Fancy letting your hair down while the Caribbean groove resets your stress-o-meter? Get ready for a kick-back-and-relax tour because we've found deals in the Bahamas, Jamaica, and more. These 2-person flight and hotel packages are a great way to treat your partner to a little romantic break, too.
Our first port of call is St. Croix in the Virgin Islands. St. Croix is the largest of the Virgin Islands and the island's main town, Christiansted, is a beauty. The town's volcanic soil and distinctive Danish architecture make for a colorful mix of old-world style with tropical flair. The best part about your visit? You don't even need to dig out your passport to stay for 3-nights at Hotel on the Cay in St. Croix (from $297; a low by $59; expires November 30). Be sure to explore the nearby historical sites (such as the 18th century Fort Christiansvaern) and parks and gardens (like the Saint George Village Botanical Gardens) while you're there. But hey, there's also nothing wrong with spending time under a palm tree on one of the island's pristine beaches, occasionally mixing it up with a little scuba diving or snorkeling.
If you want to head a little further from home, then Mexico's Cancun beckons with a 4-night flight and hotel package for two at the all-inclusive Crown Paradise Club Cancun (from $1,073, a low by $82; expires October 23). Cancun is a perfect base for exploring the Riviera Maya, east Mexico's "Gateway to the Mayan World." This offer also includes 20% off car rentals, so you can checkout tourist hotspots like Playa del Carmen and Xcaret to the south of Cancun. Or keep it simple by availing of a 20% discount on spa treatments at the hotel's on-premises spa.
For more Caribbean deals head over to Nassau, the capital of the Bahamas. Don't forget to set your watch to "island time" when you book this 4-night flight and hotel package for two at the Wyndham Nassau Resort & Crystal Palace Casino (from $970, a low by $79; expires October 31). Situated on the northern beachfront, the hotel offers an array of amenities, but more importantly, it's a 10-minute drive to Nassau's Pirates Museum ($12 for adults, $6 for children). The island has a long and checkered history with pirates, most notoriously the pirate Blackbeard. Get swept up in your own swashbuckling adventure by boarding the museum's replica pirate ship and sample some pirate grog at the nearby local taverns.
While it's island time in the Bahamas, time stands still in Jamaica, especially at the all-inclusive Riu Ocho Rios resort. This 4-night flight and hotel package for two is a great getaway (from $1,275, a low by $239; expires October 23). Found on the northern beachfront of the island, the hotel is set amongst Ocho Rios' breathtaking rain forests and waterfalls. "Ochi," as the area is commonly referred to, is the perfect place to kick back and get acquainted with Jamaica's most famous export (next to Bob Marley of course): rum. Dark rum is the name of the game in Jamaica, and every establishment adds their own special twist to the drink. We're betting that you'll find just the right combination of rum, sun, and sand to dissolve your cares away. (Drink responsibly!)
But before you get swept away to the sound of reggae, let's sidetrack to the lesser-known islands of Turks and Caicos for a fabulous 4-night flight and hotel package for two at the Ocean Club Suite Resort (from $1,658; a low by $219; expires October 31). Located in Grace Bay Beach, the area boasts golf, diving, and fishing, and the extreme sport of "Doing Nothing At All". In this guide, you'll find helpful advice, such as "get up whenever you feel like it" and "day dream awhile." Hey, we could go pro with this!
For those of you who think you'll need just a little more to do than lounge around, choose a 4-night flight and vacation package at the all-inclusive Hotel Be Live Hamaca Beach (from $981, a low by $175; expires October 23) in Santo Domingo, Dominican Republic. Visitors can take a break from lazing on the hotel's private beach to visit a variety of museums and parks around the city. We recommend a trip to Alcázar de Colón, a 16th century villa in Santo Domingo's "Colonial City" neighborhood.
The final stop on this whistle tour is Puerto Rico. Check out this 3-night flight and hotel package for two at the Wyndham Rio Mar Beach Resort & Spa (from $593, a low by $229; expires October 23) to explore the rain forest and waterfalls of El Yunque National Rainforest (keep an eye open for the endangered Puerto Rican parrot and an ear open for the local Coqui tree frog). This package also includes a $100 food and beverage credit, which you can use at any one of the hotel's 11 restaurants. Puerto Rican food is an amalgamation of African and Spanish cuisine, but most dishes can be distilled into two important ingredients: pork and plantains. A perfect example of this is the island's unofficial signature dish "Mofongo."
And thus concludes our tour of pirates, rum, and tree frogs! We hope that something along the way sparked your interest in a Caribbean vacation. If you didn't quite find what you were looking for then take a gander at our weekly roundup of the top travel deals for additional discounted flights, hotels, and vacation packages.
At the time of publication, these travel deals offered the lowest prices we could find. Deals may include blackout dates, additional taxes, and fees. Some of our prices may be based on mandatory double occupancy.