From 5-star luxury resorts and residences to food and wine festivals, Outlook Recommends the essential places to visit in Anguilla.
Eat:
FOR EATING YOUR WAY AROUND THE ISLAND…
Gourmands flock to the Anguilla Culinary Experience (ACE), a five-day food and wine festival celebrating the island’s epicurean roots with high-end dinners, restaurant specials, and BBQ eats prepared by local and international chefs.
FOR THE ULTIMATE HAUTE CUISINE…
Located on a clifftop at Malliouhana Resort, one of Anguilla’s premier properties, Celeste by Kerth Gumbs offers panoramic views of Meads Bay – one of the island’s prettiest beaches – enabling guests to enjoy a romantic, spectacular sunset with a refreshing handcrafted cocktail and an award-winning wine selection.
With elegant décor and a focus on seafood with a global perspective, the menu also features authentic Caribbean flavours.

Do:
FOR FEELING LIKE CARIBBEAN ROYALTY…
Experience the island’s charm in a colourful Moke – a small, open-air means of transport popular on the island. These vintage vehicles are available in vibrant colours like genip and mango and feature a removable top for enjoying sunsets.
Begin the adventure at Shoal Bay, then drive beneath the Caribbean sun to the stunning natural rock formation, the Anguilla Arch. Don’t forget to stop at the Old Salt Factory and Pumphouse for unique seasoning blends from local artisans, a cherished part of Anguilla’s history.
FOR EXPERIENCING EXCITEMENT…
Boat racing in Anguilla is a beloved tradition that blends the island’s history with music, dancing, and competition. Regarded as a national sport, it played a key role in trading goods in the early 1900s and is integral to Anguilla’s culture.
The racing season starts in April, culminating in major events on Easter Monday and Anguilla Day. The highlight is the August Monday Boat Race during the Anguilla Summer Festival, where boats race around the island in heats. The season concludes with the Champion of Champions Race, featuring the top competitors.
Sleep:
FOR A SUMPTUOUS STAY…
Four Seasons Resort and Residences Anguilla epitomises 5-star luxury. Whether staying in a beachfront villa, stylish suite, townhome, or a residence, this accommodation offers unrivalled comfort and breathtaking views of this tropical haven.
The penthouse provides an ocean vista, a private plunge pool, and a full gourmet kitchen, perfect for entertaining, though there is a plethora of other dining options on-site.
FOR A BEACH GETAWAY…

