Search Deals onCaribbean Islands Vacation Packages
Caribbean Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa
Price was $1,020, price is now $613 per person
$613
per person
Oct 27 - Oct 30
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,817, price is now $1,063 per person
$1,063
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Orient Bay Beach and Maho Beach are located nearby.

Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $1,445, price is now $926 per person
$926
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Grand Case Beach are located nearby.

Oyster Bay Beach Resort
Save 100% on your flight
Price was $1,335, price is now $875 per person
$875
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Esmeralda Resort
Save 100% on your flight
Price was $1,674, price is now $1,182 per person
$1,182
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Holland House Beach Hotel
Save 100% on your flight
Price was $1,577, price is now $1,127 per person
$1,127
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Oceans at Divi Little Bay
Save 100% on your flight
Price was $1,654, price is now $1,239 per person
$1,239
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,883, price is now $1,415 per person
$1,415
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Orient Bay Beach and Maho Beach are located nearby.
Caribbean Islands Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Caribbean Islands Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations