Cupecoy Vacation Packages 2026 from $1,102

Cupecoy flight + hotel vacation packages

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

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$1,102

per person

Jun 13 - Jun 20

found 1 day ago

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.

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$1,417

per person

Jun 13 - Jun 20

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

Pelican Key

Save 100% on your flight

$1,409

per person

Jul 11 - Jul 17

found 1 hour ago

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 playground, and barbecue grills are available on site.

La Playa Orient Bay

Save 100% on your flight

$1,460

per person

Jun 13 - Jun 20

found 1 day ago

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 in-room childcare.

Esmeralda Resort

$1,321

per person

Jun 13 - Jun 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

This hotel features 15 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground and onsite laundry facilities.

Top Cupecoy hotels deals

Sapphire Beach Club Resort

147 Lowlands Lowlands

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$129 total

May 7 - May 8

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

$80 nightly

$84 total

Jun 2 - Jun 3

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 Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$368 nightly

$383 total

Jun 2 - Jun 3

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

$391 nightly

$407 total

May 6 - May 7

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

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

$239 nightly

$250 total

May 14 - May 15

Total with taxes and fees

On private beach

Pool

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd. Lowlands

$625 nightly

$652 total

May 11 - May 12

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.

Pool

Spa

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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.

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 lively bars or top-notch restaurants in this family-friendly 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?

$1,102 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.