
Sint Maarten Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £335 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Adventure hotel deals in Sint Maarten
Price found within the past 48 hours. Click for updated prices.

Divi Little Bay Beach Resort
Price was £1,364, price is now £965 per person
£965
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
Beautiful location and views. Pools and beach very nice. Quiet and relaxing. Rooms were clean and adequate. Rooftop restaurant bar and tapas was very nice and really liked the Shack for lunch! The little (not so little) grocery on site was great and so many options of wine and alcohol plus snacks and other drinks. If staying a short time this is fine as I hear prices are a bit higher than outside the resort although to me still reasonable. Need to take cabs or rent a car for anything off the resort recommend renting a car driving is pretty easy and definitely explore! Food on the island is very good.
Reviewed on 5 Feb 2026

Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was £3,108, price is now £1,674 per person
£1,674
per person
20 Mar - 27 Mar
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!
Reviewed on 6 Feb 2026

The Villas at Simpson Bay Resort
Pelican Key
Save 100% on your flight
Price was £1,773, price is now £1,020 per person
£1,020
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
It was our 2nd time there. It was great. We love being able to walk to restaurants and live music. Staff is always friendly and funny!
Reviewed on 6 Feb 2026

Oyster Bay Beach Resort
Oyster Pond
Price was £1,410, price is now £1,058 per person
£1,058
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
8.6/10 Excellent! (952 reviews)
Great stay. Good property and good restaurants choices.
Reviewed on 5 Feb 2026

Holland House Beach Hotel
Downtown Philipsburg
Price was £1,496, price is now £1,129 per person
£1,129
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
The hotel was clean, staff friendly. The breakfast was amazing. The beach just steps outside the door with chairs an umbrellas. We also enjoyed relaxing in the evening in the bar/patio area. Great location!
Reviewed on 28 Jan 2026
Don't see what you're looking for?
See all available trips from Port of Spain to Sint Maarten
View all trips3 Night Adventure holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.

Divi Little Bay Beach Resort
Price was £1,364, price is now £965 per person
£965
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
Beautiful location and views. Pools and beach very nice. Quiet and relaxing. Rooms were clean and adequate. Rooftop restaurant bar and tapas was very nice and really liked the Shack for lunch! The little (not so little) grocery on site was great and so many options of wine and alcohol plus snacks and other drinks. If staying a short time this is fine as I hear prices are a bit higher than outside the resort although to me still reasonable. Need to take cabs or rent a car for anything off the resort recommend renting a car driving is pretty easy and definitely explore! Food on the island is very good.
Reviewed on 5 Feb 2026

The Villas at Simpson Bay Resort
Pelican Key
Save 100% on your flight
Price was £1,773, price is now £1,020 per person
£1,020
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
It was our 2nd time there. It was great. We love being able to walk to restaurants and live music. Staff is always friendly and funny!
Reviewed on 6 Feb 2026

Oyster Bay Beach Resort
Oyster Pond
Price was £1,410, price is now £1,058 per person
£1,058
per person
13 Mar - 16 Mar
found 1 day ago
Return flight included
Port of Spain (POS) to Philipsburg (SXM)
8.6/10 Excellent! (952 reviews)
Great stay. Good property and good restaurants choices.
Reviewed on 5 Feb 2026
Don't see what you're looking for?
See all available trips from Port of Spain to Sint Maarten
View all tripsTop Adventure Sint Maarten Hotels

Divi Little Bay Beach Resort
Little Bay Road Philipsburg
The price is £538 per night from 14 Feb to 15 Feb
£538
14 Feb - 15 Feb
includes taxes & fees
Stay at this beach resort in Philipsburg. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in their ...
8.2/10 Very Good! (1,008 reviews)
Beautiful location and views. Pools and beach very nice. Quiet and relaxing. Rooms were clean and adequate. Rooftop restaurant bar and tapas was very nice and really liked the Shack for lunch! The little (not so little) grocery on site was great and so many options of wine and alcohol plus snacks ...
Reviewed on 5 Feb 2026

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is £267 per night from 8 Mar to 9 Mar
£267
8 Mar - 9 Mar
includes taxes & fees
Stay at this beach resort in Simpson Bay. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
9/10 Wonderful! (1,427 reviews)
Friendly staff! Great room size and location. Could use some small rugs to brush sand off feet. I have stayed at other hotels by the beach that may have a rug at the entrance and also by the side of the beds.
Reviewed on 5 Feb 2026

Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
The price is £315 per night from 2 Mar to 3 Mar
£315
2 Mar - 3 Mar
includes taxes & fees
Stay at this beach aparthotel in Simpson Bay. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (1,175 reviews)
Room was awesome and staff were very friendly.
Reviewed on 4 Feb 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.
More holidays you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.










