Traveling to Anguilla with kids? You’re in for a delightful family adventure! This serene Caribbean island, often associated with romantic getaways, is also a fantastic destination for families seeking both relaxation and exploration.
If you’ve ever dreamed of visiting Anguilla with your little ones in tow, let us just say you’re in for a treat. Anguilla may be known as a luxury destination or a romantic hideaway for couples, but don’t let that fool you. It’s also an amazing, low-key place to bring the whole family. We’re talking about wide open beaches, calm turquoise waters, friendly locals, and plenty of activities that will keep everyone, yes, even your picky eater and your too-cool tween, happy.
Why Anguilla Works So Well for Families
One of the first things that makes Anguilla stand out as a family destination is the sense of safety and calm that comes with being on a small, welcoming island. There’s no hustle and bustle here, just a peaceful, close-knit community where people actually greet you in passing, and kids are welcomed everywhere. It’s honestly one of the easiest Caribbean islands to explore with kids because it’s not overcrowded, the roads are manageable, and the vibes are relaxed.
The beaches here are next-level beautiful, and the best part is how uncrowded they are. You can show up to Shoal Bay or Rendezvous Bay and feel like you have the entire shoreline to yourself. That kind of space gives your kids freedom to run around, dig in the sand, and paddle in the shallow water while you kick back and relax a little.
When’s the Best Time to Go?
The most popular time to visit is between December and April, when the weather is cooler and the skies are consistently sunny. If you’re planning beach days and outdoor adventures, this is prime time. That said, it’s also the most expensive time to travel, so if you’re working with a budget, you might want to look at slower seasons (May to June or November), when prices dip a little and the island is quieter, but the weather is still really nice.
Getting Here with Kids (Without Losing Your Mind)
Traveling to Anguilla with children requires just a bit of extra planning, mostly because there aren’t many direct international flights. Most people fly into St. Maarten and then hop over to Anguilla by ferry or a short flight. The ferry ride is quick, about 20 minutes, and the views of the Caribbean make it kind of an adventure in itself. If you’re worried about keeping the kids entertained, just pack a few snacks, games, and maybe a small tablet to keep everyone calm and content during the transfer.
Another solid option is flying through San Juan, Puerto Rico. There are direct flights from there to Anguilla’s airport, which can be super convenient if you’re trying to avoid a boat ride altogether.
Either way, a well-packed carry-on is your best friend. We always recommend bringing wet wipes, a change of clothes, something to nibble on, and a couple of surprises for entertainment. Trust me, it makes a difference.
Where to Stay on a Family-Friendly Budget
The Fountain Anguilla is a great place for families. We’re located super close to Shoal Bay East and offer roomy condo-style units with full kitchens, which is a game changer when you’re traveling with kids. You get the comfort and privacy of a home, along with resort-level amenities like a pool and easy beach access. It’s quiet, stylish, and way more affordable than some of the big-name resorts. And being near Shoal Bay means you can walk to one of the island’s most beautiful beaches any time you like.
Beaches Your Kids Will Absolutely Love
Let’s talk sand and sea. Anguilla’s beaches are all public and incredibly well-kept, and they each have their own personality. Sandy Ground is one of our favorites; it’s wide, peaceful, and has water so clear you can see your toes. The sand is powdery soft, and it’s perfect for building castles, chasing waves, or just letting your kids run wild.
Rendezvous Bay is another family gem. It’s quieter, great for gentle swims, and perfect for shell collecting. If you’re staying near Meads Bay, you’ll also love it for its easy access to restaurants, restrooms, and space to spread out.
Feeling adventurous? Take the kids to Crocus Bay and rent a kayak or take a boat ride over to Little Bay. It’s a secluded beach only accessible by water, and it feels like your own private island for the day.
Things to Do Besides the Beach
Sure, the beach is amazing, but there’s more to do if your family likes variety. A glass-bottom boat tour is always a hit. Kids get to see fish and coral without even getting wet, and parents can enjoy the calm ride and ocean breeze. If your little ones are comfortable in the water, snorkeling is a great next step. Shoal Bay and Little Bay are two perfect spots to start.
For something even more laid-back, you can explore nature trails around East End Pond or Cove Pond. These are great places to spot local birds and let kids burn some energy. You might even want to pop into the Heritage Collection Museum for a look at Anguilla’s history. It’s small, but really charming and surprisingly engaging for kids.
Some resorts and local businesses even offer cultural experiences like drumming classes, traditional dancing, or cooking lessons with local chefs. These hands-on activities are such a great way to immerse your kids in island culture while making special memories together.
Eating Out as a Family
Eating out with kids can go one of two ways: either it’s super chill, or it’s… an adventure. Luckily, Anguilla leans more toward the chill side. Places like Blanchards Beach Shack are casual, right on the sand, and have plenty of kid-friendly menu options. You can grab a burger or a wrap while the kids play nearby.
Tasty’s is another favorite. It offers local cuisine in a relaxed setting that doesn’t feel stuffy. If you want a meal with space to stretch out, Blanchard’s Beach Shack gives you room to breathe, and it’s right on the beach. And Roy’s Bayside Grill? Total win. It has a kids’ menu, highchairs, and plenty of familiar food options.
Before you head out, it’s never a bad idea to call ahead and check if they have things like booster seats or space for strollers.
What to Pack (So You’re Not Scrambling Later)
Packing for a beach Anguilla vacation with kids is all about being prepared but not overloading. You’ll want sunscreen (reef-safe is best), sun hats, breathable clothing, swimsuits, and water shoes or sandals that can handle a little adventure. A stroller or carrier, whichever fits your child’s age and energy levels, is a must.
Don’t forget to bring beach toys, a basic first aid kit, and any medications your child might need. Throw in a couple of reusable water bottles and some non-perishable snacks, and you’ll be golden.
Staying Safe & Healthy on Your Anguilla Vacation
Anguilla is one of the safest islands in the region, but it’s still smart to stay on top of basic safety. The sun here is strong, so reapply sunscreen often, make sure everyone stays hydrated, and always check the sea conditions before letting kids jump in.
In case of emergencies, the local hospital is Princess Alexandra Hospital, and you can dial 911 if needed. Having travel insurance is definitely worth it, especially with kids, just for that added peace of mind.
Making the Most of Your Budget
Traveling with kids can add up quickly, but there are a bunch of easy ways to save. Booking somewhere like The Fountain means you can cook your own meals and skip pricey restaurants some nights. Public beaches are free, so beach hopping can be your daily activity at no cost. Roadside BBQ spots and local eateries are not only delicious, they’re budget-friendly too.
If your schedule allows, visiting during the off-season or slower months helps you get better rates on flights and lodging. And honestly? Those quieter times can feel even more magical.
Your Family’s Island Adventure Awaits
Anguilla may not have amusement parks or big resorts with water slides, but what it offers is something way more valuable. It’s a chance to slow down, disconnect from the usual chaos, and really connect as a family. Whether you’re splashing in the waves, sharing grilled fish on the beach, or learning about the island’s culture together, these are the kind of moments your kids will remember.
So, if you’re thinking about visiting Anguilla with your little ones, we say go for it. It’s family-friendly in all the right ways. It’s easy to get around, safe, stunning, and full of heart. Your island adventure is waiting!
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.
Anguilla, a sun-kissed paradise in the Caribbean, is famed for its dazzling white-sand beaches and ultra-luxurious resorts. While the pristine shores of Shoal Bay East and the opulent tranquility of The Fountain Anguilla draw visitors from all over the world, this enchanting island has far more to offer than just its postcard-perfect coastline. For those willing to step off the well-trodden path, Anguilla hides a treasure trove of underappreciated sights, cultural wonders, and natural marvels waiting to be explored.
In this Anguilla attractions guide, we’ll take you beyond the obvious, diving into the lesser-known yet equally mesmerizing corners of Anguilla. From ancient petroglyphs and hidden beaches to vibrant fishing villages and offshore cays, you’ll discover the soul of Anguilla, one adventure at a time. In this blog you will get pro-tips and, of course, we’ll let you know how far each spot is from the luxurious comfort of The Fountain Anguilla, ensuring you can plan your days with ease.
Fountain Cavern National Park
Just a stone’s throw away, a quick 5-minute drive or a 20-minute walk from The Fountain Anguilla lies one of the island’s most awe-inspiring natural wonders: the Fountain Cavern National Park.
This mystical underground cave, featuring a freshwater pool and sacred petroglyphs, is an archaeological goldmine and a testament to the island’s indigenous past. The petroglyphs, believed to be carved by the island’s original Arawak inhabitants, depict spiritual symbols and figures that offer a glimpse into their ancient world. But, because access to the cave is restricted to protect its integrity, you will need to arrange a guided tour in advance through the Anguilla National Trust.
As one of the most important pre-Columbian sites in the Caribbean, the historical significance and natural beauty of the site make it a must-visit. It’s a rare opportunity to connect with the spiritual and cultural legacy of Anguilla’s earliest people.
Island Harbour Village
If you’re looking to experience Anguilla beyond its luxury resorts, head to Island Harbour, a charming fishing village on the island’s northeastern coast. Here, colorful wooden boats bob gently in the turquoise waters, and local fishermen haul in the day’s freshest catch. This lively coastal spot is also home to the beloved Festival Del Mar, an annual celebration of the island’s maritime heritage, featuring boat races, seafood feasts, and live music. Located about 3 miles (4.8 km) east, a breezy 7-minute drive from The Fountain, Island Harbour is best reached by car.
You can also stop by Scilly Cay, a nearby islet known for its lobster lunches and rum punches, accessible by a quick boat ride from the village. Combine your visit with a swim or snorkel in the crystal-clear waters.
Visiting Island Harbour is a chance to interact with friendly locals and experience authentic island life and the perfect spot to snap stunning photos of the traditional fishing boats. The laid-back atmosphere and authentic vibe make it a refreshing contrast to the island’s more polished tourist areas.
Scilly Cay
Scilly Cay is a tiny, uninhabited islet except for the legendary beach bar and restaurant that calls it home. Imagine stepping onto a tiny, sun-drenched island where the scent of grilled lobster fills the air, a reggae tune drifts lazily from a nearby speaker, and the turquoise sea stretches endlessly in every direction. Welcome to Scilly Cay, Anguilla’s best-kept secret and an absolute must-visit for those looking to experience an authentic, laid-back Caribbean paradise.
If you’re staying at The Fountain Anguilla, this magical little cay is just a short adventure away offering some of the freshest seafood and strongest rum punches. And getting there is super easy! Just a 7-minute drive to Island Harbour, then a 2-minute boat ride makes it a perfect half-day or full-day trip.
The crystal-clear waters surrounding Scilly Cay are perfect for a refreshing dip. Since the island is protected by a natural reef, the water remains calm, making it an ideal spot for both swimming and snorkeling. This is a cash-only establishment though, and credit cards are not accepted, so be sure to walk with cash.
Scilly Cay is the definition of a Caribbean dream; an intimate, picturesque island where time slows down, the seafood melts in your mouth, and the rum flows freely. So, if you’re staying at The Fountain Anguilla, grab your swimsuit, head to Island Harbour, and set sail for Scilly Cay to your own private slice of paradise.
Savannah Bay
Keeping it relatively close, just 4 miles (6.4 km) southeast, about a 10-minute drive, we suggest you visit this other special place called Savannah Bay. Anguilla has no shortage of breathtaking beaches, but Savannah Bay remains a hidden jewel. Away from the tourist crowds, this vast stretch of powdery sand and crystal-clear waters is the definition of tranquility. It’s the kind of place where you can lay out a towel, listen to the gentle waves, and feel like you have the entire beach to yourself.
You undoubtedly will want to spend some time. It’s secluded and peaceful, perfect for a private beach day. It’s ideal for swimming, sunbathing, or simply unwinding with a good book. A great alternative to busier beaches like Shoal Bay.
Crocus Bay and Katouche Bay Hiking Trail
While the beaches of Crocus Bay are well-known for their tranquility, few visitors explore the rugged hiking trails that lead to Katouche Bay, often referred to as the “Valley of the Cave.” This hiking trail is a perfect mix of beach, jungle, and cave exploration, great for adventurers looking to add some hiking to their itinerary and a chance to spot rare island wildlife.
The trail rewards adventurers with lush vegetation, fascinating rock formations, and a sense of solitude rarely found on the island. Katouche Bay is also home to caves that are believed to have been inhabited by Anguilla’s earliest settlers.
Crocus Bay is about a 10 to 15-minute drive from The Fountain Anguilla. Be sure to bring sturdy footwear, and water, and have a guide if you’re unfamiliar with the terrain. The trails can be challenging but are well worth the effort. A guided experience will also help you spot wildlife and learn about the island’s native flora. Whether you’re a nature enthusiast or simply seeking a unique experience, this hike offers both adventure and history.
Sandy Ground’s Heritage Trail
On the western end of the island, Sandy Ground is often seen as Anguilla’s social and cultural hub. It was once the capital of the island. While many flock here for beach bars and nightlife, few take the time to explore its rich history through the Sandy Ground Heritage Trail.
The trail offers a window into Anguilla’s salt production history, with remnants of salt ponds and a pump house. Local guides share stories of how the salt trade shaped the island’s economy in the 19th and early 20th centuries. Beyond its historical significance, the trail provides stunning views of the surrounding area, making it a feast for the eyes as well as the mind.
The Fountain Anguilla is located in Shoal Bay East, on the northeastern coast of Anguilla. Sandy Ground is centrally located and easily accessible by car or taxi. The distance between The Fountain Anguilla and Sandy Ground is approximately 10 kilometers (6.2 miles), which typically takes about 20 minutes to drive.
Visit in the early morning or late afternoon to avoid the midday sun, and don’t forget your camera for picturesque views of the salt ponds and nearby beaches.
Anguilla’s Salt Ponds
Anguilla may be best known for its powdery white beaches and turquoise waters, but the island has another fascinating natural feature that often goes unnoticed: its salt ponds. Once the backbone of Anguilla’s economy, these shimmering, sun-kissed lagoons hold a deep-rooted history, a thriving ecosystem, and an off-the-beaten-path charm that makes them a must-visit for nature lovers and history buffs alike.
If you’re staying at The Fountain Anguilla, taking a trip to the island’s salt ponds is an easy and rewarding excursion. Whether you’re a birdwatching enthusiast, a photography lover, or simply someone who enjoys exploring unique landscapes, Anguilla’s salt ponds offer a serene escape from the bustling beach scene.
Anguilla’s salt ponds are a haven for birdwatchers, providing an ideal habitat for a variety of bird species. Snowy egrets, herons, brown pelicans and Black-necked stilts are commonly spotted wading through the shallow waters, searching for food. The peaceful, undisturbed nature of these ponds makes them one of the best birdwatching spots in the Caribbean.
There are over 12 salt ponds scattered across Anguilla, each offering its own unique beauty and experience. Here are a few of the most notable ones:
Located in Sandy Ground, this is the most famous salt pond in Anguilla due to its historical importance. This pond is about 7 miles (15-minute drive) away from The Fountain and best for history, photography, birdwatching.
West End Pond is the largest salt pond in Anguilla and a prime spot for spotting flamingos. This pond is 12 miles (25-minute drive) away from The Fountain and best for birdwatching and nature walks.
One of the least-visited salt ponds, Long Pond in East End offers a serene escape for those looking to experience Anguilla’s quieter side. The pond is 5 miles (10-minute drive) away from The Foutain and ideal for solitude and scenic landscapes.
Anguilla’s salt ponds may not get as much attention as its beaches, but they offer an incredible opportunity to connect with the island’s history, wildlife, and raw beauty. For all the locations, it is best to visit during early morning or late afternoon when the light is golden, and the birds are most active. Be sure to bring binoculars and a camera with a zoom lens to capture stunning wildlife shots!
Anguilla’s Local Art Galleries
While Anguilla is celebrated for its natural beauty, its burgeoning art scene is equally compelling. Several local galleries showcase the island’s creative spirit. If you need a break from the sun and sand, stepping into a cool, tranquil gallery offers a refreshing change of pace. Many galleries also double as cultural hubs, where you can chat with artists, learn about the island’s history, and even catch a live demonstration.
Devonish Art Gallery & Cheddie’s Carving Studio
Both located in West End Village, the distance between these galleries from The Fountain Anguilla is 12 miles or 25-minute drive.
Run by talented sculptor Courtney Devonish, Devonish Art Gallery is a treasure trove of handcrafted pottery, wooden carvings, and intricate jewelry. Devonish’s sculptures, made from mahogany and other tropical woods, have a distinctive elegance, blending contemporary designs with traditional craftsmanship. Devonish often creates small, affordable sculptures that make perfect keepsakes or gifts. Also, if you’re lucky, you might catch him working on a new piece in his studio!
On the other hand, Cheddie Richardson, one of Anguilla’s most celebrated sculptors, transforms driftwood and other natural materials into stunning works of art. His sculptures, often inspired by marine life and island folklore, have gained international acclaim. The studio itself is an experience, with pieces ranging from delicate carvings to large statement sculptures that command attention. Each piece has a fascinating background, whether it’s inspired by a local legend or a moment from his childhood.
Many of the pieces are available for purchase, so consider taking home a unique keepsake. The artists are often present, allowing you to gain insight into their creative process.
Plan Your Trip to Anguilla Today
Anguilla is a sparkling gem, but beyond its sun-drenched beaches and luxurious resorts lies a world of hidden treasures just waiting to be uncovered. Whether you’re a thrill-seeking adventurer, a history lover with a curious spirit, a nature admirer craving untouched beauty, or an art enthusiast searching for inspiration, this island has something special in store for you. Wander through ancient caves whispering tales of the past, stroll along secret beaches where the only footprints are your own, or dive into the island’s vibrant culture in charming villages. So, next time you’re in Anguilla, book your Anguilla vacation rental at The Fountain Anguilla and go beyond the obvious, because you just might stumble upon the most magical moments of your trip! Reach out today and book our studio penthouse at The Fountain Anguilla today.
If there’s one thing Anguilla knows how to do aside from boasting some of the most breathtaking beaches in the Caribbean, it’s serving up incredible food. This tiny island may be small in size, but it’s bursting at the seams with culinary gems, from hidden beachfront shacks serving up just-caught seafood to elegant restaurants where you’ll be treated like royalty.
Whether you’re staying at Fountain Anguilla or just exploring the island, prepare your taste buds for an adventure. Below, we will share with you the top Anguilla dining picks in specific order, based on visitors’ reviews and requests. Let’s take a delicious journey through these unforgettable dining spots, each offering its own unique take on paradise-on-a-plate. Plus, we’ll make it easy for you to plan your visit with distances from The Fountain Anguilla so you can hop in your car and follow your cravings. Buckle up, food lovers, this is the ultimate guide to eating your way through Anguilla!
Madeariman Restaurant – Shoal Bay
If you’re looking for casual, toes-in-the-sand dining with bold Caribbean flavors, this is your spot. Madeariman is all about unfussy, delicious food with an unbeatable beachfront view. Situated directly on the pristine Shoal Bay East, literally 2-minute drive away from The Fountain, Madeariman offers a delightful beachfront dining experience. The menu boasts a variety of seafood dishes, including fresh lobster and fish, as well as international favorites like pizzas and pastas. The relaxed atmosphere, combined with live music on select evenings, makes it a must-visit spot for both lunch and dinner. The seafood pasta is a must, and their grilled lobster? Absolute perfection.
20 Knots – Shoal Bay East
A 3-minute drive or a leisurely 10-minute walk away from The Fountain is 20 Knots, the chic-yet-relaxed beachfront restaurant at Zemi Beach House on Shoal Bay East. 20 Knots is the kind of place where time slows down, and every bite feels like a mini vacation. 20 Knots takes the bright, sun-drenched flavors of the Caribbean and weaves them seamlessly with Mediterranean influences, creating a menu that’s both comforting and exciting.
If you love light, zesty, and ultra-fresh seafood, this dish is a must. Imagine tender chunks of just-caught fish, marinated in citrus juices, kissed with a hint of heat from local peppers, and topped with fresh herbs. Every forkful is a burst of tropical sunshine.
As a seafood lover, the Lobster & Mango Salad is everything! Nothing says Anguilla indulgence like sweet, buttery lobster tossed with ripe, juicy mango, fresh greens, and a delicate citrus dressing. This salad is equal parts refreshing and luxurious.
For the foodies who prefer meat or veggies, 20 Knots has something for you too. And of course, you can’t forget dessert. The coconut panna cotta is light, creamy, and delicately sweet, while their chocolate lava cake is pure decadence—think warm, gooey chocolate oozing onto your plate, just waiting to be devoured.
Tropical Sunset – Shoal Bay
Tropical Sunset is a favorite for those who want simple, delicious food without the fuss. It’s the kind of place where you can linger over a cocktail and let the ocean waves set the rhythm of your evening.
We would recommend this spot for lunch! Their grilled snapper, conch fritters, and a killer rum punch are what you should order when you get here. This spot is the definition of no-frills, all-flavor island dining. The vibe is relaxed, the drinks are cold, and the view? Straight-up mesmerizing.
Just a few more minutes away are some noteworthy foodie spots.
The Pit Stop by Ben – Island Harbour, Anguilla
This roadside restaurant is approximately a 10-minute drive away from The Fountain. For those seeking an authentic local experience, The Pit Stop by Ben offers traditional Anguillian dishes in a cozy setting. Known for its hearty portions and friendly service, the menu features items like grilled crayfish, stewed goat, and a variety of seafood options. It’s an excellent spot to immerse oneself in the island’s culinary traditions.
Artisan – Island Harbour, Anguilla
Artisan is not just a restaurant, it’s an experience, a love letter to authentic Italian flavors and a haven for pizza lovers. But we’re not talking about just any pizza; we’re talking about wood-fired, Neapolitan-style masterpieces, the kind that have crispy, charred edges, a pillowy-soft center, and ingredients so fresh you’d swear they were flown in straight from Italy.
With its cozy, open-air setting, the ambiance here is effortlessly romantic and rustic, making it perfect for a relaxed dinner under the stars. Whether you’re a self-proclaimed pizza connoisseur, a lover of fine wines, or someone who simply appreciates the magic of good food made with heart, Artisan Anguilla is a must-visit. And with it being just a 10-minute drive from The Fountain Anguilla, there’s really no excuse not to indulge in a night of wood-fired bliss.
Hibernia Restaurant & Art Gallery – Island Harbour, Anguilla
Hibernia offers a unique dining experience by combining exquisite cuisine with an art gallery showcasing pieces from around the world. The menu is an eclectic mix of Asian and European influences, featuring dishes like Thai-style fish and duck breast with tamarind sauce. The serene garden setting and curated art collection enhance the overall dining experience.
Be sure to visit here and ask for Mary Pat, one of the owners, she is the sweetest! And because it’s only approximately a 10-minute drive away from The Fountain, you should definitely schedule this in your itinerary.
Scilly Cay
Just off the coast of Island Harbour, on Anguilla’s northeastern side. Hop on a free boat ride from Island Harbour only takes 2 minutes. Getting to Scilly Cay is half the fun. Simply head to Island Harbour, wave to the boat operator (Yes, literally just wave your arms!), and they’ll whisk you across the shimmering blue waters. No reservations, no schedule just classic, carefree island style.
Scilly Cay is famous for its mouthwatering seafood, grilled fresh to order over an open flame. The lobster, crayfish, and snapper are cooked to perfection, seasoned with Caribbean spices, and served alongside hearty rice and salad. The portions are huge; you’ll want to bring a big appetite!
A trip to Scilly Cay isn’t complete without their world-famous rum punch. Made with at least three types of rum, a splash of tropical fruit juices, and an extra kick of island magic, this drink is not for the faint of heart. Locals say one punch will relax you, two will make you dance, and three…well, good luck getting off the island! Sip slowly; this punch is dangerously strong!
Let’s go over to Sandy Ground, which is about 15 minutes’ drive away from The Fountain.
Dolce Vita – Sandy Ground
Sometimes, you just need Italian comfort food. Yes, even in the Caribbean. Dolce Vita delivers homemade pasta, dreamy seafood dishes, and a romantic waterfront setting that will make you want to stay forever.
Dolce Vita is a place where flavor, passion, and hospitality come together in the most delicious way possible. Whether you’re a pasta connoisseur, a wine lover, or simply someone who appreciates a truly outstanding meal, this is a must-visit spot during your time in Anguilla.
With an extensive wine list and dishes bursting with authentic Italian flavors, Dolce Vita brings a little slice of Italy to the Caribbean. Whether it’s a romantic date night or a family gathering, this spot never disappoints. The Cioppino and Nutella cheesecake will change your life, guaranteed.
And with just a 15-minute drive from The Fountain Anguilla, getting there is as easy as twirling a forkful of homemade fettuccine.
Roy’s Bayside Grill – Sandy Ground, Anguilla
This is a favorite spot for a hearty breakfast! Roy’s Bayside Grill is a beloved establishment known for its British-inspired menu and beachfront location. Guests can indulge in dishes like fish and chips, shepherd’s pie, and fresh seafood platters. The relaxed atmosphere and regular live music events make it a popular spot for both locals and tourists.
Straw Hat Restaurant – Meads Bay
About a 20-minute drive from The Fountain imagine sitting seaside, toes buried in the warm sand, while a salty ocean breeze flirts with your senses. Now add a plate of fresh, buttery snapper, a piña colada that tastes like pure sunshine, and the smooth sound of waves kissing the shore. That’s what you get at Straw Hat. The coconut cake alone is worth the trip.
The restaurant’s atmosphere balances refined dining with a relaxed, island-chic aesthetic. Locals and visitors alike rave about the service; warm, welcoming, and always ready with an excellent wine pairing recommendations. Whether you come for lunch or a candlelit dinner, every moment at Straw Hat is a sensory delight. The jerk-spiced mahi-mahi is a knockout, and their famous coconut cake is nothing short of legendary.
Blanchard’s Restaurant– Meads Bay
Like Straw Hat, Blanchard’s is about 20 minutes away from The Fountain. Blanchard’s is the kind of place you walk into and instantly feel at home, except this “home” happens to serve some of the most delicious Caribbean-inspired dishes you’ll ever taste. The outdoor patio is draped in twinkling lights, and there’s a laid-back yet elegant vibe that makes everything taste even better.
Blanchard’s menu is a love letter to the island’s vibrant flavors, crafted with a touch of sophistication. Their commitment to fresh ingredients and bold flavors makes every dish sing. Their coconut-crusted grouper is practically a work of art, and the lobster risotto? Heavenly. Whether you’re in the mood for seafood, steak, or a tropical-inspired vegetarian dish, they’ve got you covered.
Jacala – Meads Bay
An elegant yet effortless beachfront French-Caribbean bistro where the chefs greet you like an old friend and every dish feels like a love letter to flavor—that’s Jacala. It’s intimate, refined, and the kind of place you’ll dream about long after you leave.
Here, dining is an experience, with dishes plated so beautifully you almost hesitate to take the first bite. But once you do? Pure bliss. The menu is carefully curated, with French-inspired techniques complementing the fresh, locally sourced seafood. Their grilled crayfish is melt-in-your-mouth perfection, and the foie gras? Pure indulgence.
Sharky’s Restaurant – West End, Anguilla
Approximately 25 minute drive away from The Fountain, Sharky’s is a gem known for its warm hospitality and flavorful Caribbean dishes. The menu includes favorites like jerk chicken, coconut crusted fish, and a variety of vegetarian options. The intimate setting and personalized service make it a standout choice for those seeking an authentic dining experience.
Sunshine Shack – Rendezvous Bay
The distance from The Fountain Anguilla to Sunshine Shack is a 25-minute drive. If you want the true, toes-in-the-sand, sun-on-your-face beach shack experience, Sunshine Shack is your place. Owned and run by the ever-welcoming Garvey Lake, this iconic beach bar and grill is a slice of pure Caribbean joy. Expect reggae beats, friendly faces, and a barbecue that sends mouthwatering smoke signals across Rendezvous Bay.
The name of the game here is grilled perfection. Whether you go for the grilled ribs, jerk chicken, or fresh-caught fish, every bite is kissed by the smoky flavors of an open-flame barbecue. Their shrimp skewers are another knockout—plump, juicy, and lightly charred, served with Garvey’s signature hot sauce for that extra kick.
And let’s not forget the sides—fluffy coconut rice, sweet plantains, and crisp coleslaw round out the plates perfectly. Pair it all with an ice-cold Carib beer or a rum cocktail, and you’ve got the recipe for an afternoon you won’t want to end.
If you’re lucky, Garvey might even hand you a permanent marker and invite you to sign your name on the walls or furniture—because at the Sunshine Shack, everyone is family.
D’ Richard’s – Aurora
About 25 to 30 minute drive away from The Fountain, if you’re craving a refined yet unpretentious dining experience, D’ Richard’s is where you want to be. This hidden gem manages to blend casual comfort with gourmet finesse, making every meal feel like a special occasion even if you just wandered in straight from the beach.
The seafood pasta is legendary, generously loaded with succulent shrimp, scallops, and local lobster, all drenched in a rich, creamy sauce with a whisper of island spice. If you’re in the mood for something heartier, the slow-braised short ribs practically melt off the bone, served alongside buttery mashed potatoes and seasonal veggies.
And let’s talk drinks, because what’s a Caribbean evening without one? Their selection of wines and craft cocktails make it easy to linger a little longer under the warm, twinkling lights.
Final Thoughts: Your Anguilla Food Bucket List Awaits
If you’re a foodie, Anguilla is your dream destination and should be on your must-go list! Whether you’re indulging in fine dining or digging into fresh seafood at a beachside shack, every meal here feels like a special occasion. From Meads Bay’s oceanfront elegance to Shoal Bay’s laid-back charm and Sandy Ground’s lively nightlife scene, there’s a culinary adventure waiting at every turn.
And for the perfect home base to experience it all, Fountain Anguilla offers a luxurious yet comfortable stay in our Fountain Anguilla villa rentals just minutes away from these incredible dining spots. Book your stay today in one of our studio penthouses and turn your food-filled getaway into an unforgettable island escape in our rentals!
So, grab your fork, pack your appetite, and get ready to eat your way through paradise. Bon appétit, and happy feasting!