Anguilla Holiday Packages

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Holidays To Anguilla

For a dream Caribbean getaway with all the pirate-y history (minus the actual pirates), set your sights on one of our Anguilla holiday packages.

Fight off scurvy with a refreshing tropical cocktail on the white sand beaches, explore hidden turquoise bays and—best of all—enjoy the casual dress code of sunbathers everywhere. We’ve got the hottest deals on low-key bungalows and full luxury resort treatment, no matter what kind of accommodation you need. And you won’t even need a secret treasure trove to afford it all!

Things to Do in Anguilla

Relaxation is the name of the game while on holiday in Anguilla. With all the swaying palm trees, slow paced way of life and gorgeous views, it’ll be hard not to relax. Water-lovers have heaps of options here, whether they prefer snorkelling, scuba diving or wind-surfing. Explore the coral reefs just past the coastline or take a glass bottom boat tour of the surrounding waters. If you’re very lucky, you’ll get to see endangered wildlife like leatherback and green turtles as they return to the beaches to nest.

Next, visit the Old Salt Factory and Pumphouse for local history and insight into the past of this fascinating country. Hike your way up Crocus Hill, the highest point on the island, for 360-degree views and spectacular sunsets.

Shopping, Dining & Nightlife

Get your souvenir-hunting off to a good start on your Anguilla holiday by paying a visit to one of the many boutiques and independent shops scattered around the island. This isn’t the place to find tons of brand names, but you will find plenty of “island-themed” products like shell jewellery, wood carvings and heaps of artwork. The island is just big enough to make walking around with a bag of swag difficult, so take advantage of one of our car rentals in Anguilla to load up on presents for your mates back home.

Gifts aside, you also need to spend at least part of your Anguilla holidays sampling the local tucker. Its interesting place in history means that the cuisine here is a delicious mix of British, French, Spanish, African and native influences. Seafood is naturally huge here, but you’ll also find rich stews and fluffy fritters that you can wash down with a cold pint. Want to keep with the pirate theme? Try a tasty regional rum!

What’s that? You’re wondering what goes on when the sun goes down? Hey, you’re on a relaxed island—odds are you aren’t going to going to be jamming to electronica all night. Instead, embrace the Caribbean vibes and kick back at quiet pubs and the occasional bouncing bar. Live music ranging from rock to reggae (and everything in between) is a mainstay at these places, and you might even find a place for you to bust out your island finery for the night!

What’s Next?

Smart travellers know that Wotif has the best Anguilla deals around, and here’s an extra hint: You’ll save extra cash when you bundle your hotels and airfares. You don’t have to just dream of lazy days lounging with your toes in the sand. Make it a reality with Wotif—home of the holidays!

Top Anguilla hotels

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$1,865 per night from 11 Jun to 12 Jun
NZ$1,865
per night
11 Jun - 12 Jun
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Meads Bay Pond and Meads Bay are ...
The best hotel in the island
"Incredible! Great service , great atmosphere , super clean! Everything was perfect"

Reviewed on 3 Jun. 2024

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 NZ$1,313 per night from 15 Jun to 16 Jun
NZ$1,313
per night
15 Jun - 16 Jun
Book a stay at this beach resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
"Absolutely gorgeous property. Super friendly staff. Room was fabulous, and walk-in close was amazing according to my wife. Beach is not crowded and incredibly beautiful."

Reviewed on 15 May 2024

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 NZ$2,093 per night from 26 Jun to 27 Jun
NZ$2,093
per night
26 Jun - 27 Jun
Stay at this 5-star luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located ...
"Absolutely amazing!"

Reviewed on 15 May 2024

Cap Juluca, A Belmond Hotel, Anguilla
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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.