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 $1,351, price is now CA $1,126 per person
CA $1,126
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
8.2/10 Very Good! (301 reviews)
You can't beat the location. Right on Rendezvous Beach. Loved having lounge chairs for the guest. Also a little restaurant/ bar right there. Just stayed the 1 night . The rooms are old and a bit tired. The toilet handle broke the very first use but was quickly fixed. The shower just had cool water not hot. The sheets would not stay on the bed so half the night I felt like we were sleeping on jut the mattress. There was a nice area for breakfast. Again you just can't beat the location and the view. It's a nice budget friendly resort on Anguilla.

Reviewed on Apr 14, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was CA $6,283, price is now CA $4,143 per person
CA $4,143
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.6/10 Exceptional! (195 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 $8,123, price is now CA $6,206 per person
CA $6,206
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.4/10 Exceptional! (93 reviews)
such a relaxing week! This resort absolutely lives up to its reputation!!!

Reviewed on Apr 6, 2026

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was CA $6,249, price is now CA $4,850 per person
CA $4,850
per person
Jun 28 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to The Valley (AXA)
9.8/10 Exceptional! (34 reviews)
Had the most incredible experience here. Quiet and serene. My husband and I will be returning.

Reviewed on Apr 6, 2026

6 BR Villa With Concierge Amenities Pool

6 BR Villa With Concierge Amenities Pool

2 out of 5
Price was CA $15,390, price is now CA $12,864 per person
CA $12,864
per person
Jun 8 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
No reviews

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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 $1,637 per night from May 8 to May 9
CA $1,637
CA $2,083 total
May 8 - May 9
includes taxes & fees
9.6/10 Exceptional! (248 reviews)
Great Service!!!

Reviewed on Feb 4, 2026

Four Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
Fully refundableReserve now, pay when you stay
The price is CA $1,423 per night from May 3 to May 4
CA $1,423
CA $1,779 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (196 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Aurora Anguilla Resort & Golf Club
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 20 to Apr 21
CA $284
CA $349 total
Apr 20 - Apr 21
includes taxes & fees
8.2/10 Very Good! (308 reviews)
You can't beat the location. Right on Rendezvous Beach. Loved having lounge chairs for the guest. Also a little restaurant/ bar right there. Just stayed the 1 night . The rooms are old and a bit tired. The toilet handle broke the very first use but was quickly fixed. The shower just had cool water ...

Reviewed on Apr 14, 2026

Anguilla Great House Beach Resort
See all 367 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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