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.
Simpson Bay Resort, Marina & Spa
Pelican Key
CA $1,075
per person
Dec 13 - Dec 17
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
9/10 Wonderful! (2,074 reviews)
Clean room. Staff was very fun. Even the kids love the swim- up bar.
Reviewed on Oct 10, 2026
Ready to book your vacation to Cole Bay?
Cole Bay Hotel Deals
Port de Plaisance Resort, Trademark Collection by Wyndham
155 Union Rd Cole Bay Sint Maarten
CA $285
CA $299 total
Oct 27 - Oct 28
includes taxes & fees
Carls Unique Inn
18 Orange Grove Rd Cole Bay
Fully refundableReserve now, pay when you stay
CA $134
CA $168 total
Oct 14 - Oct 15
includes taxes & fees
8.6/10 Excellent! (450 reviews)
"It was good"
Reviewed on Sep 28, 2026
Diamond Gem Residence
Peter John Rd Cole Bay Sint Maarten
Fully refundableReserve now, pay when you stay
CA $120
CA $148 total
Oct 17 - Oct 18
includes taxes & fees
9/10 Wonderful! (78 reviews)
"Great service will recommend."
Reviewed on Sep 25, 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.
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?
Burgeaux Bay Beach
7.6/10 (9 reviews)
Why not spend a lazy afternoon at Burgeaux Bay Beach during your trip to Cole Bay?
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.
What to do in Cole Bay
Half Day Snorkeling Adventure
CA $91
per adult
100% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
CA $189
per adult
86% of travellers recommend
Guided UTV/ Side by Side Tour of Sint Maarten/ St. Martin
CA $420
per traveller
Frequently asked questions
How much does a Cole Bay vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,075 on Expedia. However, how much your vacation to Cole Bay costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Cole Bay?
September, October and November are the best times to search for cheap Cole Bay vacation packages. Opting to travel in quieter periods means you can typically find lower prices on hotels and flights.
How many days is enough for Cole Bay?
Allow at least 4 days for your Cole Bay vacation to really immerse yourself in all that makes this destination unique. Explore key neighbourhoods, including Pelican Key and Upper Prince's Quarter. Then check out top attractions like Great Bay Beach and Grand Case Beach. With a good itinerary, you can keep busy with room for some me-time too. Want to go beyond Cole Bay? Consider fitting in an excursion or two.
How to find the best Cole Bay package deals?
Begin your search for a Cole Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Cole Bay package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cole Bay escape underway.
Is it cheaper to book a Cole Bay vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can tailor your Cole Bay getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cole Bay?
Land fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Cole Bay trip.
How to plan a trip to Cole Bay?
- Choose when to travel: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to visit Cole Bay.
- Set your budget: Factor in costs like transportation, flights and meals when calculating how much to put aside for your trip to Cole Bay. Then, pick a property that matches your budget, whether that's an economical option or a more luxurious retreat.
- Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Cole Bay. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Cole Bay vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
