Search Deals onLower Prince's Quarter Vacation Packages
Lower Prince's Quarter Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Price was $2,239, price is now $897 per person
$897
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Villas at Simpson Bay Resort
Price was $2,722, price is now $1,088 per person
$1,088
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $1,786, price is now $977 per person
$977
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Great Bay Beach and Orient Bay 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
La Playa Orient Bay
Save 100% on your flight
Price was $1,911, price is now $1,055 per person
$1,055
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 breakfast and the helpful staff in our reviews. Popular attractions Orient Bay and Pinel Island are located nearby.
Close to the beach, friendly staff , good restaurants.
Reviewed on Aug 15, 2026
Holland House Beach Hotel
Save 100% on your flight
Price was $1,644, price is now $1,025 per person
$1,025
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Mullet Bay Beach are located nearby.
Sonesta Ocean Point All Inclusive, Adults Only Resort
Save 100% on your flight
Price was $3,475, price is now $2,172 per person
$2,172
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
This resort was a lot of fun. The food was not great, but it was decent. And staffs customer service was pretty good.
Reviewed on Aug 19, 2026
Esmeralda Resort
Save 100% on your flight
Price was $1,631, price is now $1,019 per person
$1,019
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Philipsburg (SXM)
Book a stay at this family-friendly 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.
The Morgan Resort Spa Village
Save 100% on your flight
Price was $2,701, price is now $1,696 per person
$1,696
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Lower Prince's Quarter Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Lower Prince's Quarter Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Oct 3 - Tue, Oct 6
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$316 Roundtrip, found 2 hours ago
$316
Roundtrip
found 2 hours ago
Sat, Nov 28 - Tue, Dec 1
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$331 Roundtrip, found 2 hours ago
$331
Roundtrip
found 2 hours ago
Thu, Oct 1 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$342 Roundtrip, found 2 hours ago
$342
Roundtrip
found 2 hours ago
Tue, Sep 1 - Thu, Sep 10
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$360 Roundtrip, found 2 hours ago
$360
Roundtrip
found 2 hours ago
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