Search Deals onSimpson Bay Vacation Packages
Simpson Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
The Villas at Simpson Bay Resort
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
Holland House Beach Hotel
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
The Morgan Resort Spa Village
Save 100% on your flight
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Philipsburg (SXM)
Stay at this 4-star 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.
La Playa Orient Bay
Save 100% on your flight
per person
Jul 6 - Jul 12
found 2 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Grand Case Beach are located nearby.
Sapphire Beach Club Resort
per person
Jul 6 - Jul 12
found 2 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Maho Beach and Mullet Bay Beach are located nearby.
Divi Little Bay Beach Resort
Save 100% on your flight
per person
Jul 6 - Jul 12
found 2 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
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.
Fri, Jul 18 - Fri, Jul 25
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$301 Roundtrip, found 5 days ago
$301
Roundtrip
found 5 days ago
Wed, Aug 6 - Wed, Aug 13
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$320 Roundtrip, found 3 days ago
$320
Roundtrip
found 3 days ago
Sun, Jun 15 - Wed, Jun 18
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Sat, Aug 16 - Fri, Aug 22
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$340 Roundtrip, found 1 day ago
$340
Roundtrip
found 1 day ago
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