Old Man Bay Vacations from $1,231

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Your Old Man Bay Vacation

Reserve an Old Man Bay vacation package and get set to experience this captivating city the stress-free way. Think about staying in the neighborhood of Breakers, which is good for culture and coastal beaches. Ready to get out and explore? Queen Elizabeth II Botanic Park, Cayman Kai Public Beach and Babylon are a few of the top places to visit during a trip to Old Man Bay. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Old Man Bay today.

The Latest Old Man Bay Vacation Packages

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

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
8.8/10 Excellent! (1,001 reviews)
Great location for getting to town and across the 7 mile beach !! Request many times in order to clean the room , limited dining , there is no beech just few steps into the sea !!!

Reviewed on May 19, 2024

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
10/10 Exceptional! (1 review)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
9.8/10 Exceptional! (15 reviews)
Gorgeous luxury resort

Reviewed on May 6, 2024

Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
9.6/10 Exceptional! (37 reviews)
This is a super cute little group of homes with a pool on the water. Here are the things you won't know from the advertisement although you're on the water you can't swim it's covered in rocks and coral. Bring aquasocks if you plan on trying to go out on the water. The furniture in unit two in the living room needs to be replaced you sit on the couch or love seat and you sink in. Beds and pillow are very good. Ac is good. Dishwasher needs updating. If you dont know grand cayman this is a 40 minute ride from the nice area seven mile beach... when you land at the airport rent a car and do your shopping at the bigger soap or get down there the one near the house is very small. I'm not sure if it was from the recent wins before we got there but lots of seaweed on the beach. The views from the deck are fantastic Grill and kitchen appliances worked great for a small family

Reviewed on Jan 9, 2024

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
per person
Jul 18 - Jul 21
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
9.6/10 Exceptional! (853 reviews)
Everything was perfect

Reviewed on May 19, 2024

Old Man Bay Essential Information

Language
English
Closest Airport
Owen Roberts Intl. Airport (GCM)
Top Sights
Starfish Beach, Rum Point Beach and Star Fish Point

Old Man Bay Hotel Deals

The Ritz-Carlton, Grand Cayman
The Ritz-Carlton, Grand Cayman
5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
The price is $729 per night from Jun 1 to Jun 2
$729
$995 total
includes taxes & fees
Jun 1 - Jun 2
9.4/10 Exceptional! (854 reviews)
"Excellent property"

Reviewed on May 19, 2024

The Ritz-Carlton, Grand Cayman
Grand Cayman Marriott Resort
Grand Cayman Marriott Resort
4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is $307 per night from Jun 7 to Jun 8
$307
$444 total
includes taxes & fees
Jun 7 - Jun 8
8.8/10 Excellent! (1,001 reviews)
Functional
"Functional Cayman hotel. Shame about the waterfront (no beach). Hefty resort fee and mandatory service charge on room rates. Loud events mar an otherwise relaxing place to stay. Good central Seven Mile Beach location."

Reviewed on May 13, 2024

Grand Cayman Marriott Resort
The Westin Grand Cayman Seven Mile Beach Resort & Spa
The Westin Grand Cayman Seven Mile Beach Resort & Spa
4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
The price is $529 per night from Jun 25 to Jun 26
$529
$731 total
includes taxes & fees
Jun 25 - Jun 26
8.6/10 Excellent! (1,001 reviews)
"Amenities were good. Restaurants were very good."

Reviewed on May 21, 2024

The Westin Grand Cayman Seven Mile Beach Resort & Spa
See all 1,401 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

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Old Man Bay vacation package cost?
Get set to book, because a trip to Old Man Bay starts from a tempting $1,231. When you bundle your hotels, flights and car rentals into a package, you’ll land the biggest bargains.
How do I get a cheap travel package to Old Man Bay?
One word: bundle. Hotels, rental cars and flights — combine whatever you need into an Old Man Bay vacation package and save. Score even more deals when you add extras such as sightseeing tours to your booking. But that’s not the only good part. You have the flexibility to put together your trip your way. We offer more than 550 airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfill those vacation dreams.
Where should I stay in Old Man Bay?
With popular attractions like Queen Elizabeth II Botanic Park and Mastic Trail North Trailhead in this area, look for a hotel positioned near them. Mastic Trail South Trailhead is another Old Man Bay hot spot that draws in the crowds.
What are the top hotels in Old Man Bay?
Get your escape off to a great start by booking a room at On The Bay #103 By Cayman Vacation. It’s one of most popular properties in Old Man Bay. Another leading option is Spacious 2 Bed 2 Bath Beachfront Condo Heated Pool.
How far in advance should I book my Old Man Bay vacation?
Reserving your flights early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount prices to Old Man Bay sometimes occur just weeks before departure.
What does an Expedia Old Man Bay travel package include?
Expedia has everything you need to arrange your Old Man Bay escape, but what your package looks like is up to you. Choose from a combination of flights, rental cars and hotels. Chasing some tours or experiences to keep you busy? Once you’ve made your booking, you can add them too. Whatever your style, there’s a package to suit your needs.
What should I know before booking an Old Man Bay travel package?
So many places to wander around, so many things to do. With a travel package, you’ll be able to tick more of them off your list. Combine your hotels, rental cars and flights and enjoy big savings.
Can I choose my airline with an Old Man Bay Expedia vacation package?
You sure can. Expedia has access to more than 550 airline partners globally, so go with the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Old Man Bay vacation package?
You sure can, and we’re here to help. You may be able to amend or cancel your Old Man Bay vacation package for free within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your travel plans suddenly change, have a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Old Man Bay

Image for Starfish Beach

Starfish Beach

4/5(293 reviews)

If a restful vacation is part of your travel plans, Starfish Beach might be the perfect place to seek out during your trip to Rum Point. Wander the area's seaside or simply enjoy one of its seafood restaurants.

Starfish Beach
Image for Queen Elizabeth II Botanic Park

Queen Elizabeth II Botanic Park

4/5(10 reviews)

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
Image for Cayman Kai Public Beach

Cayman Kai Public Beach

Why not spend a lazy afternoon at Cayman Kai Public Beach during your trip to Rum Point? Amble around the area's beautiful beaches or seek out the snorkeling spots.

Cayman Kai Public Beach

What to do in Old Man Bay

Image for Private Boat Tours: Customize Your Grand Cayman Adventure!

Private Boat Tours: Customize Your Grand Cayman Adventure!

$999
Per adult
Private Boat Tours: Customize Your Grand Cayman Adventure!
Image for Private: Bioluminescence Tour

Private: Bioluminescence Tour

$599
Per adult
Private: Bioluminescence Tour
Image for Cayman Private Luxury Charters - Stingray City, Snorkel, & More

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

$800
Per adult
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
See all activities in Old Man Bay

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