Sint Maarten Vacations & Trips from $574
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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.
The Latest Sint Maarten Vacation Packages
The Villas at Simpson Bay Resort
Reviewed on Oct 27, 2025
Princess Heights Luxury Boutique Condo Hotel
Reviewed on Sep 25, 2025
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
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
Awesome staff.
Reviewed on Oct 27, 2025
Simpson Bay Resort, Marina & Spa
Yesb
Reviewed on Oct 25, 2025
The Morgan Resort Spa Village
Our stay was very nice! The staff were super nice and friendly. I have only one issue and thats with the shower, the bathroom can use an upgrade. Other than that everything else was Amazing.
Reviewed on Oct 27, 2025
Frequently asked questions
Discover the most popular places to visit in Sint Maarten
Maho Beach
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.
Mullet Bay Beach
Shady palm trees, warm and clear water, white sand and good surfing waves make this hamlet a favorite with locals, particularly on the weekends.
Great Bay Beach
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.
What to do in Sint Maarten
5 Hour Luxury Catamaran Day Sail in Sint Maarten on The Phoenix
St Maarten Shore Excursion: Maho Beach Round-Trip Transfer
For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten
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