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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 $857, price is now $629 per person
$629
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip 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 $1,669, price is now $802 per person
$802
per person
Aug 28 - Sep 1
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 $1,425, price is now $818 per person
$818
per person
Aug 27 - Aug 31
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.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $941, price is now $686 per person
$686
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 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.
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $1,081, price is now $788 per person
$788
per person
Aug 27 - Aug 31
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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $974, price is now $718 per person
$718
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 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 Great Bay 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 $1,026, price is now $772 per person
$772
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip 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.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Price was $1,362, price is now $1,031 per person
$1,031
per person
Aug 27 - Sep 1
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.

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
Price was $941, price is now $686 per person
$686
per person
Aug 27 - 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
Price was $1,669, price is now $802 per person
$802
per person
Aug 28 - Sep 1
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 $1,425, price is now $818 per person
$818
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $1,081, price is now $788 per person
$788
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip 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 $1,173, price is now $762 per person
$762
per person
Aug 27 - Sep 1
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 $2,074, price is now $1,019 per person
$1,019
per person
Aug 2 - Aug 7
found 11 hours 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 $1,710, price is now $890 per person
$890
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,749, price is now $1,180 per person
$1,180
per person
Aug 27 - Sep 1
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 2 days ago
$330
Roundtrip
found 2 days 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 2 days 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 1 day ago
$362
Roundtrip
found 1 day 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 1 day ago
United
Sat, Jul 25 - Wed, Jul 29
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$370 Roundtrip, found 3 days ago
$370
Roundtrip
found 3 days ago
Select United flight, departing Sat, Jul 25 from Logan Intl. to Princess Juliana Intl., returning Wed, Jul 29, priced at $370 found 3 days ago