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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
CA $1,357
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
This was my 3rd or 4th time staying here so clearly enjoy the location, however this last trip was a slightly different experience. This was my first time staying in one of the smaller rooms and on the first level. Being the first level I would experience the debris and overflow of the washing of the rooms above that landed on my terrace table and chairs. Seeing this made me not use the lounge chairs and tables due not knowing when washing would happen and dirtiness of the tables and chairs. I also woke up to a power outage in the middle of the night which can be common on the island but property lights and all the equipment in the security booth were on, so seemed like it may be a property issue as I was told they have backup generators. I was disappointed as a frequent guest that I wasn’t offered any compensation only apologies. I would stay here again and confirm I have the larger room and request not to be on the first level. The staff is great, breakfast brought to my room each morning with some of the best chocolate croissants I’ve ever had, and you can’t beat the view.

Reviewed on Sep 8, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
CA $1,385
per person
Oct 31 - Nov 7
found 8 hours ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,981 reviews)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
CA $1,713
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,519 reviews)
Very brand new and renovated, up to date. Feels very upscale. Beautiful beach, delicious food. Good service

Reviewed on Sep 8, 2026

Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
CA $1,598
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
The View🏖️

Reviewed on Sep 1, 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

CA $2,313
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (2,383 reviews)
Hotel was clean , beautiful island, food nearby. This was my first time visiting and I wish the staff would’ve given me information on excursions. No one tells you what there is to do so I would say plan ahead and have your itinerary of activities ready. We had to figure everything out on our own. The hotel spa is amazing!! Also a little heads up the hotel doesn’t have a normal shower, the shower has a small half door which makes it next to impossible to shower without getting the whole bathroom floor wet. The hotel doesn’t really have much going on at the pool no live dj or pool parties. It is more of a relaxing vibe not a party vibe hotel.

Reviewed on Sep 7, 2026

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 Marigot Market.

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South Reward

South Reward might not have many top sights, but Marigot Market and Rainforest Adventures St. Maarten 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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
CA $177
CA $186 total
Sep 30 - Oct 1
includes taxes & fees
Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
CA $509
CA $645 total
Oct 7 - Oct 8
includes taxes & fees
9/10 Wonderful! (2,399 reviews)
"Hotel was clean , beautiful island, food nearby. This was my first time visiting and I wish the staff would’ve given me information on excursions. No one tells you what there is to do so I would say plan ahead and have your itinerary of activities ready. We had to figure everything out on our own. ..."

Reviewed on Sep 7, 2026

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 $471
CA $569 total
Sep 13 - Sep 14
includes taxes & fees
Sonesta Maho Beach All Inclusive Resort Casino & Spa
See all 3,619 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 $90
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $106
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

CA $220
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
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 $1,357 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.