Anguilla Holidays

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Photo by Anguilla Tourist Board

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Your Anguilla Holiday

With everything planned before you take off, our holiday packages to Anguilla let you focus on having fun. One of the best places to do that is The Valley, which is known for its coastal beaches, underwater activities and views. A trip to Anguilla wouldn't be complete without experiencing some of its most well-known cities, starting with West End Village. A couple of the most popular attractions here include Meads Bay and Anguilla Arch. Rendezvous Bay is another favourite city with Anguilla travellers. Visitors to this exciting destination enjoy Meads Bay and Anguilla Arch. Expedia has hotels, flights, car rentals and more to help you organise your own customised Anguilla holiday today.

Top destinations in Anguilla

Anguilla featuring a beach, tropical scenes and rocky coastline
FlightsFlightsHotelsHotels

The Valley

The Valley

Top Anguilla Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Sandy Ground
per person
14 Sept - 24 Sept
found 1 day ago
Return direct flight included
London (LON) to The Valley (AXA)
8.8/10 Excellent! (179 reviews)
Nice view of harbor area. Room was spacious and clean. Centrally located on the island so easy to get around.

Reviewed on 20 May 2025

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
per person
16 Sept - 24 Sept
found 8 hours ago
Return direct flight included
London (LON) to The Valley (AXA)
9.6/10 Exceptional! (153 reviews)
Amazing beautiful. Lovely staff, very nice and welcoming Beach is gorgeous, white soft sand. Plenty of seating and umbrellas, plus a private cooler with water Pool is beautiful as well. Restaurants are great, I loved my stay.

Reviewed on 2 Jul 2025

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
per person
4 Aug - 10 Aug
found 2 hours ago
Return flight included
London (LON) to The Valley (AXA)
9.6/10 Exceptional! (213 reviews)
Never a bad experience at the Four Seasons! They upgraded our room, gave us early check in, late check out, and the best service possible. Del at the pool provides a level of service that you rarely ever see! He caters to your every need, calls you by name the entire trip, and anticipates everything that you could neee for perfect pool day.

Reviewed on 3 Jul 2025

Genesis Residences

Genesis Residences

2.5 out of 5
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to The Valley (AXA)
No reviews

Anguilla Holiday

Located in the Eastern Caribbean, Anguilla is a tropical island paradise with crystal clear waters and year-round warm weather. This British territory is famous for its beaches and ecologically significant coral reefs.

Anguilla Hotel + Flights

From the super luxe to the budget friendly, there’s a hotel to suit you here. Options start at £676 a night and you have 356 to choose from. Bundle your flights and hotel through Expedia and your credit card will thank you for it. But why stop there? Add options like a tour or dining experience to your Anguilla Holiday Package and you’ll save even more. For a day out you won’t forget, set sail on a classic West Indian sailboat and explore secluded Little Bay.

Your Anguilla Holiday Itinerary

  • Day 1: Most visitors choose to come to Anguilla via Princess Juliana International Airport in nearby St. Maarten. From there, it’s easy to get a sea shuttle, ferry or an air transfer. Freshen up at your hotel after your trip, then head out to see popular sights such as Maundays Bay, Rendezvous Bay and Sandy Island.

  • Day 2: Next, get behind the wheel of your rental car and take a mini road trip on the self-guided Anguilla Heritage Trail. You’ll cruise past historic attractions and learn about the territory’s rich history.

  • Day 3: While you’re in Anguilla, make sure you give your taste buds a treat. With fresh seafood right on your doorstep and some excellent restaurants on the island, you’ll find something to suit every palate.

Anguilla Information

  • Join the locals as they celebrate Anguilla Day on May 30 each year. Festivities are held in the lead up to the day and usually culminate in an awards ceremony in the capital, The Valley.

  • If you want to discover the best of this Caribbean gem, we have you covered. Expedia has Anguilla tours and experiences starting at .

  • Planning to stay in the capital? The Valley Holiday PackagesOpens in a new window is a good place to start looking for great deals.

Anguilla Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Clayton J. Lloyd Intl. Airport (AXA)
Top Sights
Shoal Bay Beach, Maundays Bay and Anguilla Arch

Top hotels in Anguilla

Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
5 out of 5
Barnes Bay, West End Village
The price is £676 per night from 28 Jul to 29 Jul
£676
28 Jul - 29 Jul
includes taxes & fees
9.6/10 Exceptional! (217 reviews)
"The hotel is beautiful, the staff and service are amazing and the food is excellent. My only complaint is that birds were chirping right outside our room every single night. They would start about 3 o’clock in the morning. It was so loud and made sleeping peaceful impossible."

Reviewed on 18 Jun 2025

Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club
Aurora Anguilla Resort & Golf Club
5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is £733 per night from 6 Jul to 7 Jul
£733
6 Jul - 7 Jul
includes taxes & fees
9.6/10 Exceptional! (155 reviews)
"The staff at this hotel are the best, friendly, kind and always wanting to help. The hotel grounds did not disappoint either. We received a room upgrade and it made our entire stay. I would go back to this hotel next time I visit Anguilla"

Reviewed on 30 Jun 2025

Aurora Anguilla Resort & Golf Club
Cap Juluca, A Belmond Hotel, Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
5 out of 5
Maundays Bay, Maunday's Bay
The price is £896 per night from 15 Jul to 16 Jul
£896
15 Jul - 16 Jul
includes taxes & fees
9.6/10 Exceptional! (125 reviews)
"The whole thing was sooo good that I didn’t to leave after 6days."

Reviewed on 20 Jun 2025

Cap Juluca, A Belmond Hotel, Anguilla
See all 356 properties in Anguilla
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Anguilla holiday with Expedia?
With great-value flights, accommodation and car hire choices all in one place, Expedia makes booking your Anguilla getaway a piece of cake. Plus, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from wonderful retreats, add your flights and/or a hire car (and maybe even some fun tours!) and score unbeatable prices. Need to change your plans? Expedia offers a flexible cancellation policy for many reservations. To find out more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Anguilla?
Peak season falls in February, March and May and is an exciting time to visit --- but be prepared for bigger crowds and longer queues. January, August and December are usually quieter times of the year. With average daytime temperatures of 25ºC, January is the coolest period in Anguilla. The warmest time of year is August, when you can expect average temperatures of 28ºC throughout the day. Whatever the temperature, you'll find plenty to keep you entertained here.
What are the top hotels for my holiday in Anguilla?
For properties in The Valley with comfortable beds and friendly service, check out Anguilla Great House Beach Resort and Turtles Nest Beach Resort . If you're visiting West End Village as well, you can look forward to a relaxing night's sleep at Paradise Cove Resort or La Vue Boutique Inn.
How do I get a cheap holiday to Anguilla?
Bundle your flight and hotel bookings, toss in extras such as activities, and save with an Anguilla holiday. You won't just pick up wonderful discounts on your getaway --- you'll have lots of choice too. When you book with Expedia, you'll have your pick of over 400 partner airlines and 321,000 properties globally. Your affordable holiday begins right here, right now! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Anguilla holiday?
There are plenty of things to put on your travel agenda during your holiday in Anguilla. Shoal Bay Beach, Maundays Bay, Anguilla Arch and Rendezvous Bay Beach are a few of the top attractions.
Do I need a visa for my Anguilla holiday?
Visa requirements for Anguilla vary based on your nationality and purpose of your visit. We recommend checking official government websites to determine if you need a visa for your trip. They'll give you the most up-to-date information, including details about application procedures and any supporting documentation you might need. Research your visa requirements well ahead of time to ensure a hassle-free travel experience. Finally, double-check to see that your passport is valid for a further six months from your date of return.
What should I wear on my Anguilla holiday?
Think about the type of activities planned during your holiday in Anguilla and create a travel wardrobe that you can mix and match. For fashion inspiration or even information on dress codes, look up style blogs or social media accounts. In Anguilla, average daytime temperatures reach 28ºC during August, making it the warmest month. January marks the coolest time of year here, with the mercury hovering around 25ºC during the day. Make packing a cinch by monitoring the forecast for all the stops on your itinerary.
What does an Expedia Anguilla holiday include?
Hotels, flights and car hires, or any combination of them --- it's your pick! Whether you're visiting Anguilla with the family or adventuring solo, there's a package to fit every budget and style. Once you've made your booking, why not add on a few tours as well? Explore a variety of styles on Expedia and discover the perfect one for you and your travel companions. From the most sought-after property types, like villas and private holiday homes, to many other options, there are plenty of holiday escapes in Anguilla to pick from so you can customise your stay to suit your taste.
Does Expedia offer Book Now, Pay Later Anguilla holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that falls within your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions is what works best for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • No-deposit holidays: If not paying upfront for your getaway makes hitting that "book now" button easier, opt for a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!

Can I choose my airline with an Anguilla Expedia holiday?
Yes --- that's the beauty of an Expedia package. You're in control. We have access to more than 400 airline partners all over the world, so you have lots of choice when planning your Anguilla trip.

Popular places to visit

Meads Bay

Meads Bay

4/5(1 review)

Commune with nature and explore the great outdoors at Meads Bay during your travels in West End Village. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Meads Bay
Shoal Bay Beach

Shoal Bay Beach

5/5(4 reviews)

If a restful holiday is part of your travel plans, Shoal Bay Beach might be the perfect place to visit during your trip to Shoal Bay. You can enjoy the restaurants while in the area.

Shoal Bay Beach
Maundays Bay

Maundays Bay

5/5(1 review)

Commune with nature and explore the great outdoors at Maundays Bay during your travels in Maunday's Bay.

Maundays Bay

What to do in Anguilla

Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch

£100
per adult
84% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
ANGUILLA

Private Speedboat Charter: St Maarten to Anguilla

£1,108
per traveller
100% of travellers recommend
Private Speedboat Charter: St Maarten to Anguilla
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

£110
per adult
80% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
See all activities in Anguilla

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.