Name: Wyndham Reef Resort - All Inclusive
Rating: 9

Top Beach vacation packages in Cayman Islands

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

Grand Cayman Marriott Resort

$966

per person

May 8 - May 10

found 2 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to George Town (GCM)

8.8/10 Excellent! (1,003 reviews)

Great location, relaxing and the ocean meets you at your footsteps. The hotel paid attention to the little details to have your stay memorable.

Reviewed on Mar 7, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

$2,586

per person

Apr 7 - Apr 10

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to George Town (GCM)

9.2/10 Wonderful! (1,007 reviews)

Clean room, beach view, great beach, ideal ocean

Reviewed on Mar 7, 2026

The Ritz-Carlton, Grand Cayman

$9,601

per person

Apr 7 - Apr 10

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to George Town (GCM)

9.6/10 Exceptional! (1,005 reviews)

Staff and comfortable stay

Reviewed on Feb 26, 2026

Kimpton Seafire Resort + Spa by IHG

$1,090

per person

May 8 - May 10

found 2 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to George Town (GCM)

9.8/10 Exceptional! (996 reviews)

Had an amazing time! Will definitely return in the future

Reviewed on Mar 3, 2026

Ocean Paradise

$1,888

per person

Apr 7 - Apr 10

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

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5* Beach vacations in Cayman Islands

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

Kimpton Seafire Resort + Spa by IHG

$1,090

per person

May 8 - May 10

found 2 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to George Town (GCM)

9.8/10 Exceptional! (996 reviews)

Had an amazing time! Will definitely return in the future

Reviewed on Mar 3, 2026

The Ritz-Carlton, Grand Cayman

$9,601

per person

Apr 7 - Apr 10

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to George Town (GCM)

9.6/10 Exceptional! (1,005 reviews)

Staff and comfortable stay

Reviewed on Feb 26, 2026

Caribbean Club Luxury Condo Hotel

$4,575

per person

May 9 - May 14

found 7 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

9.8/10 Exceptional! (45 reviews)

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3 Night Beach vacations in Cayman Islands

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

Grand Cayman Marriott Resort

$924

per person

May 8 - May 11

found 9 hours ago

Roundtrip flight included

New York (JFK) to George Town (GCM)

8.8/10 Excellent! (1,003 reviews)

Great location, relaxing and the ocean meets you at your footsteps. The hotel paid attention to the little details to have your stay memorable.

Reviewed on Mar 7, 2026

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight

$1,109

per person

May 8 - May 11

found 9 hours ago

Roundtrip flight included

New York (JFK) to George Town (GCM)

9.8/10 Exceptional! (996 reviews)

Had an amazing time! Will definitely return in the future

Reviewed on Mar 3, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

$2,586

per person

Apr 7 - Apr 10

found 4 hours ago

Roundtrip flight included

Charlotte (CLT) to George Town (GCM)

9.2/10 Wonderful! (1,007 reviews)

Clean room, beach view, great beach, ideal ocean

Reviewed on Mar 7, 2026

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4 Night Beach vacations in Cayman Islands

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

Wyndham Reef Resort Grand Cayman

Save 100% on your flight

$774

per person

May 9 - May 13

found 13 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to George Town (GCM)

8.4/10 Very Good! (1,038 reviews)

The room and the entire facility was clean and well kept. Staff was friendly and attentive. Pools and beach were clean and well kept. Ocean view is terrific!

Reviewed on Feb 24, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Save 100% on your flight

$1,197

per person

May 8 - May 12

found 1 day ago

Roundtrip non-stop flight included

Rochester (ROC) to George Town (GCM)

9.2/10 Wonderful! (1,007 reviews)

Clean room, beach view, great beach, ideal ocean

Reviewed on Mar 7, 2026

Kimpton Seafire Resort + Spa by IHG

Save 100% on your flight

$1,493

per person

May 8 - May 12

found 1 day ago

Roundtrip non-stop flight included

Rochester (ROC) to George Town (GCM)

9.8/10 Exceptional! (996 reviews)

Had an amazing time! Will definitely return in the future

Reviewed on Mar 3, 2026

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See all available trips from Singapore to Cayman Islands

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

Life’s a beach when you dive into our brilliant Cayman Islands 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 Cayman Islands?

A rental steps from the shore creates an amazingly affordable Cayman Islands beach vacation. Seaside sojourns during low season start from $774. Prices and availability are subject to change. Additional terms may apply.

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

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 Cayman Islands 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 Cayman Islands 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 Cayman Islands beach vacation deals?

Sort your search results by deals to delight in amazing Cayman Islands 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 Cayman Islands beach trip with free cancellation and/or flexible dates?

Just like the Cayman Islands 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 Cayman Islands 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 Cayman Islands. (OK, maybe not that last part.)

Top Beach Cayman Islands Hotels

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

5 min drive from Seven Mile Beach

$893 nightly

$998 total

Apr 5 - Apr 6

Total with taxes and fees

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! (1,008 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Great location, relaxing and the ocean meets you at your footsteps. The hotel paid attention to the little details to have your stay memorable.

Reviewed on Mar 7, 2026

Hotel Indigo Grand Cayman by IHG

32 Seafire Way Seven Mile Beach West Bay

4 min walk from Seven Mile Beach

$1,017 nightly

$1,136 total

Mar 20 - Mar 21

Total with taxes and fees

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 ...

9.8/10 Exceptional! (538 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Beautiful hotel and grounds. Staff could not have been any more pleasant! From the front desk to the housekeeping staff. Thank you. Rooms facing East (Harbor View) overlook a pretty busy highway. Balcony was nice but went unused due to the noise. Room was quiet with the sliding door shut luckily. ...

Reviewed on Mar 6, 2026

Wyndham Reef Resort - All Inclusive

2221 Queens Highway Colliers Bay East End Grand Cayman

43 min drive from Seven Mile Beach

Watch the sunset on Grand Cayman Beaches at this spa property, an excellent choice for an all-inclusive getaway in East End. 3 outdoor pools, 2 hot tubs, and ...

9/10 Wonderful! (237 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...

The room had a beautiful ocean view. It is an older establishment, but everything was clean and well kept. The food was excellent, but most of all, every single staff member was friendly and went above and beyond our expectations.

Reviewed on Mar 3, 2026

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See all 1,542 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.