Top Beach vacation packages in Grand Cayman

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

Shangri-La Boutique Bed & Breakfast

$583

per person

Feb 21 - Feb 23

found 23 hours ago

Roundtrip flight included

New York (JFK) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Park felt safe and east. Host was friendly and helpful

Reviewed on Jan 18, 2026

Ocean Paradise

Save 100% on your flight

$1,875

per person

Mar 24 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

Caribbean Club Luxury Condo Hotel

Save 100% on your flight

$2,576

per person

Apr 17 - Apr 20

found 15 hours ago

Roundtrip non-stop flight included

Houston (HOU) to George Town (GCM)

9.8/10 Exceptional! (45 reviews)

Sunshine Suites Resort

$1,171

per person

Mar 24 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to George Town (GCM)

9/10 Wonderful! (1,001 reviews)

The beds were very comfortable the shower excellent and the staff excellent professional and super friendly. We are ate The Westin as sunshine grill being refurbished. Would return

Reviewed on Jan 16, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

$1,635

per person

Feb 21 - Feb 23

found 23 hours ago

Roundtrip flight included

New York (JFK) to George Town (GCM)

9/10 Wonderful! (1,004 reviews)

Great stay this week! Will definitely be back again!

Reviewed on Jan 18, 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

$1,786

per person

Feb 21 - Feb 23

found 23 hours ago

Roundtrip flight included

New York (JFK) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

Arrival was unpleasant because their system did not reflect my reservation correctly. It took Expedia’s intervention to correct it and force them to honor it. The room was in good condition. However, de Air conditioner did work correctly. The property and staff are good. But, access to the beach area is across the street. A Long walk every time you want to go to the beach.

Reviewed on Jan 11, 2026

Caribbean Club Luxury Condo Hotel

Save 100% on your flight

$2,576

per person

Apr 17 - Apr 20

found 15 hours ago

Roundtrip non-stop flight included

Houston (HOU) to George Town (GCM)

9.8/10 Exceptional! (45 reviews)

Kimpton Seafire Resort + Spa by IHG

$2,187

per person

Feb 21 - Feb 24

found 15 hours ago

Roundtrip non-stop flight included

Houston (HOU) to George Town (GCM)

9.8/10 Exceptional! (953 reviews)

Had a great stay at this property. The staff was terrific

Reviewed on Jan 21, 2026

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3 Night Beach vacations in Grand Cayman

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

Sunshine Suites Resort

$1,046

per person

Mar 26 - Mar 29

found 22 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to George Town (GCM)

9/10 Wonderful! (1,001 reviews)

The beds were very comfortable the shower excellent and the staff excellent professional and super friendly. We are ate The Westin as sunshine grill being refurbished. Would return

Reviewed on Jan 16, 2026

Ocean Paradise

Save 100% on your flight

$1,335

per person

Mar 26 - Mar 29

found 22 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

Caribbean Club Luxury Condo Hotel

Save 100% on your flight

$2,576

per person

Apr 17 - Apr 20

found 15 hours ago

Roundtrip non-stop flight included

Houston (HOU) to George Town (GCM)

9.8/10 Exceptional! (45 reviews)

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4 Night Beach vacations in Grand Cayman

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

Shangri-La Boutique Bed & Breakfast

$920

per person

Feb 21 - Feb 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Park felt safe and east. Host was friendly and helpful

Reviewed on Jan 18, 2026

Ocean Paradise

Save 100% on your flight

$1,875

per person

Mar 24 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

Compass Point Dive Resort

$1,261

per person

Feb 21 - Feb 25

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

9.8/10 Exceptional! (274 reviews)

We had an excellent stay at Compass Point. The rooms were spacious and very clean. We love walking out the back right onto the beach which was also kept clean and welcoming. We LOVE the dive resort staff and ease of diving. The crew worked so very hard to make sure everything was ready and all our gear was set up and ready to go. They were all very knowledgable and fun to dive with. We will recommend this to everyone and we will for sure be back. This resort is a MUST STAY !!!

Reviewed on Jan 21, 2026

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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 $583. 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

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

29 min walk from Port of Georgetown

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 ...

8.8/10 Excellent! (1,002 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Staff was friendly and wonderful everywhere!

Reviewed on Jan 18, 2026

Hotel Indigo Grand Cayman by IHG

32 Seafire Way Seven Mile Beach West Bay

9 min drive from Port of Georgetown

Stroll along the shore in Seven Mile Beach, as you'll be close to Seven Mile Beach with a vacation at this luxury hotel. Amenities at Hotel Indigo Grand Cayman ...

9.6/10 Exceptional! (479 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

From the moment we were greeted with cooling towels and a fruity refreshment, to the beautiful view from our balcony, the gorgeous sunset from the rooftop restaurant , Pom Pom, great service from lobby staff to get us taxis for excursions or dinner out, servers at breakfast were exceptional as well ...

Reviewed on Jan 16, 2026

Hampton by Hilton Grand Cayman Seven Mile Beach

22 Piper Way Seven Mile Beach

28 min walk from Port of Georgetown

Make the most of this fantastic location, as you'll be near Seven Mile Beach with a vacation at this resort. Amenities at Hampton by Hilton Grand Cayman Seven ...

9.2/10 Wonderful! (686 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...

Everything was great! Probably the most upscale Hampton I've ever stayed at. Staff was extremely friendly and professional. My main gripe is that while there is beach access, it is only to about a 200 ft section of 7 mile beach. Erosion has taken away most of the beach. Technically you could wade ...

Reviewed on Jan 17, 2026

See all 1,459 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.