Sint Maarten Vacations & Trips from $494

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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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,154 reviews)
Our favorite place:)

Reviewed on Apr 29, 2025

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.8/10 Excellent! (1,048 reviews)
EXCELLENT!!! Everything is so convenient to get to. Absolutely beautiful!

Reviewed on May 1, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
per person
Jul 4 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (872 reviews)
The walk to the beach, unsafe, the lpathways are to steep

Reviewed on Apr 30, 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 13 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (1,003 reviews)
My husband and I and our 2 babies loved our time here. The view from our room was incredible. The food and beverages with the all inclusive were worth it. Most of the staff were extremely kind and helpful to us. We were able to use one of the resorts cribs for our littlest. The beach and the water here are phenomenal and I liked that they had more than enough beach chairs and umbrellas for resort guests so you’re not having to wake up early to go find a spot before they’re full. This place was family friendly. High chairs ans boosters available at restaurants. Would definitely recommend to families looking for a convenient option on the island.

Reviewed on Apr 30, 2025

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.4/10 Exceptional! (482 reviews)
The hotel was the same as the pictures on their website. The room we had on the third floor was excellent with a nice size refrigerator and freezer which we used only to store some wine, water and I made some ice just because there was an ice tray. The hotel had a very convenient large ice machine. The staff were very friendly and helpful for the most part ,we had some miscommunication issues with the staff replenishing the coffee in the room but they made up for it by giving us some extra. It was no big deal. Only other issue was that when we went to lunch the first few days at the very convenient beach side restaurant the staff kept asking us if we had reservations even though the restaurant was never fully occupied. We then said we would like a reservation every day for lunch and the issue ended. The restaurant had many tables available every day so I’m not sure why they made such a requirement. The breakfast was a nice meal with a great view. Very relaxing way to start the day. There are many restaurants (8 or 9) for dinner a short walk from the hotel as well as a two small grocery stores which also sell wine and spirits, a good pizzeria ,ice cream shop, bakery and deli. Everything you would need plus a beautiful beach.

Reviewed on Apr 29, 2025

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

Find the Best Sint Maarten Vacation Packages

Best months to visit Sint Maarten

Looking for the best time to visit Sint Maarten? Our table will help you. Sint Maarten boasts a year-round average temperature of 78.8°F, reaching a peak of 81.3°F in September, its warmest month, and dropping to an average low of 76.1°F in February, the coolest month. The annual rainfall averages 78.8mm, with October experiencing the heaviest showers, while March is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January76.6No Rain (Dry)Mostly Sunny
February76.1No Rain (Dry)Mostly Sunny
March76.3No Rain (Dry)Mostly Sunny
April77.0No Rain (Dry)Mostly Sunny
May78.4Light RainMostly Sunny
June79.9Light RainMostly Sunny
July80.4Light RainMostly Sunny
August81.0Light RainMostly Cloudy
September81.3Light RainMostly Sunny
October80.8Light RainMostly Cloudy
November79.5Light RainMostly Cloudy
December78.1No Rain (Dry)Mostly Sunny

How to save money on a vacation to Sint Maarten

  • Combine your flights with hotels or car rentals to save money.
  • Take advantage of Expedia's OneKey program to collect points and save money.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the low season in Sint Maarten, which is typically from October to December, for the best deals.
  • Use the search filter for price limits on Expedia to find a package deal that suits your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

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

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is $231 per night from May 7 to May 8
$231
includes taxes & fees
$221 per night
May 7 - May 8
7.8/10 Good! (2,174 reviews)
"The facility was nice."

Reviewed on Apr 27, 2025

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
The price is $144 per night from May 15 to May 16
$144
includes taxes & fees
$138 per night
May 15 - May 16
8.8/10 Excellent! (1,083 reviews)
"very good and clean spot..would always come back"

Reviewed on Apr 28, 2025

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is $377 per night from May 20 to May 21
$377
includes taxes & fees
$362 per night
May 20 - May 21
8.8/10 Excellent! (1,652 reviews)
"The staff was Amazing! Super friendly and Helpful! I needed a last min trip to drug store in the pouring rain and they were able to take me on one of their airport drop offs so I wouldnt get soaked!!! Great stay Thanks again!"

Reviewed on Apr 28, 2025

The Morgan Resort Spa Village
See all 1,691 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Sint Maarten vacation package cost?
Starting from as low as $494, 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

The famous Maho Beach on Saint Maarten. Great place for checking out aircraft landings up close while sitting on the beach. Took this picture from the hotel balcony shortly after I arrived. Spent a good part of the next day at the beach bar at far end of the beach. The flight schedule is posted on a surf board and whenever a plane was landing, everyone got up and walked onto the beach to have the plane fly overhead. The plane landed and then everyone went back to their beer... #perspectives

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

Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

$149
per adult
84% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$75
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Sightseeing Tour of the French and Dutch Sides of the Island

St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island

$44
per adult
80% of travellers recommend
St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
See all activities in Sint Maarten
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.