Title: Downtown Philipsburg Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,466 Expedia.ca

[Downtown Philipsburg Travel Guide](https://expedia.ca/Philipsburg-Downtown-Philipsburg.dx953563676148154368)[Hotels in Downtown Philipsburg](https://expedia.ca/Downtown-Philipsburg-Hotels.d953563676148154368.Travel-Guide-Hotels)[Flights to Philipsburg](https://expedia.ca/Cheap-Flights-To-Philipsburg.d3331.Travel-Guide-Flights)[Things to do in Philipsburg](https://expedia.ca/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities)[Downtown Philipsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Philipsburg.d953563676148154368.Car-Rental-Guide)

![](https://images.trvl-media.com/place/953563676148154368/dccfc77b-7dbb-464d-9c10-d8d8186de2e8.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Downtown Philipsburg Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

## Top Holiday Package Deals in Downtown Philipsburg

Price found within the past 48 hours. Click for updated prices.

![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,466

per person

May 23 - May 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,007 reviews)

Staff was super friendly and helpful. The room was clean. The view from the balcony was amazing. If you stay I’d suggest renting a car as it’s far from the airport and shops too far to walk. Nearby markets were great and inexpensive. I’ll definitely go back and stay here one day.

Reviewed on Mar 19, 2026

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,782

per person

May 23 - May 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9/10 Wonderful! (1,629 reviews)

Omg! Sint Marteen was AMAZING the resort, PERFECT! Staff were so nice & friendly! They kept me laughing. The stay was so comfortable. I would stay here EVERY TIME! I absolutely loved it! 10/10 HIGHLY RECOMMEND!

Reviewed on Mar 19, 2026

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

Pelican Key

CA $1,880

per person

May 23 - May 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,387 reviews)

Resort was clean and transportation was readily accessible

Reviewed on Mar 17, 2026

![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/1f35d541_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Playa Orient Bay

CA $1,586

per person

May 23 - May 30

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.4/10 Exceptional! (668 reviews)

The hotel location is excellent to walk everywhere - beach, restaurants, shops. The staff is friendly, professional and knowledgeable, especially Elena. The room was spacious, clean and had everything you need for a relaxing beach vacation. The breakfast is improved from last year and has more options to choose from. The restaurant staff could improve in greeting clients and restaurant cleanness.

Reviewed on Mar 18, 2026

## Where to stay in Downtown Philipsburg

Find the best Downtown Philipsburg areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Philipsburg](https://expedia.ca/Philipsburg-Downtown-Philipsburg.dx953563676148154368)

![Aerial view of the Caribbean island of Sint maarten /Saint Martin. Maho and cupecoy cityscape on st.maarten](https://images.trvl-media.com/place/553248635976399393/d50e4315-6b7f-4d5b-8546-c3feb0c28628.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Indigo Bay

 While Indigo Bay isn't home to many top sights, Little Bay Beach and Indigo Beach are some notable places to visit nearby. 

[Find hotel + flight trips in Indigo Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Indigo%20Bay&DestID=553248635976399393&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![The Port of St Maarten is one of the most beautiful ports in the Caribbean. It is also one of the few ports in the region that can accommodate the Harmony of the Sea, which is currently the largest cruise ship in the world. 

Check out our visit to St Maarten:
http://travelwith2ofus.com/visiting-and-touring-st-maarten-st-martin-dutch-and-french-sides-in-one-day.php

Check out the most beautiful cruise ship ports in the #Caribbean: http://travelwith2ofus.com/the-most-beautiful-cruise-ship-ports-in-the-caribbean.php

#Cruise #StMaarten #Cruiseship #travel #SintMarteen #MahoBeach #Dutch #French #SImpsonBay #Lagoon #Marigot #Philipsburg #Blue](https://images.trvl-media.com/place/6066963/4ab8d1df-0f37-4dc5-8780-e5e185e993c3.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Point Blanche

1 out of top 10 points of interest in this area

 While visiting Point Blanche, you might make a stop by sights like Port of St. Maarten and Harbour Point Village. 

[Find hotel + flight trips in Point Blanche](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Point%20Blanche&DestID=553248635976399485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Panoramic view of Philipsburg on the Caribbean island of st.maarten. ](https://images.trvl-media.com/place/553248635976397229/7abf11b5-7260-4d7a-bc7e-c86c6a4a4db7.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Belair

 While Belair isn't home to many top sights, Little Bay Beach and Great Bay Beach are some notable places to visit nearby. 

[Find hotel + flight trips in Belair](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Belair&DestID=553248635976397229&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Caribbean cruise travel woman touristin Philipsburg, St Maarten, holiday banner landscape panorama. Cruise ship travel destination. Netherlands Antilles.](https://images.trvl-media.com/place/553248633350903521/7dffdcf6-d972-4d90-b5d1-f82e60bf8b18.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Sucker Garden

 Sucker Garden might not have many top sights, but Dawn Beach and Great Bay Beach are two attractions nearby that you can check out. 

[Find hotel + flight trips in Sucker Garden](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sucker%20Garden&DestID=553248633350903521&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Vineyard

 If you're looking for some top things to see and do in Vineyard and surrounding area, you can visit Museum of Sint Maarten and Port of St. Maarten. 

[Find hotel + flight trips in Vineyard](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Vineyard&DestID=553248635976397374&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Downtown Philipsburg Hotel Deals

![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/96029209_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holland House Beach Hotel

Front Street 45 Philipsburg 

Fully refundableReserve now, pay when you stay

CA $414

CA $497 total

Apr 20 - Apr 21

includes taxes & fees

9.2/10 Wonderful! (1,006 reviews)

For the price we paid, I expected much more from the restaurant. Food quality was average. Breakfast service was very slow.

Reviewed on Mar 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=1160500&PinnedHotelID=1160500&HadPinnedHotel=true&regionId=953563676148154368)

![Seaview Beach Hotel](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/1db73e89_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Seaview Beach Hotel

#85C Front Street Philipsburg 

Fully refundableReserve now, pay when you stay

CA $157

CA $188 total

Mar 25 - Mar 26

includes taxes & fees

7.2/10 Good! (796 reviews)

No laundry was done.

Reviewed on Mar 20, 2026

[](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=4848&PinnedHotelID=4848&HadPinnedHotel=true&regionId=953563676148154368)

![MIDTOWN MOTEL SXM](https://images.trvl-media.com/lodging/118000000/117900000/117899500/117899490/6922e499_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

MIDTOWN MOTEL SXM

Kruythoffsteeg#10 Philipsburg 

Fully refundableReserve now, pay when you stay

CA $115

CA $141 total

Mar 26 - Mar 27

includes taxes & fees

6.8/10 (43 reviews)

This is island life. No microwave but there was a propane tank range but it's a short walk to the beach and all the fun stuff so it doesn't matter

Reviewed on Mar 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=26%2F03%2F2026&endDate=27%2F03%2F2026&selected=117899490&PinnedHotelID=117899490&HadPinnedHotel=true&regionId=953563676148154368)

[See all 3,544 properties in Downtown Philipsburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F03%2F2026&endDate=22%2F03%2F2026&regionId=953563676148154368)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Downtown Philipsburg

![Museum of Sint Maarten which includes art and interior views](https://images.trvl-media.com/place/502882/af4a98aa-fc42-4d6e-8fcd-2f2ca2c3ed45.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Museum of Sint Maarten

Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.

[](https://expedia.ca/Museum-Of-Sint-Maarten-Downtown-Philipsburg.d502882.Vacation-Attraction)

#### University of St. Martin

Enjoy the collegiate vibe at University of St. Martin during your visit to Philipsburg. Wander the beautiful beaches and seaside in this romantic area. 

[](https://expedia.ca/University-Of-St-Martin-Downtown-Philipsburg.d6079653.Vacation-Attraction)

### Things to do

![Sightseeing Tour of the French and Dutch Sides of the Island](https://mediaim.expedia.com/localexpert/686653/404621fb-5f43-421e-bffb-058e0a0058ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $77

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/st-martin-and-st-maarten-sightseeing-tour-of-the-french-and-dutch-sides-of-the-island.a686653.activity-details)

![Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line](https://mediaim.expedia.com/localexpert/466226/f1e62739-a072-49a6-976a-ce1a3facd837.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

CA $218

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/sky-explorer-flying-dutchman-schooner-sentry-hill-line.a466226.activity-details)

![Amazing Plane Spotting at Maho Beach](https://mediaim.expedia.com/localexpert/1705818/7671bf3b-23be-4c78-aa80-df73918c3465.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Amazing Plane Spotting at Maho Beach

CA $37

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/amazing-plane-spotting-at-maho-beach.a1705818.activity-details)

[See all activities in Philipsburg](https://expedia.ca/things-to-do/search?rid=953563676148154368)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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