Prickly Pear Cays Vacation Packages

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Top Prickly Pear Cays Vacation Deals

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 CA $1,511, price is now CA $1,259 per person
CA $1,259
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
8.2/10 Very Good! (294 reviews)
Although the Room was clean and spacious, the sparse furnishings were very noticeable. There was neither shower curtain nor soap holder in the bathroom. Absent also was a box of face tissues. However, the room attendants were very friendly. Overall we enjoyed our stay. We feel that the property needs some improvements especially the bedrooms.

Reviewed on Mar 19, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was CA $5,225, price is now CA $3,409 per person
CA $3,409
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (193 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was CA $7,574, price is now CA $6,181 per person
CA $6,181
per person
Apr 24 - Apr 30
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.4/10 Exceptional! (93 reviews)
Beaches are unmatched but disappointed in the property given how expensive it is.

Reviewed on Feb 16, 2026

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was CA $5,250, price is now CA $4,323 per person
CA $4,323
per person
May 10 - May 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.8/10 Exceptional! (33 reviews)
Loved this place! Loved the pool, hot tub, rooms and beach! Can’t wait to come back to relax and enjoy this resort!

Reviewed on Mar 22, 2026

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was CA $7,992, price is now CA $6,724 per person
CA $6,724
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (254 reviews)
Place was gorgeous. Staff was the best part!! Great service. Beach is stunning. Lots of bars to walk to.

Reviewed on Mar 20, 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
The price is CA $1,914 per night from Apr 19 to Apr 20
CA $1,914
CA $2,436 total
Apr 19 - Apr 20
includes taxes & fees
9.6/10 Exceptional! (248 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
The price is CA $284 per night from Apr 1 to Apr 2
CA $284
CA $349 total
Apr 1 - Apr 2
includes taxes & fees
8.2/10 Very Good! (299 reviews)
Yes unobstructed if you dont count palm trees and beach chairs. Also, ocean is beyond a large lawn of grass

Reviewed on Mar 23, 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 CA $2,340 per night from Apr 16 to Apr 17
CA $2,340
CA $2,878 total
Apr 16 - Apr 17
includes taxes & 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 362 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.
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Frequently asked questions

Can I cancel my flight booking to Prickly Pear Cays due to COVID-19?
Our Customer Service Portal has useful information about changing or canceling your flight due to COVID-19. Before booking your tickets, it's smart to read the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Prickly Pear Cays that have flexible change policies?
We know that travel schedules can change from one day to the next, so locking in a flexible fare with Expedia is a sensible idea. Simply tick the "No change fee" box directly under the "Flexible change policies" filter. Your low-priced, flexible flight to Prickly Pear Cays is just a few clicks away.
What are some of the general tips for travelers to Prickly Pear Cays during the COVID-19 outbreak?
The COVID-19 pandemic has changed the way we travel, but it hasn't shut down our desire to explore. Here are some tips on how to handle the new challenges of traveling:
  • Understand if any restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check before you book your flight.
  • Keep your face mask on even during airport screening. A TSA officer will ask you to temporarily lower your mask for ID purposes.
  • To reduce the possibility of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA agent.
  • One liquid hand sanitizer container is now permitted in your carry-on bag. It must be no bigger than 12 oz (350 ml), and you'll need to remove it from your bag for X-ray scanning.
  • Put any personal items (e.g, keys, phone and coins) in your carry-on rather than a bin to minimize handling during screening.
  • If you're bringing food on board, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA employee will need to touch your carry-on bag or food container for inspection.

Which airlines fly to Prickly Pear Cays?
St Barth Commuter operates flights into or near Prickly Pear Cays, including 486 that land at Princess Juliana Intl. Airport (SXM) each month. Pick your vacation dates and then book your airfare early to bag a bargain.
How can I find cheap tickets to Prickly Pear Cays?
One of the best ways to get a hold of cheap tickets to Prickly Pear Cays is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. It'll reveal the cheapest prices for nearby days. The lowest price for a flight to Prickly Pear Cays in the last seven days was . Booking well in advance will generally help you get an even bigger bargain.
How much is a flight to Prickly Pear Cays?
In the last seven days, round-trip airfares to Prickly Pear Cays sold for as low as and peaked at . For one-way fares taking off from (), the cheapest seat during this time was only .
What are the most popular airports to fly into in Prickly Pear Cays?
Prickly Pear Cays's primary airport is Princess Juliana Intl. Airport (SXM). Get your next awesome journey underway by locking in an airfare on one of the 1632 flights per month to this destination.
When is the cheapest time to fly to Prickly Pear Cays?
Fly out on a Tuesday to raise your chances of picking up the cheapest airfare to Prickly Pear Cays. Mondays are usually the next most affordable day to take off. Saturday is typically the priciest day to fly anywhere.
How much is a plane ticket to Prickly Pear Cays?
In the last seven days, plane fares to Prickly Pear Cays varied from to .
Which airlines with flights to Prickly Pear Cays employ COVID-19 cleanliness policies?
In order to limit contact between travelers and flight crew during the COVID-19 pandemic, airlines have taken physical distancing and other protective measures to the skies. These carriers include:
  • Winair - this airline is known for cleaning with disinfectant and providing passenger masks.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.

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