Simpson Bay Vacations from $712

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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, Marigot Market and Fort St. Louis. Don't delay visiting this destination any longer. Your dream Simpson Bay vacation is a couple of clicks away with Expedia.

The Latest Simpson Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,277, price is now $712 per person
$712
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
Quiet, peaceful, serene stay. Everything is 5 out of 5!

Reviewed on Jun 25, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,814, price is now $1,169 per person
$1,169
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,429 reviews)
The room was clean but there was a hole in the ceiling above the bathroom sink. I enjoy my stay and was very comfortable overall. I

Reviewed on Jul 2, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,225, price is now $951 per person
$951
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9/10 Wonderful! (1,810 reviews)
The beach was amazing.My room location on the marina was lovely and the workers and manger for the check were n was great

Reviewed on Jul 1, 2026

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,724, price is now $1,033 per person
$1,033
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.4/10 Exceptional! (736 reviews)
We loved our stay at La Playa! From the moment we arrived the staff was so friendly and helpful with anything we needed. The property itself and the rooms were extremely clean and well kept. The small villa style apartments gave the place a really cool and quaint feel. The beach bar and beach area were also incredible. Tristan at the beach was also very helpful with chairs and service throughout the day. There was some sargassum during our stay but the staff cleaned the beach each morning and kept everything as nice as they possibly could have. 10/10 recommend staying here- we already can’t wait to go back!

Reviewed on Jul 2, 2026

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,625, price is now $1,007 per person
$1,007
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
Amazing

Reviewed on Jun 27, 2026

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Stay near popular Simpson Bay attractions

A beach with colorful play structures, a lifeguard tower, and a row of red kayaks.

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.
See properties

What to do in Simpson Bay

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

$65
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

$159
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

$85
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
See all activities in Simpson Bay

Simpson Bay Hotel Deals

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
$348 nightly
The price is $363 total per night from Aug 2 to Aug 3
$363 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,250 reviews)
"Love the distance to airport and free shuttle. Staff was great especially Perla! Drinks on property a bit expensive but thats expected. Pools were amazing."

Reviewed on Jul 2, 2026

The Morgan Resort Spa Village
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
$260 nightly
The price is $273 total per night from Jul 4 to Jul 5
$273 total
Jul 4 - Jul 5
Total with taxes and fees
9/10 Wonderful! (1,843 reviews)
"The beach was amazing.My room location on the marina was lovely and the workers and manger for the check were n was great"

Reviewed on Jul 1, 2026

Simpson Bay Resort, Marina & Spa
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
$135 nightly
The price is $142 total per night from Jul 19 to Jul 20
$142 total
Jul 19 - Jul 20
Total with taxes and fees
9.2/10 Wonderful! (1,629 reviews)
"Rooms were large..clean and nice..everything you need to cook...pool entertainment was lacking..trivia and name that tune were the extent of it..water aerobics were supposed to happen but never did..music at pool was basically none existent or very little of it.."

Reviewed on Jul 1, 2026

Hilton Vacation Club Flamingo Beach St. Maarten
See all 449 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.

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 1 mile 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 Essential Information

Language
Dutch
Currency
Netherlands Antillean guilders
Local Welcome
Hallo
Local Goodbye
Dag
Closest Airport
Princess Juliana Intl. Airport (SXM)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Maho Beach, Mullet Bay Beach and Cupecoy Beach

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Frequently asked questions

How much does a Simpson Bay vacation package cost?
You'll find cheap prices from $712 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, November and December are great times to look for cheap Simpson Bay vacation packages. Choosing to travel in less busy months means you can generally find lower prices on accommodations and flights.
How many days is enough for Simpson Bay?
Allow at least 4 days for your Simpson Bay vacation to really immerse yourself in all that makes this place special. Wander around popular neighborhoods, including Cay Bay Hill and Little Bay. Then make a beeline for major sights like Lay Bay Beach and Hollywood Casino. With a good itinerary, you'll be kept busy with room for some rest time too. Want to travel outside of Simpson Bay? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Simpson Bay?
From leading attractions such as Simpson Bay Beach and Kim Sha Beach to its epic coastal beaches, a Simpson Bay vacation guarantees an unforgettable adventure. With so much to see and do, find out for yourself why Simpson Bay is such a good vacation destination.
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?

  1. Choose your travel dates: The things you plan to do in Simpson Bay and your preferred season can help you decide when to go.
  2. Plan your budget wisely: Besides the price of your hotel, you should consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Simpson Bay.
  3. Use Expedia's trip planning tool to discover Simpson Bay: Research every part of your trip to Simpson Bay with this handy planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by making a list of all the activities and attractions you'd like to experience in Simpson Bay. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Simpson Bay vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some awesome things to do in Simpson Bay. Book tickets or make reservations in advance to save time and avoid the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Simpson Bay vacation packages?
Your Simpson Bay getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.