Old Man Bay Holidays from £1,481

Book a Hotel + Flight or Car together to unlock savings

Photo by Paul Shaffer -Dee

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

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.
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was £2,397, price is now £1,481 per person
£1,481
per person
14 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to George Town (GCM)
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!

Reviewed on 30 Sep 2024

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was £9,317, price is now £5,550 per person
£5,550
per person
14 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to George Town (GCM)
10/10 Exceptional! (2 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities

Reviewed on 26 Mar 2025

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was £3,809, price is now £2,628 per person
£2,628
per person
14 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to George Town (GCM)
9.6/10 Exceptional! (24 reviews)
Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back.

Reviewed on 2 Jul 2025

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Save 100% on your flight
Price was £3,001, price is now £2,138 per person
£2,138
per person
14 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to George Town (GCM)
No reviews
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was £2,207, price is now £1,642 per person
£1,642
per person
14 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LHR) to George Town (GCM)
9.6/10 Exceptional! (188 reviews)
Excellent location, very easy to park, close to beach, apartments are spotless, pool is beautiful and quiet, gym is well equipped, cafe is great. All in all we could not fault governors village. An excellent place to stay!

Reviewed on 27 Aug 2025

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

4 out of 5
67 Old Robin Rd, North Side, North Side
10/10 Exceptional! (6 reviews)
"We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have!"

Reviewed on 23 May 2025

Get rates
On The Bay
The Bay with 500 Feet of BeachFront and 2 Cottages

The Bay with 500 Feet of BeachFront and 2 Cottages

Old Man Bay, North Side
Get rates
The Bay with 500 Feet of BeachFront and 2 Cottages
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Fully refundable
The price is £453 per night from 13 Sept to 14 Sept
£453
13 Sept - 14 Sept
includes taxes & fees
9.8/10 Exceptional! (874 reviews)
Fantastic stay
"Another lovely stay. The accommodations, resort, the people - all top notch. Highly recommend."

Reviewed on 22 Aug 2025

Kimpton Seafire Resort + Spa by IHG
See all 1,438 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

Popular places to visit

Queen Elizabeth II Botanic Park

Queen Elizabeth II Botanic Park

Enjoy the spectacular coral reefs and explore Queen Elizabeth II Botanic Park, a lovely green space in Breakers. Stroll along the seaside in this relaxing area or visit its top-notch restaurants.

Queen Elizabeth II Botanic Park

What to do in Old Man Bay

Private Guided Boat Charters in The Cayman Islands

Private, Guided Boat Charters in The Cayman Islands

£368
per traveller
Private, Guided Boat Charters in The Cayman Islands
Cayman Private Luxury Charters - Stingray City, Snorkel, & More

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

£589
per traveller
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
Sunrise Stingray Private City Tour

Sunrise at Stingray City, Private Tour

£368
per traveller
Sunrise at Stingray City, Private 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.