Top Caribbean All-Inclusive Deals

As winter temperatures on the mainland drop, there’s no better time to hit the Caribbean islands for a quick dose of warm sun and cool tropical cocktails. We scoured the web and manned the phones to capture a few of the best deals. Book soon—like piña coladas, they’re sure to go fast.

Ritz-Carlton Jamaica's New Escape to Luxury All-Inclusive Package

The Deal: The upscale Ritz-Carlton chain has toyed with the all-inclusive formula for years, and is beta-testing the concept with an Escape to Luxury offer at the Ritz-Carlton Golf & Spa Resort in Rose Hall, Jamaica. Though the package doesn’t include airfare, it does include three meals daily at its casual restaurants, select alcoholic and non-alcoholic beverages, and a 5th-night free. Travel must be completed before December 22.

Need to Know: Surcharges can add up; for instance, dinner at the resort's more formal White Witch restaurant costs $25 extra per person.

The Details: The 4-night all-inclusive package starts at $1,756, or $439 a night for two, which works out to an excellent $220 per person, per night. Regular room rates—without any extras—start at $299 a night for double occupancy, so when you add in the extra night, you're getting most of your meals and drinks for free.

Book It: Visit Ritz-Carlton Golf & Spa Resort.

Save 42% on Aruba Golf Vacation (Kids Stay Free)

The Deal: The all-inclusive program at the all-suite Divi Village Golf & Beach Resort in Aruba means that this 3-night-minimum package covers food at 10 different restaurants, cocktails, non-motorized water sports, golf, and the on-site Kids Club. The package also includes transportation to the Alhambra Casino up the beach, access to the island’s only rock-climbing wall, and select excursions.

Need to Know: Full payment is required at the time of reservation.

The Details: Prices start at $526 per night, or $1,578 for three nights. The trip would cost at least $2,250 to purchase items à la carte—a 42% savings.

Book It: Visit Divi Resorts.

Airfare and 3-Night Hotel for 40% off in Punta Cana

The Deal: The white-sand beaches of the Dominican Republic's popular Punta Cana are closer than ever with this 3-night package to the Gran Bahia Principe Bavaro. The deal includes airfare, all food and drinks at nine restaurants, and windsurfing or sailing classes, among the many on-water activities. Upgrade to a junior-suite Club Hacienda room for $200 more per night. Book by midnight on November 24.

Need to Know: Deal includes flights out of five Midwest cities; other gateways are more expensive.

The Details: Prices start at $1,398 for two, which works out to $233 per person, per night. That's a savings of more than 40% off normal rates.

Book It: Visit Apple Vacations.

Planning a trip to the Caribbean?

For up-to-the-minute planning information and recommendations, check out our online Caribbean Travel Guide.

Photo credit: Courtesy of Ritz-Carlton Golf & Spa Resort / Paul Barton