Search Deals onCaribbean Islands Vacation Packages
Caribbean Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,435, price is now $684 per person
$684
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this 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.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $1,535, price is now $1,016 per person
$1,016
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this 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 Grand Case Beach and Dawn Beach are located nearby.
La Playa Orient Bay
Price was $1,108, price is now $735 per person
$735
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this 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 Grand Case Beach and Green Cay are located nearby.
Panorama Residences at Monte Vista
Price was $1,091, price is now $789 per person
$789
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Harbour Point Village are located nearby.
Esmeralda Resort
Price was $947, price is now $688 per person
$688
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Grand Case Beach and Mont Vernon are located nearby.
Holland House Beach Hotel
Price was $1,734, price is now $1,273 per person
$1,273
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this 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 Maho Beach and Mullet Bay Beach are located nearby.
The Morgan Resort Spa Village
Price was $1,188, price is now $882 per person
$882
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Coral Beach Club Villas & Marina
Price was $1,281, price is now $951 per person
$951
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Grand Case Beach and Oyster Bay Marina 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
