Cul de Sac Vacation Packages

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Your Cul de Sac Vacation

Say farewell to planning hassles and hello to a Cul de Sac vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Upper Princes Quarter, which is great for shopping, coastal beaches and nature. If taking in sights is on the cards during your trip to Cul de Sac, swing by major attractions like Maho Beach, Pinel Island and Marigot Market. Don't put off your visit to this destination any longer. Your ultimate Cul de Sac vacation is a few clicks away with Expedia.

Top Cul de Sac Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

Oyster Pond
CA $958
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (999 reviews)
My stay was good. The staff is helpful. The food is good. The pool is big and deep. Loved the hot tub. I was able to get a car to rent on the property and the bed was very comfortable. I would definitely return.

Reviewed on Aug 10, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
CA $1,331
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
CA $1,077
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,922 reviews)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
CA $1,189
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
This property is nice.. it almost felt deserted as we didn’t see anyone at night. It was very clean, comfortable and we had everything needed. My only complaint was the room needed more light. I’d stay here again .

Reviewed on Aug 8, 2026

La Playa Orient Bay

La Playa Orient Bay

CA $1,296
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.4/10 Exceptional! (768 reviews)

Where to stay in Cul de Sac

Find the best Cul de Sac areas and neighborhoods for the activities you enjoy most. Learn more about Cul de Sac
Colorful, small, single-story buildings with a sign that reads "SHOPPING THE HILL".

St. Peters

Though St. Peters might not have many top sights, you can venture to the surrounding area to see attractions like Rainforest Adventures St. Maarten and St-Martin Archaeological Museum.

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South Reward

South Reward might not have many top sights, but Rainforest Adventures St. Maarten and St-Martin Archaeological Museum are two attractions nearby that you can check out.

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Saunders

While Saunders might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Rainforest Adventures St. Maarten and Great Bay Beach.

Ready to book your vacation to Cul de Sac?

Choose your dates

Cul de Sac Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
CA $618
CA $760 total
Sep 9 - Sep 10
includes taxes & fees
The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands
CA $606
CA $697 total
Sep 1 - Sep 2
includes taxes & fees
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
CA $215
CA $262 total
Sep 8 - Sep 9
includes taxes & fees
Simpson Bay Resort, Marina & Spa
See all 3,668 properties in Cul de Sac
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.

What to do in Cul de Sac

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

CA $91
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

CA $190
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

CA $120
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
See all activities in Cul de Sac

Frequently asked questions

How much does a Cul de Sac vacation package cost?
You'll find cheap prices from CA $958 on Expedia for your Cul de Sac escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Cul de Sac costs.
What are the cheapest months to go to Cul de Sac?
Plan your getaway for the off-season and you're likely to score cheap Cul de Sac vacation packages. Remember that school vacation periods and major festivals and events can impact prices, so do your research before booking.
How many days is enough for Cul de Sac?
Allow at least 6 days for your Cul de Sac vacation if you're hoping to discover everything that makes this place unique. Wander around popular areas, including Pelican Key and Upper Prince's Quarter. Then make a beeline for top sights such as Great Bay Beach and Grand Case Beach. With a clever itinerary, you can keep busy with room for some rest and relaxation too. Want to travel outside of Cul de Sac? Consider an excursion or two.
How to find the best Cul de Sac package deals?
Use Expedia's filter tool to help you find some fabulous Cul de Sac package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Cul de Sac package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cul de Sac vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a personalized Cul de Sac vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Cul de Sac?
If you've got your Cul de Sac vacation dates finalized, book early to snap up some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Cul de Sac?
  1. Choose when to travel: Check your calendar and pack your bags. Your favourite season and the activities on offer will also help you decide when to vacation in Cul de Sac.
  2. Budget wisely: In addition to the price of your accommodations, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Cul de Sac.
  3. Work out your trip length: Consider how long you want to spend exploring Cul de Sac. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Cul de Sac 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.