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
Save 100% on your flight
Price was $2,081, price is now $1,148 per person
$1,148
per person
Dec 13 - Dec 20
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 Maho Beach and Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort
Price was $2,704, price is now $1,323 per person
$1,323
per person
Dec 13 - Dec 20
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 $2,113, price is now $1,241 per person
$1,241
per person
Dec 13 - Dec 20
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.

Divi Little Bay Beach Resort
Price was $3,904, price is now $2,576 per person
$2,576
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip 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.

Holland House Beach Hotel
Save 100% on your flight
Price was $1,735, price is now $1,169 per person
$1,169
per person
Jan 8 - Jan 11
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 $1,659, price is now $1,183 per person
$1,183
per person
Dec 13 - Dec 20
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.

La Playa Orient Bay
Save 100% on your flight
Price was $2,138, price is now $1,563 per person
$1,563
per person
Dec 13 - Dec 20
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 breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Sapphire Beach Club Resort
Save 100% on your flight
Price was $1,596, price is now $1,172 per person
$1,172
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Mullet Bay Beach and Maho 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.

Sat, Dec 13 - Sat, Dec 20
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$266 Roundtrip, found 6 days ago
$266
Roundtrip
found 6 days ago

Wed, Apr 8 - Wed, Apr 15
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$289 Roundtrip, found 5 days ago
$289
Roundtrip
found 5 days ago

Mon, Feb 2 - Sat, Feb 7
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$297 Roundtrip, found 22 hours ago
$297
Roundtrip
found 22 hours ago

Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
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