Deals on vacations and trips to Cupecoy

Save when you book Cupecoy package deals

Choose two or more items and save on your trip:

Cupecoy flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Jun 13 - Jun 17
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
per person
Jun 13 - Jun 17
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and babysitting.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Jun 13 - Jun 17
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
per person
Jul 19 - Jul 22
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare.

Top Cupecoy hotel deals

Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
147 Lowlands, Cupecoy Beach, Lowlands
Free Cancellation
Reserve now, pay when you stay
The price is $121 per night
$121
per night
May 2 - May 3
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Breakfast available
Pool
The Hotel Porto Cupecoy

The Hotel Porto Cupecoy

3.5 out of 5
166 Rhine Rd, Lowlands, Sint Maarten
The price is $467 per night
$467
per night
May 12 - May 13
This Mediterranean aparthotel features a casino, a full-service spa, and 7 restaurants. Business travelers can take advantage of the express check-in. Relax with a drink at one of the 2 beach bars and enjoy perks like free self parking.
Pet friendly
Breakfast available
Beach Front Villa in cupecoy

Beach Front Villa in cupecoy

Get rates
This villa features an outdoor pool and a gym. Limo/town car service and concierge services are also provided.
Pool
Kitchen
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!

Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!

Get rates
This condo features a gym and a spa tub. A garden is also provided.
Hot Tub
Pool
Caribbean vacations home

Caribbean vacations home

3.5 out of 5
Rhine Rd. 9, Lowlands
The price is $145 per night
$145
per night
May 29 - May 30
A golf course and an outdoor pool are featured at this smoke-free aparthotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. There's a bar/lounge on site, and a poolside bar and laundry facilities are also provided.
Breakfast available
Pool
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is $217 per night
$217
per night
May 5 - May 6
This all-inclusive property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Spa
Don't see what you're looking for?
See all available properties in Cupecoy
View all properties
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.

Popular places to visit

Image for Maho Beach

Maho Beach

4/5(445 reviews)

Why not spend a carefree afternoon at Maho Beach during your travels in Maho Reef? Check out the lively bars or top-notch restaurants in this family-friendly area.

Maho Beach
Image for Mullet Bay Beach

Mullet Bay Beach

4.5/5(177 reviews)

If a restful vacation is part of your travel plans, Mullet Bay Beach might be the perfect place to seek out during your trip to Lowlands.

Mullet Bay Beach
Image for Cupecoy Beach

Cupecoy Beach

4/5(34 reviews)

Why not spend a carefree afternoon at Cupecoy Beach during your travels in Cupecoy? Stroll along the area's seaside or simply enjoy its restaurants.

Cupecoy Beach

Frequently asked questions

How much are vacation packages to Cupecoy?
Spoil yourself with an unforgettable experience in Cupecoy with a vacation package starting at $635. Locking in your hotels, tours and flights through Travelocity is a breeze. What’s more, our package deals will leave you with extra money for fun.
How long should my Cupecoy vacation be?
An average of 4 nights is how long most visitors spend exploring the attractions of Cupecoy. Worried that won’t be enough time to cross everything off your bucket list? Stay another night or two so you won’t miss a thing.
Where can I get the best vacation package deals for Cupecoy?
For a fun and affordable package deal to Cupecoy, nothing compares to Travelocity. Take your pick of 400 airlines and 1,000,000 properties around the globe to create the ideal adventure — simple as that.
Why should I purchase my Cupecoy vacation bundle with Travelocity?
Whether you’re planning an epic vacation or a last-minute weekend escape, we have lots of exciting destinations to choose from at an affordable price. In addition, we offer support 24/7, quality service and a Price Match Guarantee. Save yourself time and money and lock in your dream vacation today.
Can I save money on my Cupecoy car rental if I bundle it with hotels and flights?
Combining your bookings into a Cupecoy vacation package will certainly save you money. Bundle a flight and car; a car, flight and hotel; or a car and hotel. You won’t find a better way to explore the greater Cupecoy area than from behind the wheel of your own rental car. You can also add experiences and tours to your Travelocity package.
What is the best time of year to go to Cupecoy?
If you’re all about wandering wisely, is one of the best times to do it. That’s when you’ll find hotel rates are most affordable. In contrast, prices are highest in . January, February and November are the most popular times for a vacation in Cupecoy, so expect snaking queues for major attractions. Prefer to travel outside the busy season? You’ll find more manageable crowds during May, June and September.
Which airport is best for Cupecoy?
The major airport for Cupecoy is Princess Juliana Intl. Airport (SXM). You’ll find it 1 mi northwest of the downtown area.
Where should I stay when visiting Cupecoy?
The Adonis Cupecoy is recommended by many travelers. Book soon before it’s too late.