Prickly Pear Cays Vacations from $1,263

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The Latest Prickly Pear Cays vacation packages

Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Price was $1,584, price is now $1,263 per person
$1,263
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
8/10 Very Good! (255 reviews)
very clean place all round. great staff. will go back again.

Reviewed on Feb 21, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $5,415, price is now $3,031 per person
$3,031
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (181 reviews)
Every staff member was amazing and went above and beyond to ensure a wonderful stay. Everything was spotless, and the amenities were excellent. Our only recommendation is regarding the spraying on the plants—we would prefer a more natural approach, as we noticed insects dying on the sidewalks afterward. Overall, this is a five-star resort, and we will definitely be back.

Reviewed on Feb 8, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Save 100% on your flight
Price was $5,432, price is now $3,904 per person
$3,904
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.4/10 Exceptional! (89 reviews)
Beaches are unmatched but disappointed in the property given how expensive it is.

Reviewed on Feb 16, 2026

Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was $1,680, price is now $1,368 per person
$1,368
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
10/10 Exceptional! (11 reviews)
Everything about this place was wonderful. A true gem. And so is the host Ivor. He was very helpful both before and during our visit. He even helped us find a rental car, when we couldn’t find one on our own. The place is impeccably clean and well kept. The bed was comfortable and the pillows as well. Better than our own at home. There is a private beach and two kayaks and a paddle board for guests to use. Also the kitchen in the apartment was equipped with everything you could possibly need. The airport is close so it is easy to get to. We were concerned about airplane noise but we barely saw or heard any planes during our visit. It is one of the nicest places we have stayed at. Wish we could have stayed longer than just a week.

Reviewed on Feb 23, 2026

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $5,771, price is now $4,729 per person
$4,729
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to The Valley (AXA)
9.6/10 Exceptional! (241 reviews)
Wonderful, friendly staff, delicious food choices, clean rooms

Reviewed on Feb 24, 2026

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Prickly Pear Cays Hotel Deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
$1,822 nightly
The price is $2,030 total per night from Mar 5 to Mar 6
$2,030 total
Mar 5 - Mar 6
Total with taxes and fees
9.6/10 Exceptional! (247 reviews)
Great Service!!!

Reviewed on Feb 4, 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
$305 nightly
The price is $341 total per night from Mar 3 to Mar 4
$341 total
Mar 3 - Mar 4
Total with taxes and fees
8.2/10 Very Good! (289 reviews)
very clean place all round. great staff. will go back again.

Reviewed on Feb 21, 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
$2,447 nightly
The price is $2,749 total per night from Mar 22 to Mar 23
$2,749 total
Mar 22 - Mar 23
Total with taxes and fees
9.6/10 Exceptional! (137 reviews)
Besides the obvious natural beauty of the property, the beachfront’s glorious views, the fine restaurants and food, it is the warm, inviting and outgoing staff that sets Cap Juluca apart. It is one of a kind on the island, in a class by itself.

Reviewed on Feb 2, 2026

Cap Juluca, A Belmond Hotel, Anguilla
See all 291 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.

Find the Best Prickly Pear Cays Vacation Packages

Prickly Pear Cays Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Princess Juliana Intl. Airport (SXM)

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Frequently asked questions

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 vacation 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. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Prickly Pear Cays.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to flights and activities. Your hotel will probably be the biggest expense during your trip to Prickly Pear Cays.
  3. Organize your Prickly Pear Cays getaway with our trip planning tool: Search for and book stays and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Prickly Pear Cays together.
  4. Determine how many days away: Start by making a list of all the sights and activities you'd like to get to in Prickly Pear Cays. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Prickly Pear Cays vacation package that brings all your bookings together.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to do and see. Browse some of the incredible things to do in Prickly Pear Cays and book your tickets in advance to save time (and maybe some dollars too!).

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.