Whether your first trip as a couple was to this picturesque locale or you’re looking for a meet-in-the-middle destination for guests coming in from all corners of the world, Anguilla is ramping up to be a top wedding destination. Over The Moon is no stranger to Anguilla-based weddings and honeymoons, and we cannot wait to see even more this year. For East Coast–based couples, we can assure you, it’s easier than you think to get to this tropical paradise, and all your guests will thank you for the scheduled mini-vacation. We’ve heard whispers that true direct flights from New York City to Anguilla will soon be here, but until then, a short four-hour, picturesque flight to St. Maarten—which has the famous beachside runway—is only followed by a 25-minute ferry ride over crystal blue waters.

When to Go

The best time to visit Anguilla is between December and August. The dry season is from winter to May; however, the ideal time for your budget may be during the summer. Avoid August through November, as hurricane season is not to be messed with, especially when planning a wedding.

Where to Stay

The Four Seasons Resort and Residences Anguilla will blow you and your guests away. Set along the island’s northwest shore, the hotel’s accommodations range from beachfront multi-bedroom villas to luxurious suites, and everyone can easily stay on property—no matter how large your party is.

In the lobby, you’re greeted with a rich marble lobby and inviting hosts—and of course, rum punch on tap. Once checked in, you’ll see that every room is meticulously decorated with an elevated tropical feel. And whether you choose to book out the hotel for the day or have an intimate wedding with a room block, the venue choices are spectacular at the Four Seasons—think private beaches and overlook points that have nearly 360-degree views of the bluest waters.

Where to Eat

The Four Seasons Resort and Residences Anguilla already has an amazing chef and catering team, so you don’t have to worry about picky eaters or unhappy guests during the reception. For a rehearsal dinner or welcome party, we absolutely love Salt by the infinity pool (your photographer will be in heaven as the sun sets) or the Half Shell Beach Bar.

In the mornings, greet your guests at Salt or the brand new Café Nai—also do not sleep on this cafe for pictures; its pink walls and shell-forward decor is great for shots with your girls. And during the holiday season, part of the space will transform into a fun candy shop—great for kids or a late-night sweet treat.

Right before golden hour, make a reservation for the Sunset Bar—it’s open to the public, so reservations are always handy during peak season. We recommend the pad thai; it was unexpectedly one of the best meals. And a DJ starts playing once the sun goes down to keep the vibes up. From December 19-22, celebrity chef Judy Joo will be partaking in a pop-up here, no doubt filled with Korean soul food dishes. And on New Year’s Eve, ultra-cool DJ duo Coco and Breezy will be playing until 2025 rings in!

If you have an extra night, take advantage of the Barefoot Beach Barbecue. Make a reservation before the sun sets, leave your shoes on the grass, order that pina colada, and dine on fresh fare—there was everything from paella to plantains, juicy steaks, and fresh sorbet.

What to Do

Want to explore the island? Take a drive in a colorful Moke to other parts of Anguilla. Not luxe enough for you? The Four Seasons Anguilla even has a Louis Vuitton Moke to cruise in style.

Looking for something truly one-of-a-kind and unique? This winter, Formula 1 performance coach Pyry Salmela will be leading an activation at the Four Seasons Anguilla’s indoor-outdoor gym on how to train like Pierre Gasly and Daniel Ricciardo.

When you’re not sunbathing, splashing in the family or adult pools, or diving into the ocean waves by Four Seasons Anguilla, charter a boat to take you and your guests out to see the island from the water’s point of view. You can set one up through the hotel, or we love Calypso Charters and Striker Rum & Reel—the latter is especially popular with a crowd who’s fond of fishing. Cruise to Little Bay, where the Jumping Rock lives. For thrill seekers, climb up 20 feet to the top and get a boost of adrenaline on the way down. Take this writer’s word: The rocky but adventurous trip up, assisted by a rope, is the worst part. And you won’t regret facing your fears. If you need a boost of confidence, sip some of that infamous local rum punch before you take the leap of faith.

For a truly unique experience, ask your captain to take you to Sandy Island. A beach bar and restaurant is the only establishment on this 820-foot-long strip of white sand, surrounded by the bluest water. It’s available for private hire and would be a once-in-a-lifetime beach party venue that your guests will talk about for the rest of their lives.

Want an experience akin to Nikki Beach? Consider Savi Beach club. Its luxe design, live music, delicious food, and waterfront views make it the ultimate place to host a reception, after-party, or Sunday hair of the dog–type situation. Think “dancing on couches, swinging your napkin” vibes. What a send off that would be!