Sint Maarten Romantic Vacations 2026

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Top Romantic vacation packages in Sint Maarten

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

Simpson Bay Resort, Marina & Spa

Pelican Key

$716

per person

Dec 5 - Dec 8

just found

Roundtrip non-stop flight included

New Orleans (MSY) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

The Villas at Simpson Bay Resort

Pelican Key

$734

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

New York (JFK) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

The hotel was nice and comfortable!

Reviewed on Oct 4, 2026

Coral Beach Club Villas & Marina

Oyster Pond

$1,009

per person

Dec 4 - Dec 9

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) 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

Divi Little Bay Beach Resort

$1,021

per person

Dec 4 - Dec 7

found 18 hours ago

Roundtrip flight included

New York (JFK) to Philipsburg (SXM)

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

Last year we stayed at Little Debbland we had an ocean view

Reviewed on Oct 1, 2026

Holland House Beach Hotel

Downtown Philipsburg

$867

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

New York (JFK) to Philipsburg (SXM)

9.2/10 Wonderful! (1,004 reviews)

Beautiful property!

Reviewed on Sep 29, 2026

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See all available trips from Columbus to Sint Maarten

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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

$1,668

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

New York (JFK) to Philipsburg (SXM)

8.8/10 Excellent! (1,018 reviews)

Butler service is really good. Very prompt support. Washroom amenity

Reviewed on Oct 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

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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

$716

per person

Dec 5 - Dec 8

just found

Roundtrip non-stop flight included

New Orleans (MSY) 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 7 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

The hotel was nice and comfortable!

Reviewed on Oct 4, 2026

Holland House Beach Hotel

Downtown Philipsburg

$1,059

per person

Dec 4 - Dec 7

found 7 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

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

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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 6 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 6 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

9.2/10 Wonderful! (1,560 reviews)

The hotel was nice and comfortable!

Reviewed on Oct 4, 2026

Simpson Bay Resort, Marina & Spa

Pelican Key

$800

per person

Dec 9 - Dec 13

found 6 hours ago

Roundtrip non-stop flight included

Columbus (CMH) to Philipsburg (SXM)

9/10 Wonderful! (2,074 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

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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 $716. 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! (1,002 reviews)

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

Travelers say...

"Butler service is really good. Very prompt support. Washroom amenity"

Reviewed on Oct 3, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

4 min walk from Maho Beach

$332 nightly

$401 total

Oct 14 - Oct 15

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! (1,001 reviews)

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

Travelers say...

"Last year we stayed at Little Debbland we had an ocean view"

Reviewed on Oct 1, 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.