Sint Maarten Adventure Vacations
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Flight and Adventure hotel deals in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,481, price is now CA $992 per person
CA $992
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.6/10 Excellent! (952 reviews)
The good things about this stay were; hotel was clean and tidy, staff were absolutely amazing, great food close by and a quiet location.
The not so good things; we paid for a continental breakfast and were given coupons for the same, we were not allowed near the buffet. We had to be seated. Some days we were given just one croissant and some days we were given toast aswell. This is NOT a continental breakfast. This was part of the reason we chose the hotel. So we ended up spending extra money getting a decent breakfast at the bar down the road or paying for a bigger lunch. It was so embarrassing. We felt like the poor kids at school who are segregated because they cant afford a meal.
They also put us in a room around the courtyard which was perfectly acceptable but the noise from events in the courtyard is overwhelming. People getting drunk at the bar late at night or musicians playing so loudly you cannot sleep.
The only reason I've scored them so high is because the staff were amazing otherwise i probably wouldnt recommend it otherwise
Reviewed on Mar 1, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,322, price is now CA $1,137 per person
CA $1,137
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Great place to stay in Sint Maarten. Beach is beautiful. Area is a bit hilly for people with walking and balance issues. Breakfast was great.
Reviewed on Mar 3, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $2,423, price is now CA $1,196 per person
CA $1,196
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
*Modern clean rooms.
*Having a few dishes, microwave, mini-fridge turned out to be handy.
*Staff was very friendly.
*Breakfast buffet was excellent.
*Onsite restaurants and many nearby was nice.
*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice.
Reviewed on Feb 21, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $2,023, price is now CA $1,407 per person
CA $1,407
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
Staff was courteous and friendly, hotel was clean and the property was beautifully kept.
Reviewed on Mar 1, 2026
The Morgan Resort Spa Village
Price was CA $2,464, price is now CA $1,734 per person
CA $1,734
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9/10 Wonderful! (1,866 reviews)
Good location close to the airport. Over priced for what you get. Front reception staff very rude.
Reviewed on Mar 3, 2026
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View all trips3 Night Adventure holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
The Morgan Resort Spa Village
Price was CA $1,926, price is now CA $1,458 per person
CA $1,458
per person
Apr 4 - Apr 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,866 reviews)
Good location close to the airport. Over priced for what you get. Front reception staff very rude.
Reviewed on Mar 3, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,051, price is now CA $1,783 per person
CA $1,783
per person
Apr 3 - Apr 6
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Great place to stay in Sint Maarten. Beach is beautiful. Area is a bit hilly for people with walking and balance issues. Breakfast was great.
Reviewed on Mar 3, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,199, price is now CA $2,123 per person
CA $2,123
per person
Apr 3 - Apr 6
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
*Modern clean rooms.
*Having a few dishes, microwave, mini-fridge turned out to be handy.
*Staff was very friendly.
*Breakfast buffet was excellent.
*Onsite restaurants and many nearby was nice.
*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice.
Reviewed on Feb 21, 2026
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View all trips4 Night Adventure holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,561, price is now CA $907 per person
CA $907
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
Exceptional stay from start to finish. The room was spotless, comfortable, and beautifully maintained. The staff was professional, welcoming, and attentive to every detail. Truly a seamless and relaxing experience. I would gladly return and highly recommend this hotel.
Reviewed on Mar 1, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $2,012, price is now CA $1,013 per person
CA $1,013
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
*Modern clean rooms.
*Having a few dishes, microwave, mini-fridge turned out to be handy.
*Staff was very friendly.
*Breakfast buffet was excellent.
*Onsite restaurants and many nearby was nice.
*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice.
Reviewed on Feb 21, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $1,858, price is now CA $949 per person
CA $949
per person
May 5 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Great place to stay in Sint Maarten. Beach is beautiful. Area is a bit hilly for people with walking and balance issues. Breakfast was great.
Reviewed on Mar 3, 2026
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Adventure Hotels in Sint Maarten
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
The price is CA $545 per night from Mar 11 to Mar 12
CA $545
CA $690 total
Mar 11 - Mar 12
includes taxes & fees
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,005 reviews)
We had a wonderful 5 day stay at the Divi Resort.Our room was clean and spacious.The resort is well maintained and secure.We enjoyed all 3 pools and the scenic Little Bay beach.It was a relaxing vacation.
Reviewed on Mar 2, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is CA $537 per night from Mar 12 to Mar 13
CA $537
CA $600 total
Mar 12 - Mar 13
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,455 reviews)
We had an oceanfront balcony. The view was beautiful, but we could not go on the balcony cause next door were smoking on the balcony even though it’s a non-smoking property.
Reviewed on Mar 3, 2026
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
The price is CA $524 per night from Apr 3 to Apr 4
CA $524
CA $586 total
Apr 3 - Apr 4
includes taxes & fees
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (1,184 reviews)
Room was spotless. The staff were extremely helpful and very friendly. Loved this resort and St Maarten
Reviewed on Feb 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.
