Old Man Bay Vacations from $1,915

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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!

The Latest Old Man Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
10/10 Exceptional! (80 reviews)
We truly enjoyed everything about the Caymans and Canal Point. Food, everyone is so nice and it’s the quietest place ever!!

Reviewed on Aug 8, 2024

Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
9.8/10 Exceptional! (19 reviews)
This was one of the most beautiful properties. It was one of the best travel experiences we have had. They thought of everything. They went above and beyond. I would recommend to anyone

Reviewed on Jun 25, 2024

VIDA Cayman

VIDA Cayman

3 out of 5
Save 100% on your flight
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
No reviews
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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

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

Ready to book your vacation to Old Man Bay?

 

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Old Man Bay Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is $309 per night from Oct 13 to Oct 14
$309
includes taxes & fees
$283 per night
Oct 13 - Oct 14
8.8/10 Excellent! (1,000 reviews)
"This property share very good quality and the staff working are really amazing, it’s a bit pricey, but they have a good overall service and the food taste awesome. I highly recommend this Grand Cayman Marriott."

Reviewed on Sep 24, 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 $517 per night from Oct 16 to Oct 17
$517
includes taxes & fees
$470 per night
Oct 16 - Oct 17
8.6/10 Excellent! (1,000 reviews)
"Amazing place to stay!"

Reviewed on Sep 23, 2024

The Westin Grand Cayman Seven Mile Beach Resort & Spa
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
Fully refundableReserve now, pay when you stay
The price is $749 per night from Sep 26 to Sep 27
$749
includes taxes & fees
$680 per night
Sep 26 - Sep 27
9.4/10 Exceptional! (919 reviews)
"Can’t wait to go back"

Reviewed on Sep 21, 2024

The Ritz-Carlton, Grand Cayman
See all 1,357 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?
You’ll find cheap prices from $1,915 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 vacation to Old Man Bay costs.
What are the cheapest months to go to Old Man Bay?
January, September and December are great times to look for cheap Old Man Bay vacation packages. Traveling in quieter periods means you can usually find better prices on hotels and flights.
How many days is enough for Old Man Bay?
The ideal duration for your Old Man Bay vacation depends on what you’d like to see and do. Typically, a handful of days to a week will give you plenty of time to hit all the major attractions and explore some hidden gems along the way.
How to find the best Old Man Bay package deals?
Finding a cheap Old Man Bay package deal is easy with Expedia. After you’ve entered your destination and preferred dates under our “Packages” tab, set your budget, apply a couple of filters and see what’s available. You can fine-tune your search by “Amenities,” “Property type,” “Popular locations” and more. Sort the results by “Price: low to high” to discover the most economical Old Man Bay package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Old Man Bay vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can personalize 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 vacation package to Old Man Bay?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Old Man Bay adventure.
How to plan a trip to Old Man Bay?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the available activities will also help you decide when to vacation in Old Man Bay.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to put aside for your trip to Old Man Bay. Then, choose a hotel that matches your budget, whether that’s an economical stay or a more upscale retreat.
  3. Use our trip planning tool to discover Old Man Bay: Research every part of your trip to Old Man Bay with this handy planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you know more about Old Man Bay, you can work out the right length of your vacation. Create a rough plan and allocate enough time for all the things you want to do.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left is to pick an Old Man Bay vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Explore some of the best things to do in Old Man Bay and book your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Old Man Bay vacation packages?
Your Old Man Bay break is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you that extra flexibility, we’ve partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren’t any late payment fees or hidden costs to worry about.

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 Cayman Ultimate Tour: Stingray City, Snorkeling & Beach Lunch

Cayman Ultimate Tour: Stingray City, Snorkeling & Beach Lunch

$170
Per adult
Cayman Ultimate Tour: Stingray City, Snorkeling & Beach Lunch
Image for Cayman Private Luxury Charters - Stingray City, Snorkel, & More

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

$760
Per adult
Cayman Private Luxury Charters - Stingray City, Snorkel, & More
Image for Private: Bioluminescence Tour

Private: Bioluminescence Tour

$599
Per adult
Private: Bioluminescence Tour
See all activities in Old Man Bay

Other vacations you might like

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