Search Deals onSimpson Bay Vacation Packages
Simpson Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
La Playa Orient Bay
Price was $1,106, price is now $788 per person
$788
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Bridgetown (BGI) 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 Orient Bay Beach and Grand Case Beach are located nearby.
Simpson Bay Resort, Marina & Spa
Price was $2,293, price is now $1,002 per person
$1,002
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $3,410, price is now $1,811 per person
$1,811
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) 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 Orient Bay Beach and Grand Case Beach are located nearby.
The Villas at Simpson Bay Resort
Price was $4,193, price is now $2,286 per person
$2,286
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) 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 Orient Bay Beach are located nearby.
The Morgan Resort Spa Village
Save 100% on your flight
Price was $2,105, price is now $1,424 per person
$1,424
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Bridgetown (BGI) 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 $6,092, price is now $4,428 per person
$4,428
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) 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 Orient Bay Beach and Grand Case Beach are located nearby.
Oceans at Divi Little Bay
Price was $3,296, price is now $2,410 per person
$2,410
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) 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 Orient Bay Beach are located nearby.
Divi Little Bay Beach Resort
Price was $3,059, price is now $2,255 per person
$2,255
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Bridgetown (BGI) 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 Orient Bay Beach are located nearby.
Simpson Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Vacation Packages 5-7 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.
Mon, Mar 16 - Wed, Mar 18
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Mon, Apr 13 - Mon, May 4
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$241 Roundtrip, found 4 hours ago
$241
Roundtrip
found 4 hours ago
Mon, Mar 9 - Thu, Mar 12
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$271 Roundtrip, found 6 hours ago
$271
Roundtrip
found 6 hours ago
Sat, Mar 14 - Tue, Mar 17
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$299 Roundtrip, found 1 day ago
$299
Roundtrip
found 1 day ago
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