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
per person
Jun 7 - Jun 11
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
La Playa Orient Bay
Save 100% on your flight
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Divi Little Bay Beach Resort
Save 100% on your flight
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Villas at Simpson Bay Resort
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Esmeralda Resort
Save 100% on your flight
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Holland House Beach Hotel
Save 100% on your flight
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hilton Vacation Club Royal Palm St. Maarten
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition 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, May 19 - Sat, May 24
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$301 Roundtrip, found 6 days ago
$301
Roundtrip
found 6 days ago
Mon, May 26 - Thu, Jun 5
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$321 Roundtrip, found 2 days ago
$321
Roundtrip
found 2 days ago
Mon, May 26 - Wed, Jun 4
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 2 days ago
$321
Roundtrip
found 2 days ago
Fri, May 9 - Wed, May 14
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$325 Roundtrip, found 4 days ago
$325
Roundtrip
found 4 days ago
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
Car Rentals in Simpson Bay
- Car rentals in Lowlands
- Car rentals in St. Barthelemy
- Car rentals in Caribbean Islands
- Car rentals in Oyster Pond
- Car rentals in Philipsburg
- Car rentals in Orient Bay
- Car rentals in Saint Martin
- Car rentals in West End Village
- Car rentals in Grand Case
- Car rentals in Les Terres Basses
- Car rentals in Rendezvous Bay
- Car rentals in Anse Marcel