Four Seasons Anguilla: Insider’s Review and Complete Guide
When people dream of the Caribbean, they often imagine powdery white beaches, turquoise water, and a lifestyle that feels indulgent yet effortless. Few resorts capture that fantasy better than Four Seasons Anguilla, perched on the cliffs and beaches of Barnes Bay Anguilla. This is the island’s most luxurious property, a resort that attracts couples, families, and discerning travelers from around the world.
As a travel advisor and Four Seasons Preferred Partner, I’ve visited and experienced the property firsthand. I’ve also worked with countless clients to design their perfect stay at Four Seasons Resort Anguilla. In this guide, I’ll share what makes the resort so special, the pros and highlights, and tips for how to maximize your stay.
Key Highlights of Four Seasons Anguilla
The setting is nothing short of spectacular. Four Seasons Anguilla sprawls across 35 acres of prime oceanfront with direct access to two of the island’s most famous beaches—Meads Bay and Barnes Bay Anguilla. Few resorts in the Caribbean can offer such variety in one location. Meads Bay is calm, swimmable, and lively, while Barnes Bay delivers rugged beauty, crashing waves, and sunsets that are nothing short of cinematic. This rare dual-beach access sets the tone for the entire resort: polished and sophisticated, but always connected to the raw beauty of Anguilla.
Pools and Beaches: Guests can enjoy three distinct pools, each designed to suit a different mood. The Sunset Pool, perched dramatically above Barnes Bay, is the most photographed spot at the resort and a natural gathering place for golden-hour cocktails. The Adults-Only Infinity Pool offers peace and quiet with sweeping ocean views, while the Family Pool near Meads Bay makes it easy for kids to splash while parents relax nearby. Combined with two beaches right at your doorstep, you can change the vibe of your day simply by walking a few steps.
Dining: The resort has five restaurants and bars that reflect both global flavors and local island charm. From fine dining experiences with elevated service to casual beachside lunches with your feet in the sand, there’s a culinary option for every mood. Highlights include Sunset Lounge, the resort’s social heartbeat overlooking Barnes Bay, with its DJ sets, sushi, and handcrafted cocktails, and Salt, which showcases fresh seafood and stunning views. Even the more casual outlets, like the Half Shell Beach Bar, deliver the kind of thoughtful food and drink that make every meal memorable.
Spa and Wellness: The spa at Four Seasons Resort Anguilla is designed to immerse guests in tranquility, with open-air treatment rooms that let the trade winds and ocean sounds set the tone. The wellness program includes yoga by the sea, personal training, and a variety of restorative treatments that draw from Caribbean botanicals. For guests who want to stay active, there’s also a well-equipped fitness center, tennis courts, and watersports ranging from paddleboarding to snorkeling.
Accommodations: The variety of Four Seasons Anguilla rooms is one of the resort’s greatest strengths. Standard guest rooms are far from basic—they’re large, airy, and luxuriously appointed, often with balconies and ocean views. Suites and townhomes add space and features like rooftop terraces, plunge pools, and full kitchens. The multi-bedroom villas are particularly special, set directly on Barnes Bay with private pools, expansive living areas, and easy access to the sand. For families or groups planning extended Anguilla family vacations, these villas offer the perfect combination of privacy and resort convenience.
Pros and Standout Things I Really Liked
One of the biggest advantages of Four Seasons Resort Anguilla is the diversity of its accommodations. Standard Four Seasons Anguilla rooms are spacious and beautifully designed, but the suites and multi-bedroom villas elevate the experience with private pools and direct beach access. For groups or families, these villas are unbeatable.
The resort also has a lively yet balanced atmosphere. Sunset Lounge is a social hub, with DJs, sushi, and cocktails set against breathtaking views. At the same time, if you want peace and quiet, the property has enough space to find a private corner.
For families, the Kids For All Seasons program makes Anguilla family vacations easy and fun, offering supervised activities so parents can enjoy spa time or a long lunch. Couples love the secluded spots along Barnes Bay, where the sunsets are some of the best in the Caribbean.
My Verdict and Who This Is Best For
Four Seasons Anguilla is one of those rare resorts that truly works for everyone. Couples will love the romantic sunsets, cliffside dining, and sleek design. Families will find a property that welcomes kids with open arms while never compromising on sophistication. Groups of friends will appreciate the private villas, which make the property ideal for milestone celebrations.
This is not a cookie-cutter Caribbean resort. It feels modern, stylish, and elevated in a way that puts it on the same level as properties like Four Seasons Hawaii—just with a different island flavor.
Best for: Couples celebrating honeymoons or anniversaries, families planning Anguilla family vacations, and multi-generational groups looking for space and privacy.
Pro Tips from a Preferred Partner
Working with a luxury travel agency that has Four Seasons Preferred Partner status makes a significant difference here. Guests who book through me receive daily breakfast for two, priority for room upgrades, a resort credit to spend on dining or spa, and VIP recognition from the hotel team.
A few insider tips:
Book Four Seasons Anguilla rooms early for peak winter travel. Villas and specialty suites often sell out first.
If you want a quieter atmosphere, choose accommodations closer to Barnes Bay Anguilla, where the sunsets are unmatched and the vibe is calm.
Take advantage of the Kids For All Seasons program if traveling as a family—it adds tremendous value.
Best Time to Visit and What to Expect Seasonally
Anguilla is blessed with warm, sunny weather year-round, but the experience can vary depending on the season.
Winter (December – March): Peak season, with the best weather and the liveliest atmosphere. Beaches are pristine, the resort is buzzing, and this is when many couples and families choose to visit. Rates are at their highest, but so is the energy.
Spring (April – June): Often considered the sweet spot. Weather is excellent, the island feels a little quieter, and rates are more favorable than winter. This is one of my favorite times to recommend to clients.
Summer (July – August): Warm and lively, with more families enjoying summer breaks. The resort expands programming for children, making it a great time for Anguilla family vacations. Rates are lower than peak season, so you can often extend your stay.
Fall (September – November): This is officially hurricane season in the Caribbean. Anguilla does not experience storms every year, but there is a higher risk of hurricanes or tropical storms during this time. Some restaurants and island businesses may also close temporarily. On the positive side, this is the quietest and most affordable season. If you choose to travel during these months, I always advise booking through a luxury travel agency so you have flexible policies, strong travel insurance, and a personal travel planner to help navigate any unexpected weather disruptions.
How to Get There and Navigate on Arrival
Most travelers fly into St. Maarten’s Princess Juliana Airport and take a 20-minute boat ride across to Anguilla. Private charter flights into Clayton J. Lloyd International Airport are also an option. Once on island, the resort arranges seamless transfers, so arrival feels easy.
At the resort, the layout is large but navigable. Golf carts and walking paths connect the Four Seasons Anguilla rooms, suites, pools, and restaurants. Despite the scale, it never feels overwhelming.
The Location: Barnes Bay and Meads Bay
One of the most unique features of Four Seasons Resort Anguilla is its location between two of the island’s most spectacular beaches: Barnes Bay and Meads Bay. Few properties in the Caribbean can claim such a diverse stretch of coastline, and it’s a big part of what makes the resort special.
Barnes Bay Anguilla sits on the western side of the resort. It is more rugged and dramatic, with golden sand, striking rock formations, and sunsets that stop you in your tracks. This side of the property feels quieter and more secluded, perfect for couples seeking romance or guests who want to relax to the sound of waves. The famous Sunset Lounge is perched just above the bay, making it the best seat in the house for an evening cocktail as the sky turns pink and orange.
Meads Bay lies on the other side of the resort and offers a completely different experience. Wide, calm, and ideal for swimming or paddleboarding, Meads Bay is also home to some of Anguilla’s most celebrated beach restaurants, giving it a livelier, social feel. It’s where families tend to spend time during the day, as the gentle waves make it especially kid-friendly.
Having access to both of these bays means that guests at Four Seasons Anguilla don’t have to choose between tranquility and activity—you get both within the same stay.
Conclusion
Four Seasons Resort Anguilla is the ultimate blend of sleek design, Caribbean beauty, and world-class service. Whether you are planning Anguilla family vacations or a romantic escape for two, the resort delivers on every level. With its location on Barnes Bay Anguilla, a variety of Four Seasons Anguilla rooms, and a setting that is both stylish and relaxed, it stands out as one of the best properties in the Caribbean.
Booking through a luxury travel agency ensures you receive not only the best perks but also the guidance of a personal travel planner who has experienced the property firsthand. Just as I do with my clients in Four Seasons Hawaii, I help guests at Four Seasons Anguilla create trips that feel seamless, personal, and unforgettable.
If you are ready to experience the Caribbean at its most luxurious, Four Seasons Anguilla is the place to start.
