Grand Cayman Kid friendly Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Cayman Islands Department of Tourism
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Kid friendly hotel deals in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $1,155
per person
Sep 13 - Sep 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,371
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,600
per person
Sep 13 - Sep 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,829
per person
Sep 13 - Sep 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent stay!! We loved our stay at this hotel. Hotel is beautiful, very clean. Beautiful lobby , great pool , on the beach. Excellent staff: very professional, warm and accommodating.. upon arrival , one of the members greeted us with Prosecco and punch for the children and showed us around the hotel. we arrived early and gave us an upgrade! The lobby is modern and updated - very tall ceilings throughout . decorated beautifully with paintings from a studio that is housed in the lower level. They offer a complimentary coffee bar for guests in the morning and a wine happy hour and live music in the evening - and include juice boxes for families with children. The ocean front room we had was very spacious, immaculate, tall ceilings .Beds were very comfortable .. I didn’t get to use the spa but it looked really nice . They had several restaurants on property that were very good, and also a gourmet market in the lobby that offered coffee, baked goods and amazing pastries and drinks. Our turn down service included individually wrapped freshly baked shortbread cookies that were delicious ! The valet staff brought our car up with cold waters each time. We had a great stay and I would HIGHLY RECOMMEND this hotel for a wonderful stay while in Grand Cayman.

Reviewed on Aug 14, 2026

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

CA $1,548
per person
Sep 13 - Sep 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Great place! Wonderful staff!

Reviewed on Aug 10, 2026

Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

5* Kid friendly holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,829
per person
Sep 13 - Sep 18
just found
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent stay!! We loved our stay at this hotel. Hotel is beautiful, very clean. Beautiful lobby , great pool , on the beach. Excellent staff: very professional, warm and accommodating.. upon arrival , one of the members greeted us with Prosecco and punch for the children and showed us around the hotel. we arrived early and gave us an upgrade! The lobby is modern and updated - very tall ceilings throughout . decorated beautifully with paintings from a studio that is housed in the lower level. They offer a complimentary coffee bar for guests in the morning and a wine happy hour and live music in the evening - and include juice boxes for families with children. The ocean front room we had was very spacious, immaculate, tall ceilings .Beds were very comfortable .. I didn’t get to use the spa but it looked really nice . They had several restaurants on property that were very good, and also a gourmet market in the lobby that offered coffee, baked goods and amazing pastries and drinks. Our turn down service included individually wrapped freshly baked shortbread cookies that were delicious ! The valet staff brought our car up with cold waters each time. We had a great stay and I would HIGHLY RECOMMEND this hotel for a wonderful stay while in Grand Cayman.

Reviewed on Aug 14, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

CA $1,837
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to George Town (GCM)
9.6/10 Exceptional! (1,005 reviews)
We had a great time at The Ritz-Carlton, Grand Cayman. It’s an amazing resort for families with kids! The staff was lovely, welcoming, and attentive throughout our stay. The property is beautiful. We truly enjoyed our time there and would definitely come back!

Reviewed on Aug 12, 2026

Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

3 Night Kid friendly holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $788
per person
Oct 29 - Nov 1
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,317
per person
Oct 29 - Nov 1
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

CA $1,069
per person
Oct 29 - Nov 1
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Great place! Wonderful staff!

Reviewed on Aug 10, 2026

Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

4 Night Kid friendly holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

CA $1,084
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to George Town (GCM)
8.4/10 Very good! (1,084 reviews)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,371
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,735
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent stay!! We loved our stay at this hotel. Hotel is beautiful, very clean. Beautiful lobby , great pool , on the beach. Excellent staff: very professional, warm and accommodating.. upon arrival , one of the members greeted us with Prosecco and punch for the children and showed us around the hotel. we arrived early and gave us an upgrade! The lobby is modern and updated - very tall ceilings throughout . decorated beautifully with paintings from a studio that is housed in the lower level. They offer a complimentary coffee bar for guests in the morning and a wine happy hour and live music in the evening - and include juice boxes for families with children. The ocean front room we had was very spacious, immaculate, tall ceilings .Beds were very comfortable .. I didn’t get to use the spa but it looked really nice . They had several restaurants on property that were very good, and also a gourmet market in the lobby that offered coffee, baked goods and amazing pastries and drinks. Our turn down service included individually wrapped freshly baked shortbread cookies that were delicious ! The valet staff brought our car up with cold waters each time. We had a great stay and I would HIGHLY RECOMMEND this hotel for a wonderful stay while in Grand Cayman.

Reviewed on Aug 14, 2026

Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

Plan the perfect family-friendly vacation in Grand Cayman with Expedia

What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Grand Cayman are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships.

How can I find the best family-friendly vacations?

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Grand Cayman.

Are there cheap family vacations to Grand Cayman?

Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard.

When should I book family-friendly vacation packages?

The right time to book family-friendly vacation packages in Grand Cayman depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example.

Can I book an all-inclusive family vacation in Grand Cayman?

Yes, you'll find plenty of all-inclusive family vacation packages for Grand Cayman. To see what's available, just select the all-inclusive filter on your search.

How can I book the best family activity vacation?

If you're looking to make the most out of the available activities in Grand Cayman, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Grand Cayman or something a bit more relaxed.

Can I find luxury family vacations in Grand Cayman?

If you're looking for a luxury family vacation to Grand Cayman, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line.

How can I search for family vacation deals?

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Grand Cayman.

Can I book a family vacation package that is fully refundable?

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Grand Cayman are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

Why should I book my family trip with Expedia?

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.

Kid friendly Hotels in Grand Cayman

Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,000 reviews)
"Great place! Wonderful staff!"

Reviewed on Aug 10, 2026

Grand Cayman Marriott Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (1,002 reviews)
"Excellent stay!! We loved our stay at this hotel. Hotel is beautiful, very clean. Beautiful lobby , great pool , on the beach. Excellent staff: very professional, warm and accommodating.. upon arrival , one of the members greeted us with Prosecco and punch for the children and showed us around the ..."

Reviewed on Aug 14, 2026

Kimpton Seafire Resort + Spa by IHG
Aqua Bay Club Condos

Aqua Bay Club Condos

W Bay Rd Seven Mile Beach Grand Cayman
  • 25 min drive from Grand Cayman Beaches
Book a stay at this beach aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Governor's ...
9.8/10 Exceptional! (93 reviews)
"The property was wonderful. It is located in the perfect snorkeling location. The beach was amazing and you could do as much or as little as you like and be better for it. We needed to get away and reconnect and Aqua Bay was the perfect place to do that. I’m beyond grateful for the experience and ..."

Reviewed on Jul 14, 2026

Aqua Bay Club Condos
See all 1,460 properties in Grand Cayman
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.

Things to do

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

CA $78
per adult
98% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Guests swimming in the bio bay

Grand Cayman - Bioluminescent Bay Tour

CA $161
per adult
96% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Small Group E-Bike Grand Cayman Ecological Half-Day Tour

Small Group E-Bike Grand Cayman Ecological Half-Day Tour

CA $182
per adult
Small Group E-Bike Grand Cayman Ecological Half-Day Tour
See all activities in Grand Cayman

More 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.