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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,461, price is now CA $1,026 per person
CA $1,026
per person
Aug 17 - Aug 21
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
The riom was clean and spacious . Staff were friendly
Reviewed on Jun 11, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,752, price is now CA $1,757 per person
CA $1,757
per person
Aug 31 - Sep 7
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,412 reviews)
We loved our stay at the Villas. It was centrally located to great restaurants and markets.
Reviewed on Jun 11, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,152, price is now CA $1,511 per person
CA $1,511
per person
Aug 31 - Sep 7
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,765 reviews)
Very helpful and accommodating staff. Lovely resort!
Reviewed on Jun 10, 2026
Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was CA $2,831, price is now CA $1,943 per person
CA $1,943
per person
Aug 17 - Aug 21
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,000 reviews)
The Pools and swim up bar was in good shape and well maintained.
Reviewed on Jun 9, 2026
La Playa Orient Bay
Price was CA $1,759, price is now CA $1,285 per person
CA $1,285
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9.4/10 Exceptional! (725 reviews)
Excelente ubicación, playa, a 50 metros de la plaza de negocios y restaurantes. Espectacular desayuno frente al mar
Reviewed on Jun 8, 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 $223 per night from Jun 26 to Jun 27
CA $223
CA $234 total
Jun 26 - Jun 27
includes taxes & fees
7.6/10 Good! (753 reviews)
"Rooms were too far to walk. Staff was excellent."
Reviewed on May 19, 2026
Diamond Gem Residence
Peter John Rd Cole Bay Sint Maarten
The price is CA $117 per night from Jul 10 to Jul 11
CA $117
CA $144 total
Jul 10 - Jul 11
includes taxes & fees
9/10 Wonderful! (73 reviews)
"Bugs in bathroom and in bedroom"
Reviewed on May 28, 2026
Carls Unique Inn
18 Orange Grove Rd Cole Bay
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jun 16 to Jun 17
CA $133
CA $166 total
Jun 16 - Jun 17
includes taxes & fees
8.6/10 Excellent! (434 reviews)
"Carl’s Unique Inn is perfectly located for our business trips to St. Maarten, right in the heart of Cole Bay, where many of our suppliers are based. The staff has always been exceptionally helpful; from management to housekeeping, everyone has gone out of their way to make our stay as comfortable ..."
Reviewed on Jun 11, 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.
