Sint Maarten Romantic Vacations 2026

Top Romantic vacation packages in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Oyster Bay Beach Resort

Oyster Pond

$713

per person

Dec 4 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

9/10 Wonderful! (1,006 reviews)

I had a nice time however I never was approached by anyone to order anything ie,drink,food,etc while at the pool area. The resort did this years previous but not this time.

Reviewed on Oct 3, 2026

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$891

per person

Dec 4 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$830

per person

Dec 4 - Dec 7

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

Holland House Beach Hotel

Downtown Philipsburg

$1,059

per person

Dec 4 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

9.2/10 Wonderful! (1,004 reviews)

Beautiful property!

Reviewed on Sep 29, 2026

Divi Little Bay Beach Resort

$1,021

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

New York (JFK) to Philipsburg (SXM)

8.2/10 Very Good! (1,010 reviews)

I’ve had The best experience at this resort everything was beautiful from the moment me and my Fiance drove through the front gate I could tell I would have a great time. The property looks amazing the pictures doesn’t do it enough justice. The beach it’s super beautiful the staff is very helpful and the food is better than ever like literally everything I ate was amazing. And because my suite was a little far walk away from the restaurants and front desk I kept running into a worker named eddy and he was so sweet and helpful and was always there to give us a ride anywhere we needed around the resort in his go cart. I would definitely visit again I love it there

Reviewed on Oct 3, 2026

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5* Romantic vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight

$2,052

per person

Dec 4 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

8.8/10 Excellent! (1,018 reviews)

We had a wonderful stay at Sonesta Ocean Point Resort! Overall, everything was great. The staff were extremely friendly, welcoming, and helpful throughout our stay, and we really enjoyed the resort and our experience. There are just a few things I would recommend to make the experience even better. I would love to see more options available on the room service menu, especially since this is an all-inclusive resort. It would also be nice if the pools stayed open a little later in the evening. Lastly, having a small convenience/gift shop on the Ocean Point side would be great so guests wouldn’t have to go to the other side of the resort for those items. Other than those few suggestions, everything was perfect! We had an amazing time and would definitely recommend Sonesta Ocean Point to others. We would absolutely stay again! ❤️🌴☀️

Reviewed on Oct 4, 2026

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3 Night Romantic vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$830

per person

Dec 4 - Dec 7

found 6 hours ago

Roundtrip non-stop flight included

New York (JFK) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$891

per person

Dec 4 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

Holland House Beach Hotel

Downtown Philipsburg

$1,059

per person

Dec 4 - Dec 7

found 24 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

9.2/10 Wonderful! (1,004 reviews)

Beautiful property!

Reviewed on Sep 29, 2026

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4 Night Romantic vacations in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

$788

per person

Dec 4 - Dec 8

found 24 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

9.2/10 Wonderful! (1,000 reviews)

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$989

per person

Dec 4 - Dec 8

found 24 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

Simpson Bay Resort, Marina & Spa

Pelican Key

$800

per person

Dec 9 - Dec 13

found 23 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

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How can I find the best Sint Maarten vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Sint Maarten romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Sint Maarten?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Sint Maarten?

Put a price on love with stunning deals for duos starting at just $713. Prices and availability are subject to change. Additional terms may apply.

Can I book Sint Maarten spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Sint Maarten?

To book a loved-up break in Sint Maarten, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Sint Maarten with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Sint Maarten romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Sint Maarten Hotels

Sonesta Ocean Point All Inclusive, Adults Only Resort

1A Rhine Rd. Lowlands

4 min walk from Maho Beach

$790 nightly

$825 total

Oct 5 - Oct 6

Total with taxes and fees

Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and ...

8.8/10 Excellent! (1,003 reviews)

Couples like: adults only property, full-service spa, couples spa treatments, restaurant with ocean view

Travelers say...

"We had a wonderful stay at Sonesta Ocean Point Resort! Overall, everything was great. The staff were extremely friendly, welcoming, and helpful throughout our stay, and we really enjoyed the resort and our experience. There are just a few things I would recommend to make the experience even better. ..."

Reviewed on Oct 4, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

4 min walk from Maho Beach

$348 nightly

$401 total

Oct 6 - Oct 7

Total with taxes and fees

Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach ...

Divi Little Bay Beach Resort

Little Bay Road Philipsburg

8 min drive from Maho Beach

$219 nightly

$230 total

Oct 5 - Oct 6

Total with taxes and fees

A spa, a garden, and happy hours await couples visiting this romantic resort. The property also offers free beach cabanas, premium mattresses, and a beachfront ...

8.2/10 Very Good! (1,002 reviews)

Couples like: full-service spa, happy hour, on the beach

Travelers say...

"I’ve had The best experience at this resort everything was beautiful from the moment me and my Fiance drove through the front gate I could tell I would have a great time. The property looks amazing the pictures doesn’t do it enough justice. The beach it’s super beautiful the staff is very helpful ..."

Reviewed on Oct 3, 2026

See all 1,645 properties in Sint Maarten

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.