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 $2,096, price is now CA $1,681 per person
CA $1,681
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip 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

Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Price was CA $6,523, price is now CA $4,910 per person
CA $4,910
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.4/10 Exceptional! (95 reviews)
Great location on Meads Bay with easy access to beach. Great food, drinks, and sunsets.

Reviewed on May 17, 2026

Fountain Anguilla

Fountain Anguilla

3.5 out of 5
Price was CA $2,498, price is now CA $2,008 per person
CA $2,008
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip 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

Ceblue Luxury Villas

Ceblue Luxury Villas

5 out of 5
Price was CA $4,585, price is now CA $3,731 per person
CA $3,731
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
10/10 Exceptional! (7 reviews)
My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants throughout the island though. We will be back

Reviewed on Aug 10, 2025

Rendezvous Bay Hotel

Rendezvous Bay Hotel

3.5 out of 5
Price was CA $3,466, price is now CA $2,835 per person
CA $2,835
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to The Valley (AXA)
9.2/10 Wonderful! (33 reviews)
Title: Incredible Paradise – Best with a bit of Pre-Planning! Our vacation was truly amazing. The Rendezvous Bay Hotel has an incredible beachfront location and our rooms were perfect. The amenities and staff were excellent. Anguilla is absolute paradise. The people, the food and the scenery are second to none. A few tips for future guests: getting to and from the hotel can become expensive, so a car rental is almost a must if you want to explore. Time can be limited, so I highly recommend arranging payments for your activities and transportation before you arrive. It can be a bit costly and challenging to coordinate once you're there. Planning ahead ensures you can just relax and enjoy the island!

Reviewed on Apr 18, 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 $1,093 per night from May 31 to Jun 1
CA $1,093
CA $1,391 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
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 $1,132 per night from Jun 15 to Jun 16
CA $1,132
CA $1,424 total
Jun 15 - Jun 16
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
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 $1,752 per night from Jun 14 to Jun 15
CA $1,752
CA $2,155 total
Jun 14 - Jun 15
includes taxes & fees
9.6/10 Exceptional! (141 reviews)
"I recently returned from a ten day stay at Cap Julucca. Unless you order lobster, steak or catch of the day, you will receive a meal that is sub par Breakfast had good omelettes but none of the breads had any taste. Order off the menu for a better meal. Bedrooms do not have AC in your bathroom and ..."

Reviewed on May 10, 2026

Cap Juluca, A Belmond Hotel, Anguilla
See all 356 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.