Four Seasons Anguilla

The Four Seasons Anguilla—a little slice of barefoot luxury where you can pretend the real world doesn’t exist for a while. We’ve included a video and some drool-worthy photos below to get your imagination running wild. Whether you’re thawing out this winter or plotting the ultimate spring break escape, this place has you covered. Rates start as low as $650/nt, and couples can vanish into their own private paradise, while families can let the kids run wild until they’re blissfully asleep, leaving the adults free to sip cocktails and bask in the kid-free silence.

Need space for the whole crew? They’ve got villas with up to five bedrooms, so you can bring everyone along and still avoid actually being around everyone.

As if that’s not enough, our relationship with Four Seasons gets you the goods: daily breakfast and a juicy resort credit. Oh, and here’s the cherry on top—most of 2025 includes a free night if you stay 5 or 6 nights. So, what are you waiting for? Email your team or info@crankyconcierge.com, and we’ll help you find your perfect moment to head down and chase a rainbow—or just lounge by the pool. Both are valid life choices.