Honeymoon Vacations in Cayman Islands 2026

Photo by Cayman Islands Department of Tourism

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Flight and Honeymoon hotel deals in Cayman Islands

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

Kimpton Seafire Resort + Spa by IHG

CA $1,231

per person

Oct 20 - Oct 22

found 20 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,580

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.2/10 Wonderful! (1,008 reviews)

Grand Cayman Marriott Resort

CA $1,590

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9/10 Wonderful! (1,004 reviews)

Clean room, polite stuff.

Reviewed on Aug 15, 2026

The Ritz-Carlton, Grand Cayman

CA $1,369

per person

Oct 20 - Oct 22

found 20 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to George Town (GCM)

9.6/10 Exceptional! (1,005 reviews)

Great property! Customer service was excellent!

Reviewed on Aug 17, 2026

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5* Honeymoon holidays in Cayman Islands

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

Kimpton Seafire Resort + Spa by IHG

CA $1,231

per person

Oct 20 - Oct 22

found 20 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

The Ritz-Carlton, Grand Cayman

CA $1,369

per person

Oct 20 - Oct 22

found 20 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to George Town (GCM)

9.6/10 Exceptional! (1,005 reviews)

Great property! Customer service was excellent!

Reviewed on Aug 17, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

View all trips

3 Night Honeymoon holidays in Cayman Islands

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

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,099

per person

Oct 20 - Oct 22

found 20 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to George Town (GCM)

9.2/10 Wonderful! (1,008 reviews)

Kimpton Seafire Resort + Spa by IHG

CA $1,377

per person

Sep 17 - Sep 20

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

Grand Cayman Marriott Resort

CA $1,188

per person

Sep 17 - Sep 20

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to George Town (GCM)

9/10 Wonderful! (1,004 reviews)

Clean room, polite stuff.

Reviewed on Aug 15, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

View all trips

4 Night Honeymoon holidays in Cayman Islands

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

The Reef Beach Resort, East End, Grand Cayman

CA $986

per person

Sep 21 - Sep 25

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to George Town (GCM)

8.4/10 Very good! (1,084 reviews)

Beautiful property with wonderful staff

Reviewed on Aug 16, 2026

Kimpton Seafire Resort + Spa by IHG

CA $1,859

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.8/10 Exceptional! (1,005 reviews)

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,497

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.2/10 Wonderful! (1,008 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

View all trips

Honeymoon Hotels in Cayman Islands

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

24 min drive from Grand Cayman Beaches

CA $384

CA $570 total

Sep 15 - Sep 16

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 ...

9/10 Wonderful! (1,001 reviews)

"Clean room, polite stuff."

Reviewed on Aug 15, 2026

The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman

23 min drive from Grand Cayman Beaches

CA $845

CA $1,192 total

Aug 27 - Aug 28

includes taxes & fees

Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...

9.6/10 Exceptional! (1,003 reviews)

"Great property! Customer service was excellent!"

Reviewed on Aug 17, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Seven Mile Beach Seven Mile Beach Grand Cayman

23 min drive from Grand Cayman Beaches

CA $450

CA $676 total

Aug 23 - Aug 24

includes taxes & fees

Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the ...

See all 1,543 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.