Old Man Bay Vacation Packages
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Your Old Man Bay Vacation
Come and experience this wonderful city for yourself with a Old Man Bay vacation package. Think about staying in the neighborhood 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 vacation plans into motion!
Top Old Man Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
CA $2,352
per person
Oct 24 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable.
The resort itself was beautiful, modern, and exceptionally clean. Everything felt very well maintained, and overall, our stay exceeded our expectations.
The only thing to be aware of is the cost of food and drinks. This isn’t necessarily a negative about the resort, as the Cayman Islands in general can be quite expensive, but food and beverages were definitely pricey. Just be prepared to budget accordingly.
Overall, we had a fantastic experience and truly enjoyed our stay. The excellent service, beautiful property, and welcoming atmosphere made it a memorable vacation. I would absolutely recommend this resort!
Reviewed on Sep 12, 2026
Ready to book your vacation to Old Man Bay?
Old Man Bay Hotel Deals
The Place
110 Old Robin Rd Old Man Bay North Side
10/10 Exceptional! (14 reviews)
"The property was spectacular and the owner has equipped the unit with everything you may need. It is a peaceful and quiet away from the big resort area of seven mile beach. Really a very special place and one we will look to return to sooner than later!"
Reviewed on Aug 25, 2026
Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
Old Man Bay North Side
10/10 Exceptional! (15 reviews)
"Awesome host, amazing house, and snuggly cat we miss."
Reviewed on Aug 13, 2026
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.
What to do in Old Man Bay
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
CA $76
per adult
98% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
CA $159
per adult
94% of travellers recommend
Small Group E-Bike Grand Cayman Ecological Half-Day Tour
CA $179
per adult
Frequently asked questions
How much does an Old Man Bay vacation package cost?
You can snap up a vacation package to this destination from CA $1,193 on Expedia. However, how much your vacation to Old Man Bay costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Old Man Bay?
Plan your getaway for the off-season and you're likely to find cheap Old Man Bay vacation packages. Remember that public holidays and local events and festivals can have an impact on prices, so do your research before you go.
How many days is enough for Old Man Bay?
With around 7 days, you'll have plenty of time to enjoy popular neighbourhoods such as Breakers and Brinkleys during your Old Man Bay vacation. Remember to also add Mastic Trail North Trailhead and Mastic Trail South Trailhead to your sightseeing itinerary. Searching for more adventures? Consider exploring outside of Old Man Bay on tours and day trips.
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 budget, add a few filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Old Man Bay package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Old Man Bay vacation as a package?
You can enjoy significant savings on your Old Man Bay retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Old Man Bay?
If you're considering an impromptu Old Man Bay vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Old Man Bay?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Old Man Bay.
- Plan your budget wisely: In addition to the price of your stay, you should consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Old Man Bay.
- Decide how long to go away for: Now that you know more about Old Man Bay, you can work out the ideal length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Old Man Bay vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
