Cole Bay Vacations from $562

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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
Save 100% on your flight
per person
Sep 14 - Sep 19
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.6/10 Excellent! (891 reviews)
Over all will stay again

Reviewed on Jul 15, 2025

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
Nice beach Great shuttle Excellent security

Reviewed on Jul 15, 2025

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Save 100% on your flight
per person
Sep 14 - Sep 19
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,048 reviews)
Over all I love this property. I stayed in a beach from apartment. it was lovely. I'm looking forward to going back to celebrate my birthday in August. The restaurant on the beach was amazing. Can't wait to go back.

Reviewed on Jul 8, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
per person
Sep 14 - Sep 19
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (938 reviews)
It was a very romantic intimate stay. Paul the driver is very professional and made sure all our transportation was taken care of. Go to Maho beach and Nowhere special for live music and drinks. The room was fully equipped with a kitchen the housekeeping came every day. The only complaint was the smell from the sea moss from dawn beach but apparently it’s normal this time of year.

Reviewed on Jul 13, 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (1,003 reviews)
The beach and views. Room was nice as well.. special thank you to Roger and Juliana for having great personalities!! Thanks to Tony for great entertainment!! Yes I won two Prizes!!!!

Reviewed on Jul 11, 2025

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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

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 seaside or discover the beautiful sunsets in this romantic area.

Seaside Nature Park

What to do in Cole Bay

St. Maarten 6 Pack Island Tour

St. Maarten 6 Pack Island Tour

$62
per adult
100% of travellers recommend
St. Maarten 6 Pack Island Tour
Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

$170
per adult
100% of travellers recommend
Boomerang’s Best of Anguilla: Swim with Turtles Adventure
St. Maarten Maho Beach Tour

St. Maarten Maho Beach Tour

$40
per adult
80% of travellers recommend
St. Maarten Maho Beach Tour
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
$130 nightly
The price is $136 total per night from Aug 11 to Aug 12
$136 total
Aug 11 - Aug 12
Total includes taxes and fees
7.6/10 Good! (635 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
$125 nightly
The price is $131 total per night from Jul 16 to Jul 17
$131 total
Jul 16 - Jul 17
Total includes taxes and fees
8.6/10 Excellent! (345 reviews)
"It was great"

Reviewed on Jul 10, 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
$103 nightly
The price is $108 total per night from Jul 22 to Jul 23
$108 total
Jul 22 - Jul 23
Total includes taxes and 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 3,627 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 $562 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.