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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.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Price was $736, price is now $485 per person
$485
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Mullet Bay Beach and Maho 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 $1,743, price is now $937 per person
$937
per person
Jan 7 - Jan 10
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,140 per person
$1,140
per person
Jan 7 - Jan 12
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 Mullet Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,004, price is now $607 per person
$607
per person
Jan 7 - Jan 10
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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4 out of 5
Save 100% on your flight
Price was $872, price is now $535 per person
$535
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,306, price is now $857 per person
$857
per person
Jan 7 - Jan 10
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.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,461, price is now $977 per person
$977
per person
Jan 7 - Jan 10
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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,389, price is now $939 per person
$939
per person
Jan 7 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Orient Bay Beach and Maho Beach are located nearby.

Simpson Bay Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4 out of 5
Point Blanche
Save 100% on your flight
Price was $872, price is now $535 per person
$535
per person
Jan 7 - Jan 10
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 $1,743, price is now $937 per person
$937
per person
Jan 7 - Jan 10
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 $1,004, price is now $607 per person
$607
per person
Jan 7 - Jan 10
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 $1,306, price is now $857 per person
$857
per person
Jan 7 - Jan 10
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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4 out of 5
Point Blanche
Save 100% on your flight
Price was $1,331, price is now $766 per person
$766
per person
Jan 14 - Jan 19
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
Price was $2,675, price is now $1,229 per person
$1,229
per person
Jan 14 - Jan 19
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 $1,551, price is now $841 per person
$841
per person
Jan 14 - Jan 19
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
Save 100% on your flight
Price was $2,052, price is now $1,140 per person
$1,140
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Top Flight Deals

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

Spirit Airlines
Wed, Jan 21 - Sat, Jan 24
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jan 21 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sat, Jan 24, priced at $251 found 1 day ago
American Airlines
Fri, Jan 23 - Tue, Jan 27
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jan 23 from Miami Intl. to Princess Juliana Intl., returning Tue, Jan 27, priced at $275 found 1 day ago
Spirit Airlines
Wed, Feb 4 - Wed, Feb 11
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Philadelphia Intl. to Princess Juliana Intl., returning Wed, Feb 11, priced at $293 found 3 days ago
American Airlines
Wed, Feb 4 - Wed, Feb 11
TTN
Mercer
SXM
Princess Juliana Intl.
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Feb 4 from Mercer to Princess Juliana Intl., returning Wed, Feb 11, priced at $307 found 3 days ago