Sint Maarten Romantic Vacations 2026

Top Romantic vacation packages in Sint Maarten

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

Holland House Beach Hotel

Downtown Philipsburg

$857

per person

Nov 28 - Dec 1

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,000 reviews)

The meals at Ocean were phenomenal!

Reviewed on Oct 12, 2026

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$1,607

per person

Jan 2 - Jan 6

found 3 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

9.2/10 Wonderful! (1,584 reviews)

Location!

Reviewed on Oct 26, 2026

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$1,436

per person

Dec 26 - Dec 29

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (2,129 reviews)

Great location, close to the strip and the beach

Reviewed on Oct 26, 2026

Oyster Bay Beach Resort

Oyster Pond

$1,125

per person

Dec 26 - Dec 31

found 23 hours ago

Roundtrip non-stop flight included

St. John's (ANU) to Philipsburg (SXM)

9/10 Wonderful! (1,010 reviews)

Reviewed on Oct 25, 2026

Coral Beach Club Villas & Marina

Oyster Pond

$1,869

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Philipsburg (SXM)

9.2/10 Wonderful! (119 reviews)

The condo and property was clean and well decorated and maintained. We had an awesome stay and will return.

Reviewed on Jul 19, 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

$2,126

per person

Nov 25 - Nov 28

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

8.8/10 Excellent! (1,002 reviews)

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3 Night Romantic vacations in Sint Maarten

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

The Villas at Simpson Bay Resort

Pelican Key

$1,063

per person

Jan 13 - Jan 16

found 7 hours ago

Roundtrip non-stop flight included

Lexington (LEX) to Philipsburg (SXM)

9.2/10 Wonderful! (1,584 reviews)

Location!

Reviewed on Oct 26, 2026

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$1,436

per person

Dec 26 - Dec 29

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (2,129 reviews)

Great location, close to the strip and the beach

Reviewed on Oct 26, 2026

Divi Little Bay Beach Resort

$1,884

per person

Dec 26 - Dec 29

found 18 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

8.2/10 Very Good! (1,001 reviews)

Reviewed on Oct 26, 2026

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4 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

$841

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip flight included

New York (JFK) to Philipsburg (SXM)

9/10 Wonderful! (2,129 reviews)

Great location, close to the strip and the beach

Reviewed on Oct 26, 2026

The Villas at Simpson Bay Resort

Pelican Key

$1,040

per person

Nov 26 - Nov 30

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

9.2/10 Wonderful! (1,584 reviews)

Location!

Reviewed on Oct 26, 2026

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

$1,446

per person

Dec 28 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Philipsburg (SXM)

9.2/10 Wonderful! (1,001 reviews)

My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!

Reviewed on Oct 24, 2026

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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 and visiting outside busy months of .

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 $841. Stay during the quiet season, in , for breaks to make your bank balance smile. 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.

What’s the best time of year for a romantic vacation in Sint Maarten?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

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 27 - Oct 28

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 ...

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

4 min walk from Maho Beach

$418 nightly

$436 total

Oct 27 - Oct 28

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 29 - Oct 30

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! (1,003 reviews)

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

Travelers say...

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Reviewed on Oct 26, 2026

See all 1,655 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.