Cole Bay Vacations from $1,245

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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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was $1,869, price is now $1,245 per person
$1,245
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.6/10 Excellent! (952 reviews)
Everything to me was excellent

Reviewed on Jan 18, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $4,165, price is now $2,028 per person
$2,028
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
Staff and facilities, including dining options all excellent

Reviewed on Jan 18, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $3,391, price is now $1,861 per person
$1,861
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely need work, but overall, we definitely enjoyed our stay.

Reviewed on Jan 19, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $2,515, price is now $1,395 per person
$1,395
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
The Breakfast was great and fresh but nothing compared to the service that we received from the front desk clerk. A+ From all the hotels i stayed im pleased.

Reviewed on Jan 19, 2026

Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $2,483, price is now $1,444 per person
$1,444
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
10/10 Exceptional! (1 review)
Very good stay with excellent facility, modern & clean with everything needed in a spacious apartment for a one week stay. Great ocean view. Only drawback was unit was not ready when we arrived and had to wait one extra day for check in; we were taken care by management during that time; but it was an unexpected hurdle with one day lost in our week stay

Reviewed on Jan 12, 2026

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Discover the most popular places to visit in Cole Bay

Indigo Beach

Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay?

Indigo Beach

Seaside Nature Park

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.

Seaside Nature Park

What to do in Cole Bay

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$75
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

$100
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

$65
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
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

3.5 out of 5
155 Union Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $198 total per night from Jan 21 to Jan 22
$198 total
Jan 21 - Jan 22
Total with taxes and fees
7.4/10 Good! (683 reviews)
Excellent location but the resort is a bit dated, my first time but I could see what it might have been. We should have been told at check-in that the elevator at our biulding was not working and we had a 3 flight walk up with 4 suitcases and an 82 year old. The room was well laid out, and the view ...

Reviewed on Jan 17, 2026

Port de Plaisance Resort, Trademark Collection by Wyndham
Carls Unique Inn

Carls Unique Inn

2 out of 5
18 Orange Grove Rd Cole Bay
$112 nightly
The price is $117 total per night from Feb 2 to Feb 3
$117 total
Feb 2 - Feb 3
Total with taxes and fees
8.6/10 Excellent! (371 reviews)
Nice clean room, good for the price.

Reviewed on Jan 14, 2026

Carls Unique Inn
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
$456 nightly
The price is $475 total per night from Feb 17 to Feb 18
$475 total
Feb 17 - Feb 18
Total with taxes and fees
8.8/10 Excellent! (1,951 reviews)
Spotless, great staff, nice location

Reviewed on Jan 17, 2026

The Morgan Resort Spa Village
See all 3,563 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 $1,245 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.