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

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
This resort is amazing! The villas are so nice!

Reviewed on Jul. 31, 2025

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.4/10 Exceptional! (563 reviews)
Great service.. very hospitable.. great location for restaurants

Reviewed on Jul. 25, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,192 reviews)
Food option need to be upgraded. But the restaurant the food was delious.

Reviewed on Jul. 30, 2025

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.6/10 Excellent! (891 reviews)
Parking not much parking and very tight spaces

Reviewed on Jul. 29, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (938 reviews)
Loved it! Highly recommend!

Reviewed on Jul. 30, 2025

Where to stay in Cole Bay

Find the best Cole Bay areas and neighborhoods for the activities you enjoy most. Learn more about Cole Bay
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Indigo Bay

1 out of top 10 points of interest in this area

While Indigo Bay isn't home to many top sights, Little Bay Beach and Indigo Beach are some notable places to visit nearby.

Find hotels in Indigo Bay

Ready to book your vacation to Cole Bay?

 

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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
The price is CA $179 per night from Aug 11 to Aug 12
CA $179
CA $188 total
Aug 11 - Aug 12
includes taxes & fees
7.6/10 Good! (641 reviews)
"Everything was awesome. Quiet and peaceful. Only let down was the pool. Needs some repairs"

Reviewed on Jul. 14, 2025

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

Carls Unique Inn

2 out of 5
18 Orange Grove Rd, Cole Bay
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Aug 3 to Aug 4
CA $124
CA $152 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (346 reviews)
"Great place. Very convenient."

Reviewed on Jul. 27, 2025

Carls Unique Inn
Diamond Gem Residence

Diamond Gem Residence

3 out of 5
Peter John Rd, Cole Bay, Sint Maarten
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Aug 18 to Aug 19
CA $120
CA $147 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (59 reviews)
"A very good option due to price, location, and amenities. Owner is very friendly. Would definitely stay there again."

Reviewed on Jul. 12, 2025

Diamond Gem Residence
See all 3,587 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.
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What to do in Cole Bay

Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

CA $137
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

CA $89
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $116
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
See all activities in Cole Bay

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 $782 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.