Why you should go: Grand Cayman may be known as a millionaire's playground with glitzy shopping and a crowded cruise port. Yet the Wyndham Reef Resort is on island's wonderfully quiet and remote east end, far removed from the bustle. The relaxing outpost is set on a gorgeous beach and offers activities like snorkeling (free for Travelzoo members), kayaking and diving—and it's under an hour’s drive from attractions like Seven Mile Beach and George Town.

What’s the big deal? A Cayman can set your wallet back big time: it's one of the most pricey destinations in the Caribbean. We rarely find discounts here, which is why we're so excited for this offer that saves members almost half on four nights in a beachfront room. This deal also includes a $50 food-and-beverage credit and $50 spa credit.