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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 $793, price is now $542 per person
$542
per person
Aug 27 - Aug 30
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 Pinel Island and Grand Case Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,633, price is now $1,108 per person
$1,108
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip 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 St. Martin Beaches are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $1,366, price is now $711 per person
$711
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip 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 St. Martin Beaches are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,060, price is now $704 per person
$704
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and St. Martin Beaches are located nearby.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Save 100% on your flight
Price was $1,025, price is now $685 per person
$685
per person
Aug 26 - Aug 30
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 helpful staff in our reviews. Popular attractions Orient Bay and Pinel Island are located nearby.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Price was $1,517, price is now $1,040 per person
$1,040
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay and Pinel Island are located nearby.
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $887, price is now $625 per person
$625
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip 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. Popular attractions Orient Bay and Pinel Island are located nearby.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
Price was $2,419, price is now $1,741 per person
$1,741
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff 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.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Save 100% on your flight
Price was $1,025, price is now $685 per person
$685
per person
Aug 26 - Aug 30
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 $1,447, price is now $717 per person
$717
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop 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 $1,366, price is now $711 per person
$711
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,060, price is now $704 per person
$704
per person
Aug 27 - Aug 30
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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,283, price is now $719 per person
$719
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip 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
Price was $2,633, price is now $1,108 per person
$1,108
per person
Aug 7 - Aug 14
found 1 day 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 $2,125, price is now $928 per person
$928
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,906, price is now $1,096 per person
$1,096
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip 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.

JetBlue Airways
Fri, Aug 7 - Wed, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Aug 7 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Wed, Aug 26, priced at $330 found 1 day ago
JetBlue Airways
Mon, Aug 17 - Wed, Sep 2
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$351 Roundtrip, found 2 days ago
$351
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Aug 17 from Philadelphia Intl. to Princess Juliana Intl., returning Wed, Sep 2, priced at $351 found 2 days ago
JetBlue Airways
Sat, Jul 11 - Sat, Jul 18
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$362 Roundtrip, found 15 hours ago
$362
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Jul 11 from John F. Kennedy Intl. to Princess Juliana Intl., returning Sat, Jul 18, priced at $362 found 15 hours ago
United
Sat, Jul 25 - Wed, Jul 29
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$370 Roundtrip, found 2 days ago
$370
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jul 25 from Logan Intl. to Princess Juliana Intl., returning Wed, Jul 29, priced at $370 found 2 days ago