Old Man Bay Holidays

Photo by Paul Shaffer -Dee

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Top Flight + Hotel Deals in Old Man Bay

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
18 Oct - 25 Oct
found 1 hour ago
Return flight included
Dublin (DUB) to George Town (GCM)
8.4/10 Very Good! (1,004 reviews)
We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip.

Reviewed on 14 Jul 2025

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 hour ago
Return flight included
Dublin (DUB) 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

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 hour ago
Return flight included
Dublin (DUB) to George Town (GCM)
10/10 Exceptional! (193 reviews)
This place is fantastic! The beach is just a few steps away, our villa was clean and modern and within walking distance of restaurants. Everyone was friendly and helpful. They went above and beyond to make our vacation a relaxing one. We will definitely be returning.

Reviewed on 8 Jul 2025

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 hour ago
Return flight included
Dublin (DUB) to George Town (GCM)
9.8/10 Exceptional! (834 reviews)
This was a relaxing stay. It was clean the beach is awesome and ALL staff that I encountered were pleasant. What a sweet stay! I will be back!!!!!

Reviewed on 23 Jul 2025

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
per person
18 Oct - 25 Oct
found 1 hour ago
Return flight included
Dublin (DUB) to George Town (GCM)
9.6/10 Exceptional! (25 reviews)
Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back.

Reviewed on 2 Jul 2025

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

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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
Get rates
The Bay with 500 Feet of BeachFront and 2 Cottages
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
Fully refundable
The price is €356 per night from 12 Aug to 13 Aug
€356
12 Aug - 13 Aug
includes taxes & fees
9.6/10 Exceptional! (323 reviews)
"The hotel was beautiful. The service was excellent. This resort has the nicest staff on the entire island. The beach was spectacular. This truly is the best place to stay in all of the Cayman Islands"

Reviewed on 29 Jul 2025

Hotel Indigo Grand Cayman by IHG
See all 1,448 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.

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

Beautiful Stingrays on sandbar.

Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)

€69
per adult
100% of travellers recommend
Starfish Point, Stingray City & Coral Garden (3-STOP Adventure)
Grand Cayman Bioluminescent Bay Adventure

Grand Cayman Bioluminescent Bay Adventure

€128
per adult
Grand Cayman Bioluminescent Bay Adventure
Private Guided Boat Charters in The Cayman Islands

Private, Guided Boat Charters in The Cayman Islands

€430
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 from €1,590 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.