Old Man Bay Holidays

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Photo by Paul Shaffer -Dee

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Old Man Bay Holiday

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
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

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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 Property is wonderful and exceeded our expectations! There were 13 of us on vacation and every one of us had a more than comfortable place to sleep. The two facilities were spotless and were laid out beautifully. The Hosts were courteous and accommodating. We received great advice from them during ..."

Reviewed on 27 Jul. 2025

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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 NZ$1,037 per night from 13 Sept to 14 Sept
NZ$1,037
13 Sept - 14 Sept
includes taxes & fees
9.8/10 Exceptional! (868 reviews)
"All is fantastic"

Reviewed on 18 Aug. 2025

Kimpton Seafire Resort + Spa by IHG
See all 1,428 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.

What to do in Old Man Bay

Grand Cayman Bioluminescence Adventure

Grand Cayman Bioluminescence Adventure

NZ$266
per adult
100% of travellers recommend
Grand Cayman Bioluminescence Adventure
Grand Cayman Bioluminescent Bay Adventure

Grand Cayman Bioluminescent Bay Adventure

NZ$249
per adult
Grand Cayman Bioluminescent Bay Adventure
Private Guided Boat Charters in The Cayman Islands

Private, Guided Boat Charters in The Cayman Islands

NZ$837
per traveller
Private, Guided Boat Charters in The Cayman Islands
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.

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