Cupecoy Vacation Packages 2026 from $672

Cupecoy flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$672

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip non-stop 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

Pelican Key

$1,197

per person

May 28 - Jun 4

found 1 hour 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

Oyster Pond

Save 100% on your flight

$734

per person

Jun 17 - Jun 21

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.

La Playa Orient Bay

$927

per person

Jul 2 - Jul 6

found 1 day ago

Roundtrip non-stop 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 in-room childcare.

Coral Beach Club Villas & Marina

Oyster Pond

Save 100% on your flight

$1,739

per person

Jun 30 - Jul 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This Mediterranean resort features a full-service spa, a marina, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare.

Top Cupecoy hotels deals

Sapphire Beach Club Resort

147 Lowlands Lowlands

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$129 total

May 8 - May 9

Total with taxes and fees

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.

Pool

Spa

Adonis Cupecoy

Jordan Road Lowlands

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$85 total

May 10 - May 11

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

The Cliff

#7 Rhine Road, Cupecoy Lowlands

Get rates

A private beach and an outdoor pool are featured at this traditional aparthotel. Enjoy the indoor pool and perks like free WiFi. You'll appreciate the sauna, bar/lounge, and concierge services.

Pool

Kitchen

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

$374 nightly

$389 total

May 4 - May 5

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

1 Rhine Road Lowlands

$469 nightly

$489 total

May 3 - May 4

Total with taxes and fees

This 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

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd. Lowlands

$625 nightly

$652 total

Apr 29 - Apr 30

Total with taxes and fees

This smoke-free property features a casino, a full-service spa, and 3 restaurants. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 3 outdoor pools and perks like free WiFi.

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

Maho Beach

4/5(452 reviews)

Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the top-notch restaurants or lively bars in this romantic area.

Mullet Bay Beach

4.5/5(178 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.

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.

Frequently asked questions

How much are vacation packages to Cupecoy?

$672 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.