Simpson Bay Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Simpson Bay

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
The price is 2.774.106 ₫ per night from 31 Aug to 1 Sept
2.774.106 ₫
3.328.927 ₫ total
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,291 reviews)
"Let’s talk about the check in process…. SLOW as molasses!! For such an advanced 2025, hand receipts should not be a thing at a major resort, checking desk. The rooms are spacious and clean with the exception of hair all over in the shower from previous guests. The maid didn’t do a good job. Also ..."

Reviewed on 19 Aug 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
8.8/10 Excellent! (1,811 reviews)
"Amazing and well maintained property!!"

Reviewed on 19 Aug 2025

Get rates
The Morgan Resort Spa Village
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is 3.157.560 ₫ per night from 23 Aug to 24 Aug
3.157.560 ₫
4.006.154 ₫ total
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,161 reviews)
"Loved it! Can’t wait to stay again"

Reviewed on 18 Aug 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 455 properties in Simpson Bay
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.

Popular places to visit

Kim Sha Beach

Kim Sha Beach

4.5/5(2 reviews)

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

Kim Sha Beach
Hollywood Casino showing a casino and interior views

Hollywood Casino

Why not roll the dice with a visit to Hollywood Casino during your travels in Simpson Bay? Stroll along the seaside in this romantic area or visit its top-notch restaurants.

Hollywood Casino

Simpson Bay Beach

4/5(1 review)

Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Visit the shops and lively bars in this romantic area.

Simpson Bay Beach

Frequently asked questions

How much does a Simpson Bay holiday package cost?
You'll find cheap prices on Expedia for your Simpson Bay getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Simpson Bay costs.
What are the cheapest months to go to Simpson Bay?
September, October and November are the best times to look for cheap Simpson Bay holiday packages. Travelling in quieter periods means you can generally find reduced prices on flights and accommodation.
How many days is enough for Simpson Bay?
We recommend booking a Simpson Bay holiday for at least 4 days. This will allow you plenty of time to visit top sights such as Kim Sha Beach and Lay Bay Beach, and also explore neighbourhoods like Pelican Key and Upper Prince's Quarter. You could even fit in a day trip outside of Simpson Bay.
Is it worth booking a holiday package to Simpson Bay?
Well known for its coastal beaches and home to leading attractions like Simpson Bay Beach, a Simpson Bay holiday is sure to impress. Another top sight worth exploring? Don't miss Flamingo Beach.
How to find the best Simpson Bay package deals?
Start your search for a Simpson Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Simpson Bay package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Simpson Bay adventure off to a flying start.
Is it cheaper to book a Simpson Bay holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging stays and flights individually. Better still, you can customise your Simpson Bay escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Simpson Bay?
If you're considering a spontaneous Simpson Bay trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Simpson Bay?

  1. Choose your travel dates: What you want to do in Simpson Bay and your favourite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to flights and activities. Your hotel will likely be the largest expense during your trip to Simpson Bay.
  3. Decide how long to go away for: Now that you're up to speed on Simpson Bay, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the perfect Simpson Bay holiday package for you.