Cay Bay Holidays from £452

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Your Cay Bay Holiday

Lock in one of our holiday packages to Cay Bay and experience the many charms of this neighbourhood. Especially renowned for its coastal beaches, your next exciting adventure can be found right here. If you're all about sightseeing, no trip to Cay Bay is complete without a stop at nearby Burgeaux Bay Beach. Don't just wish for it — take action! Lock in your ultimate Cay Bay holiday with Expedia and enjoy travelling your way.

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
per person
14 Aug - 18 Aug
found 23 hours ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
8.6/10 Excellent! (885 reviews)
This property was beautiful, and the employees were very pleasant and helpful. The grounds were very clean and it is very obvious that everyday they are cleaning up and making improvement to this beach resort.

Reviewed on 1 Jul 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (1,188 reviews)
Very nice resort conveniently located. Beautiful beach and nice pools. Lots within easy walking distance. Clean, comfortable rooms.

Reviewed on 2 Jul 2025

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
8.8/10 Excellent! (1,162 reviews)
Enjoyed the convenience and option of private beach and multiple pools coupled with onsite restaurants and room service! Best in class!

Reviewed on 2 Jul 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
14 Aug - 18 Aug
found 23 hours ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
9.2/10 Wonderful! (935 reviews)
Excellent stay! The property was spacious, very clean, and nicely kept.

Reviewed on 25 Jun 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
Great customer service from everyone we came in contact with.

Reviewed on 25 Jun 2025

Top hotels in Cay Bay

The Morgan Resort Spa Village
The Morgan Resort Spa Village
4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is £201 per night from 14 Jul to 15 Jul
£201
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (1,727 reviews)
"The views were spectacular s d the staff was top tier. I will definitely stay again!"

Reviewed on 29 Jun 2025

The Morgan Resort Spa Village
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa
4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is £223 per night from 9 Jul to 10 Jul
£223
9 Jul - 10 Jul
includes taxes & fees
7.8/10 Good! (2,337 reviews)
"The resort was clean and updated with nice sized rooms. The pool was great with easy to access bars. Thankfully the resort wasn’t full when we went or the pool might have been packed. There were good restaurants but not a lot of activities. The staff were t the most friendly. I loved the ocean view ..."

Reviewed on 1 Jul 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa
Simpson Bay Resort, Marina & Spa
4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is £70 per night from 29 Jul to 30 Jul
£70
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (1,183 reviews)
"Loved proximity to everything. We would definitly come back!!"

Reviewed on 3 Jul 2025

Simpson Bay Resort, Marina & Spa
See all 3,600 properties in Cay 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Cay Bay travel package cost?
Starting from just £452, a package is your ticket to cheap travel. Custom make your Cay Bay getaway by picking from our wide range of hotels, flights and rental cars.
If I'm not able to travel, can I cancel my Cay Bay travel package?
We get it --- life sometimes gets in the way of your plans. If you've locked in a Cay Bay travel package and have to amend or cancel it, we're here to help. We suggest having a look at our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Cay Bay?
If you love getting an amazing deal, combine your bookings into a Cay Bay travel package. Whether you're searching for hotels, flights, day tours or rental cars, you can book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 properties across the globe to pick from. Fly with who you want, find a room where you like and save a pretty penny --- now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later Cay Bay holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book your dream getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all budgets, so you can escape on that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this plan. Simply put down a small deposit on your escape and then start packing your bags.

Where should I stay in Cay Bay?
A holiday in Cay Bay wouldn't be complete without visiting Indigo Beach. Why not stay within walking distance of this fantastic attraction?
What are the top hotels in Cay Bay?
Reserve a room at Port de Plaisance Resort, Trademark Collection by Wyndham. It's one of the neighbourhood's most popular hotels. Another top-rated option in Cay Bay is Carls Unique Inn.
How far in advance should I book my Cay Bay holiday?
To score discount prices, book as soon as you can. Airlines usually release flights, along with some of the lowest fares, nearly 12 months in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Cay Bay, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Cay Bay travel package include?
Travel packages include rental cars, flights and hotels, but you can combine any of them to create your dream Cay Bay holiday. You can also add on activities and tours once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Cay Bay travel package?
A travel package can be customized for your budget and is an easy way to make your hard-earned dollars stretch further. How much you include is up to you. Rental cars, hotels and flights --- decide on a combination that suits your style.
Can I choose my airline with a Cay Bay Expedia travel package?
Yes, and with more than 550 airlines to pick from globally, you've got lots of choice. Have a look through the available options and see which airline fits your budget and needs.

Things to do

90 min St. Martin Jet ski Terre Basse tour

90 min St. Martin Jet ski Terre Basse tour

£105
per traveller
98% of travellers recommend
90 min St. Martin Jet ski Terre Basse tour
St. Maarten 6 Pack Island Tour

St. Maarten 6 Pack Island Tour

£45
per adult
100% of travellers recommend
St. Maarten 6 Pack Island Tour
Border

St. Maarten Best Island Tour

£44
per adult
100% of travellers recommend
St. Maarten Best Island Tour
See all activities in Cole Bay

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.