Save Big on a Mystery Hotel with CheapCaribbean's Deal of Fortune

Looking for a cheap Caribbean vacation? Feeling adventurous? Then you'll want to spin CheapCaribbean's "Deal of Fortune". Unlike other surprise deal sites where your whole trip is a mystery, CheapCaribbean lets you choose the destination, but your hotel still stays a surprise.

Cheap Caribbean Vacations: Punta Cana
Punta Cana's beautiful beaches can be yours for 50 percent off.Shutterstock

How does Deal of Fortune work?

First, choose from an ever-changing list of potential destinations. You'll see a range of possible travel dates (usually a two- to four-month window). Resorts are rated on a scale of one (worst) to five (best) suns, and each mystery property is guaranteed to be at least a 4.5 sun rating. Past guest comments are available to peruse and you can also see a list of basic amenities like pools, mini bars, etc. Plus, you can see if the resort is family-friendly, adults-only or all-inclusive.

All mystery packages include airfare, so choose your travel dates, select flights, arrange ground transfers and optional activities, then take a leap of faith and click the book button. A week before you leave, you’ll find out the resort where you're staying. You can add additional guests or rooms or make changes to your trip, but fees will apply.

Cheap Caribbean Vacations: Puerto Rico
puerto-rico-deals
Plan a weekend getaway to explore Old San Juan, Puerto Rico.Shutterstock

What types of deals can you find?

When we checked out the site, CheapCaribbean was featuring primarily Puerto Rico, the Dominican Republic, Mexico and Jamaica, but packages change regularly. Two recent deals we found: four nights with airfare in Puerto Rico for $359 per person, and four nights with airfare at a Punta Cana all-inclusive resort for $589 per person. For those prices, it's worth taking a leap of faith.

But what if I don't like surprises?

If you’re slightly less adventurous, that's OK. Packages are available that will tell you the names of a few possible hotels you'll be booking, but they’re slightly less of a bargain. If you’re willing to spend $719 per person for three nights with airfare at an adults-only all-inclusive Montego Bay, the site will show your hotel as one of three five-sun rated resorts: Iberostar Grand Rose Hall, Secrets Wild Orchid or Secrets St. James Montego Bay. That way, you can rest a little easier knowing more details of your mystery hotel.

CheapCaribbean's Deal of Fortune isn’t for the type A traveler, but if you’re looking for an affodable Caribbean vacation, and you’re willing to relinquish control and embrace the unknown, they’ve got a package — and a deal — for you.