Cayman Islands Beach Vacations

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Photo by Cayman Islands Department of Tourism
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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Beach hotel deals in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

CA $924
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!

Reviewed on Aug 3, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,544
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
Overall, a great experience. No complaints.

Reviewed on Aug 6, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,575
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip 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 $1,881
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Wonderful experience! Stayed at Kimpton for my solo birthday trip! They provided a room upgrade for my birthday! Room service was amazing! Staff sang Happy Birthday the morning of my birthday when delivering breakfast! The spa service was amazing and was given a free birthday add-on. They really take great care of you and I will definitely return!

Reviewed on Aug 7, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $1,013
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Amazing location, well worth the price. We will be staying there again!

Reviewed on Aug 8, 2026

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5* Beach holidays in Cayman Islands

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

Kimpton Seafire Resort + Spa by IHG

CA $1,881
per person
Oct 8 - Oct 12
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Wonderful experience! Stayed at Kimpton for my solo birthday trip! They provided a room upgrade for my birthday! Room service was amazing! Staff sang Happy Birthday the morning of my birthday when delivering breakfast! The spa service was amazing and was given a free birthday add-on. They really take great care of you and I will definitely return!

Reviewed on Aug 7, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

CA $2,317
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to George Town (GCM)
9.6/10 Exceptional! (1,005 reviews)
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3 Night Beach holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

CA $722
per person
Sep 16 - Sep 19
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!

Reviewed on Aug 3, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,831
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Wonderful experience! Stayed at Kimpton for my solo birthday trip! They provided a room upgrade for my birthday! Room service was amazing! Staff sang Happy Birthday the morning of my birthday when delivering breakfast! The spa service was amazing and was given a free birthday add-on. They really take great care of you and I will definitely return!

Reviewed on Aug 7, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,603
per person
Oct 9 - Oct 12
found 1 day ago
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

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4 Night Beach holidays in Cayman Islands

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 $1,001
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip flight included
Toronto (YTO) 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 $1,544
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
Overall, a great experience. No complaints.

Reviewed on Aug 6, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,575
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip 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

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Find the best beach vacations in Cayman Islands

What are some benefits when booking beach vacations in Cayman Islands?

When you travel to the beach in Cayman Islands, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Cayman Islands?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Cayman Islands trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Cayman Islands?

There are quite a few things you can do to get cheap beach vacations in Cayman Islands. Prices range from CA $722, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Cayman Islands. These package deals let you save by booking your accommodation and your flight together with savings of up to 17.

Why should I book family beach vacations?

When you're travelling with the family to Cayman Islands, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Cayman Islands?

It's easy to find a beachfront vacation accommodation in Cayman Islands using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Cayman Islands as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Cayman Islands is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Caribbean. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Cayman Islands

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

32 Seafire Way Seven Mile Beach West Bay
  • 24 min drive from Grand Cayman Beaches
CA $384
CA $584 total
Aug 18 - Aug 19
includes taxes & fees
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Governor's ...
9.8/10 Exceptional! (805 reviews)
"Beautiful hotel! Loved our room. Everyone who worked there was very nice. The food was quite expensive, but it was amazing! Most of the restaurants in Cayman are pretty pricey. We enjoyed all of the restaurants at the hotel. Our favorite was Pom Pom, the rooftop restaurant. It was a 2 minute walk ..."

Reviewed on Aug 7, 2026

Hotel Indigo Grand Cayman by IHG
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
CA $364
CA $545 total
Sep 2 - Sep 3
includes taxes & fees
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 ...
Grand Cayman Marriott Resort
The Reef Beach Resort - All Inclusive - East End, Grand Cayman

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

2221 Queens Highway Colliers Bay East End Grand Cayman
  • 20 min drive from Grand Cayman Beaches
Book a stay at this beach property in East End. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (289 reviews)
"The staff was remarkably friendly and helpful and the food excellent. A storm had washed up massive amounts of sargasso on the beach, but they had heavy equipment out the next day clearing it. We thoroughly enjoyed our stay."

Reviewed on Aug 5, 2026

Get rates
The Reef Beach Resort - All Inclusive - East End, Grand Cayman
See all 1,547 properties in Cayman Islands
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.

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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.