Old Man Bay Holidays

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 AU$703 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
    Plan, book, and manage your trip all in one place

Your Old Man Bay Holiday

Let our holiday packages to Old Man Bay inspire your next great adventure. There's plenty to love about this lively city, starting with the neighbourhood of Breakers, which is good for culture and coastal beaches. If your trip to Old Man Bay includes some sightseeing, take in renowned attractions like Queen Elizabeth II Botanic Park, Cayman Kai Public Beach and Mastic Trail North Trailhead. Expedia will help you escape the everyday. Tailor your holiday to Old Man Bay to suit your style of travel, whatever that may look like.

Old Man Bay Holiday

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

Our pick of the best Old Man Bay Hotel Deals

On The Bay
On The Bay
4 out of 5
67 Old Robin Rd, North Side, North Side
The price is AU$1,239 per night from 26 June to 27 June
AU$1,239
26 June - 27 June
includes taxes & fees
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

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
The Bay with 500 Feet of BeachFront and 2 Cottages
The Ritz-Carlton, Grand Cayman
The Ritz-Carlton, Grand Cayman
5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
The price is AU$1,918 per night from 6 July to 7 July
AU$1,918
6 July - 7 July
includes taxes & fees
9.4/10 Exceptional! (992 reviews)
"10000/10 It’s the Ritz ! What a great experience"

Reviewed on 14 Jun. 2025

The Ritz-Carlton, Grand Cayman
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.

Frequently asked questions

How much does an Old Man Bay holiday package cost?
You’ll find cheap prices on Expedia for your Old Man Bay escape. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Old Man Bay costs.
What are the cheapest months to go to Old Man Bay?
The off-season is the best time to head to Old Man Bay if you’re hoping to keep costs down. Another tip for finding cheap Old Man Bay holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Old Man Bay?
Usually, a handful of days is enough to see the main sights during your Old Man Bay holiday. However, if you want to have more time to chill out or go on day trips, think about extending your itinerary.
How to find the best Old Man Bay package deals?
Landing a cheap Old Man Bay package deal is a breeze with Expedia. Once you’ve entered your trip dates and destination under our “Packages” tab, set your maximum budget, add some filters and browse what’s available. You can tailor your search by “Property class,” “Number of bedrooms,” “Traveller experience” and more. Order the results by “Price: low to high” to view the most pocket-friendly Old Man Bay package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Old Man Bay holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can personalise your Old Man Bay escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Old Man Bay?
If you’re considering a spur-of-the-moment Old Man Bay adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Old Man Bay?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred season and the type of activities available will also help you decide when to escape to Old Man Bay.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Old Man Bay.
  3. Determine how many days away: Start by listing all the sights and activities you’d like to experience in Old Man Bay. Then, estimate how long you’ll need at each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left is to find an Old Man Bay holiday package that brings all your bookings together.

Discover the most popular places to visit in Old Man Bay

What to do in Old Man Bay

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.