Pelican Key Vacation Packages
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Top Holiday Package Deals in Pelican Key
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
CA $1,129
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
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
CA $3,059
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,017 reviews)
Stayed on the adults side of the resort.
Bars are less busy, while atmosphere is more relaxing.. the adult-side pool bar has some top shelf such as patron etc which the swim up bars around did not have. Didn’t touch the liquor in the room it’s all wells/cheap which is common at AI’s. The food was pretty decent at the restaurants.. not great but good. The buffet was nasty! Clean though but just not our style food honestly. Also just to note all the restaurants are available to the kids too so our last night we had a very nice dinner at next to a screaming 2 yo -_-. It’s within walking distance to liquor stores, a convenience store that has everything, a strip club, a couple bars. We ate at the Asian cuisine and the air wasn’t working… it ended up coming back on during our meal but it was HOT I’m surprised my husband wanted to stay and eat lol. The complimentary buggy took us to the front of the resort and back every time we asked. Taxis available 24/7 with very reasonable prices. We’d come back!
Reviewed on Aug 25, 2026
Panorama Residences at Monte Vista
Point Blanche
CA $1,699
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.6/10 Exceptional! (89 reviews)
My stay was amazing Nicky was so attentive and helpful during our stay. Even before we arrived she communicated with us to ensure she was prepared for our arrival. Once we arrived there was no delay on check in since it was completely before arrival. The property was clean, modern, and quiet it provided the right amount of privacy and peace we needed. Oh yeah I can’t forget to mention the mattress and pillows were so comfortable, and the balcony was massive. I would absolutely stay here again and can’t wait to recommend this location to others. I’m looking forward to my next vacation to St Maarten and I already know where I’m staying. I appreciate the hospitality Nicky provided during our stay.
Reviewed on Aug 24, 2026
Pelican Key Hotel Deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
CA $200
CA $244 total
Sep 13 - Sep 14
includes taxes & fees
9/10 Wonderful! (1,971 reviews)
"Nice property, convenient location!"
Reviewed on Aug 25, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
CA $166
CA $211 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (1,737 reviews)
"Clean room, friendly staff, balcony and beach view was amazing! Beautiful place overall."
Reviewed on Aug 26, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
Fully refundableReserve now, pay when you stay
CA $250
CA $305 total
Sep 13 - Sep 14
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
How much does a Pelican Key vacation package cost?
Discover the best of Pelican Key from as low as CA $1,129. We offer a wonderful selection of flights, rental cars and hotels to suit your budget. Score even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Pelican Key?
Simply by bundling. Flights, hotels and rental cars — combine whatever you need into a Pelican Key vacation package and save. Score even more deals when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the flexibility to tailor your vacation your way. We offer over 550 air carriers and 1,000,000 hotels across the globe, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in Pelican Key?
With interesting attractions such as Simpson Bay Beach and Flamingo Beach in this area, look for a hotel situated near either of them. Hollywood Casino is another Pelican Key hot spot that people flock to.
What are the top hotels in Pelican Key?
Get your vacation off to a fantastic start by booking a room at Sol Y Mar 3 Bedroom Villa By Redawning. It's one of most popular properties in Pelican Key. Another option is Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea.
How far in advance should I book my Pelican Key vacation?
Smart travelers often reserve their seats as early as possible. You can usually compare international fares on Expedia up to a year before your flight. If you've left things to the last minute, don't worry. Cheap prices sometimes occur just weeks prior to departure.
What does an Expedia Pelican Key travel package include?
You can select from a combination of rental cars, hotels and flights. Once you've made your booking, you can add activities and experiences. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to arranging your ideal Pelican Key escape.
What should I know before booking a Pelican Key travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy exciting discounts. Hotels aren't your only choice, though. Book with us and choose from beach villas, rural cottages and even houseboats and castles!
Can I choose my airline with a Pelican Key Expedia vacation package?
You certainly can. Expedia has access to more than 550 partner airlines worldwide, so pick the carrier that suits your travel needs.
If I'm not able to travel, can I cancel my Pelican Key vacation package?
Yes, you can. We get that things don't always go to plan, so we're here to help if you have to make changes to your Pelican Key vacation package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
Stay near popular Pelican Key attractions
Hollywood Casino
8.2/10 (583 reviews)
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
Lay Bay Beach
8.4/10 (212 reviews)
Why not spend a lazy afternoon at Lay Bay Beach during your trip to Simpson Bay?
Things to do
Half Day Snorkeling Adventure
CA $91
per adult
100% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $120
per adult
94% of travellers recommend
High-Speed Ferry to St. Barths
CA $114
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.