Cupecoy Vacation Packages

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Your Cupecoy Vacation

The best way to experience this vibrant city is with a custom-made Cupecoy vacation package. Base yourself in the neighborhood of Maho, which is good for dining, golfing and coastal beaches or choose someplace else — our package deals are all about you. Make your trip to Cupecoy even more exciting by including some sightseeing. Maho Beach, Mullet Bay Beach and Cupecoy Beach are among the major attractions worth exploring. Don't put off your visit to this destination any longer. The perfect Cupecoy vacation is only a few clicks away with Expedia.

Top Cupecoy Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

CA $1,221
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.2/10 Very good! (1,025 reviews)
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

CA $2,372
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8/10 Very good! (3,182 reviews)
I will never ever visit this place! Night 1 shower flooded, night 2 ceiling leaking, night 3 they ran out of food at the buffet, ordered room service and it never came 2 nights in a row! No Music at the adult pool! Pool closes at 6 all of them! Pool grill man is very mean! AND WHEN I JUST LEFT THW CEILING LEAKED IN MY DRINK IN THE LOBBY BAR AMD A MAN GOT ROBBED AND SHOT AT THE PRINCESS CASINO ACROSS THE STREET WHILE WE WERE LEAVING!

Reviewed on Sep 2, 2026

Bougainvillea by Island Properties Online

Bougainvillea by Island Properties Online

Oyster Pond
CA $3,798
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
No reviews
Cupecoy Beach Club

Cupecoy Beach Club

Maho
CA $2,237
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
7.2/10 Good! (7 reviews)
I’ll start with the pros: The property manager was delightful. The apartment is HUGE, modern, tall ceilings, nice balcony with a view of mullet bay in the near distance. Sleeps 6 comfortably in bedrooms and 4 more on couches. (We were less than 6 people) Washer and dryer inside the unit. Gated security. The AC works incredibly well. Cons: There are a big flight of stairs outside which I wish I knew about before. Elevator is not working. I would not recommend for older seniors as it’s steep and slippery when wet. There is some things that needed some cleaning/updating. I mentioned it to the manager and she sent maintenance right away. I wish it had an oceanfront view-unfortunately none of the 3 units are ocean front. You do see them in the near distance though. The apartment is used as a rental along side the one next door and penthouse above. All owned by the same person. The penthouse upstairs has a nicer view but honestly you’re never in there long enough to matter.

Reviewed on Jul 10, 2026

Paradiso by Island Properties Online

Paradiso by Island Properties Online

Oyster Pond
CA $4,921
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
No reviews

Cupecoy Beach Vacation

Forget the stresses of daily life and let your mind, body and soul unwind on your Cupecoy vacation. Few things are more refreshing than a cool ocean breeze and the sound of waves crashing onto the shore. Organize your trip to Cupecoy the easy way by booking one of our Cupecoy packages. Many people opt to spend their nights close to Mullet Bay Beach, a local highlight only 0.64 kilometres from the downtown area.

Things You Should Know About Cupecoy

  • Book one of our Cupecoy beach hotels and get ready for a vacation to remember. Long walks along the shoreline, sparkling ocean vistas and the rhythm of the waves are all yours to enjoy.
  • Travellers also often book apartments here. Whether you're heading off on a family trip or spending time with your significant other, you'll have all the amenities you need for an unforgettable break. Adonis Cupecoy and Sapphire Beach Club and Resort are some of your choices.

Ready to book your vacation to Cupecoy?

Choose your dates

Cupecoy Hotel Deals

Sapphire Beach Club Resort

Sapphire Beach Club Resort

147 Lowlands Lowlands
Fully refundableReserve now, pay when you stay
CA $121
CA $147 total
Oct 2 - Oct 3
includes taxes & fees
7/10 Good! (913 reviews)
"Room was not clean and the overall building is very run down. Likely Rodent activity and cockroaches. Good view tho and close to airport."

Reviewed on Sep 2, 2026

Sapphire Beach Club Resort
Adonis Cupecoy

Adonis Cupecoy

Jordan Road Lowlands
Fully refundableReserve now, pay when you stay
CA $94
CA $99 total
Sep 23 - Sep 24
includes taxes & fees
Adonis Cupecoy
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
CA $215
CA $258 total
Sep 13 - Sep 14
includes taxes & fees
9/10 Wonderful! (1,988 reviews)
"Everything was wonderful! However, I did not like that a part of the resort"

Reviewed on Sep 2, 2026

Simpson Bay Resort, Marina & Spa
See all 3,633 properties in Cupecoy
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.

What to do in Cupecoy

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

CA $90
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $106
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $112
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
See all activities in Cupecoy

Frequently asked questions

How much does a Cupecoy vacation package cost?
You can grab a vacation package to this popular destination from CA $1,221 on Expedia. But how much your vacation to Cupecoy costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Cupecoy?
To score cheap Cupecoy vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Cupecoy?
Typically, a few days is great for a Cupecoy vacation. With a carefully crafted itinerary, you can check out all the popular sights including Cupecoy Beach, as well as discover some hidden treasures along the way.
How to find the best Cupecoy package deals?
Use Expedia's filters to help you find some fabulous Cupecoy package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Cupecoy package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Cupecoy vacation as a package?
You can enjoy significant savings on your next Cupecoy escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Cupecoy?
If you have your Cupecoy travel dates confirmed, book early to grab some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Cupecoy?
  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the available activities will also help you decide when to vacation in Cupecoy.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to set aside for your trip to Cupecoy. Then, pick a hotel that matches your budget, whether that's an economical stay or a deluxe retreat.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Cupecoy. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Cupecoy vacation package.

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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.