Prickly Pear Cays Holidays

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Top hotels in Prickly Pear Cays

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
The price is S$1,422 per night from 17 Aug to 18 Aug
S$1,422
17 Aug - 18 Aug
includes taxes & fees
9.8/10 Exceptional! (256 reviews)
"Beautiful property with great service and incredible views! We’ll be back!"

Reviewed on 9 Jul, 2026

Four Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
The price is S$296 per night from 25 Jul to 26 Jul
S$296
25 Jul - 26 Jul
includes taxes & fees
8.2/10 Very good! (332 reviews)
"The location is excellent, just a few steps to the beach. The people are very friendly and nice, always helpful and ready to help out. My room was clean and spacious, good size bathroom, great balcony. Next time I will book a room with sea view, in general the grounds could get a little TLC."

Reviewed on 21 Jun, 2026

Anguilla Great House Beach Resort
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is S$1,978 per night from 10 Aug to 11 Aug
S$1,978
10 Aug - 11 Aug
includes taxes & fees
9.6/10 Exceptional! (153 reviews)
"This is my favorite place to vacation. Staff are really nice and food is really good."

Reviewed on 16 Jul, 2026

Cap Juluca, A Belmond Hotel, Anguilla
See all 370 properties in Prickly Pear Cays
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.

What to do in Prickly Pear Cays

Little Bay Half-Day Sail & Snorkel Adventure

Little Bay Half-Day Sail & Snorkel Adventure

S$330
per adult
Little Bay Half-Day Sail & Snorkel Adventure
2 Hour Scheduled Group Snorkel Tour to Little Bay Marine Park

Anguilla Based: 2-Hr Group Snorkel at Little Bay Marine Park.

S$129
per adult
Anguilla Based: 2-Hr Group Snorkel at Little Bay Marine Park.
Sailing to Prickly Pear

Traditional Sailing Adventure to Anguilla's Prickly Pear Cays

S$832
per adult
100% of travellers recommend
Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
See all activities in Prickly Pear Cays

Frequently asked questions

What are the cheapest months to go to Prickly Pear Cays?
If you're looking to score a cheap Prickly Pear Cays holiday package, consider visiting in August, September and October. You'll usually find better rates on accommodation and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Prickly Pear Cays?
Usually, a handful of days is enough to tick off the major attractions during your Prickly Pear Cays holiday. However, if you'd like to have some time to kick back or go on day tours, think about extending your trip.
How to find the best Prickly Pear Cays package deals?
Start your search for a Prickly Pear Cays package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Prickly Pear Cays package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Prickly Pear Cays adventure off to a flying start.
When to book a holiday package to Prickly Pear Cays?
If you've got your Prickly Pear Cays travel dates finalized, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Prickly Pear Cays?

  1. Choose your travel dates: The things you want to do in Prickly Pear Cays and your favourite season can help you decide when to travel.
  2. Set a budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Prickly Pear Cays. Then, pick a property that works with your budget, whether that's a wallet-friendly stay or a deluxe getaway.
  3. Set the duration of your trip: Start by listing all the activities and sights you'd like to experience in Prickly Pear Cays. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Prickly Pear Cays holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.