Title: Philipsburg Vacation Packages & Trips 2026 from CA $1,366 | Expedia.ca

[Philipsburg Travel Guide](https://expedia.ca/Philipsburg.dx3331)[Hotels in Philipsburg](https://expedia.ca/Philipsburg-Hotels.d3331.Travel-Guide-Hotels)[Vacation Rentals in Philipsburg](https://expedia.ca/Philipsburg-Vacation-Rentals.d3331.Travel-Guide-VacationRentals)[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)[Philipsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Philipsburg.d3331.Car-Rental-Guide)

![](https://images.trvl-media.com/place/506436/3bb80ec1-6647-4091-8031-ab8a2e3c8cb2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Philipsburg Vacation Packages

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Philipsburg Vacation

Reserve a Philipsburg vacation package that has everything you need and no unnecessary extras. Great for shopping, coastal beaches and nature, consider basing yourself in the neighborhood of Upper Princes Quarter. If taking in sights is on the to-do list during your trip to Philipsburg, look around well-known attractions like [Maho Beach](https://www.expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Pinel Island](https://www.expedia.ca/Pinel-Island-Saint-Martin.d6073157.Vacation-Attraction) and [Marigot Market](https://www.expedia.ca/Marigot-Market-Marigot.d6073145.Vacation-Attraction). Browse Expedia's wide range of travel options and book your ideal vacation to Philipsburg today.

## Top Philipsburg Vacation Deals

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

![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oyster Bay Beach Resort

Oyster Pond

CA $1,366

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Philipsburg (SXM)

8.6/10 Excellent! (952 reviews)

Bed not made, corrected after calling front desk.

Reviewed on Dec 23, 2025

![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 $2,067

per person

Mar 3 - Mar 10

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

The bathroom had hair in the shower floor. The tile job left much to be desired.

Reviewed on Dec 23, 2025

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

CA $2,252

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

We enjoyed our stay here. The view was breathtaking, the beach was peaceful and the room was spacious. There are many restaurants within walking distance, two casinos close, secure parking and a Monday night reception while we were there. The only issue we had was some loud live music from a nearby bar a couple of nights, but we still fell asleep and enjoyed our stay. They do have laundry facilities too for extended stays. Would stay here again!

Reviewed on Dec 23, 2025

![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,525

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Philipsburg (SXM)

9.2/10 Wonderful! (973 reviews)

I had an amazing stay. Peaceful Quite and beautiful the staff was amazing. Breakfast delivery every morning. If I had any questions or needed help they answered and helped me right away. I will definitely stay again.

Reviewed on Dec 18, 2025

![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holland House Beach Hotel

Downtown Philipsburg

CA $2,992

per person

Mar 6 - Mar 13

found 8 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,002 reviews)

This Hotel is right on the beach. The staff was friendly and helpful. The room was like brand new , it was redone after the last hurricane. Thank you Holland House you made our stay fantastic!

Reviewed on Dec 18, 2025

## Where to stay in Philipsburg

Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. [Learn more about Philipsburg](https://expedia.ca/Philipsburg.dx3331)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48382-St-Maarten-Zoo.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Philipsburg

3 out of top 10 points of interest in this area

 While visiting Downtown Philipsburg, you might make a stop by sights like Sint Maarten Park and Great Bay Beach. 

[Find hotel + flight trips in Downtown Philipsburg](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Philipsburg&DestID=953563676148154368&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)

### 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)

![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)

### 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)

![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)

### 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)

![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)

### Sucker Garden

 Sucker Garden might not have many top sights, but Sint Maarten Park and Guana 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)

## Philipsburg Beach Vacation

There's nothing like a Philipsburg vacation to put a bounce in your step. The soothing rhythm of rolling waves and the smell of salty air are sure to rejuvenate your mind and body. To be near the city centre on your trip to Philipsburg, base yourself around Little Bay Beach (2 kilometres away). If you're going to stick around a while, consider booking one of our Philipsburg vacation deals. Not only can you save cash, you'll also have other beautiful beaches around you to explore, like Guana Bay Beach and Indigo Beach. We call that a win-win!

## Things You Should Know About Philipsburg

- Doze off to the calming sounds of the sea in one of our [Philipsburg beach hotels](https://www.expedia.ca/d3331-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). Nothing beats staying close to the ocean.
- Philipsburg also has a decent selection of villas. [The Paradise Inn](https://www.expedia.ca/Philipsburg-Hotels-The-Paradise-Inn.h69281342.Hotel-Information) and [Oceans at Divi Little Bay](https://www.expedia.ca/Philipsburg-Hotels-Oceans-At-Divi-Little-Bay.h74267774.Hotel-Information) are a hit with travellers and are worth taking a look at.
- Around 1,400 people reside in Philipsburg. If you want suggestions about things to see and do, why not start a conversation with one or two of the locals? Our [Philipsburg things to do page](null) is also a handy source of information.
- Once you've made some great savings by booking a Philipsburg vacation package, you can splurge on unforgettable travel experiences. Little Bay Beach, Sint Maarten Park and University of St. Martin are three attractions that should be on your itinerary.

## Ready to book your vacation to Philipsburg?

Choose your dates

## Philipsburg Hotel Deals

![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Divi Little Bay Beach Resort

Little Bay Road Philipsburg 

CA $557

CA $704 total

Jan 5 - Jan 6, 2026

includes taxes & fees

8.2/10 Very Good! (1,004 reviews)

We stayed in a queen, 1 bedroom room. The room was clean and comfortable. The only issue we had, which was shared by other guests, was TV reception is next to nothing. Make sure you have your streaming services passwords.

Reviewed on Dec 20, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=470827&PinnedHotelID=470827&HadPinnedHotel=true&regionId=3331)

![Seaview Beach Hotel](https://images.trvl-media.com/lodging/1000000/10000/4900/4848/72d983ac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Seaview Beach Hotel

#85C Front Street Philipsburg 

CA $156

CA $187 total

Jan 5 - Jan 6, 2026

includes taxes & fees

7.2/10 Good! (711 reviews)

Great service.

Reviewed on Dec 21, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=4848&PinnedHotelID=4848&HadPinnedHotel=true&regionId=3331)

![Oceans at Divi Little Bay](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/fee04e6c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceans at Divi Little Bay

Little Bay Road Philipsburg St. Maarten

CA $609

CA $768 total

Jan 5 - Jan 6, 2026

includes taxes & fees

8.2/10 Very Good! (294 reviews)

I wish there were nore

Reviewed on Dec 22, 2025

[](https://expedia.ca/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=74267774&PinnedHotelID=74267774&HadPinnedHotel=true&regionId=3331)

[See all 3,591 properties in Philipsburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&regionId=3331)

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 Philipsburg

![Great Bay Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/523000/523223-great-bay-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Great Bay Beach

4/5(20 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. 

[](https://expedia.ca/Great-Bay-Beach-Philipsburg.d6338950.Vacation-Attraction)

![Fort Amsterdam which includes château or palace, a ruin and military items](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48448-Fort-Amsterdam.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fort Amsterdam

5/5(2 reviews)

The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.

[](https://expedia.ca/Fort-Amsterdam-Philipsburg.d502879.Vacation-Attraction)

![Guana Bay Beach featuring cuddly or friendly animals, landscape views and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48411-Guana-Bay-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Guana Bay Beach

5/5(2 reviews)

The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.

[](https://expedia.ca/Guana-Bay-Beach-Philipsburg.d506436.Vacation-Attraction)

### What to do in Philipsburg

![High-Speed Ferry to St. Barths](https://mediaim.expedia.com/localexpert/176989/803f204c-e59b-47d1-9a40-1a59056c3ffb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### High-Speed Ferry to St. Barths

CA $104

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/high-speed-ferry-to-st-barths.a176989.activity-details)

![Panoramic view of vibrant St. Martin ](https://mediaim.expedia.com/localexpert/413439/1889a377-cdfa-4a6e-bdf7-cb7a36cef979.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Edge Ferry Tickets to St. Barts

CA $138

per adult

**84%** of travellers recommend

[](https://expedia.ca/things-to-do/edge-ferry-tickets-to-st-barts.a413439.activity-details)

![Sand Dollar Snorkeling Adventure](https://mediaim.expedia.com/localexpert/253868/cee07738-52cd-498c-b693-2512d348c7bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Half Day Snorkeling Adventure 

CA $90

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/half-day-snorkeling-adventure.a253868.activity-details)

[See all activities in Philipsburg](https://expedia.ca/things-to-do/search?rid=3331)

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- [Flights to Sint Maarten ](https://www.expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)
- [Flights from Sint Maarten ](https://www.expedia.ca/lp/flights/6143274/flights-from-sint-maarten)

- [Fort Amsterdam ](https://www.expedia.ca/Fort-Amsterdam-Philipsburg.d502879.Vacation-Attraction)
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- [Visit Madame's Estate ](https://www.expedia.ca/Philipsburg-Madames-Estate.dx553248635976659227)
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- [All inclusive Vacation Packages Sint Maarten ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6143274/Sint-Maarten)

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- [Sint Maarten Vacation Rentals ](https://www.expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)

- [Things to do in Sint Maarten ](https://www.expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities)

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