Anguilla is like a British St. Bart’s and it is still relatively undervisited compared to other islands in the region.

This island is popular because of its extraordinary beaches, great music scene, whilst it is also home to some of the region’s most beautiful resorts, restaurants, breathtaking beaches and luxury homes and rentals. 

There are no cruise ships, high-rise hotels or casinos, but there are great local music venues, spectacular sights and lots of relaxing activities for tourists.

We have put together a guide to some of the best things to do and places to add to your Anguilla itinerary perfect if you are planning to visit for 3 days or a long weekend.


Day 1


Get to the Point


You wouldn’t believe this real, but Anguilla has 33 unreservedly extraordinary beaches. You’ll surely enjoy the turquoise waters, and sand that looks like a white-velvet carpet.

Try some of their famous beaches such as the Shoal Bay East, a two-mile stretch known by “the point”, where the beach curves out in the middle, and the picture-perfect view that will make everyone at home envy you.

Treatment Time

Cuisinart Golf Resort and Spa is one of the most popular, for its cuisine. Their chef offers cooking classes using herbs. But the luxury Venus Spa, with its extensive and unique services, is also a big draw. Relax in a Warmed Seashell Massage for a few dollars or a Healing Waters Sea Scrub and Soak treatment, which uses water as invigorating exfoliants and local salt.

Sunset Cocktails

Looking like a slice of South Beach in the Caribbean; Viceroy Anguilla has a design-forward flair that is a chic global brand. You can enjoy a magical sunset beside an infinity pool stretching to the sea at the Sunset Lounge of the hotel. They offer a collection of rums and Cuban cigars.

Classic Dining

Cap Juluca was one of the first grandeur properties in 1998 to open on the island and is the face of the Anguilla tourism with its white Greco-Moorish arches a postcard-perfect sight with a blue water backdrop.

The Spice restaurant has been redecorated with complete plush silk couches and colorful decoration achieving a Moroccan lounge. They also offer a Mediterranean-themed menu featuring local seafood dishes like grilled Anguillan crayfish and pan-seared scallops.

After Dark

Sandy Ground is one of the go-to places for tourists who want to enjoy the nightlife in Anguilla. Another place to consider is the Pumphouse, a once salt factory and now a pub live music venue. For a local jazz session experience, go to Johnno’s Beach Stop.


Day 2


Go Down Under

Learn more about the native people of Anguilla by viewing Taino petroglyphs inside the Caribbean coral underground caves and limestones. You can also add to your itinerary is the Heritage Collection Museum in Anguilla’s capital, The Valley. Take a look at the Tainos and other artifacts of Anguilla such as early photographs and old stamps.

Beach Dreaming

Snorkelling in Anguilla

This is arguably one of the best things to do in Anguilla. Spend most of your time at one of the extraordinary beaches of Anguilla.

With its natural beauty that’s hardly hard to find on the island, Meads Bay is one of the popular destinations for locals and tourists with white sandy beaches and great swimming and snorkelling spots. It also has lovely hotels including the boutique Frangipani Beach Resort.

Take your lunch at Straw Hat Restaurant which offers local favorites like a spicy fish sandwich and red snapper ceviche. You should also try their pastrami Reuben and the best bagel in Anguilla. Spend the rest of your afternoon sitting on the beach chair, a great way for lounging the afternoon away.

Get on a Boat

While in Anguilla, grab the opportunity to take a sunset cruise with Sea Pro Charters and what a theatrical sunset event. Stop for snorkeling at one of the 7 marine parks that surround the island – the Little Bay.

Fine Dining

Veya feels anything but fancy and the most eminent dining experiences among the island. It has wooden decks and garden fountains giving diners a treehouse-style vibe. They also have a weekly acoustic reggae session by some of the talented artists of Anguilla. Veya’s food is hardly casual.

Some of their must-try dishes are the carpaccio of conch with Asian chayote slaw, Moroccan spiced shrimp cigars and vanilla-cured duck breast with guava-berry sauce.


Day 3


Morning Horseride

Start your morning activity with horseback riding down the crystal clear water beach as the sunrise.

Scilly Cay

By 12 p.m go to Island Harbour, a fishing village on Anguilla’s tip. Stand at the dock and wave. The small boat will go to you and bring you to Scilly Cay, an idyllic Sunday afternoon. It’s a 29 years old Anguilla institution located in an island-off-an-island where you can enjoy four things; swim in calm, shallow water; indulge to live reggae music; try their grilled lobster, chicken, or crayfish, and drink some rum punch.


Where to Stay

Anguilla Itinerary Ideas

There are a range of places to stay in Anguilla for all budgets, view our recommendations below.

Cap Juluca

This is one of the biggest hotels in Anguilla with 18 villas located across nearly a mile of white sand beach, two tennis courts, swimming pool and four drinking and dining options.



CeBlue is another luxury private residence club in Anguilla with blue roofs, huge pools, and located on a hilltop. This stylish villa brings a bit of St. Barts to the English Caribbean.


Arawak Beach Inn

You can also find a budget-friendly accommodation such as Arawak Beach Inn with 17 rooms off-the-beaten-path property on beautiful Island Harbour.


Cove Castle

An architecturally striking villas on a private beach resort. The rooms are really huge with high ceilings, ocean views, modern kitchen and some with private swimming pools.


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