Search Deals on
Simpson Bay Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Kim Sha Beach featuring a sunset and general coastal views

Simpson Bay
Sint Maarten
Caribbean
Hotwire.com

Simpson Bay Flight + Hotel Packages

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

Panorama Residences at Monte Vista

4 out of 5

Price was $950, price is now $613 per person

$613

per person

Jan 16 - Jan 19

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.

Simpson Bay Resort, Marina & Spa

4 out of 5

Price was $1,907, price is now $912 per person

$912

per person

Jan 26 - Jan 31

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.

The Villas at Simpson Bay Resort

4 out of 5

Save 100% on your flight

Price was $1,745, price is now $1,021 per person

$1,021

per person

Jan 16 - Jan 19

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.

Holland House Beach Hotel

4 out of 5

Save 100% on your flight

Price was $1,960, price is now $1,184 per person

$1,184

per person

Jan 16 - Jan 19

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.

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5

Save 100% on your flight

Price was $1,080, price is now $685 per person

$685

per person

Jan 16 - Jan 19

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.

La Playa Orient Bay

4 out of 5

Save 100% on your flight

Price was $1,830, price is now $1,188 per person

$1,188

per person

Dec 17 - Dec 22

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.

Oceans at Divi Little Bay

4 out of 5

Save 100% on your flight

Price was $1,537, price is now $1,015 per person

$1,015

per person

Jan 16 - Jan 19

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

4 out of 5

Save 100% on your flight

Price was $1,465, price is now $979 per person

$979

per person

Jan 16 - Jan 19

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.