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Known as the “Jewel in the Crown” of the Southern Grenadines, Tobago Cays Marine Park comprises five picture-perfect, uninhabited islands surrounded by a clear lagoon. Here, you’ll find sea turtle nesting sites and feeding areas, small systems of mangroves, and the most well-developed coral reef complexes in St. Vincent. Swim with the resident turtles, snorkel around the almost 2.5-mile-long Horseshoe Reef, or simply relax on a magnificent white-sand beach—each island has at least one.

I’m not sure exactly how Rainbow Beach got its name, though I wouldn’t be surprised if it actually had a lot to do with rain. The island’s most popular beach bar, especially on Sundays, is centrally located on St. Croix’s West Coast, some of the island’s tallest peaks and dense rainforest just a few miles behind it. Prevailing weather patterns, particularly during the summer months, make brief afternoon showers a fairly regular occurrence here. That doesn’t stop the party, though. Live bands play on and everyone keeps dancing. When you’re already wet from the sea and feeling the vibes, a little rain doesn’t hurt one bit.

On the northeast coast in the Cap Estate area, you’ll find the lovely Cas en Bas Beach. The white-sand beach around a C-shaped bay offers some fun diversions, including horses—you can ride on the sand and even venture a bit into the water—as well as kitesurfers and windsurfers who take advantage of the steady trade winds. A visit will provide you with a contrast to the beach experience on the calmer, busier Caribbean coastline. On the weekend, locals come to fish and picnic. Another draw to the beach is one of the island’s most popular local restaurants and bars, the rustic Marjorie’s Beach Bar, which serves up local food and ambience.

One of the perks of staying at the St. Kitts Marriott Resort is the opportunity to test your skills at the Royal St. Kitts Golf Club, an 18-hole, par 71 course laid out along the island’s Caribbean coast. If you’re not a Marriott guest, however, head to the Irie Fields Golf Course at Kittitian Hill, where organic farms fringe the fairways. Designed by World Golf Hall of Famer Ian Woosnam, the course is maintained without pesticides or chemicals—if you see a herd of sheep grazing on the back nine, let them play through.

Shipwreck is a classic Caribbean beach bar with umbrellas (in both the sand and the drinks), snorkeling off the shore, and live music on Sundays from “4ish to 6ish.” Don’t miss the fish tacos, claimed to be the best you’ll ever taste. And bring your phone—the photo to get is one of the local monkeys that frequent the beach.

The Buccaneer has a long history. The colonial great house was built by Maltese knight Charles Martel in 1653. Located on a protected bluff, the house later became the home of Danish governor von Prock after Denmark’s 1733 purchase of the Virgin Islands. Fast-forward to 1947, when the Armstrong family transformed what was by then a cattle estate into the Buccaneer, St. Croix’s first family-run hotel. The resort, completely modern and still quite popular, operates the Buccaneer Golf Club, celebrated for its par 70 course that offers Caribbean views from 13 of its 18 holes.

Watch local artisans weave handmade baskets, hats, and bags from local grasses and palm fronds using traditional methods at the Middle Caicos Co-op. This nonprofit center helps support the local community on Middle Caicos and keeps Caribbean crafting traditions alive. Visitors stopping by the studio, located in Conch Bar, will often find a handful of the co-op’s 60 artists on site, happy to demonstrate their process and answer questions as they work on their pieces. Along with woven items, you’ll also find model sailboats, jewelry, and other handicrafts.

Restaurante Whapin is a great option for getting to know—and love—authentic Caribbean cuisine, with its unusual spices and unmistakable coconut infusions. A yummy snapper, Cahuita-style, does plenty to breach the distance between San José and the Caribbean. And that’s what good eating is all about: building bridges to the world’s farthest corners, one delicious bite at a time.

If you’ve developed a taste for the flavors of the Caribbean during your cruise, stop at this small spice shop to take some home with you. It’s hard to miss, since it’s located upstairs from the ferry dock. The owners hand-mix most of their signature spice blends. The top seller, Cruz Bay Grill Rub, is a potent dry rub that combines nutmeg, cinnamon, fennel and other spices. The shop also sells island-made candles, rum balls and hot sauces—but watch out for the one made with searing Scotch bonnet chili peppers, a favorite in the Caribbean.

Superlatives reign at this massive Palm Beach resort. Among the outsize offerings? The biggest casino in Aruba, with more than 500 slot machines and 26 gaming tables, as well as the island’s largest spa. Its 414 accommodations aren’t lacking for space either: Each room has a walk-in closet, double-sink bathroom, and private balcony; the highest-end suites are so palatial their balconies alone measure up to a sprawling 500 square feet—with ocean views to sweeten the deal. When you’re not playing roulette or indulging in a moisturizing coconut-milk wrap, kick back in one of the beachside palapas, or practice your breaststroke in the free-form pool, complete with cascading waterfalls and a volleyball net (a serene adults-only pool features a swim-up bar if that’s more your speed). In keeping with the more-is-more theme, guests are spoiled for choice with seven on-site restaurants, bars, and cafés, including a Ruth’s Chris Steak House, where the 500-degree plates ensure another best—the hottest meal in town.

To see the Panama Canal in person is to dive deeply into that nation’s history. Coming from the capital, the closest entry point is the Miraflores Visitor Center. Dedicate enough time to check out exhibitions that reveal why the waterway was built here and how the route shaped Panama’s international profile. Head outside to see how the canal works. The structure has several levels, and the third level is always crowded with visitors seeking photo ops. (There’s a restaurant on level four.) If you have time, the Agua Clara observation center on the canal’s Caribbean side offers views of newer, wider locks that opened in 2016.

Travelers hoping to find the lap of luxury need look no further than the Ritz-Carlton. Backed by the aquamarine waters of Palm Beach, the resort’s 320 rooms are generously sized, with cheery turquoise-and-yellow color schemes and balconies overlooking the ocean. Leisure pursuits can be as easy as a daytime doze in a poolside cabana or as strenuous as a catamaran sailing trip complete with diving lesson. Need a break from all that sun? Indoor facilities include a spa that specializes in island-inspired treatments (think full-body massages with local aloe and divi-divi tree oil) and a state-of-the-art gym that’s open 24 hours so guests can sneak in early-morning workouts. Before you roll your eyes, consider the four on-site restaurants (BLT Steak, from noted chef Laurent Tourondel, is a favorite). For an even more memorable experience, staff can arrange a private sunset dinner on the beach to the tune of a serenading violinist.

Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.

Though the DR isn’t traditionally known for its surfing, the little town of Cabarete (a 30-minute drive from the Puerto Plata airport) is fast becoming a hot spot for newbies and those wanting to take their board skills to a new level. Cabarete boasts several surf camps including SWELL, “a purpose-built surf camp” that attracts surfers and wannabe surfers from all corners of the globe. A cross between a hostel and a just-the-basics boutique hotel, the camp has co-ed quad dorms and private rooms accommodating some two dozen travelers of all ages — a healthy mix of singles and couples, mostly urban professionals. Days here start really early, but what does it matter when you’re on the water catching waves? (There’s always the rest of the day to make up for that lost shut-eye.) Once you’re done with your surfboard, wander into Cabarete to grab a cerveza and a bite. Be sure to check out the town’s other favorite pastime, kitesurfing. Just look to the sky.

Have you been here? Tell us about it below!End your day in Old San Juan with a pre-dinner stroll along the water, alongside the Old City Walls. It’s that time of day when everything seems to slow down, even the waters of the Caribbean Sea begin to ease into a glassy stillness - perfectly reflecting the midnight blue sky and the incandescent glow of the street lamps. Start from Paseo de la Princesa, at the Raices Fountain, and wind your way around the walls. Take in the views of the setting sun from the benches that line the walkway. Reminisce about the day and linger. There’s no need to rush into the night and tomorrow will come soon enough.