Simpson Bay Vacation Packages

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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.

Top Simpson Bay Vacation Deals

Prices and availability subject to change. Additional terms may apply.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Jun. 2 - Jun. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Philipsburg (SXM)
9/10 Wonderful! (1,002 reviews)
The beach/bay was beautiful! The view from our room was incredible. Our room at the Villa was fantastic, clean and spacious. We had great meals onsite at Bovin, La Patron and Replay as well as additional dining within walking distance at Isola, Juliette’s and Lee’s Roadside Diner. We enjoy a very relaxing vacation and would recommend a stay at the Villas at Simpson Bay in St. Maarten❤️

Reviewed on Apr. 23, 2024

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Jun. 2 - Jun. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Philipsburg (SXM)
8.8/10 Excellent! (1,000 reviews)
I loved the convenience and privacy.

Reviewed on Apr. 19, 2024

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Jun. 2 - Jun. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Philipsburg (SXM)
9.2/10 Wonderful! (762 reviews)
Great location to enjoy both sides of the island!

Reviewed on Apr. 23, 2024

Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Oyster Pond
Save 100% on your flight
per person
Jun. 2 - Jun. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Philipsburg (SXM)
9.2/10 Wonderful! (104 reviews)
We stayed in the "penthouse" villa, which was fantastic. Clean, modern, well-appointed, large. Great housekeeping, friendly staff, convenient amenities. The area itself is a bit away from things so you have to want that, which we did.

Reviewed on Apr. 1, 2024

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
per person
Jun. 2 - Jun. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Philipsburg (SXM)
9.4/10 Exceptional! (364 reviews)
Location ! The beach is gorgeous!

Reviewed on Apr. 23, 2024

Simpson Bay Beach Vacation

Live out those summery daydreams on your upcoming Simpson Bay vacation. Embark on a lovely walk, admire the spectacular ocean views and collect pretty seashells on your trip to Simpson Bay. Just 0.48 kilometres from the city center, Kim Sha Beach is the place to be for many sun-seeking visitors. Have a look through our Simpson Bay packages and watch your travel budget stretch further!

Things You Should Know About Simpson Bay

  • Sunset strolls along the sand, the smell of salty air — there's nothing quite as relaxing as staying at the beach. If you're ready to switch into getaway mode, see what's available among our Simpson Bay beach hotels.
  • Another popular lodging style is villas. Check out Villa Bianca and La Di Da by RedAwning and compare the amenities and prices.

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
The price is CA $356 per night from May 20 to May 21
CA $356
CA $454 total
includes taxes & fees
May 20 - May 21
9/10 Wonderful! (1,124 reviews)
"Staff was excellent. The air conditioning in the room could be better adjusted. Couldn’t get to desired temperature."

Reviewed on Apr. 22, 2024

The Morgan Resort Spa Village
The Villas at Simpson Bay Resort
The Villas at Simpson Bay Resort
4 out of 5
Billy Folly Road No. 37A, Simpson Bay
The price is CA $382 per night from Apr. 24 to Apr. 25
CA $382
CA $401 total
includes taxes & fees
Apr 24 - Apr 25
9/10 Wonderful! (1,008 reviews)
"I like that the property is a short ride from the airport, close to other resorts. I also like the facts that I was able to utilize the local food vendors, not always eating at the resort restaurant. I also like the fact we’re were able to utilize the hotel shuttle for rides within the hotel ..."

Reviewed on Apr. 20, 2024

The Villas at Simpson Bay Resort
Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
The price is CA $267 per night from May 23 to May 24
CA $267
CA $281 total
includes taxes & fees
May 23 - May 24
8.6/10 Excellent! (1,002 reviews)
"I loved the convenience and privacy."

Reviewed on Apr. 19, 2024

Simpson Bay Resort, Marina & Spa
See all 3,663 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Simpson Bay vacation package cost?
From just CA $1,493. Yes, you read that right. Our Simpson Bay packages are the easiest way to make your budget go further. Bundle your hotels, flights and rental car and get out and see this vibrant destination.
How do I get a cheap travel package to Simpson Bay?
If you love amazing deals, bundle your bookings into a Simpson Bay vacation package. Whether you’re looking for flights, hotels, rental cars or day tours, you can browse and book them all in one place. You’ll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotel options globally to select from. Fly with who you prefer, stay wherever you like and save precious money — now that’s the perfect vacation!
Where should I stay in Simpson Bay?
With so much to explore in Simpson Bay, it’d be convenient for you to book a hotel near its attractions. Maho Beach, Marigot Market and Fort St. Louis are some interesting ones to add to your must-see list.
What are the top hotels in Simpson Bay?
The Morgan Resort Spa Village will make a fantastic base for your Simpson Bay adventures. Located in Pelican Key, it’s one of this area’s leading hotels.
How far in advance should I book my Simpson Bay vacation?
It can be hard to know exactly when the best time is to book your Simpson Bay trip. But usually the earlier you book, the better the prices. Sometimes, you can book your flights and hotels nearly 12 months before departure. If you’re hoping for a last-minute getaway, no need to worry! There are great deals advertised on Expedia all the time.
What does an Expedia Simpson Bay travel package include?
With Expedia, you can choose a combination of flights, hotels and car rentals to create your ideal Simpson Bay package. Once you’ve made your booking, you can add on the fun stuff like tours and experiences. Remember, the more you bundle, the more you’ll save!
What should I know before booking a Simpson Bay travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and be rewarded with fabulous discounts. You’re not limited to hotels, however. We have beachside condos, city apartments and even treehouses and ranches!
Can I choose my airline with a Simpson Bay Expedia vacation package?
With a vacation package, you’re the boss. Whether you’re eager to fly to Simpson Bay in business or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Simpson Bay vacation package?
You can. We totally understand that even the best-laid plans can fail, so we’re here to help if you need to make changes to your Simpson Bay vacation package. It may be possible to cancel or change your itinerary for free if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Simpson Bay

Image for Kim Sha Beach

Kim Sha Beach

4/5(17 reviews)

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

Kim Sha Beach
Image for Hollywood Casino

Hollywood Casino

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

Hollywood Casino
Image for Simpson Bay Beach

Simpson Bay Beach

4/5(5 reviews)

Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.

Simpson Bay Beach

What to do in Simpson Bay

Image for 3 Island Adventure & Swim with Turtles at Tintamarre!

3 Island Adventure & Swim with Turtles at Tintamarre!

CA $210
Per adult
100% of travellers recommend
3 Island Adventure & Swim with Turtles at Tintamarre!
Image for No1Sxm Sunset Sail Experience in St Maarten

No1Sxm Sunset Sail Experience in St Maarten

CA $76
Per adult
100% of travellers recommend
No1Sxm Sunset Sail Experience in St Maarten
Image for St. Maarten’s Treasures- Guided Self Drive Scoot Coup

St. Maarten’s Treasures- Guided Self Drive Scoot Coup

CA $295
Per adult
St. Maarten’s Treasures- Guided Self Drive Scoot Coup
See all activities in Simpson Bay

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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.