Cole Bay Vacations from $824

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Your Cole Bay Vacation

The lively atmosphere and beaches are just the start of the things Cole Bay has going for it. Experience the best of this city the way you want with a personalized Cole Bay vacation package. Fill your free time with visits to Maho Beach, Marigot Market and Fort St. Louis, some of the attractions you should see during your trip to Cole Bay. Check out Expedia's extensive range of travel options and start organizing your ideal vacation to Cole Bay now.

The Latest Cole 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

Oyster Pond
Save 100% on your flight
$824
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.

Reviewed on Aug 13, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
$926
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9/10 Wonderful! (1,922 reviews)
Clean room, nice pool and restaurants.

Reviewed on Aug 17, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
$976
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Excellent location for Simpson Bay. Lots of dining options, well Maintained grounds, decent size rooms with kitchenette was very convenient.

Reviewed on Aug 18, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight
$1,781
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
8.8/10 Excellent! (1,003 reviews)
Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
Save 100% on your flight
$924
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,006 reviews)
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Stay near popular Cole Bay attractions

Indigo Beach

8.0/10 (23 reviews)
Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay?
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Burgeaux Bay Beach

7.6/10 (9 reviews)
Why not spend a lazy afternoon at Burgeaux Bay Beach during your trip to Cay Bay?
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Seaside Nature Park

8.0/10 (14 reviews)
Explore the lovely green spaces of Seaside Nature Park and enjoy the boating in Cole Bay. Stroll along the beautiful beaches or discover the beautiful sunsets in this family-friendly area.
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What to do in Cole Bay

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

$65
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
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
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$81
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
See all activities in Cole Bay

Cole Bay Hotel Deals

Port de Plaisance Resort, Trademark Collection by Wyndham

Port de Plaisance Resort, Trademark Collection by Wyndham

155 Union Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
$167 nightly
$175 total
Aug 29 - Aug 30
Total with taxes and fees
Port de Plaisance Resort, Trademark Collection by Wyndham
Carls Unique Inn

Carls Unique Inn

18 Orange Grove Rd Cole Bay
Fully refundableReserve now, pay when you stay
$100 nightly
$105 total
Aug 21 - Aug 22
Total with taxes and fees
8.6/10 Excellent! (444 reviews)
"We had a great time staying at Carls Unique Inn. The breakfast sandwiches and pastries were delicious, and the staff was extremely helpful. Despite our flights being cancelled and rebooked 4 days later, they accommodated us to extend our stay."

Reviewed on Aug 7, 2026

Carls Unique Inn
Diamond Gem Residence

Diamond Gem Residence

Peter John Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
$108 nightly
$113 total
Aug 29 - Aug 30
Total with taxes and fees
9/10 Wonderful! (75 reviews)
"The room was clean, comfortable and had all the amenities needed. The owner was very accommodating with my request for a noon check out which was greatly appreciated due to my flight departure. The place is located close to restaurants and grocery store."

Reviewed on Jun 20, 2026

Diamond Gem Residence
See all 3,656 properties in Cole 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 Cole Bay Vacation Packages

Cole 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 Cole Bay vacation package cost?
You'll find cheap prices from $824 on Expedia for your Cole Bay escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Cole Bay costs.
What are the cheapest months to go to Cole Bay?
You can generally find reduced prices and greater availability in April, July and December. Check out our cheap Cole Bay vacation packages and you could score some great off-season discounts.
How many days is enough for Cole Bay?
With a well-organized itinerary, you can easily visit the most popular Cole Bay sights in a few days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Cole Bay vacation for longer.
How to find the best Cole Bay package deals?
Finding a cheap Cole Bay package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Cole Bay package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Cole Bay 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 typically get a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Cole Bay vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Cole Bay?
If you're planning a spontaneous Cole Bay vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Cole Bay?
  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Cole Bay.
  2. Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Cole Bay.
  3. Use our trip planning tool to discover Cole Bay: Research every part of your trip to Cole Bay with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Work out your trip length: Think about how long you want to spend discovering Cole Bay. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, book the ideal Cole Bay vacation package for you.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some incredible things to do in Cole Bay. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive.
Does Expedia offer Book Now, Pay Later Cole Bay vacation packages?
Set off on your perfect trip to Cole Bay with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains before they disappear.

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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.