Cupecoy Vacations from $722
Book a Hotel + Flight or Car together to unlock savings
The Latest Cupecoy Vacation Packages
- Simpson Bay Resort, Marina & Spa
Oct 15 - Oct 18Simpson Bay Resort, Marina & Spa + Flight
Pelican Key3 nights4.0 star property9.0/10 - Wonderful (1,922 reviews)"Clean, excellent staff shout out to shuttle driver Kari, bartender laura and Roman they were superb. I rated the hotel just ok for a few reasons. First this our third time staying at this hotel. Let's say 3rd time is not a charm. First I asked a head of time called and then messaged to see if possible to be moved to a room closer to beach *I was willing to pay extra* . Welp our was in fact the furtherest away from the beach. The room was next to the cleaning closet so it was noisy. 2nd we heard..."Reviewed August 3, 2026Roundtrip • Atlanta (ATL) - Saint Martin (SXM)ATL - SXM • Nonstop SXM - ATL • 1 stop - The Villas at Simpson Bay Resort
Oct 10 - Oct 15The Villas at Simpson Bay Resort + Flight
Pelican Key5 nights4.0 star property9.2/10 - Wonderful (1,485 reviews)"Excellent property and location...only thing is my room was slightly delayed with being available. Would def stay again!"Reviewed August 3, 2026Roundtrip • Atlanta (ATL) - Saint Martin (SXM)ATL - SXM • 1 stop SXM - ATL • 1 stop$2,342$944found 1 day agoper traveler - Sonesta Ocean Point All Inclusive, Adults Only Resort
Oct 8 - Oct 12Sonesta Ocean Point All Inclusive, Adults Only Resort + Flight
Lowlands4 nights5.0 star property8.8/10 - Excellent (1,003 reviews)"An HONESTTTT review unlike other people. To start the rooms were mid compared to the prices that you paid. The food was terrible at almost all the restaurants and never hot lol with no flavor. I could’ve swore this was supposed to be an ADULTS ONLY RESORT. Welp sadly there are definitely kids on this resort and you see alot of them all the time especially in the restaurant's and at entertainment. The adults only pool is literally only like 4ft of water and boring 😂 the entertainment at this..."Reviewed August 3, 2026Roundtrip • Atlanta (ATL) - Saint Martin (SXM)ATL - SXM • Nonstop SXM - ATL • 1 stop$3,225$2,136found 1 day agoper traveler - Princess Heights Luxury Boutique Condo Hotel
Oct 15 - Oct 18Princess Heights Luxury Boutique Condo Hotel + Flight
Oyster Pond3 nights3.5 star property9.2/10 - Wonderful (1,003 reviews)"Everything was Great."Reviewed July 31, 2026Roundtrip • Atlanta (ATL) - Saint Martin (SXM)ATL - SXM • Nonstop SXM - ATL • 1 stop$1,102$754found 1 day agoper traveler - La Playa Orient Bay
Oct 15 - Oct 18La Playa Orient Bay + Flight
Orient Bay3 nights4.0 star property9.4/10 - Exceptional (771 reviews)Roundtrip • Atlanta (ATL) - Saint Martin (SXM)ATL - SXM • Nonstop SXM - ATL • 1 stop$1,142$804found 1 day agoper traveler
What to do in Cupecoy
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Cupecoy Hotel Deals
Mullet Bay Suites: Your Luxury Stay Awaits
Mullet Bay Suites: Your Luxury Stay Awaits
Royal Islander Resort La Terrasse
Royal Islander Resort La Terrasse
Hommage Hotel & Residences
Hommage Hotel & Residences
Frequently Asked Questions
How much does a Cupecoy vacation package cost?
Offering excellent value package deals from $722 on Expedia, you'll be pleasantly surprised at how much a vacation to Cupecoy costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cupecoy?
If you're hoping to book a cheap Cupecoy vacation package, consider traveling in May, June and September. You'll typically find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Cupecoy?
The ideal duration of your Cupecoy vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to visit all the major attractions and explore some hidden treasures along the way.
How to find the best Cupecoy package deals?
Use Expedia's filter tool to find some of the best Cupecoy package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Cupecoy package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cupecoy vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can personalize your Cupecoy escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cupecoy?
Score incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Cupecoy break.
How to plan a trip to Cupecoy?
- Choose when to travel: Check your schedule and pack your bags. Your favorite time of year and the activities available will also help you decide when to visit Cupecoy.
- Set your budget: Factor in costs such as flights, food and transportation when working out how much to save for your trip to Cupecoy. Then, pick a hotel that matches your budget, whether that's an economical option or a more luxurious retreat.
- Explore Cupecoy using our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Cupecoy. You can also save your favorite locations, collaborate with family and friends and arrange all your plans in one place.
- Determine how many days away: Start by making a list of all the attractions and activities you want to get to in Cupecoy. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Cupecoy vacation package that brings all your bookings together.
- Book experiences or activities in advance: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on Cupecoy's highlights. Find all the exciting things to do in Cupecoy with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Cupecoy vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Cupecoy trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
Book with confidence
Things to do near Cupecoy
Cupecoy, located in Sint Maarten, is ideal for beach lovers and outdoor enthusiasts. Visitors can enjoy a range of activities including boat tours and charters, as well as a variety of beach experiences and fun activities. The area also features resorts and a nearby golf course, making it perfect for a relaxing yet adventurous vacation. Whether you’re looking to soak up the sun or explore the beautiful scenery, Cupecoy has something for everyone.
Shopping
In Cupecoy, enjoy shopping at Front Street District, just 6 miles away, offering a vibrant mix of family-friendly shops and local businesses. Harbour Point Village, also 6 miles away, presents a similar atmosphere for a delightful shopping experience. If you're up for a drive, explore other nearby shopping options too.
Recreation
Experience the lush landscapes at Mullet Bay Golf, just a mile from Cupecoy, where you can enjoy a round of golf amidst stunning scenery. For ultimate relaxation, head to Rainforest Adventures St. Maarten, located five miles away, offering a serene environment perfect for wellness activities and rejuvenation.
Adventure
Visit the Philipsburg Boardwalk, located 6 miles from Cupecoy, where you can enjoy picturesque beach views, indulge in local cuisine, and take leisurely strolls with a romantic atmosphere. The vibrant energy and outdoor activities make it a perfect spot for both adventure and relaxation.
Nightlife
Cupecoy boasts a vibrant nightlife with beachfront bars and lively clubs. Visit The Red Piano for a fun piano bar experience, or head to Bliss for dancing and DJs. Enjoy cocktails at the beach bars while soaking in the stunning sunset views over the Caribbean Sea.
Find the best attractions in and around Cupecoy
Cupecoy in Sint Maarten is perfect for beach and outdoor enthusiasts, offering stunning scenery and a relaxed vibe. Key attractions include Cupecoy Beach, Cupecoy Bay, and various beachside getaways. Travelers can enjoy access to beautiful beaches and explore the local nudist beach and modern college university nearby. Make sure to immerse yourself in the unique beach experiences that Cupecoy has to offer.
- Maho Beach: Located just 1 mile from Cupecoy, Maho Beach is famous for its stunning views and vibrant beach vibes. It's a must-visit spot for those who enjoy watching planes land closely overhead while soaking up the sun on the soft sand.
- Cupecoy Beach: Situated within Cupecoy, this nudist beach offers a unique experience for those looking to embrace the sun and sea with a sense of freedom. Its beautiful, secluded setting makes it a perfect getaway for relaxation and privacy.
- American University of the Caribbean: Just 0.4 miles from Cupecoy, this modern college campus exudes city vibes, making it an interesting stop for those curious about education in the Caribbean and the vibrant atmosphere surrounding it.
Best time to go to Cupecoy
The best time to visit Cupecoy is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. March is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.
Tips to save on your trip to Cupecoy
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Cupecoy.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.