Search Deals onCaribbean Islands Vacation Packages
Caribbean Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Price was $1,589, price is now $1,034 per person
$1,034
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Port of St. Maarten and Great Bay Beach are located nearby.
My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!
Reviewed on Oct 24, 2026
Simpson Bay Resort, Marina & Spa
Price was $3,592, price is now $1,622 per person
$1,622
per person
Jan 11 - Jan 18
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
The Villas at Simpson Bay Resort
Price was $2,721, price is now $1,446 per person
$1,446
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Morgan Resort Spa Village
Price was $1,553, price is now $1,071 per person
$1,071
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The entire stay was great. Easy and quick pick up from the airport. Welcome drink upon arrival. They were able to get all of our rooms close together (girl’s trip). The restaurant was conveniently located. Free prosecco on Thursdays. The breakfast was good, fast and tasty. The room was well decorated and clean. Any requests were met quickly and efficiently. The grounds were beautiful and walkable to nearby Maho beach and shopping. No critiques.
Reviewed on Oct 31, 2026
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Price was $2,491, price is now $1,791 per person
$1,791
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Great Bay Beach are located nearby.
Great location. Close proximity to restaurants night life and grocery. Steps to the beach.
Reviewed on Oct 30, 2026
Oceans at Divi Little Bay
Price was $1,851, price is now $1,352 per person
$1,352
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Great Bay Beach are located nearby.
Room was clean and the view was amazing from the balcony. Staff are friendly and helpful. I would definitely stay here again.
Reviewed on Oct 28, 2026
Panorama Residences at Monte Vista
Price was $1,414, price is now $1,049 per person
$1,049
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Port of St. Maarten are located nearby.
Super clean, beautiful location. Friendly staff. Safe place. Will book again
Reviewed on Oct 24, 2026
Divi Little Bay Beach Resort
Price was $1,753, price is now $1,308 per person
$1,308
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this 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 Great Bay 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
- Eagle Beach Vacations
- Port of San Juan Vacations
- Punta Cana Beach Vacations
- Grace Bay Beach Vacations
- Bavaro Beach Vacations
- Luquillo Beach Vacations
- Mambo Beach Vacations
- Puerto Rico Convention Center Vacations
- El Yunque National Forest Vacations
- Condado Beach Vacations
- Seven Mile Beach Vacations
- Downtown Punta Cana Vacations
- 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
