Sint Maarten Vacations & Trips from $688

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Your Sint Maarten Vacation

When adventure is calling, answer it with a vacation package to Sint Maarten. Renowned for its nature and hiking, this is one destination you'll never forget. A trip to Sint Maarten wouldn't be complete without spending a bit of time in Philipsburg. This city is one of the top places to visit here. From the instant you book your Sint Maarten vacation to when you get back home, Expedia has your back every step of the way.

Top destinations in Sint Maarten

Guana Bay Beach which includes a beach and landscape views
FlightsFlightsHotelsHotels

Philipsburg

Philipsburg

The Latest Sint Maarten Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,137, price is now $688 per person
$688
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.6/10 Excellent! (952 reviews)
Room need improvement.

Reviewed on Jan 25, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,478, price is now $1,155 per person
$1,155
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Staff was great; location was very convenient, easy access to beaches, restaurant, night life. Room was spacious and clean.

Reviewed on Jan 28, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $3,237, price is now $1,614 per person
$1,614
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
Excellent location and amenities

Reviewed on Jan 26, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,409, price is now $739 per person
$739
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
Princess Heights offered one of the most enjoyable stays I’ve had on a Caribbean Island in a long time. If you’re not a resort kind of person, then this condo style hotel is perfect. The front desk staff are so gracious and help with taxi accommodations and restaurant recommendations. Housekeeping was attentive and stopped by daily to restock. Best of all was the view from our terraces- it was absolutely breathtaking and I fell asleep to the crashing of the waves on Dawn beach each night. I will be returning to Princess Heights very soon.

Reviewed on Jan 24, 2026

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,345, price is now $1,460 per person
$1,460
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (266 reviews)
The rooms were so nice, housekeeping came in everyday and made the room look super clean and tidy, the staff everywhere were nice, the entire resort is so nice and the beach is beautiful!

Reviewed on Jan 25, 2026

Best Places to Vacation in Sint Maarten

1. Plan your dream getaway to Simpson Bay

Simpson Bay in Sint Maarten offers a vibrant and diverse atmosphere perfect for a beach vacation. With its beautiful beaches, delicious dining options, breathtaking sunsets, live music performances, and romantic ambiance, Simpson Bay has something for everyone. Visitors can also enjoy entertainment and gaming at the local casinos, dance the night away at lively clubs, and indulge in some retail therapy at the various shops. Whether you're looking for relaxation or excitement, Simpson Bay has it all. Don't miss out on the destination activities and things to do that make this place truly special.

  • Travelers tend to stay 4 days in Simpson Bay

2. Enjoy Lowlands with a travel package

Lowlands in Sint Maarten offers the perfect atmosphere for a beach vacation. With its stunning islands, beautiful beaches, and crystal-clear sea, it provides the ideal setting for relaxation and water activities. The area also boasts exciting excursions, including visits to nearby casinos, where you can try your luck. When it comes to dining, there are plenty of options available, from beachfront restaurants serving fresh seafood to romantic candlelit dinners. Additionally, Lowlands offers fantastic shopping opportunities and vibrant entertainment, ensuring that you'll have a memorable and enjoyable vacation.

  • Travelers tend to stay 4 days in Lowlands

3. Explore Philipsburg with a vacation package

Philipsburg, Sint Maarten offers a delightful beach vacation experience with a vibrant local atmosphere. With its stunning beaches, exciting excursions, and ample shopping opportunities, Philipsburg has something for every traveler. Explore the nearby islands, go boating on the crystal-clear sea, and indulge in delicious dining options. The town also offers a lively entertainment scene with live music performances for a romantic evening out. Whether you're looking to relax on the beach or enjoy thrilling activities, Philipsburg promises a memorable vacation experience.

  • The peak season is from July to September
  • The off-peak season is from December to February
  • Travelers tend to stay 4 days in Philipsburg

4. Escape to Oyster Pond with a vacation package

Oyster Pond in Sint Maarten offers a perfect beach vacation experience. With its beautiful coastline and crystal-clear waters, it is an ideal spot for relaxing and soaking up the sun. The local atmosphere is laid-back and friendly, making it a great destination for couples and families alike. You can enjoy delicious seafood at the beachside cafes and restaurants, and take part in exciting snorkeling and island-hopping excursions. Oyster Pond is also known for its stunning sunrises, creating a romantic and serene ambiance. Whether you want to unwind or embark on thrilling adventures, Oyster Pond has it all.

  • Travelers tend to stay 4 days in Oyster Pond

6. Book your ideal Maho Reef with a vacation package

Maho Reef in Lowlands, Sint Maarten offers a perfect blend of beach relaxation, island exploration, exciting excursions, delicious dining options, crystal-clear seas, thrilling casino experiences, romantic settings, lively bars, fantastic shopping opportunities, and family-friendly activities. Whether you want to soak up the sun on the sandy shores, try your luck at the nearby casinos, enjoy a romantic dinner overlooking the ocean, or indulge in some retail therapy, Maho Reef has something for everyone. The local atmosphere is vibrant, welcoming, and filled with the beauty of the Caribbean.

  • Travelers tend to stay 4 days in Maho Reef

5. Discover Cole Bay with our vacation deals

Cole Bay, in Sint Maarten, offers a unique and diverse atmosphere for beach vacations. With its beautiful beaches, families can enjoy fun-filled activities and create lasting memories. The stunning scenery and romantic ambiance make it an ideal destination for couples seeking a romantic getaway. Dining options are plentiful, offering delicious local cuisine with breathtaking ocean views. The area is also perfect for business travelers, with a range of amenities and facilities available. Boating enthusiasts can explore the crystal-clear waters, while sunsets over the sea create a magical and unforgettable experience. Cole Bay truly has something for everyone.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Cole Bay

Things to do in Sint Maarten

Sint Maarten is perfect for beach lovers and outdoor enthusiasts, offering a range of activities like boat charters, snorkeling trips, and various water adventures. Visitors can also enjoy fantastic shopping experiences and explore the stunning scenery. Whether you're seeking education or adrenaline-pumping adventures, Sint Maarten has something for everyone to enjoy on their vacation.

Shopping

In Sint Maarten, explore the Front Street District for a vibrant shopping experience filled with boutiques and gift shops. Harbour Point Village also offers a variety of shops perfect for souvenirs, blending local charm with a lively atmosphere suitable for families and shoppers alike.

Recreation

Experience tranquility at Rainforest Adventures St. Maarten, where you can unwind in serene surroundings and indulge in wellness activities. For outdoor enthusiasts, Mullet Bay Golf offers a scenic golf course perfect for enjoying nature while engaging in a refreshing round of golf.

Adventure

At Philipsburg Boardwalk, stroll along the scenic promenade lined with shops and eateries, soaking in the vibrant atmosphere and stunning beach views. Feel the romance in the air as you enjoy water sports, relax on the beach, or savor local cuisine at charming seaside restaurants.

Nightlife

Experience the vibrant nightlife of Sint Maarten at renowned spots like Maho Beach, where you can dance to live music and enjoy beachfront bars. For a more laid-back vibe, check out the local pubs in Philipsburg, offering a taste of island culture and delicious cocktails.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Sint Maarten

Sint Maarten is perfect for beach lovers and outdoor enthusiasts, offering stunning scenery and a rich cultural experience. Explore the top beaches, visit Saint Martin, and discover local attractions like modern universities and beautiful bays. Whether you're seeking relaxation or adventure, Sint Maarten has something for everyone. Don't miss out on the vibrant atmosphere and the chance to immerse yourself in the island's unique charm.

  • Maho Beach: Experience the thrill of watching planes fly just overhead as you relax on this vibrant beach. With its stunning sunsets and lively atmosphere, Maho Beach is perfect for sunbathing, swimming, and enjoying beach vibes.
  • Cupecoy Beach: Embrace the freedom and natural beauty of Cupecoy Beach, known for its clothing-optional policy. This secluded gem offers stunning cliffs, clear waters, and a tranquil environment for those seeking a unique beach experience.
  • American University of the Caribbean: Explore the modern campus of this prestigious medical school, where city vibes meet academic excellence. Engage with students and faculty while enjoying the picturesque surroundings that inspire learning and discovery.

Best time to go to Sint Maarten

The best time to visit Sint Maarten is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. February is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.6°F (24.8°C)No RainMostly SunnyAverageSlightly High
February76.1°F (24.5°C)No RainMostly SunnyAverageSlightly High
March76.3°F (24.6°C)No RainMostly SunnyModerately HighSlightly High
April77.0°F (25.0°C)No RainMostly SunnyAverageAverage
May78.4°F (25.8°C)Light RainMostly SunnyAverageAverage
June79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
July80.4°F (26.9°C)Light RainMostly SunnyModerately HighAverage
August81.0°F (27.200000000000003°C)Light RainMostly CloudyAverageSlightly Low
September81.3°F (27.4°C)Light RainMostly SunnyModerately HighSlightly Low
October80.8°F (27.1°C)Light RainMostly CloudyModerately LowSlightly Low
November79.5°F (26.4°C)Light RainMostly CloudyModerately LowAverage
December78.1°F (25.6°C)No RainMostly SunnyModerately LowAverage

Tips to save on your trip to Sint Maarten

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Sint Maarten.
  • Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Sint Maarten.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Find the Best Sint Maarten Vacation Packages

Sint Maarten Essential Information

Language
Dutch
Currency
Netherlands Antillean guilders
Local Welcome
Hallo
Local Goodbye
Dag
Closest Airport
Princess Juliana Intl. Airport (SXM)
Top Sights
Maho Beach, Mullet Bay Beach and Cupecoy Beach

Sint Maarten Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
$479 nightly
The price is $500 total per night from Feb 1 to Feb 2
$500 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (1,967 reviews)
Clean room, great staff, lovely pool area n decent gym

Reviewed on Jan 22, 2026

The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
$594 nightly
The price is $620 total per night from Feb 2 to Feb 3
$620 total
Feb 2 - Feb 3
Total with taxes and fees
7.8/10 Good! (2,848 reviews)
Great

Reviewed on Jan 21, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
$385 nightly
The price is $401 total per night from Feb 7 to Feb 8
$401 total
Feb 7 - Feb 8
Total with taxes and fees
8.8/10 Excellent! (1,578 reviews)
We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely ...

Reviewed on Jan 19, 2026

Simpson Bay Resort, Marina & Spa
See all 1,666 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.
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Frequently asked questions

How much does a Sint Maarten vacation package cost?
Starting from as low as $688, a package is your gateway to inexpensive travel. Build your own Sint Maarten trip by choosing from our comprehensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Sint Maarten?
Track down flights that fit your busy schedule, add a hotel room to your booking and watch the savings rack up with a Sint Maarten vacation package. It's that simple! From flights and hotels to tours and rental cars, Expedia is where your cheap vacation begins. And with over 550 partner airlines and 1,000,000 hotel options across the globe to pick from, you'll never be short of choice.
Where should I stay in Sint Maarten?
Lowlands is in the top spot on many Sint Maarten must-see lists. Maho Beach is one reason why.
What are the top hotels in Sint Maarten?
For hotels in Lowlands with comfy beds and friendly service, look up Sonesta Maho Beach Resort Casino And Spa and The Morgan Resort Spa Village. If you're swinging by Simpson Bay as well, you can look forward to a solid night's sleep at The Villas at Simpson Bay Resort or Simpson Bay Resort, Marina & Spa.
How far in advance should I book my Sint Maarten vacation?
While not all air carriers advertise ticket prices early, customers are usually able to compare international airfares on Expedia up to a year in advance. This is the time when you can score some fantastic bargains. If you're purchasing tickets last minute, you might get lucky. Low prices occasionally become available a few weeks before departure.
What does an Expedia Sint Maarten travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to create your perfect Sint Maarten package. Once you've made your booking, you can add on the fun stuff like tours and activities. Remember — the more you bundle, the more you stand to save!
What should I know before booking a Sint Maarten travel package?
Whether it's adventure or relaxation you're seeking, a Sint Maarten vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Sint Maarten Expedia vacation package?
Yes, and with over 550 airlines to pick from around the world, you're spoiled for choice. Search the available options and see which airline best fits your needs and budget.
Does Expedia offer Book Now, Pay Later Sint Maarten vacation packages?
Expedia has teamed up with online lender Affirm to help reduce any financial concerns to do with your trip. This could be useful if your need to travel has arisen suddenly. Book Now, Pay Later and split the cost of your hotel and activities vacation package over numerous installments.
If I'm not able to travel, can I cancel my Sint Maarten vacation package?
Don't worry if you're rethinking your Sint Maarten vacation package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Sint Maarten

Maho beach

Maho Beach

4/5(445 reviews)

Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the top-notch restaurants or lively bars in this romantic area.

Maho Beach
Mullet Beach showing landscape views, general coastal views and tropical scenes

Mullet Bay Beach

4.5/5(177 reviews)

Shady palm trees, warm and clear water, white sand and good surfing waves make this hamlet a favorite with locals, particularly on the weekends.

Mullet Bay Beach
Great Bay Beach showing general coastal views, a sandy beach and a coastal town

Great Bay Beach

4.5/5(88 reviews)

If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.

Great Bay Beach

What to do in Sint Maarten

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$75
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Amazing Plane Spotting at Maho Beach

Amazing Plane Spotting at Maho Beach

$27
per adult
Amazing Plane Spotting at Maho Beach
Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

$100
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
See all activities in Sint Maarten
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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.