Title: Simpson Bay Vacation Packages & Trips 2026 from CA $1,494 | Expedia.ca

[Simpson Bay Travel Guide](https://expedia.ca/Simpson-Bay.dx8941)[Hotels in Simpson Bay](https://expedia.ca/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)[Vacation Rentals in Simpson Bay](https://expedia.ca/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals)[Flights to Simpson Bay](https://expedia.ca/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights)[Things to do in Simpson Bay](https://expedia.ca/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities)[Simpson Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6079645/6ddfb4b7-17de-437b-b316-7183fc85675f.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Simpson Bay 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 Simpson Bay Vacation

With a vacation package to Simpson Bay, all the organizing is done beforehand. This gives you a lot more time to discover some of the features that define this beachfront city, such as its lively atmosphere, beaches and cosmopolitan vibe. If sightseeing is on the to-do list during your trip to Simpson Bay, check out leading attractions like [Maho Beach](https://www.expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Marigot Market](https://www.expedia.ca/Marigot-Market-Marigot.d6073145.Vacation-Attraction) and [Fort St. Louis](https://www.expedia.ca/Fort-St-Louis-Marigot.d502880.Vacation-Attraction). Don't delay visiting this destination any longer. Your dream Simpson Bay vacation is a couple of clicks away with Expedia.

## Top Simpson Bay Vacation Deals

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

![La Vista Hotel](https://images.trvl-media.com/lodging/114000000/113160000/113158300/113158235/cde971ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Vista Hotel

Pelican Key

CA $1,494

per person

Apr 11 - Apr 18

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Philipsburg (SXM)

10/10 Exceptional! (12 reviews)

Great, friendly staff, great room (cottage). Good location with access to restaurants, grocery stores.

Reviewed on Jan 23, 2026

![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

Pelican Key

CA $2,244

per person

Apr 11 - Apr 18

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

Clean room, very pleasant staff. Furniture is cheap and while it functions drawers are ill fitting. Bath tub is peeling where they coated it with a film. One thing I didn’t like was the fees for everything. All the restaurants were good with the exception of Julilette’s. Food was cold and the outdoor area was choked with car exhaust.

Reviewed on Jan 25, 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 $1,689

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

Nice room, helpful staff, good restaurants, convenient location, nice beach and amenities.

Reviewed on Jan 26, 2026

![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 $1,960

per person

Mar 10 - Mar 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Philipsburg (SXM)

9.2/10 Wonderful! (973 reviews)

Princess Heights offered one of the most enjoyable stays I’ve had on a Caribbean Island in a long time. If you’re not a resort kind of person, then this condo style hotel is perfect. The front desk staff are so gracious and help with taxi accommodations and restaurant recommendations. Housekeeping was attentive and stopped by daily to restock. Best of all was the view from our terraces- it was absolutely breathtaking and I fell asleep to the crashing of the waves on Dawn beach each night. I will be returning to Princess Heights very soon.

Reviewed on Jan 24, 2026

![Panorama Residences at Monte Vista](https://images.trvl-media.com/lodging/121000000/120450000/120440200/120440175/89140f9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Panorama Residences at Monte Vista

Point Blanche

CA $2,151

per person

Mar 10 - Mar 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Philipsburg (SXM)

10/10 Exceptional! (1 review)

Very good stay with excellent facility, modern & clean with everything needed in a spacious apartment for a one week stay. Great ocean view. Only drawback was unit was not ready when we arrived and had to wait one extra day for check in; we were taken care by management during that time; but it was an unexpected hurdle with one day lost in our week stay

Reviewed on Jan 12, 2026

## Simpson Bay Beach Vacation

There's nothing like a Simpson Bay vacation to put a spring in your step. The soothing sound of rolling surf and the smell of salty sea air are sure to rejuvenate your mind and body. To be close to the city centre on your trip to Simpson Bay, find a hotel around Simpson Bay Beach (just 2 kilometres away). If you're planning to stay for a while, take a peek at our Simpson Bay vacation deals. Not only will you be able to save cash, you'll also have other amazing beaches near you to explore, like Kim Sha Beach and Lay Bay Beach.

## Things You Should Know About Simpson Bay

- Why not think about [Simpson Bay beach hotels](https://www.expedia.ca/d8941-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) for your next vacation? See what's available — there's nothing like staying at just minutes from the water.
- If your idea of an amazing beach vacation involves staying in one of our villas, [Cocovaa](https://www.expedia.ca/Simpson-Bay-Hotels-Cocovaa.h93830243.Hotel-Information) or [The Morgan Resort & Spa](https://www.expedia.ca/Lowlands-Hotels-Alegria-An-Ascend-Hotel-Collection-Member.h66544170.Hotel-Information) will suit you perfectly.

## Ready to book your vacation to Simpson Bay?

Choose your dates

## Simpson Bay Hotel Deals

![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay 

Fully refundableReserve now, pay when you stay

CA $556

CA $684 total

Jan 28 - Jan 29

includes taxes & fees

8.8/10 Excellent! (1,968 reviews)

Clean room, great staff, lovely pool area n decent gym

Reviewed on Jan 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=17524915&PinnedHotelID=17524915&HadPinnedHotel=true&regionId=8941)

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay 

CA $452

CA $543 total

Feb 15 - Feb 16

includes taxes & fees

8.8/10 Excellent! (1,581 reviews)

We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely ...

Reviewed on Jan 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=1256868&PinnedHotelID=1256868&HadPinnedHotel=true&regionId=8941)

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay 

Fully refundableReserve now, pay when you stay

CA $406

CA $463 total

Feb 8 - Feb 9

includes taxes & fees

9/10 Wonderful! (1,426 reviews)

My first room smelled bad and the staff agreed and they were able to get me a new room that was much better. The gym is very small and the restaurant is sub par but service was good and other amenities were nice

Reviewed on Jan 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=796441&PinnedHotelID=796441&HadPinnedHotel=true&regionId=8941)

[See all 456 properties in Simpson Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026&regionId=8941)

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 Simpson Bay

![Kim Sha Beach showing a coastal town, a sandy beach and general coastal views](https://images.trvl-media.com/place/6079645/6be51115-068f-4fd6-823b-d7a21aa2a276.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Kim Sha Beach

Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and top-notch restaurants in this romantic area. 

[](https://expedia.ca/Kim-Sha-Beach-Simpson-Bay.d6079645.Vacation-Attraction)

![Hollywood Casino which includes a casino and interior views](https://images.trvl-media.com/place/6079643/303d2f30-0651-4bf4-89b8-08f40a94c2b8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hollywood Casino

Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.

[](https://expedia.ca/Hollywood-Casino-Pelican-Key.d6079643.Vacation-Attraction)

### What to do in Simpson Bay

![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 $139

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 Simpson Bay](https://expedia.ca/things-to-do/search?rid=8941)

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