Search Deals onLesser Antilles Vacation Packages
Lesser Antilles Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
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.
the beach was amazing i enjoyed the beach chairs and umbrellas you get included.
the staff was very helpful. food was very good and they have different deals through the week. i recommend upgrading your room to the ocean front views , the other rooms are outdated and so far from everything
Reviewed on Aug 29, 2026
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $2,503, price is now $1,274 per person
$1,274
per person
Sep 30 - Oct 7
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.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $2,117, price is now $1,354 per person
$1,354
per person
Sep 30 - Oct 7
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
Sonesta Ocean Point All Inclusive, Adults Only Resort
Save 100% on your flight
Price was $3,695, price is now $2,546 per person
$2,546
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Panorama Residences at Monte Vista
Price was $2,156, price is now $1,528 per person
$1,528
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Harbour Point Village are located nearby.
The property was well maintained. The room was stunning and the views were spectacular! Ms Nicky referred me to a driver who was prompt and reliable. I would 100% recommend this property to anyone looking to vacay in St Maarten!!
Reviewed on Aug 27, 2026
Holland House Beach Hotel
Price was $1,972, price is now $1,407 per person
$1,407
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Maho Beach and Port of St. Maarten are located nearby.
Very exciting and fun. Great location, great staff!!
Reviewed on Aug 28, 2026
Oyster Bay Beach Resort
Price was $1,644, price is now $1,174 per person
$1,174
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Philipsburg (SXM)
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay and Port of St. Maarten are located nearby.
The Morgan Resort Spa Village
Save 100% on your flight
Price was $3,062, price is now $2,301 per person
$2,301
per person
Sep 30 - Oct 7
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.
Lesser Antilles Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Lesser Antilles Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
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