Grand Case Vacations

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Grand Case Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
$887
per person
Nov 5 - Nov 9
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) 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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
$971
per person
Nov 5 - Nov 9
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) 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

The Villas at Simpson Bay Resort

Pelican Key
$1,016
per person
Nov 5 - Nov 9
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Beautiful property. Staff very pleasant. Check in was great.

Reviewed on Aug 14, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight
$1,799
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Best trip every clean hotel great staff and location was amazing definitely recommend this hotel to anybody

Reviewed on Aug 13, 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

Save 100% on your flight
$1,344
per person
Nov 5 - Nov 9
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
$968
per person
Nov 5 - Nov 9
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Great stay. Good location. Beautiful beach. Breakfast was wonderful.

Reviewed on Aug 14, 2026

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Grand Case Vacation Packages

Trying to save money and time on your upcoming holiday to Grand Case? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your Grand Case trip one to remember. Our Travel Center is a one-stop shop where you can put together the best Grand Case vacation package for you. We have an amazing choice of accommodations and flight, and local things to do to select from.

Grand Case Hotel Deals

With 3668 hotels and resorts in Grand Case to choose from, you are bound to find one that meets your needs.

From Grand Case hotels with pools and on-site restaurants, to boutique accommodations that add all the extra amenities, you'll get a hotel here that will make your trip amazing. With AARP Travel Center's Grand Case hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.

Things to do in Grand Case

The fact that you are traveling to Grand Case means your vacation is already off to a great start. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.

Book Together and Save

As an AARP Member, you get to benefit from all the great deals. You'll save on select hotels worldwide, flights, and also rental cars. No matter what vacation package you pick, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Bundle now and get ready for your Grand Case vacation.