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.
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Price was CA $3,438, price is now CA $2,681 per person
CA $2,681
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
8/10 Very Good! (47 reviews)
Great staff. Spacious and very clean rooms. Must have a car. In between seasons, yacuzzi nor hot tubs were operational (waiting for parts).

Reviewed on Mar 28, 2026

Quintessence Hotel Anguilla

Quintessence Hotel Anguilla

4.5 out of 5
Price was CA $6,058, price is now CA $5,595 per person
CA $5,595
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.8/10 Exceptional! (42 reviews)
LOVE LOVE LOVE this hotel. It was stunning from the grounds to the pool to the beach to the rooms I loved everything about this hotel. I loved the boutique feel and everyone was incredibly nice and helpful. I traveled alone as a single woman and felt safe and secure. Food was great, the rooms were incredible, staff was excellent. Very central to the other major hotels and hot spots in Anguilla. Close to the airport and port. I will be coming back!!!

Reviewed on Jun 15, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was CA $8,657, price is now CA $6,270 per person
CA $6,270
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to The Valley (AXA)
9.6/10 Exceptional! (199 reviews)
Aurora is the old Cuisinart. This property has been exceptionally well maintained with the fabulous staff, a friendly and courteous team members. Anguilla is not the Island to go to if you’re looking for the Saint Barts overly expensive nightlife. This is the cool island. No cruise ships nothing ostentatious. Just a friendly safe place to enjoy a true relaxing vacation on some of the most wonderful beaches in the world. Aurora‘s location is fantastic at rendezvous Bay. It’s one of the best beaches in the world. Awesome food, and again great staff. The only negative and this is a very small one as they need new cushions on the chairs on the beach. The rooms, the facilities, the towels, everything right down to the sheets was spectacular.

Reviewed on Jun 7, 2026

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was CA $3,513, price is now CA $2,753 per person
CA $2,753
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to The Valley (AXA)
9/10 Wonderful! (76 reviews)
Loved everything!zero complaints!

Reviewed on May 24, 2026

6 BR Villa On Crocus Bay With Pool Concierge

6 BR Villa On Crocus Bay With Pool Concierge

2 out of 5
Price was CA $12,785, price is now CA $10,956 per person
CA $10,956
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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 $1,146 per night from Jul 6 to Jul 7
CA $1,146
CA $1,459 total
Jul 6 - Jul 7
includes taxes & fees
9.6/10 Exceptional! (252 reviews)
"The staff were amazing from the bell boys to the reception staff the restaurant staff and Del on Barnes beach remembered everybody’s name, the room had an amazing view and the food in all restaurants was amazing. We did a cerviche class and would highly recommend it."

Reviewed on Jun 11, 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 $280 per night from Jul 22 to Jul 23
CA $280
CA $347 total
Jul 22 - Jul 23
includes taxes & fees
8.2/10 Very Good! (330 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 Jun 21, 2026

Anguilla Great House Beach Resort
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
The price is CA $974 per night from Jul 19 to Jul 20
CA $974
CA $1,237 total
Jul 19 - Jul 20
includes taxes & fees
9.8/10 Exceptional! (266 reviews)
"Excelente"

Reviewed on Jun 15, 2026

Zemi Beach House, LXR Hotels & Resorts
See all 355 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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