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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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $691, price is now $467 per person
$467
per person
Dec 13 - Dec 15
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.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Save 100% on your flight
Price was $2,545, price is now $1,475 per person
$1,475
per person
Nov 12 - Nov 16
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 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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $805, price is now $492 per person
$492
per person
Dec 13 - Dec 15
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.
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,184, price is now $771 per person
$771
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach aparthotel 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 Orient Bay Beach and Maho Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,323 per person
$1,323
per person
Nov 12 - Nov 16
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $1,086, price is now $743 per person
$743
per person
Nov 20 - Nov 23
found 15 hours 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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,824, price is now $1,269 per person
$1,269
per person
Nov 12 - Nov 16
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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,638, price is now $1,154 per person
$1,154
per person
Nov 12 - Nov 16
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.

Simpson Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,184, price is now $771 per person
$771
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key
Save 100% on your flight
Price was $2,545, price is now $1,475 per person
$1,475
per person
Nov 12 - Nov 16
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
Save 100% on your flight
Price was $1,258, price is now $774 per person
$774
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,323 per person
$1,323
per person
Nov 12 - Nov 16
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,265, price is now $664 per person
$664
per person
Dec 8 - Dec 15
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
Save 100% on your flight
Price was $1,939, price is now $986 per person
$986
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $2,144, price is now $1,103 per person
$1,103
per person
Dec 8 - Dec 15
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 $1,653, price is now $872 per person
$872
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Top Flight Deals

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

American Airlines
Mon, Jan 26 - Thu, Jan 29
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jan 26 from Miami Intl. to Princess Juliana Intl., returning Thu, Jan 29, priced at $291 found 1 day ago
United
Fri, Oct 31 - Tue, Nov 4
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$340 Roundtrip, found 6 days ago
$340
Roundtrip
found 6 days ago
Select United flight, departing Fri, Oct 31 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Tue, Nov 4, priced at $340 found 6 days ago
Spirit Airlines
Fri, Oct 3 - Sat, Oct 4
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$351 Roundtrip, found 6 days ago
$351
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Fri, Oct 3 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sat, Oct 4, priced at $351 found 6 days ago
Delta
Sun, Mar 8 - Wed, Mar 11
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$363 Roundtrip, found 2 days ago
$363
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Mar 8 from Logan Intl. to Princess Juliana Intl., returning Wed, Mar 11, priced at $363 found 2 days ago