Sint Maarten Romantic Vacations
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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
$795
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Philipsburg (SXM)
9/10 Wonderful! (2,074 reviews)
We loved the resort. There’s something for everyone there. The restaurants were great, Laura at the pool bar was awesome . The workers were always at work cleaning the property . It was so clean .
Everyone there made you feel like family even the guests we met at the pool, at the restaurants, by the beach .
I’ve never felt more welcomed. Not pushy people either just happy pleasant people.
There was a grocery store right on the property too which made it
We stayed right on the beach in an ocean front room .we had a patio to sit outdoors .
Reviewed on Oct 10, 2026
Coral Beach Club Villas & Marina
Oyster Pond
$961
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
$744
per person
Dec 10 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Philipsburg (SXM)
8.2/10 Very Good! (1,010 reviews)
We had an amazing experience at Divi Resorts! The resort was beautiful, clean, and well-maintained, with breathtaking views and a relaxing atmosphere. The staff was friendly, welcoming, and always willing to help. The amenities, food, and overall experience made our stay truly enjoyable. It was the perfect getaway to relax, unwind, and create unforgettable memories. We would definitely recommend Divi Resorts to anyone looking for a wonderful vacation experience. We look forward to returning!
Reviewed on Oct 8, 2026
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See all available trips from Columbus to Sint Maarten
View all trips5* Romantic vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Columbus to Sint Maarten
View all trips3 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
$819
per person
Dec 10 - Dec 13
found 24 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
9.2/10 Wonderful! (1,560 reviews)
Loved it all complimentary bottle of Chilean wine. We had an ocean/pool view one bedroom villa and just loved it. Absolutely loved the staff especially Monique who had amazing dinner recommendations for us at her fingertips. Ask for her! 10/10
Reviewed on Oct 9, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
$923
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Port of Spain (POS) to Philipsburg (SXM)
9/10 Wonderful! (2,074 reviews)
We loved the resort. There’s something for everyone there. The restaurants were great, Laura at the pool bar was awesome . The workers were always at work cleaning the property . It was so clean .
Everyone there made you feel like family even the guests we met at the pool, at the restaurants, by the beach .
I’ve never felt more welcomed. Not pushy people either just happy pleasant people.
There was a grocery store right on the property too which made it
We stayed right on the beach in an ocean front room .we had a patio to sit outdoors .
Reviewed on Oct 10, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
View all trips4 Night Romantic vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
$795
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Philipsburg (SXM)
9/10 Wonderful! (2,074 reviews)
We loved the resort. There’s something for everyone there. The restaurants were great, Laura at the pool bar was awesome . The workers were always at work cleaning the property . It was so clean .
Everyone there made you feel like family even the guests we met at the pool, at the restaurants, by the beach .
I’ve never felt more welcomed. Not pushy people either just happy pleasant people.
There was a grocery store right on the property too which made it
We stayed right on the beach in an ocean front room .we had a patio to sit outdoors .
Reviewed on Oct 10, 2026
The Villas at Simpson Bay Resort
Pelican Key
$1,161
per person
Nov 12 - Nov 16
just found
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,560 reviews)
Loved it all complimentary bottle of Chilean wine. We had an ocean/pool view one bedroom villa and just loved it. Absolutely loved the staff especially Monique who had amazing dinner recommendations for us at her fingertips. Ask for her! 10/10
Reviewed on Oct 9, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
View all tripsHow to find a romantic Sint Maarten vacation
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 $600. 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 13 - Oct 14
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
$350 nightly
$403 total
Oct 12 - Oct 13
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 11 - Oct 12
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! (1,000 reviews)
Couples like: full-service spa, happy hour, on the beach
Travelers say...
"We had an amazing experience at Divi Resorts! The resort was beautiful, clean, and well-maintained, with breathtaking views and a relaxing atmosphere. The staff was friendly, welcoming, and always willing to help. The amenities, food, and overall experience made our stay truly enjoyable. It was the ..."
Reviewed on Oct 8, 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.
Things to do
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
$159
per adult
90% of travellers recommend
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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.
