Old Man Bay Holidays from £1,506

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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.
Point West Premier Rentals

Point West Premier Rentals

Northwest Point
£1,506
per person
17 Nov - 22 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to George Town (GCM)
9.8/10 Exceptional! (27 reviews)
Black Urchin

Black Urchin

Save 100% on your flight
£5,623
per person
16 Nov - 23 Nov
found 4 hours ago
Return direct flight included
London (LHR) to George Town (GCM)
10/10 Exceptional! (3 reviews)
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

£1,514
per person
16 Nov - 23 Nov
found 4 hours ago
Return direct flight included
London (LHR) to George Town (GCM)
8.4/10 Very good! (1,091 reviews)
Overall, good experience. The food on the resort is over priced and you do not get your moneys worth. Also was every disorganized and could not find kids menus. Never asked for refills and had to ask for our check because no one came back. The check in staff was very nice and pleasant to deal with it. The room was very clean and the hot tube was great.

Reviewed on 4 Sept 2026

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

Save 100% on your flight
£3,172
per person
16 Nov - 23 Nov
found 4 hours ago
Return direct flight included
London (LHR) to George Town (GCM)
10/10 Exceptional! (1 review)
Couldn’t have enjoyed our stay more. This place is a hidden secret.

Reviewed on 13 Apr 2026

Oceanfront Condo on Seven Mile Beach

Oceanfront Condo on Seven Mile Beach

£2,387
per person
16 Nov - 23 Nov
found 4 hours ago
Return direct flight included
London (LHR) to George Town (GCM)
9/10 Wonderful! (2 reviews)

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

On The Bay

On The Bay

67 Old Robin Rd North Side North Side
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! (15 reviews)
"Awesome host, amazing house, and snuggly cat we miss."

Reviewed on 13 Aug 2026

Get rates
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
The Place

The Place

110 Old Robin Rd Old Man Bay North Side
10/10 Exceptional! (14 reviews)
"The property was spectacular and the owner has equipped the unit with everything you may need. It is a peaceful and quiet away from the big resort area of seven mile beach. Really a very special place and one we will look to return to sooner than later!"

Reviewed on 25 Aug 2026

Get rates
The Place
See all 1,489 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.

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

£40
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

£84
per adult
94% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Small Group E-Bike Grand Cayman Ecological Half-Day Tour

Small Group E-Bike Grand Cayman Ecological Half-Day Tour

£95
per adult
Small Group E-Bike Grand Cayman Ecological Half-Day Tour
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.