Deals on vacations and trips to Cupecoy

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

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was $1,207, price is now $775 per person
$775
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $4,328, price is now $1,971 per person
$1,971
per person
Jan 21 - Jan 28
found 1 day ago
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 waterslide, and barbecue grills are available on site.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,712, price is now $909 per person
$909
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop 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 playground, and barbecue grills are available on site.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,542, price is now $823 per person
$823
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop 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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $2,316, price is now $1,464 per person
$1,464
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Top Cupecoy hotels deals

Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
147 Lowlands Lowlands
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $135 total per night
$135 total
Dec 5 - Dec 6
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Parking included
Adonis Cupecoy

Adonis Cupecoy

2.5 out of 5
Jordan Road Lowlands
$84 nightly
The price is $88 total per night
$88 total
Nov 22 - Nov 23
Total with taxes and fees
A bar/lounge and a 24-hour front desk are featured at this hotel, along with free self parking. Relax with a drink at one of the 3 beach bars and get perks like free WiFi. A snack bar/deli and luggage storage are also provided.
Pet friendly
Parking included
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$286 nightly
The price is $298 total per night
$298 total
Nov 7 - Nov 8
Total with taxes and fees
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 playground, and barbecue grills are available on site.
On private beach
Pool
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$456 nightly
The price is $476 total per night
$476 total
Nov 8 - Nov 9
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.
Pool
Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$506 nightly
The price is $528 total per night
$528 total
Nov 8 - Nov 9
Total with taxes and fees
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the free water park, free kid's club, and kid-friendly dining.
Pool
Spa
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $212 total per night
$212 total
Nov 6 - Nov 7
Total with taxes and fees
This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.
Pool
Hot Tub
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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.

Frequently asked questions

How much are vacation packages to Cupecoy?
$775 is all you'll need for an unforgettable vacation in Cupecoy. Bundle your hotel and flights into a vacation package with Travelocity and see your savings pile up. With such good prices, it's never been easier to travel!
How long should my Cupecoy vacation be?
Many people secure a hotel for 5 nights in Cupecoy. But that doesn't necessarily mean you have to follow their lead. How long you spend here depends on what you want to do on your vacation. If you want to discover every nook and cranny of this amazing place, consider staying another night or so (or even longer!).
Where can I get the best vacation package deals for Cupecoy?
You can grab awesome Cupecoy package deals with Travelocity. Select from 400 partner airlines and 1,000,000 worldwide properties and turn your travel dreams into reality.
Why should I purchase my Cupecoy vacation package via Travelocity?
With superb service, support available 24/7 and some of the most idyllic escapes imaginable, you'll never wander alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Cupecoy car rental if I combine it with my hotel or flight?
Certainly — bundle your flight, hotel and car into a Cupecoy vacation package and you can save loads. With so much to discover in the Cupecoy area, having your own set of wheels will more than come in handy. Once you've slid into the driver's seat, crank up the tunes and cruise toward Dickenson Bay Beach, a famous sight about 100 mi from Cupecoy.
Which airport is best for Cupecoy?
Princess Juliana Intl. Airport (SXM), located around 1 mi southeast of inner Cupecoy, is likely to be where you'll step off the plane. Your other options are Robert L. Bradshaw Intl. Airport (SKB) (60 mi away from central Cupecoy) and Clayton J. Lloyd Intl. Airport (AXA) (12 mi away from central Cupecoy).
Where should I stay when visiting Cupecoy?
The Adonis Cupecoy is recommended by many travelers. Book soon to avoid missing out.

Photos of local treasures

Browse Cupecoy vacation photos for more inspiration

A coastal beach with clear turquoise waters, white buildings, and a rocky shoreline.
A beach with a large rock in the foreground and a cliff in the background.
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.
A beach with a sunset, waves, and a distant lighthouse.
A beach with waves, a sailboat, and rocky cliffs.