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
CA $720
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,001 reviews)
Beach was nice. A lot of seaweed. But it’s cleaned daily.
The main restaurant was low on choices. The beach bar is much better for food. Very nice staff.
Reviewed on Sep 30, 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.
Simpson Bay Resort, Marina & Spa
Pelican Key
CA $1,128
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (2,057 reviews)
Great location balcony amazing and rooms were well air conditioned
Reviewed on Oct 1, 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.
Simpson Bay Resort, Marina & Spa
Pelican Key
CA $1,389
per person
Dec 14 - Dec 18
found 1 hour ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
9/10 Wonderful! (2,057 reviews)
Great location balcony amazing and rooms were well air conditioned
Reviewed on Oct 1, 2026
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View all tripsAdventure Hotels in Sint Maarten
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
- 8 min drive from Maho Beach
CA $223
CA $296 total
Oct 30 - Oct 31
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! (1,001 reviews)
"Last year we stayed at Little Debbland we had an ocean view"
Reviewed on Oct 1, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
- 27 min walk from Maho Beach
CA $157
CA $202 total
Oct 9 - Oct 10
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. ...
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
- 25 min walk from Maho Beach
CA $156
CA $201 total
Oct 11 - Oct 12
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! (1,310 reviews)
"The staff was very friendly"
Reviewed on Sep 29, 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.
Things to do
High-Speed Ferry to St. Barths
CA $114
per adult
78% of travellers recommend
St Maarten Beach hopping tour (Orient beach and Maho beach combo)
CA $84
per adult
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
CA $222
per adult
90% of travellers recommend
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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.
