Simpson Bay Holidays
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Simpson Bay Beach Holiday
There's nothing like a Simpson Bay holiday 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 holiday 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 for your next holiday? See what's available — there's nothing like staying at just minutes from the water.
- If your idea of an amazing beach holiday involves staying in one of our villas, Cocovaa or The Morgan Resort & Spa will suit you perfectly.
Top hotels in Simpson Bay
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
S$687
27 Sept - 28 Sept
includes taxes & fees
9/10 Wonderful! (2,370 reviews)
"Amazing room, pool and view. Close, very close, proximity to the airport is unmatched. Great resort, however I do wish there were microwaves in the room."
Reviewed on 26 Aug, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
S$222
23 Sept - 24 Sept
includes taxes & fees
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
S$193
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,737 reviews)
"Clean room, friendly staff, balcony and beach view was amazing! Beautiful place overall."
Reviewed on 26 Aug, 2026
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.
Stay near popular Simpson Bay attractions
Kim Sha Beach
8.8/10 (591 reviews)
Kim Sha Beach offers pristine white sands and turquoise waters ideal for families and water sports enthusiasts. Enjoy jet skiing or kayaking, then explore the vibrant restaurants and nightlife of nearby Simpson Bay.
Hollywood Casino
8.2/10 (583 reviews)
Enjoy the glamour of Hollywood at this movie-themed casino that has piano bars, buffets and bingo.
Simpson Bay Beach
9.2/10 (1,834 reviews)
Simpson Bay Beach offers pristine white sand and tranquil waters along one of Sint Maarten's longest shorelines. Enjoy peaceful sunbathing or swimming, with nearby beach bars for refreshments.
Flamingo Beach
9.0/10 (768 reviews)
Pristine white sands and turquoise waters define this quintessential Caribbean escape in Simpson Bay. Enjoy swimming in gentle waves or snorkelling the clear waters before watching a spectacular sunset.
Lay Bay Beach
8.4/10 (212 reviews)
Lay Bay Beach offers a tranquil escape between Simpson Bay and Maho on Sint Maarten's Dutch side. Bring your own supplies to this serene, undeveloped stretch of sand for genuine beachside peace.
Dunes Casino
8.0/10 (249 reviews)
This relaxed casino offers over 200 slot machines and electronic games in a laid-back atmosphere. Enjoy the sportsbook lounge with flat-screen TVs while placing bets in this intimate gaming venue.
Market Garden Supermarket
9.4/10 (8 reviews)
You can enjoy retail therapy at Market Garden Supermarket during your trip to Simpson Bay. Visit the shops and lively bars in this romantic area.
What to do in Simpson Bay
Cristal Speed boat, Snorkeling, Beach Tour & Lunch St Maarten
S$161
per adult
Half Day Snorkeling Adventure
S$84
per adult
100% of travellers recommend
Billy Bones St.Maarten Getaway for CRUISE SHIP GUESTS
S$187
per adult
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?
- Choose your travel dates: What you want to do in Simpson Bay and your favourite season will help you decide when to travel.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
