Old Man Bay Holidays from £1,295

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Your Old Man Bay Holiday

Come and experience this wonderful city for yourself with a Old Man Bay holiday package. Think about staying in the neighbourhood of Breakers, which is great for culture and coastal beaches, and your time here is sure to be unforgettable. You'll want to do a little exploring during your trip to Old Man Bay. Carve out some time for big-name attractions such as Queen Elizabeth II Botanic Park, Cayman Kai Public Beach and Mastic Trail South Trailhead. Stop dreaming and start doing. Browse the multitude of options on Expedia today and put your Old Man Bay holiday plans into motion!

Top Old Man Bay Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was £2,121, price is now £1,295 per person
£1,295
per person
4 Oct - 11 Oct
found 1 day ago
Return direct flight included
London (LON) to George Town (GCM)
8.4/10 Very good! (1,079 reviews)
The staff was very nice and the resort is restful. There should be a warning about the increase in sargassum during certain months as this can impact your respiratory especially for people who already have respiratory issues. The all inclusive should have more options than 1 appetizer, 1 entree and 1 dessert you can select per meal.

Reviewed on 20 Jul 2026

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was £2,109, price is now £1,479 per person
£1,479
per person
4 Oct - 11 Oct
found 1 day ago
Return direct flight included
London (LON) to George Town (GCM)
9.8/10 Exceptional! (742 reviews)

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was £2,219, price is now £1,658 per person
£1,658
per person
4 Oct - 11 Oct
found 1 day ago
Return direct flight included
London (LON) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on 11 Jul 2026

Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was £1,803, price is now £1,390 per person
£1,390
per person
4 Oct - 11 Oct
found 1 day ago
Return direct flight included
London (LON) to George Town (GCM)
9.4/10 Exceptional! (402 reviews)
I like everything about my stay at Governor’s Village. Conveniently located near market, liquor store, restaurants and beach. Apartment was brand new. Very clean and air conditioning worked perfectly. I highly recommend staying here.

Reviewed on 21 Jul 2026

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was £3,255, price is now £2,522 per person
£2,522
per person
4 Oct - 11 Oct
found 1 day ago
Return direct flight included
London (LON) to George Town (GCM)
10/10 Exceptional! (208 reviews)
We had an absolutely amazing stay! From the moment we arrived, everything exceeded our expectations. The check-in process with Lisa was seamless and stress-free. She was incredibly responsive, welcoming, and always available whenever we had a question or needed assistance. The condo itself was perfect—it truly had everything you could possibly need for a comfortable vacation. The kitchen was fully equipped, the accommodations were spotless, and every detail had been thoughtfully considered. Honestly, all you need to bring is your suitcase! A special thank you to Leda, the housekeeper, who was so kind and always greeted us with a warm smile. Her friendliness made us feel right at home. The view from the condo was simply breathtaking—unlike anything we've experienced before. Waking up to that scenery each morning was unforgettable. The beach was just steps away, peaceful and never crowded, and there were always plenty of loungers and chairs available, making it easy to relax and enjoy the day. The location was another huge highlight. It was conveniently located near great restaurants, shopping, and plenty of activities, making it easy to explore the area. This property offers everything you could want for a relaxing getaway. We couldn't have asked for a better experience and would absolutely stay here again. Highly recommend!

Reviewed on 1 Jul 2026

Old Man Bay Essential Information

Language
English
Closest Airport
Owen Roberts Intl. Airport (GCM)
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Starfish Beach, Rum Point Beach and Star Fish Point

Top hotels in Old Man Bay

The Place

The Place

4 out of 5
110 Old Robin Rd Old Man Bay North Side
10/10 Exceptional! (13 reviews)
"Beautiful place with a clean, comfortable stay and everything we needed and even more. The check-in and check-out instructions were very clear and easy to follow. Parking was available, and the private entrance made everything feel convenient and secure. The location is excellent, close to spots ..."

Reviewed on 27 May 2026

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The Place
On The Bay

On The Bay

4 out of 5
67 Old Robin Rd North Side North Side
10/10 Exceptional! (11 reviews)
"Clean rooms"

Reviewed on 27 Jun 2026

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On The Bay
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Beach House and Cottage with 2 Full Kitchens, Sleeps 16.

Old Man Bay North Side
10/10 Exceptional! (13 reviews)
"Very nice and clean,host very responsive and communication always prompt. Loved our stay!"

Reviewed on 20 Jul 2026

Get rates
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
See all 1,468 properties in Old Man 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

Stay near popular Old Man Bay attractions

Cayman Crystal Caves

Commune with nature and explore the great outdoors at Cayman Crystal Caves during your travels in Old Man Bay.
See properties

What to do in Old Man Bay

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

£41
per adult
98% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Guests swimming in the bio bay

Grand Cayman - Bioluminescent Bay Tour

£87
per adult
94% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Turtle Center, Starfish, Stingray, & Snorkelin

Turtle Center, Starfish, Stingray, & Snorkeling(4-Stop Adventure)

£75
per adult
Turtle Center, Starfish, Stingray, & Snorkeling(4-Stop Adventure)
See all activities in Old Man Bay

Frequently asked questions

Why should I book my Old Man Bay holiday with Expedia?
Choose Expedia to arrange your next big escape simply and all in one convenient place. Our insider tip for scoring a great deal on an Old Man Bay getaway? Bundle your flights, accommodation and/or car hire into a package holiday. Then add a couple of fun tours and activities. Many bookings also come with flexible cancellation policies, so there's no need to stress if you have to switch up your travel itinerary. Round-the-clock help with cancelling and changing your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Old Man Bay?
Peak season falls in February, March and April and is an exciting time to visit — if you don't mind the crowds. January, September and December are usually quieter times of the year. With average daytime temperatures of 25ºC, January is the coolest month in Old Man Bay. The warmest time of year is August, when you can experience average temperatures of 29ºC during the day. Whatever the temperature, you'll discover plenty to keep you entertained here.
What is the top hotel for my holiday in Old Man Bay?
Club Suites at Rum Point sets the scene for an unforgettable adventure in Old Man Bay, offering all the amenities you'll need and more.
How do I get a cheap holiday to Old Man Bay?
One of the easiest ways to save pounds (and time) is to bundle your bookings with Expedia. Hotels, hire cars, flights and activities — we've got it all. Select a combination that best fits you and watch your savings stack up. Of course, holidays are never a one-size-fits-all. That's why Expedia offers over 400 partner airlines and 321,000 properties across the globe, so you can customise your Old Man Bay holiday your way. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Old Man Bay holiday?
There are so many places to visit while on a holiday in Old Man Bay. Starfish Beach, Rum Point Beach, Star Fish Point and Queen Elizabeth II Botanic Park are a few of this city's key attractions.
Do I need a visa for my Old Man Bay holiday?
Research the latest information on official government websites. Your nationality and whether you're travelling for study, business or leisure will determine if you'll require a visa for Old Man Bay. Make yourself familiar with the application process, including any required documentation, turnaround times and fees. Start your application well in advance to allow sufficient processing time. Some visas can take weeks or even months to go through, depending on the country and time of year.
What should I wear on my Old Man Bay holiday?
First, consider the type of activities planned during your Old Man Bay trip and choose versatile pieces that you can mix and match. For fashion inspiration or even information on dress codes, look up style blogs or social media accounts. Be sure to look at the local weather forecast so you can pack your bags accordingly. The warmest month in Old Man Bay is August, with average daily temperatures of 29ºC. If you're visiting in the coolest month of January, the mercury averages 25ºC during the day.
What does an Expedia Old Man Bay holiday include?
Expedia has all you need to organise your Old Man Bay getaway, but what your package looks like is entirely up to you. Select from any combination of hotels, flights and hire cars. Looking for some activities or tours to keep you on the move? Once you've made your booking, you can add them too. Whatever your style or budget, there's a deal to match your needs. Expedia features all types of properties, with the most popular in Old Man Bay including private holiday homes and condos. With Expedia, you'll always have the flexibility and freedom to tailor-make your holiday your way.
Does Expedia offer Book Now, Pay Later Old Man Bay holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy payment plans. If paying across multiple transactions sounds right for you, choose this option at checkout.
  • No-deposit holidays: If no upfront fee for your trip makes hitting that "book now" button easier, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with an Old Man Bay Expedia holiday?
Yes, you're in control. We have access to over 400 airlines throughout the world, so you can tailor your Old Man Bay adventure according to your budget and travel needs.

* 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.