Simpson Bay Vacations
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Find the Best Simpson Bay Vacation Packages
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 center on your trip to Simpson Bay, find a hotel around Simpson Bay Beach (just 2 kilometers 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 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 or The Morgan Resort & Spa will suit you perfectly.
Simpson Bay Hotel Deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
NT$15,029
NT$18,267 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (2,379 reviews)
"Very nice resort. Close to the airport. We had to spend the night on the island when our flight was canceled and were very pleasantly surprised with the place. We will likely return."
Reviewed on 2026/8/23
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
NT$5,878
NT$7,054 total
Sep 13 - Sep 14
includes taxes & fees
9/10 Wonderful! (1,977 reviews)
"Overall, our stay at Simpson Bay Resort was decent. The room was clean and comfortable, and the grounds throughout the resort were also very clean and well maintained. The experience felt more like staying at an Airbnb or condo than a traditional resort. It was very laid-back and quiet, which can ..."
Reviewed on 2026/8/23
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
NT$3,897
NT$4,928 total
Sep 3 - Sep 4
includes taxes & fees
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)
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
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 snorkeling 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 find the perfect gifts to bring home at Market Garden Supermarket during your stay in Simpson Bay. Check out the shops and lively bars in this romantic area.
Frequently asked questions
How much does a Simpson Bay vacation 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 vacation 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 vacation packages. Traveling in quieter periods means you can generally find reduced prices on flights and accommodations.
How many days is enough for Simpson Bay?
We recommend booking a Simpson Bay vacation 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 neighborhoods 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 vacation package to Simpson Bay?
Well known for its coastal beaches and home to leading attractions like Simpson Bay Beach, a Simpson Bay vacation 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can customize 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 vacation 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 favorite 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 accommodations: After you've nailed down your trip dates and duration, lock in the perfect Simpson Bay vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
