Grand Cayman Beach Vacations

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Photo by Cayman Islands Department of Tourism
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Top Beach vacation packages in Grand Cayman

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

Shangri-La Boutique Bed & Breakfast

$787
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (222 reviews)
I love everything

Reviewed on Sep 23, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

$969
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9/10 Wonderful! (1,005 reviews)
Clean room. Get bed. Bathroom was clean.

Reviewed on Oct 12, 2026

Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

$13,120
per person
Dec 19 - Dec 26
found 13 hours ago
Roundtrip non-stop flight included
Washington (DCA) to George Town (GCM)
9.8/10 Exceptional! (45 reviews)
Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude.

Reviewed on Feb 25, 2024

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

$2,138
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Highly recommend!

Reviewed on Oct 15, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

$1,168
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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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5* Beach vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

$2,138
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Highly recommend!

Reviewed on Oct 15, 2026

Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

$13,120
per person
Dec 19 - Dec 26
found 13 hours ago
Roundtrip non-stop flight included
Washington (DCA) to George Town (GCM)
9.8/10 Exceptional! (45 reviews)
Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude.

Reviewed on Feb 25, 2024

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

$2,727
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Beautiful ocean views and large pool area. Great service.

Reviewed on Oct 15, 2026

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3 Night Beach vacations in Grand Cayman

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

The Sunshine Hotel and Suites

$1,138
per person
Dec 17 - Dec 20
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
9/10 Wonderful! (1,005 reviews)
Clean room. Get bed. Bathroom was clean.

Reviewed on Oct 12, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

Save 100% on your flight
$1,814
per person
Dec 17 - Dec 20
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Highly recommend!

Reviewed on Oct 15, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

$1,325
per person
Dec 17 - Dec 20
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 vacations 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

Save 100% on your flight
$687
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to George Town (GCM)
8.4/10 Very Good! (1,098 reviews)
Tho no fault of the resort, I wish I was made aware of the Sargassum (bad egg smelling seaweed)

Reviewed on Oct 15, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

$969
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9/10 Wonderful! (1,005 reviews)
Clean room. Get bed. Bathroom was clean.

Reviewed on Oct 12, 2026

Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

$787
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (222 reviews)
I love everything

Reviewed on Sep 23, 2026

Don't see what you're looking for?
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Find your perfect Grand Cayman beach vacation

How do I book the best Grand Cayman beach vacation packages?

Life’s a beach when you dive into our brilliant Grand Cayman beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Grand Cayman?

A rental steps from the shore creates an amazingly affordable Grand Cayman beach vacation. Seaside sojourns during low season start from $687. Prices and availability are subject to change. Additional terms may apply.

When should I book a Grand Cayman beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Grand Cayman?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Grand Cayman beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Grand Cayman vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Grand Cayman beach vacation deals?

Sort your search results by deals to delight in amazing Grand Cayman beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Grand Cayman beach trip with free cancellation and/or flexible dates?

Just like the Grand Cayman tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Grand Cayman beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Grand Cayman. (OK, maybe not that last part.)

Top Beach Grand Cayman Hotels

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
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot ...
The Reef Beach Resort - All Inclusive - East End, Grand Cayman
Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach Resort

389 West Bay Road Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
Make the most of this fantastic location, as you'll be near Seven Mile Beach when booking a getaway at this luxury, spa resort. Amenities at Grand Cayman Marriott ...
Grand Cayman Marriott Beach Resort
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman
  • 23 min drive from Grand Cayman Beaches
At this luxury spa resort, get ready to walk along the waves in Seven Mile Beach, as you'll be a short walk from Seven Mile Beach. 2 outdoor pools, 4 outdoor ...
9.6/10 Exceptional! (1,006 reviews)

Travelers like: on the beach, cabanas, beach umbrellas, beach towels

Travelers say...
"Highly recommend!"

Reviewed on Oct 15, 2026

The Ritz-Carlton, Grand Cayman
See all 1,465 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 Sandbar, Snorkeling, and Starfish Point

Stingray Sandbar, Snorkeling, and Starfish Point

$56
per adult
100% of travellers recommend
Stingray Sandbar, Snorkeling, and Starfish Point
Horseback Beach Riding in the Grand Cayman

Horseback Beach Riding in the Grand Cayman

$100
per adult
94% of travellers recommend
Horseback Beach Riding in the Grand Cayman
Cayman 3 in 1 Adventure Reef Snorkeling, Starfish and Stingrays

Grand Cayman Stingray City, Starfish Point & Reef Snorkeling

$109
per adult
100% of travellers recommend
Grand Cayman Stingray City, Starfish Point & Reef Snorkeling
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.