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Simpson Bay Vacation Packages

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Simpson Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,242, price is now $586 per person
$586
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop 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

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,975, price is now $1,018 per person
$1,018
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach are located nearby.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,322, price is now $875 per person
$875
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,015, price is now $718 per person
$718
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach and Grand Case Beach are located nearby.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Price was $812, price is now $609 per person
$609
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,534, price is now $1,160 per person
$1,160
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,445, price is now $1,097 per person
$1,097
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,230, price is now $953 per person
$953
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop 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.

Simpson Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,242, price is now $586 per person
$586
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,975, price is now $1,018 per person
$1,018
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $941, price is now $621 per person
$621
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,322, price is now $875 per person
$875
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Simpson Bay Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Vista Hotel

La Vista Hotel

3 out of 5
Pelican Key
Price was $1,634, price is now $1,273 per person
$1,273
per person
Mar 7 - Mar 12
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,699, price is now $1,336 per person
$1,336
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Aqua Vue by Island Properties Online

Aqua Vue by Island Properties Online

3.5 out of 5
Price was $1,817, price is now $1,430 per person
$1,430
per person
Mar 7 - Mar 12
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
Price was $2,811, price is now $2,285 per person
$2,285
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Philipsburg (SXM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Tue, Feb 24 - Fri, Feb 27
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Fri, Feb 27, priced at $249 found 6 days ago
Spirit Airlines
Sun, Mar 1 - Sun, Mar 15
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Mar 1 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sun, Mar 15, priced at $266 found 2 days ago
Spirit Airlines
Thu, Feb 26 - Sat, Feb 28
LGA
LaGuardia
SXM
Princess Juliana Intl.
$280 Roundtrip, found 6 days ago
$280
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Feb 26 from LaGuardia to Princess Juliana Intl., returning Sat, Feb 28, priced at $280 found 6 days ago
American Airlines
Tue, Mar 10 - Tue, Mar 17
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Mar 10 from Miami Intl. to Princess Juliana Intl., returning Tue, Mar 17, priced at $286 found 1 day ago