Anguilla Holidays

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

Accommodation, flights, car rentals, things to do and more - for your holiday in Anguilla choose Expedia! Find everything you need to organise your trip to Anguilla in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top hotels in Anguilla

Malliouhana, Auberge Resorts Collection
Malliouhana, Auberge Resorts Collection
5 out of 5
Malliouhana, Meads Bay, West End Village, AI-02640
The price is €605 per night from 31 Jul to 1 Aug
4.8/5 Exceptional! (45 reviews)
Such a lovely experience
"Best location out of Meads Bay. View from the room is amazing. The property is gorgeous and lovely. Also stayed at Four Seasons nearby but really much more enjoyed the Malliouhana experience."

Reviewed on 7 Sep 2021

Malliouhana, Auberge Resorts Collection
Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
5 out of 5
Barnes Bay, West End Village, AI-2640
The price is €754 per night from 31 Jul to 1 Aug
4.7/5 Exceptional! (128 reviews)
"Staff was amazing. The beach team and concierge were especially helpful and were always willing to help"

Reviewed on 16 Jun 2022

Four Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
Cap Juluca, A Belmond Hotel, Anguilla
5 out of 5
Maundays Bay, Maunday's Bay, AI-2640
The price is €1,176 per night from 8 Jul to 9 Jul
4.7/5 Exceptional! (94 reviews)
"Without a doubt the best vacation I’ve ever had. My husband and I eloped and honeymooned there for a week in June. Amazing hotel and friendly staff. Don’t have to life a finger."

Reviewed on 28 Jun 2022

Cap Juluca, A Belmond Hotel, 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.

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 €605 a night and you have 262 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 Packages is a good place to start looking for great deals.

Frequently asked questions

Top things to do in Anguilla