TRAVEL GUIDE: Anguilla

Why Anguilla? Does thinking of the Caribbean bring up visions of white, powdery sand with crystal clear, turquoise waters? Check. Looking for a laid-back and welcoming atmosphere? Check. With a more exclusive vibe? (there are no cruise ships or all-inclusives here) Check and check. At this point, the question is more why not Anguilla? And most importantly, when are you going?

Map credit: World Atlas

Anguilla Geography

Okay so now that it’s been established why you should visit Anguilla, you may be asking yourself where exactly it is? Located in the Eastern Caribbean, Anguilla is the most northerly of the Leeward Islands with Puerto Rico and the Virgin Islands to the west and directly north of St. Martin. Anguilla is British Overseas Territory comprised of the main island of Anguilla which is approximately 16 miles (26 kilometers) long by 3 miles (5 km) wide at its widest point and several smaller islands. The entire territory is 35 square miles (or 91 square kilometers) with a population around 16,000.

History

Anguilla was first settled by Indigenous Amerindians who came from South America.

There is some disagreement about when the first Europeans saw Anguilla but it is traditionally taught that Anguilla was colonized in 1650 by British settlers from St Kitts -thus becoming a British territory. As is true for most of the Caribbean, Anguilla’s economic and social development was directly tied and frequently disrupted by European desires and political conflicts. This could be seen as in response to the demand for sugar, Anguilla began to rely on enslaved Africans for labor and in the frequent attacks and sometimes rule by the French.

Anguilla was first administered by the British through Antigua, and then under St Kitts, and was later federated with St Kitts and Nevis – against the wishes of many Anguillans in 1882. In 1967, the island became part of what was known as the St Kitts-Nevis-Anguilla state. In what later became known as the Anguillan Revolution, the St Kitts police force was forcibly ejected from the island and a referendum was adopted declaring separation from St Kitts. But it wouldn’t be until 1980 when Anguilla was allowed to formally secede from Saint Kitts and Nevis and become a separate British crown colony (currently known today as British Overseas Territory).

Travel Tips & Essentials

Language / Communication:

British influenced English is spoken throughout the island with many speaking an Anguillan or English-based Creole dialect.

Currency: / Money Matters

CURRENCY: East Caribbean (XCD/EC$) Since 1976, the XCD has been pegged to the dollar at a set exchange rate of US$1 = EC$2.70. US dollars are generally accepted when paying cash.

Credit cards were widely accepted (Visa and Mastercard and I found that most places also took Amex) Tipping: most restaurants add on a 15% gratuity onto checks so it’s discretionary to add more on if you receive great service. 10% is standard for taxis but some drivers also serve as tour guides and should be tipped accordingly for that additional service.

Getting Around

• Car Rental: The best way to explore the island. Reminder that as part of the UK, driving is on the left side – following the British system. Note: that you will need to purchase a temporary Anguillian driver’s license which is valid for three month – cost US$25 (or day trippers can purchase a three day temporary Anguillian driver’s license for US$15). These are provided through the local car rental companies

• Taxis: Readily available but can be relatively expensive in relation to distances traveled. Note: taxi rates are fixed and there is a published rate guide showing the established fares for travel across the island. Some drivers also offer tour services.

• ATV and Road Bikes: With the small size of the island and it being mostly flat, these are popular choices for getting around the island.

Safety & Health

• Anguilla is one of the safest Caribbean islands with low crime rates with a very friendly and welcoming local population.

• While tap water is technically safe to drink, bottled water is recommended.

• No major health risks, but sun protection is crucial due to strong tropical sun.

VISAS / UK Electronic Travel Authorization

Even though Anguilla is a UK Overseas Territory, during my January 2025 visit, I did not need a UK ETA – here’s more info on the requirements and how to apply if this changes. Check on www.gov.uk for the most up to date information. Some nationalities may need a visa to visit.

How to get to Anguilla

By Air

Anguilla’s Clayton J. Lloyd International Airport (AXA) mainly serves regional flights and private jets. Most travelers connect via St. Maarten (SXM), Puerto Rico (SJU), or Miami (MIA).

  • From St. Maarten: 7-minute flight with Anguilla Air Services.
  • From Puerto Rico: Nonstop flights with regional carriers.
  • From Miami: Direct flights with American Airlines (seasonal).

By Sea

Many travelers will opt to fly into St. Maarten (SXM) and take a ferry or private/semi-private charter over to Anguilla

  • From St. Maarten (Dutch side) – Private boats and luxury transfers take about 25–30 minutes.
  • From St. Martin (French side, Marigot) – Public ferries (20-minute ride).
  • Charter Boats & Yachts – Available for a more exclusive experience.

Departure Tax

You must pay a departure Tax when leaving Anguilla at Clayton J Lloyd International Airport (was not included in airline ticket pricing) – US $28/adult + child 12 years or older; US $15/child between 5-11 years old; US $3/child between 2-4 years. Payment can be made in cash or by credit card (Mastercard and Visa accepted with no additional fees). At the Blowing Point ferry terminal (in addition to the ferry fare) – US $36/adult + child 12 years or older; US $23/child between 5-11 years old; US $11/child between 2-4 years and $8/child between 0-1 year.

Best Time To Visit Anguilla

Peak Season

(December–May): Warm, dry weather; ideal for beach goers and honeymooners but higher prices.

Shoulder Season

(Late May–August): Fewer crowds and better deals; still good weather. Anguilla’s Carnival (the biggest event of the year) occurs in August and signals the beginning of low season when it ends.

Low Season

(End of August – October/November): Risk of hurricanes, but great for budget travelers who are okay with a pretty limited experience. Note that many businesses including most hotels and resorts, restaurants and tour companies are closed during this time so you’ll need to do your research for what is operating during this time.

Things to Know Before You Go

  • No All-Inclusive Resorts: Unlike some Caribbean destinations, Anguilla doesn’t have large all-inclusive resorts, emphasizing a more exclusive and independent experience.
  • Sunday is a Quiet Day: Many businesses close on Sundays, except for hotels and tourist spots.
  • No Cruise Ships: The island does not allow large cruise ships, keeping beaches uncrowded.
  • Island Vibe: Anguilla is relaxed with no casinos, no high-rise hotels, and no mass tourism.

Where to Stay in Anguilla

Luxury Resorts & Hotels

  • Four Seasons Resort & Residences – Iconic beachfront luxury on Meads Bay.
  • Cap Juluca, A Belmond Hotel – Ultra-luxurious resort on Maundays Bay.
  • Zemi Beach House – Boutique, wellness-focused resort on Shoal Bay.
  • Aurora Anguilla Resort & Golf Club – Five-star resort with a championship golf course.

Boutique Hotels & Villas

  • Malliouhana – Historic boutique hotel with amazing ocean views.
  • Frangipani Beach Resort – Family-run luxury resort on Meads Bay.
  • Carimar Beach Club – Budget-friendly beachfront accommodation.
  • Private Villas – Available through rental companies for those wanting seclusion.

What to Do in Anguilla

Visit one or all of the 33 stunning beaches

  • Shoal Bay East – The most famous beach with powdery sand, turquoise waters, and beachside restaurants.
  • Meads Bay – A long, peaceful beach with luxury resorts and excellent dining.
  • Rendezvous Bay – Offers panoramic views of St. Martin and is great for walking and swimming.

Get out on the water

  • Snorkeling & Diving: Clear waters with healthy coral reefs, wreck dives, and marine life.
  • Boat Excursions: Charter a yacht or take a catamaran cruise to explore hidden beaches and offshore cays.
  • Sailing & Water Sports: Paddleboarding, kayaking, and kitesurfing.

Outdoor Activities

  • Hiking & Exploring: Visit limestone caves, hike to Crocus Hill (the island’s highest point), and discover heritage sites like Wallblake House.
  • Golf: Play at the Aurora International Golf Club, designed by Greg Norman.

Culture & Music

  • Moonsplash (March/April) – A reggae festival hosted by Bankie Banx at Dune Preserve.
  • Anguilla Summer Festival (August) – A 10 day event and is a true Caribbean carnival featuring boat races, street parties, and calypso competitions.
  • Live Music: Visit places like Dune Preserve, Elvis’ Beach Bar, and Johnno’s for live reggae and soca music.

Where to Eat in Anguilla

  • Casual & Local Eats: Sunshine Shack (grilled lobster), Tasty’s (local cuisine), and Gwen’s Reggae Grill (rum punch and seafood).
  • Fine Dining: Blanchards, Veya, Hibernia, and Pimms at Cap Juluca.
  • Rum & Cocktails: Don’t miss the island’s rum punches and cocktails made with fresh Caribbean ingredients.

Final Thoughts

Anguilla is a dream destination for beach lovers, honeymooners, and those seeking a laid-back, luxurious getaway. With its breathtaking landscapes, delicious cuisine, and warm hospitality, it remains a hidden gem in the Caribbean.

I’ll show you how I spent my time in Anguilla in the next post!

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