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.
Ocean Paradise

Ocean Paradise

4 out of 5
Price was CA $3,197, price is now CA $1,825 per person
CA $1,825
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!

Reviewed on Sep. 30, 2024

Black Urchin

Black Urchin

4.5 out of 5
Price was CA $23,596, price is now CA $14,461 per person
CA $14,461
per person
Nov 24 - Dec 1
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) 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 Mar. 26, 2025

Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was CA $7,234, price is now CA $4,701 per person
CA $4,701
per person
Nov 24 - Dec 1
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
9.6/10 Exceptional! (24 reviews)
Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back.

Reviewed on Jul. 2, 2025

Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was CA $5,202, price is now CA $3,490 per person
CA $3,490
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to George Town (GCM)
No reviews
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was CA $3,282, price is now CA $2,291 per person
CA $2,291
per person
Nov 24 - Dec 1
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
9.6/10 Exceptional! (197 reviews)
Very clean, new, modern and great access to Governor's Beach

Reviewed on Sep. 2, 2025

Ready to book your vacation to Old Man Bay?

 

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Old Man Bay Hotel Deals

On The Bay

On The Bay

4 out of 5
67 Old Robin Rd, North Side, North Side
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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
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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 CA $579 per night from Sep 13 to Sep 14
CA $579
CA $840 total
Sep 13 - Sep 14
includes taxes & fees
Kimpton Seafire Resort + Spa by IHG
See all 1,439 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Old Man Bay

Queen Elizabeth II Botanic Park

Queen Elizabeth II Botanic Park

Enjoy the beautiful coral reefs and explore Queen Elizabeth II Botanic Park, a lovely green space in Breakers. Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.

Queen Elizabeth II Botanic Park

What to do in Old Man Bay

Grand Cayman Bioluminescent Bay Adventure

Grand Cayman Bioluminescent Bay Adventure

CA $205
per adult
Grand Cayman Bioluminescent Bay Adventure
Private Guided Boat Charters in The Cayman Islands

Private, Guided Boat Charters in The Cayman Islands

CA $688
per traveller
Private, Guided Boat Charters in The Cayman Islands
Cayman Private Luxury Charters - Stingray City, Snorkel, & More

Cayman Private Luxury Charters - Stingray City, Snorkel, & More

CA $1,101
per traveller
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
See all activities 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.