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.
Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
Price was CA $939, price is now CA $819 per person
CA $819
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.2/10 Wonderful! (92 reviews)
Close to beach. Close to restaurants. Close to cappuccino cafe. Close to supermarkets. Close to airport.

Reviewed on Mar 31, 2026

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was CA $3,341, price is now CA $2,566 per person
CA $2,566
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Price was CA $3,130, price is now CA $2,611 per person
CA $2,611
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip 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

Genesis Residences

Genesis Residences

2.5 out of 5
Price was CA $1,677, price is now CA $1,424 per person
CA $1,424
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.4/10 Exceptional! (3 reviews)
This was the perfect get away location. It was quiet and we felt very safe. The gated entry was a nice added security measure. The residences are located within walking distance of local grocery stores and only a mile and a half from Mead's Bay. I would definitely stay here again.

Reviewed on Mar 22, 2026

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was CA $1,797, price is now CA $1,562 per person
CA $1,562
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9/10 Wonderful! (69 reviews)
Check in staff was amazing, rooms are basic lacking mirrors I had to wait for my husband to get out the shower for me to do my hair & makeup there’s no ventilation in the bathroom. You will sweat when getting ready in the bathroom. The electricity shut off random causing delays in getting ready due to no lights to see. I did my makeup while lights were flashing to save time and get to appointments on time. Dirty comforters eww needs to work on better cleanliness it smells like mold throughout.

Reviewed on Apr 2, 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 $1,761 per night from May 3 to May 4
CA $1,761
CA $2,241 total
May 3 - May 4
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 $288 per night from Apr 6 to Apr 7
CA $288
CA $354 total
Apr 6 - Apr 7
includes taxes & fees
8.2/10 Very Good! (302 reviews)
Beach bar was great

Reviewed on Apr 2, 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 $2,170 per night from May 2 to May 3
CA $2,170
CA $2,669 total
May 2 - May 3
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 365 properties in Prickly Pear Cays
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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.