Anguilla Holidays

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Top destinations in Anguilla

FlightsFlightsHotelsHotels

Rendezvous Bay

Rendezvous Bay
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Shoal Bay

Shoal Bay

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 NZ$1,436 a night and you have 374 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.

Our pick of the best Anguilla Hotel Deals

Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
5 out of 5
Barnes Bay, West End Village
The price is NZ$1,704 per night from 1 Jun to 2 Jun
NZ$1,704
includes taxes & fees
1 June - 2 June
9.6/10 Exceptional! (202 reviews)
"Service was outstanding especially Del at the adult pool. Everyone was so friendly and the hotel was in great condition. We can’t wait till we visit again!!"

Reviewed on 5 Apr. 2025

Four Seasons Resort and Residences Anguilla
Zemi Beach House, LXR Hotels & Resorts
Zemi Beach House, LXR Hotels & Resorts
5 out of 5
Shoal Bay East, Shoal Bay
The price is NZ$1,446 per night from 27 May to 28 May
NZ$1,446
includes taxes & fees
27 May - 28 May
"Womdersul"

Reviewed on 23 Apr. 2025

Zemi Beach House, LXR Hotels & Resorts
Aurora Anguilla Resort & Golf Club
Aurora Anguilla Resort & Golf Club
5 out of 5
Rendezvous Bay, Rendezvous Bay
The price is NZ$1,436 per night from 6 May to 7 May
NZ$1,436
includes taxes & fees
6 May - 7 May
9.6/10 Exceptional! (144 reviews)
"Absolutely fabulous hotel in pristine condition. Everything from the rooms to the pool, beach, golf course, etc. are maintained beautifully and are very modern and clean. The beaches and pools aren't very crowded, so you feel like you're having a private stay. Service was exceptional, especially ..."

Reviewed on 16 Apr. 2025

Aurora Anguilla Resort & Golf Club
See all 374 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.

Frequently asked questions

How much does an Anguilla holiday package cost?
From as low as . Yes, you read that right. Our Anguilla holiday packages are an awesome way to make your budget stretch further. Bundle your favourite hotels, flights and rental car and get to know this top destination.
How do I get a cheap travel package to Anguilla?
It’s easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into an Anguilla holiday package to save a ton of cash. Score even more deals when you include extras such as experiences or tours to your booking. But that’s not the only good part. You have the flexibility to put together your trip your way. We offer over 550 airlines and 1 000 000 properties throughout the world, so that everyone has a chance to travel and live out those holiday dreams.
What are the top hotels in Anguilla?
For properties in The Valley with friendly service and comfy beds, look up Turtles Nest Beach Resort and Aurora Anguilla Resort & Golf Club. If you plan to visit West End Village as well, you’ll get a wonderful night’s sleep at Anguilla Great House Beach Resort or Four Seasons Resort and Residences Anguilla.
How far in advance should I book my Anguilla holiday?
Reserving your flight early with Expedia means one less thing to worry about. A number of air carriers display prices up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, last-minute deals to Anguilla sometimes emerge a few weeks before departure.
What does an Expedia Anguilla travel package include?
It all depends on what type of getaway you’re planning. Anguilla holiday deals can include car rentals, flights and hotels. You can mix and match to create the bundle that suits your budget and style. You can also add on experiences and activities after you’ve booked to pick up even bigger discounts.
What should I know before booking an Anguilla travel package?
A travel package can be easier on the hip pocket than individually booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save a pretty penny. No matter your holiday plans, there’s sure to be a package that’s perfect for you.
Can I choose my airline with an Anguilla Expedia holiday package?
Yes — that’s one of the best things about an Expedia package. You’re the boss! We have more than 550 partner airlines throughout the world, so you have loads of choice when putting together your Anguilla getaway.
If I'm not able to travel, can I cancel my Anguilla holiday package?
Plans can change in a flash, so yes. You may be able to change or cancel your Anguilla holiday package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make changes, but your airline, hotel or car rental company may impose a charge. Looking for more information? Have a look at our Customer Service Portal. We’ll help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.