Sint Maarten Adventure Vacations
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Top Adventure vacation packages in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,911, price is now $1,166 per person
$1,166
per person
Jan 31 - Feb 5
found 24 hours ago
Roundtrip non-stop flight included
St. Louis (STL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
This was our 2nd stay at the holland in a 3 month period. We love the entire island, beautiful beaches all around. You have amazing and delicious restaurants all around at walking distance from the hotel. 100% recommend the restaurant at the property. A lot of shopping stores up and down the entire area. Everything does close early here (5pm, each place has its own time) which to us was no issue at all. There are a few restaurants near or close by that do close later in the night. We did rent a car to explore the island and were able to go have late dinners at other places outside of downtown philipsburg. I would strongly recommend getting a rental. Walking on to the property you see the beautiful view of the beach, the balcony view is breath taking. You have beach access with beach chairs, umbrella and towels. Our second stay the bed was super comfortable. The rooms are amazing with great space, very accommodating, clean and stocked with the toiletry needed. Truly a great place to stay, and for a fact is due to all the hard working staff. The staff is AMAZING and they make your stay very welcoming…I can go on and on about how great the entire staff is. The holland will be our place to stay anytime we come back.
Reviewed on Nov 24, 2025
The Morgan Resort Spa Village
Price was $1,336, price is now $917 per person
$917
per person
Jan 28 - Jan 31
found 23 hours ago
Roundtrip non-stop flight included
Port of Spain (POS) to Philipsburg (SXM)
9/10 Wonderful! (1,866 reviews)
Nice rooms with excellent air conditioning! Pool area and restaurant is exceptional. Friendly staff and a very convenient location. Fun to watch the planes come in from the infinity pool!
Reviewed on Nov 28, 2025
Divi Little Bay Beach Resort
Price was $1,726, price is now $1,228 per person
$1,228
per person
Jan 28 - Jan 31
found 23 hours ago
Roundtrip non-stop flight included
Port of Spain (POS) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
I reached out to management several times regarding the issues with my stay and have yet to hear back from anyone.
Reviewed on Nov 27, 2025
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See all available trips from Columbus to Sint Maarten
View all trips3 Night Adventure vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,380, price is now $911 per person
$911
per person
Jan 4 - Jan 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
I reached out to management several times regarding the issues with my stay and have yet to hear back from anyone.
Reviewed on Nov 27, 2025
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
View all trips4 Night Adventure vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,312, price is now $768 per person
$768
per person
Feb 1 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
This was our 2nd stay at the holland in a 3 month period. We love the entire island, beautiful beaches all around. You have amazing and delicious restaurants all around at walking distance from the hotel. 100% recommend the restaurant at the property. A lot of shopping stores up and down the entire area. Everything does close early here (5pm, each place has its own time) which to us was no issue at all. There are a few restaurants near or close by that do close later in the night. We did rent a car to explore the island and were able to go have late dinners at other places outside of downtown philipsburg. I would strongly recommend getting a rental. Walking on to the property you see the beautiful view of the beach, the balcony view is breath taking. You have beach access with beach chairs, umbrella and towels. Our second stay the bed was super comfortable. The rooms are amazing with great space, very accommodating, clean and stocked with the toiletry needed. Truly a great place to stay, and for a fact is due to all the hard working staff. The staff is AMAZING and they make your stay very welcoming…I can go on and on about how great the entire staff is. The holland will be our place to stay anytime we come back.
Reviewed on Nov 24, 2025
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See all available trips from Columbus to Sint Maarten
View all tripsFind awesome Sint Maarten adventure vacations
How can I book the best Sint Maarten adventure trips?
Choose your own adventure in Sint Maarten, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Sint Maarten family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Sint Maarten. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Sint Maarten adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Sint Maarten adventure vacation for couples?
Book a Sint Maarten couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Sint Maarten?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Sint Maarten with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Sint Maarten adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
Top Adventure Sint Maarten Hotels
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
$246 nightly
The price is $259 total per night from Dec 7 to Dec 8
$259 total
Dec 7 - Dec 8
Total with taxes and 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! (1,006 reviews)
My birthday vacation was one for the books! The resort is nice the ocean view and location of my room was spectacular! I would recommend giving Divi Little Bay Resort a try. Don’t get talked into a timeshare seminar of 90 minutes that the only drawback. Vee and Lou the bartenders at Gizmo’s were ...
Reviewed on Nov 23, 2025
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$114 nightly
The price is $119 total per night from Dec 10 to Dec 11
$119 total
Dec 10 - Dec 11
Total with taxes and 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! (1,369 reviews)
Enjoyed it very much! Beautiful room and great staff!
Reviewed on Nov 27, 2025
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
$161 nightly
The price is $169 total per night from Dec 17 to Dec 18
$169 total
Dec 17 - Dec 18
Total with taxes and 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! (1,154 reviews)
This is a very nice hotel. I traveled with 3 family members and the two bedroom suite was perfect. The facilities are good and it was nice to have a full kitchen. My only complaint was that there were lots of mosquitoes in the apartment when we checked in. The staff were very friendly and ...
Reviewed on Nov 23, 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.
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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.
