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.
Coralito Bay Suites & Villas

Coralito Bay Suites & Villas

3.5 out of 5
Price was CA $1,635, price is now CA $1,352 per person
CA $1,352
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.8/10 Exceptional! (20 reviews)
We loved our stay at Coralito Bay. Our apartment was clean, comfortable and decorated well. The location was fabulous. Quiet, peaceful, lovely landscaping, beautiful view of the bay/Saint Martin, and at maximum, a 20 minute drive to anywhere we wanted to go. Ivor and the other staff we interacted with were warm, friendly and helpful. We would definitely stay there again!

Reviewed on Apr 26, 2026

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Price was CA $3,926, price is now CA $2,695 per person
CA $2,695
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
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

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was CA $4,659, price is now CA $3,609 per person
CA $3,609
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9.4/10 Exceptional! (95 reviews)
such a relaxing week! This resort absolutely lives up to its reputation!!!

Reviewed on Apr 6, 2026

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was CA $1,971, price is now CA $1,629 per person
CA $1,629
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to The Valley (AXA)
9/10 Wonderful! (73 reviews)
Property was VERY clean. We have been to almost every island in the Caribbean and we will usually see bugs in the domiciles but. Not once did we see a bug. The entire staff were very friendly. Check in was smooth and check out was unremarkable. We had an excellent stay and would definitely return. Anguilla is a beautiful island!

Reviewed on Apr 23, 2026

Edwards Guesthouse

Edwards Guesthouse

2.5 out of 5
Sandy Ground
Price was CA $1,660, price is now CA $1,375 per person
CA $1,375
per person
Jul 13 - Jul 20
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to The Valley (AXA)
9.2/10 Wonderful! (111 reviews)
It was a good price but the property was just older than photos look but we felt safe by great restaurants and easy to drive to.

Reviewed on Apr 26, 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 $1,086 per night from May 31 to Jun 1
CA $1,086
CA $1,382 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (250 reviews)
Room was perfect and cleaned daily. Spa was terrific. Property was immaculate and staff was very friendly and helpful.

Reviewed on Apr 29, 2026

Four Seasons Resort and Residences Anguilla
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 $1,968 per night from May 12 to May 13
CA $1,968
CA $2,420 total
May 12 - May 13
includes taxes & fees
Cap Juluca, A Belmond Hotel, Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
The price is CA $1,111 per night from Jun 7 to Jun 8
CA $1,111
CA $1,401 total
Jun 7 - Jun 8
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
See all 367 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.