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Cul de Sac Vacation Packages

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Cul de Sac Flight + Hotel Packages

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
Price was $1,296, price is now $761 per person
$761
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Mullet Bay Beach are located nearby.
N/A

Reviewed on Aug 29, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $1,634, price is now $1,009 per person
$1,009
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Mullet Bay Beach are located nearby.
Hotel needs renovation and a deep cleaning. Beds are hard as a rock and internet is almost non existent. For the price I would stay elsewhere and you have to pay to use the gym per use. Never heard of paying to use a hotels gym

Reviewed on Aug 29, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
Save 100% on your flight
Price was $2,794, price is now $1,940 per person
$1,940
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms 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
Price was $1,332, price is now $996 per person
$996
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.

Reviewed on Aug 13, 2026

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,804, price is now $1,353 per person
$1,353
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Book a stay at this 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 Maho Beach and Mullet Bay Beach are located nearby.
Friendly staff, clean room and crystal clear beach water. Wonderful stay overall.

Reviewed on Aug 29, 2026

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $2,024, price is now $1,519 per person
$1,519
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,769, price is now $1,388 per person
$1,388
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Morton is in a great location and only 10 minutes from the airport. The views from my room perfect. I stayed on the fifth floor which overlooked the ocean. The bartender Winston gave great energy and made good drinks. Can't forget the guys at the front desk area... shout out to Devin who always funny and welcoming. Thanks guys for a great stay.

Reviewed on Aug 29, 2026

Alizee by Island Properties Online

Alizee by Island Properties Online

3.5 out of 5
Price was $3,427, price is now $2,698 per person
$2,698
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this villa in Philipsburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Maho Beach and Pinel Island are located nearby.

Cul de Sac Vacation Packages 3-4 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
Price was $1,296, price is now $761 per person
$761
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $1,634, price is now $1,009 per person
$1,009
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,332, price is now $996 per person
$996
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,804, price is now $1,353 per person
$1,353
per person
Oct 9 - Oct 13
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)

Cul de Sac 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
Save 100% on your flight
Price was $1,620, price is now $1,026 per person
$1,026
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $3,095, price is now $1,470 per person
$1,470
per person
Nov 7 - Nov 14
found 3 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,752, price is now $1,371 per person
$1,371
per person
Nov 7 - Nov 14
found 3 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,763, price is now $1,069 per person
$1,069
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)