Pelican Key Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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
Save 100% on your flight
per person
Jul. 7 - Jul. 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (872 reviews)
The walk to the beach, unsafe, the lpathways are to steep
Reviewed on Apr. 30, 2025
Divi Little Bay Beach Resort
Save 100% on your flight
per person
Jul. 9 - Jul. 14
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
8.4/10 Very Good! (1,003 reviews)
My husband and I and our 2 babies loved our time here. The view from our room was incredible. The food and beverages with the all inclusive were worth it. Most of the staff were extremely kind and helpful to us. We were able to use one of the resorts cribs for our littlest. The beach and the water here are phenomenal and I liked that they had more than enough beach chairs and umbrellas for resort guests so you’re not having to wake up early to go find a spot before they’re full. This place was family friendly. High chairs ans boosters available at restaurants. Would definitely recommend to families looking for a convenient option on the island.
Reviewed on Apr. 30, 2025
La Playa Orient Bay
per person
Jul. 21 - Jul. 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.4/10 Exceptional! (482 reviews)
The hotel was the same as the pictures on their website. The room we had on the third floor was excellent with a nice size refrigerator and freezer which we used only to store some wine, water and I made some ice just because there was an ice tray. The hotel had a very convenient large ice machine. The staff were very friendly and helpful for the most part ,we had some miscommunication issues with the staff replenishing the coffee in the room but they made up for it by giving us some extra. It was no big deal. Only other issue was that when we went to lunch the first few days at the very convenient beach side restaurant the staff kept asking us if we had reservations even though the restaurant was never fully occupied. We then said we would like a reservation every day for lunch and the issue ended. The restaurant had many tables available every day so I’m not sure why they made such a requirement. The breakfast was a nice meal with a great view. Very relaxing way to start the day. There are many restaurants (8 or 9) for dinner a short walk from the hotel as well as a two small grocery stores which also sell wine and spirits, a good pizzeria ,ice cream shop, bakery and deli. Everything you would need plus a beautiful beach.
Reviewed on Apr. 29, 2025
Pelican Key Hotel Deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
The price is CA $165 per night from May 15 to May 16
CA $165
CA $198 total
includes taxes & fees
May 15 - May 16
8.8/10 Excellent! (1,081 reviews)
"I love the property. I love the the flexibility of easy access to the airport. Only thing I did not like is the bumper to bumper traffic on the main road to get you to the French and Dutch side."
Reviewed on Apr. 30, 2025
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from May 11 to May 12
CA $145
CA $189 total
includes taxes & fees
May 11 - May 12
9/10 Wonderful! (1,003 reviews)
"This resort was A1, the staff very friendly , room right on the beach , lots is eateries within walking distance i highly recommend Juliette Bistro for Breakfast , Lunch and dinner i ate there everyday during my stay and if you find Fritays you are going to absolutely love it"
Reviewed on Apr. 30, 2025
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Philipsburg
9.2/10 Wonderful! (8 reviews)
Perfect spot
"This hotel resort has it all. The location is ideal, so many restaurants and bars in this area. Grocery stores are also close by with one across the road and reasonably priced. We loved the beaches here so calm, lots of seating we never had to worry about getting a spot. Room was very nice and had ..."
Reviewed on Apr. 25, 2025
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
Discover the most popular places to visit in Pelican Key
Hollywood Casino
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
Kim Sha Beach
4/5(17 reviews)
Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and lively bars in this romantic area.
Things to do
Edge Ferry Tickets to St. Barts
CA $138
per adult
84% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $118
per adult
94% of travellers recommend
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.