Search Deals onCay Bay Hill Vacation Packages
Cay Bay Hill Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort
per person
May 3 - May 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Mullet Bay Beach and Maho Beach are located nearby.
The Villas at Simpson Bay Resort
Save 100% on your flight
per person
May 3 - May 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
per person
May 3 - May 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Dawn Beach are located nearby.
Holland House Beach Hotel
Save 100% on your flight
per person
May 3 - May 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
La Playa Orient Bay
per person
May 3 - May 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Green Cay are located nearby.
Picturesque 4 Bedroom 3 Bath Condo With Pool
per person
Apr 19 - Apr 22
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this 3.5-star apartment in Cul de Sac. Enjoy free WiFi, free parking, and balconies. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Divi Little Bay Beach Resort
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Oceans at Divi Little Bay
Save 100% on your flight
per person
May 3 - May 7
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Cay Bay Hill Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Feb 23 - Mon, Mar 3
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$229 Roundtrip, found 2 days ago
$229
Roundtrip
found 2 days ago
Fri, May 30 - Sat, Jun 7
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$261 Roundtrip, found 5 days ago
$261
Roundtrip
found 5 days ago
Mon, May 19 - Fri, May 23
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Wed, Apr 16 - Fri, Apr 25
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
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Car Rentals in Cay Bay Hill
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