Cole Bay Vacation Packages
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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.
Top Cole Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $2,203, price is now CA $1,158 per person
CA $1,158
per person
Sep 3 - Sep 7
found 2 days ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,438 reviews)
Very nice hotel. We liked that it was close to a lot of restaurants and you were able to actually walk to them.
Reviewed on Jun 24, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,992, price is now CA $2,023 per person
CA $2,023
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,796 reviews)
Very friendly staff and in a great location to walk to all the restaurants and bars on the strip
Reviewed on Jun 24, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $3,065, price is now CA $1,874 per person
CA $1,874
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,009 reviews)
I stayed in a 2br/2ba unit and it was well-appointed, clean, and spacious. Stunning views!!! The pool didn't look clean.
Reviewed on Jun 24, 2026
Divi Little Bay Beach Resort
Price was CA $3,181, price is now CA $2,283 per person
CA $2,283
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.2/10 Very good! (1,027 reviews)
Las vistas increíbles desde la habitación, lo único que no me gusto mucho fue el entretenimiento en la noche .por lo demás todo bien 🙂
Reviewed on Jun 24, 2026
Panorama Residences at Monte Vista
Point Blanche
Price was CA $1,705, price is now CA $1,223 per person
CA $1,223
per person
Sep 3 - Sep 7
found 2 days ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.6/10 Exceptional! (61 reviews)
Great place to stay with an amazing view.
Reviewed on Jun 19, 2026
Cole Bay Hotel Deals
Port de Plaisance Resort, Trademark Collection by Wyndham
155 Union Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Jun 26 to Jun 27
CA $256
CA $269 total
Jun 26 - Jun 27
includes taxes & fees
7.6/10 Good! (757 reviews)
"👍no complaints, had a great stay and staff were very helpful and polite"
Reviewed on Jun 23, 2026
Diamond Gem Residence
Peter John Rd Cole Bay Sint Maarten
The price is CA $133 per night from Jul 7 to Jul 8
CA $133
CA $161 total
Jul 7 - Jul 8
includes taxes & fees
9/10 Wonderful! (74 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
Carls Unique Inn
18 Orange Grove Rd Cole Bay
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Jun 28 to Jun 29
CA $134
CA $167 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (436 reviews)
"Clean"
Reviewed on Jun 17, 2026
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 Cole Bay
Half Day Snorkeling Adventure
CA $90
per adult
100% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $118
per adult
94% of travellers recommend
High-Speed Ferry to St. Barths
CA $103
per adult
80% of travellers recommend
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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.
