Old Man Bay Holidays

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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! (11 reviews)
"Clean rooms"

Reviewed on 27 Jun 2026

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On The 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
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! (10 reviews)
"From the moment we arrived, we were blown away by how private and secluded this spot feels, yet perfectly situated right on the ocean.The ocean views are truly spectacular. The kitchen, dining area and master bedroom offer stunning vistas of the turquoise water, and waking up to the sound of waves ..."

Reviewed on 15 Jun 2026

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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.

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.
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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

€47
per adult
96% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Guests swimming in the bio bay

Grand Cayman - Bioluminescent Bay Tour

€100
per adult
94% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Starfish Point, Stingray City-Sandbar & Coral Gardens

Starfish Point, Stingray City-Sandbar & Coral Gardens

€57
per adult
96% of travellers recommend
Starfish Point, Stingray City-Sandbar & Coral Gardens
See all activities in Old Man Bay

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.

Explore a world of travel with Expedia

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