Memorial Day, observed on the last Monday of May in the United States, is not a public holiday in Anguilla. However, the island often welcomes American visitors during this time, and local establishments may host special events or promotions to cater to them. Given the proximity of Anguilla Day to Memorial Day weekend in 2025, visitors during this period can enjoy a blend of local celebrations and cultural experiences. It’s advisable to check with local venues and the Anguilla Tourist Board for specific events and activities in Anguilla planned during your stay.
Memorial Day in Anguilla: Sun, Sand & Unforgettable Moments
Memorial Day is all about remembering, reflecting, and taking a well-deserved break. If you’re dreaming of soft white sand, turquoise waters, and the perfect mix of adventure and relaxation, Anguilla is calling your name. This little slice of Caribbean paradise has everything you need for an epic long weekend getaway, from jaw-dropping beaches to incredible food and laid-back island vibes.
And here’s the best part, your trip isn’t complete without the perfect place to stay. That’s where The Fountain Anguilla comes in. Tucked away on the world-famous Shoal Bay, it’s the kind of place where you feel like you’ve truly escaped. So, let’s dive into the best ways to make the most of your Memorial Day weekend in Anguilla!
Start with Shoal Bay—Because, Obviously
If you’ve seen pictures of Anguilla, chances are you’ve seen Shoal Bay. It’s the kind of beach that looks like a desktop screensaver, but better in real life. Think soft sand, ridiculously blue water, and a vibe that’s all about taking it slow.
Grab a lounge chair, order a rum punch from a beach bar, and let the island do its thing. Want a little more action? Snorkeling here is amazing, with colorful fish darting through the reefs just a few feet from shore. And when you’re ready to wind down, your cozy retreat at The Fountain Anguilla is just a short stroll away.
Chase the Sunset on a Boat
A Memorial Day weekend in Anguilla isn’t complete without a sunset cruise. Picture yourself on a sleek catamaran, a glass of champagne in hand, watching the unobstructed view of the sunset. Sounds dreamy, right? Tradition Sailing offers unforgettable sunset sails where you can toast to the good life while gliding across the Caribbean Sea. It’s the kind of experience that sticks with you long after your vacation ends.
Snorkel, Dive, and Explore the Deep Blue
If you love the ocean, Anguilla’s got plenty of ways to get up close and personal with it. Head to Little Bay, a hidden gem only accessible by boat or kayak. The snorkeling here? Unreal. Crystal-clear water, tons of fish, and a peaceful cove that feels like your own private paradise.
Hop Over to a Tiny Island for the Day
Why stick to one island when you can explore a few? Anguilla is surrounded by little cays that feel like secret hideaways. Sandy Island and Prickly Pear Cays are a must-visit! Imagine uninhabited islands with nothing but a beach bar, freshly grilled lobster, and swaying palm trees.
Eat Like an Islander
Food in Anguilla? Next level. From casual beach BBQs to five-star dining, your taste buds are in for a treat. For a chill, toes-in-the-sand vibe, The Sunshine Shack serves up the juiciest grilled snapper and ribs, with reggae beats in the background. If you’re craving something a bit fancier, Blanchards offers a fusion of Caribbean flavors in an elegant beachfront setting. Either way, you can’t go wrong.
Treat Yourself to Some Island R&R
Vacations should be about relaxation too, right? Start your day with a morning yoga session by the ocean, or book a massage at Zemi – Thai House Spa, trust me, you won’t regret it. And if you’re staying at The Fountain Anguilla, you don’t even have to leave your suite to enjoy some serious relaxation. Just lounge by the pool, sip a cocktail, and let island time take over.
Local Events Around Memorial Day Weekend
While there are no major island-wide celebrations specifically tied to Memorial Day, the period does coincide with some notable events:
Anguilla Regatta: This three-day event, celebrating the island’s national sport of boat racing, typically takes place in May. While exact dates for 2025 haven’t been confirmed, it often aligns closely with Memorial Day weekend.
Anguilla Day: Celebrated annually on May 30th, Anguilla Day marks the island’s independence from St. Kitts and Nevis in 1967. Festivities include a highly anticipated sailboat race around the island, starting and ending at Sandy Ground, accompanied by live music and local cuisine.
Why Stay at The Fountain Anguilla?
At the end of a sun-soaked day, you’ll want a place that feels like home, only better. That’s The Fountain Anguilla. On Shoal Bay, it offers spacious two-bedroom Anguilla luxury rentals, modern amenities, and a peaceful atmosphere that’s perfect for unwinding. This boutique escape is your personal slice of paradise.
Make Memorial Day One to Remember
If you’re looking for an unforgettable way to spend Memorial Day, Anguilla is where it’s at. From breathtaking beaches to world-class dining, live music, and island adventures, there’s no better place to relax, recharge, and celebrate life.
So, what are you waiting for? Pack your bags, book an Anguilla vacation rental at The Fountain Anguilla, and get ready for the ultimate Memorial Day weekend in paradise.
