Sint Maarten Vacations & Trips from $580

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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

Mullet Beach which includes general coastal views, a beach and landscape views
FlightsFlightsHotelsHotels

Lowlands

Lowlands

The Latest Sint Maarten Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $932, price is now $580 per person
$580
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
9/10 Wonderful! (1,291 reviews)
We loved this resort! Everything is in walking distance, we felt really safe as well! I highly recommend! :)

Reviewed on Aug 23, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,599, price is now $920 per person
$920
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,227 reviews)
Wifi was terrible only worked in the lobby. Everything else was great.

Reviewed on Aug 23, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,515, price is now $879 per person
$879
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special. Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.

Reviewed on Aug 18, 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
Price was $1,372, price is now $798 per person
$798
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (960 reviews)
This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely recommend.

Reviewed on Aug 15, 2025

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,277, price is now $795 per person
$795
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.6/10 Excellent! (922 reviews)
The staff was excellent very attentive to your neefs

Reviewed on Aug 20, 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

Things to do in Sint Maarten

Experience the stunning beauty of Sint Maarten with its pristine beaches and outdoor adventures. Enjoy thrilling activities like snorkeling trips and boat charters, or indulge in fantastic shopping opportunities. The island offers a perfect blend of relaxation and excitement, making it an ideal destination for beach lovers and adventure seekers alike. Don't miss out on the vibrant atmosphere and various water activities that Sint Maarten has to offer.

Shopping

In Sint Maarten, the Front Street District offers a vibrant shopping experience with a mix of local boutiques and international brands, perfect for unique gifts. Harbour Point Village features a variety of shops in a family-friendly atmosphere, making it ideal for souvenir hunting during your visit.

Recreation

Experience tranquility at Rainforest Adventures St. Maarten, where you can immerse yourself in nature and enjoy soothing wellness activities. For a more active day, head to Mullet Bay Golf, where the lush greens offer a perfect setting for golf amidst the island's beautiful landscapes.

Adventure

Stroll along the Philipsburg Boardwalk, where you can soak up the beach vibes while taking in beautiful ocean views. Enjoy local shops, delicious food, and the vibrant atmosphere as you explore this scenic waterfront destination in Sint Maarten.

Nightlife

Sint Maarten's nightlife is vibrant and diverse. Visit Maho Beach for exciting beach parties and live DJ performances. For a laid-back vibe, check out the Sunset Beach Bar. If you're in the mood for dancing, head to Bliss Nightclub, known for its energetic atmosphere and great 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 an ideal destination for beach lovers and outdoor enthusiasts, featuring stunning beaches, scenic bays, and vibrant cultural experiences. Travelers can explore the beautiful shores of St. Martin, enjoy the top beaches of Sint Maarten, and immerse themselves in the local culture. Whether you seek relaxation or adventure, Sint Maarten offers a diverse array of attractions that cater to all types of vacationers.

  • Maho Beach: Experience the thrill of watching planes land just overhead as you relax on this vibrant beach. Known for its lively atmosphere, Maho Beach offers golden sands and crystal-clear waters, perfect for sunbathing and swimming.
  • Cupecoy Beach: Embrace the liberating atmosphere of this stunning nudist beach. With its beautiful cliffs and secluded coves, Cupecoy Beach is ideal for those looking to unwind in a serene and natural setting.
  • American University of the Caribbean: Explore this modern college campus nestled in the heart of Sint Maarten. With a vibrant community and city vibes, it offers an engaging environment for students from around the world.

Best time to go to Sint Maarten

The best time to visit Sint Maarten can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Sint Maarten falls in September, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Sint Maarten falls in February, 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 RainMostlyAverageSlightly Low
September81.3°F (27.4°C)Light RainMostly SunnyModerately HighSlightly Low
October80.8°F (27.1°C)Light RainMostlyModerately LowSlightly Low
November79.5°F (26.4°C)Light RainMostlyModerately LowAverage
December78.1°F (25.6°C)No RainMostly SunnyModerately LowAverage

Tips to save on your trip to Sint Maarten

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

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
$211 nightly
The price is $220 total per night from Sep 8 to Sep 9
$220 total
Sep 8 - Sep 9
Total with taxes and fees
7.8/10 Good! (2,510 reviews)
"Invly"

Reviewed on Aug 21, 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
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (1,304 reviews)
Wonderful Stay
"We have stayed here many times over the years and really enjoy it. Great location, friendly staff (for the most part) and nice beach and pools. We find the Simpson Bay Resort a good value when visiting St Maarten."

Reviewed on Aug 21, 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
$241 nightly
The price is $250 total per night from Aug 25 to Aug 26
$250 total
Aug 25 - Aug 26
Total with taxes and fees
8.8/10 Excellent! (1,813 reviews)
"All the staff were awesome, we loved the pool and the swim up bar. Food was very good. Whenever we had a question or concerns, there was always a staff person with an answer or a solution. Great stay !"

Reviewed on Aug 20, 2025

The Morgan Resort Spa Village
See all 1,671 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 $580, 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)

Why not spend a carefree afternoon at Maho Beach during your travels 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
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

$149
per adult
84% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
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

$56
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.