Cole Bay Vacations from $702

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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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
$702
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (2,074 reviews)
Ocean view was not quite true

Reviewed on Oct 2, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
$1,221
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,560 reviews)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

Point Blanche
$1,375
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.6/10 Exceptional! (97 reviews)
I a wonderful stay! The place was clean, comfortable, and exactly as described. The location was convenient, and everything we needed was provided. The host was friendly, responsive, and made the whole experience easy and enjoyable. We really appreciated the attention to detail and would definitely stay here again. Highly recommend!

Reviewed on Sep 23, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
$970
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
$1,215
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,004 reviews)
Beautiful property!

Reviewed on Sep 29, 2026

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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 Cole 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 seaside or discover the beautiful sunsets in this romantic 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
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

$77
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
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
$200 nightly
$210 total
Oct 3 - Oct 4
Total with taxes and fees
7.6/10 Good! (784 reviews)
"This hotel was great, from front desk to security to housekeeping! Their cart needs to be available all hours of the day and night due to parking being away from where you are staying. We had to walk to our room about a mile away from parking. The room was great and the fully furnished kitchen was ..."

Reviewed on Sep 30, 2026

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
$107 nightly
$112 total
Oct 3 - Oct 4
Total with taxes and fees
8.6/10 Excellent! (449 reviews)
"It was good"

Reviewed on Sep 28, 2026

Carls Unique Inn
Diamond Gem Residence

Diamond Gem Residence

Peter John Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
$101 nightly
$105 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (77 reviews)
"Great service will recommend."

Reviewed on Sep 25, 2026

Diamond Gem Residence
See all 3,592 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 $702 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.