Originally settled by the Amerindians and Arawaks (whose rock carvings can still be seen around the island today) before recorded time, Anguilla is known today for its caring and welcoming people that allow you to easily settle into the laid-back atmosphere.  With its abundance of activities, Anguilla gives visitors the ability to create their own experience and from the Grand Outlook, you’re in a prime location to make that experience happen! 

World-Class Beaches

Find Your Beach

The island of Anguilla possesses more than 33 world-class beaches, all public and kept in pristine condition.  They are all places where clear, crisp turquoise water meets Anguillian unique white sand – sand which is made of a combination of limestone and coral.  This special, natural mixture makes the sand as soft as powder and causes it to always stay cool.  Anguilla has been ranked #1 in the world by the Travel Channel for best all around beaches.

Grand Outlook sits in the middle of Anguilla, just minutes away (walking or driving) from Crocus Bay Beach and the famous Little Bay Beach. The villa is just a short drive to 30 other world-class beaches

Incredible Cuisine

In addition to its world-class beaches, Anguilla has world-class restaurants and barbeque.  

The island boasts dining options from food trucks to fine dining. Anguilla is home to the world-famous Blanchard’s Restaurant!

Blanchards Beach Shack

Blanchards has been hailed as one of the best restaurants in the Caribbean and is located on one of the most pristine beaches on Anguilla. Our Beach Shack, located next door, offers a casual alternative: picnic tables on the beach, toes in the sand, great prices and lots of fun! We use local ingredients whenever possible and take great care to provide a memorable dining experience at both restaurants.

Blanchard’s Restaurant

Blanchards has been hailed as one of the best restaurants in the Caribbean and is located on one of the most pristine beaches on Anguilla. Our Beach Shack, located next door, offers a casual alternative: picnic tables on the beach, toes in the sand, great prices and lots of fun! We use local ingredients whenever possible and take great care to provide a memorable dining experience at both restaurants.

Bamboo Bar & Grill

The beachfront Bamboo Bar & Grill at the Four Seasons provides vast views of Meads Bay and is the perfect spot for enjoying Mediterranean-inspired cuisine and island drinks.

Blue Bar @ Ce Blue

With its breathtaking views of Crocus Bay, the view won’t be the only thing mouthwatering at Ce Blue. The Brick Oven Pizza Restaurant serves to-die-for brick oven pizza made only with the finest ingredients and made to order.

Ken’s BBQ

The Strip has a Casual Street atmosphere. You can buy beers in one establishment and stroll to another to drink it. It has fantastic low cost local food from local vendors. Ken’s BBQ is the best of the best. Not to be missed if you travel to Anguilla. Here you’ll find very tasty bbq chicken, good service, and a rustic experience under a tent. Good for buying BBQ to take home or for a picnic on the beach.

Straw Hat Restaurant

Located at the Frangipani Beach Resort on beautiful Meads Bay, Straw Hat has been enchanting visitors to the island since 1996. Condé Nast Traveler named Straw Hat as one of the 50 Hot New Restaurants of the World. Great food, great service and a truly memorable part of your Anguilla experience await you at Straw Hat!

Picante

A Caribbean Taqueria specializing in innovative Mexican cuisine. This casual warm atmosphere with lively music is a lovely reminder that even though you’re here in Anguilla, we still know how to spice things up! Moderately priced, you’ll enjoy all of the classics from tacos to burritos and enchiladas. Dinner only, so fight the cravings for some good Mexican until then!

Golf Like You’ve Never Experienced Before

Cusinart Golf Club provides the ultimate golf experience in the Caribbean – a Greg Norman Signature Design 18-Hole Championship Course with breathtaking views and challenging, dramatic holes. Players are greeted by a spectacular view of St. Maarten and the Caribbean Sea at the tee box of the 384-yard starting hole. The overwhelming visual appeal continues with holes 2 and 10 sharing a 16,000-square-foot green that rests along the Anguilla Channel. Large sea grape trees on the left and the Merrywing pond on the right frame the perilous drive on the 423-yard 16th hole that plays into the trade winds and finishes with an elevated green surrounded by water and protected by deep bunkers. The narrowing fairway on the 18th hole ascends forty feet to a narrow green carved out of the native plantings.

Questions? Contact Us.