
Cole Bay Vacation Packages
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Your Cole Bay Vacation
The lively atmosphere and beaches are just the start of the things Cole Bay has going for it. Experience the best of this city the way you want with a personalized Cole Bay vacation package. Fill your free time with visits to Maho Beach, Marigot Market and Fort St. Louis, some of the attractions you should see during your trip to Cole Bay. Check out Expedia's extensive range of travel options and start organizing your ideal vacation to Cole Bay now.
Top Cole Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,578, price is now CA $1,005 per person
CA $1,005
per person
Jun 15 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.6/10 Excellent! (1,014 reviews)
This was our first visiting to St. Martin. We stayed over in Simpson Bay the first week and at Oyster Bay the last 4 days of our trip. You will need a car, it's in a very remote area on the East Coast (Atlantic side). The Seaweed is an issue, the smell was aweful and not really able to enjoy the beach. The staff is friendly, but is in no hurry. We waited for over an 1 hour for breakfast each morning and a few times, we witnessed guest walk out of the restaurant because their dinners to over an hour and a half to be served.
There are plenty of great restaurants all over the island, I recommend eating elsewhere. The resort itself was fine, lots of time-share selling going on (which we managed to avoid), I wouldn't stay here again simply because of the location (seaweed) and staff was OK -
I will say this, one young man named Nelson was very nice, pleasant to talk to and went out of his way to help us with what ever we needed or had a question. He get's 5 stars, the resort and other staff get 3.
Reviewed on May 7, 2026

The Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,339, price is now CA $1,617 per person
CA $1,617
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,388 reviews)
We absolutely loved our stay at Simpson Bay Resort, Marina & Spa! The location was perfect, the views were beautiful, and the staff made us feel so welcome from the moment we arrived. We enjoyed relaxing by the beach and pool, and everything we needed was close by. The atmosphere was fun, peaceful, and exactly what we needed for a vacation. We’re already talking about coming back again. Highly recommend for anyone visiting St. Martin!
Reviewed on May 7, 2026

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,853, price is now CA $2,109 per person
CA $2,109
per person
Jul 26 - Aug 2
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,695 reviews)
We really enjoyed our week. We bought the breakfast buffet everyday which was awesome. However first timers to St Maarten and the resort, some basics left out, sometimes handing
Reviewed on May 10, 2026

La Playa Orient Bay
Price was CA $2,503, price is now CA $1,483 per person
CA $1,483
per person
Jun 15 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.4/10 Exceptional! (701 reviews)
The breakfast has so many delicious options! It’s not your usual continental breakfast. They go above and beyond. The staff are all friendly and very accommodating. We have stayed there 3 times and always look forward to seeing the staff. They must be doing something right to keep the staff. Love having the chairs and umbrellas. Would definitely recommend.
Reviewed on May 10, 2026

Esmeralda Resort
Price was CA $1,989, price is now CA $1,306 per person
CA $1,306
per person
Jun 15 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.6/10 Excellent! (524 reviews)
I suggest they add a loveseat and coffee table to add a level of comfort. The rooms are large and could handle the additional furniture.
Reviewed on May 9, 2026
Cole Bay Hotel Deals

Port de Plaisance Resort, Trademark Collection by Wyndham
155 Union Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
The price is CA $308 per night from May 12 to May 13
CA $308
CA $323 total
May 12 - May 13
includes taxes & fees

Carls Unique Inn
18 Orange Grove Rd Cole Bay
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from May 24 to May 25
CA $133
CA $165 total
May 24 - May 25
includes taxes & fees
8.6/10 Excellent! (428 reviews)
I like that when you wake up you dont have to go far for a good breakfast
Reviewed on May 9, 2026

condostmaarten by the sea -Adults Only-
38 Marina Terrace Cole Bay
The price is CA $295 per night from Jun 2 to Jun 3
CA $295
CA $469 total
Jun 2 - Jun 3
includes taxes & fees
9.2/10 Wonderful! (40 reviews)
We loved everything about this spot and the staff. We will definitely stay here again. The property is very clean, safe and comfortable.
Reviewed on Apr 24, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







