, with its thermal spa and 330-foot infinity pool. For something more low-key, there are places like Maca Bana, which offers secluded villas and a beachfront restaurant. Whether you’re looking for sea views, white sands, a great beach bar, or a centrally located stay, you’ll find something to suit your needs on the Spice Isle.

Even visitors who have never cared about jewelry before find themselves mesmerized by the black pearls found in French Polynesia, scanning the loose pearls at pearl markets, visiting farms where the gleaming little seeds are cultivated, heading to the Robert Wan Pearl Museum (where, of course, you can buy the lovely items on exhibit). At the Papeete Municipal Market, or Marché de Papeete, browse the spectacular local fruit and fish, but stop by the stands selling locally produced vanilla and fragrant body products made with monoi oil (which is coconut oil infused with the scent of flowers). While you’ll hardly need a souvenir to remember these magical islands, it can’t hurt to pick up a gift made here.

The only existing French plantation house on St. Kitts, the Fairview Great House was built circa 1701 and originally housed French military officers. Today, guests can tour the beautifully restored property, taking in the period furnishings, kitchen, apiary, chapel, and bathhouse before exploring the two-and-a-half acres of botanical gardens, filled with tropical flowers, fruit trees, and monkeys. Visitors can also purchase day passes to the property’s swimming pool and sunny deck, or sign up for cooking classes and tastings of St. Kitts’ own Brinley Shipwreck Gold Rum.

Stretching along the Narrows—the channel between St. Kitts and its sister island, Nevis—Cockleshell Bay’s powdered sands and crystalline waters are among the island’s prettiest. The beach is a popular place to swim, snorkel, or sip cocktails while listening to live local music.

This small, undeveloped beach with views to St. Kitts is for couples, not kids. Located down a short path from the highway, the beach has an unspoken rule to come back later if you see another car parked on the shoulder—sort of the Nevis version of the towel on the doorknob. Not only does this system preserve privacy, it helps ensure that Lovers Beach remains one of the most secluded spots in the Caribbean.

For fresh foods, souvenirs, and beautiful local produce, farmers’ markets and local shops peddle a wonderful assortment of island goods and produce.

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.

For dining experiences that range from formal resort restaurants to scruffy beach shacks dishing up conch salad and conch fritters, your Bahamas vacation will offer lots of flavor. Chefs like Jean-Georges Vongerichten and Nobu Matsuhisa have imported their brand of fine dining to the islands, but you can find simpler fare, too, in resort dining rooms and beach bars from Harbour Island to downtown Nassau.

Each of the Como resort’s 33 over-water bungalows has a private terrace that lets guests jump straight into the lagoon and snorkel amidst colorful fish and coral. Some of the larger suites are built in the shape of dhoni boats, the traditional wooden vessels used by local anglers. Cocoa Island is home to some of the best diving in the Indian Ocean, with at least 25 sites near the resort, including a shipwreck. Como recently launched its Coral Propagation Program, which allows guests to help protect and regrow the 1,000-plus species found around the resort by planting a coral frame.

Finding fine French bakery goods beyond the borders of France would seem unlikely in this NW corner of the United States. St. Honoré has transformed a little shop in NW Portland into a cultural escapade you’d normally have to get on a plane to experience. This bakery has been a mainstay for the French community in PDX for years and now has a fanatic following that has forged two other locations. The original is a cozy cafe with French influences that make it impossible to drive by when the fresh bread aromas drift out onto Thurman Street. The space is open and inviting with a staff that loves to share their expertise about the whole St Honoré process. This was one of the only places open early for live Tour de France coverage accompanied with fine coffee and pastries. Rolling up in the dark on my bike back in the days of Lance (c’est dommage) to find the place already packed was Franco-fantastic. The restaurant is designed to get patrons to be part of the scene. With the baking close and the big banquet vibe, you instantly feel part of the Honoré table. The menu goes beyond pastries and desserts. Lunch or dinner at Honoré is a trip to Paris or Provence for under $20. Try the panini or manager’s special to light things up. Hang around for sweets with a tart or gateau, and wash it down with a cafe au lait. Don’t forget something for the home front—a baguette at the very least. C’est somptueux!

A writer seeks out the disappearing workshops that have been the source of elegance in Naples for generations.

For a small island, Anguilla has a dining scene that packs a hefty punch. From beachside crayfish plates to roadside chicken grills and food trucks serving homemade soups, there’s plenty of local fare to sample.

A combination of train and bus, this three-hour tour weaves a fascinating route past some of the island’s most historic sights. Constructed from 1912 to 1926, the rail system originally carried sugar from St. Kitts’ estates to the factory in Basseterre, but today serves as a fun tourist attraction. Visitors ride in double-decker cars—the lower is air-conditioned, the upper open-air—past black-sand beaches, old plantations, and sugarcane fields, and then up a portion of Mount Liamuiga.

You can listen to reggae everywhere in Jamaica, from dancing barefoot in the sand in Negril while a live band plays, to impromptu jams throughout the island. Real reggae aficionados should plan their trip around Sumfest, Jamaica Jazz, Rebel Salute, or Bob Marley Birthday Bash—just a few of Jamaica’s best music festivals.