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Cayman Islands Vacation Packages

Cayman Islands Flight + Hotel packages

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

3.5 out of 5
Price was $1,557, price is now $1,069 per person
$1,069
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Colliers Public Beach and Barefoot Beach are located nearby.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,518, price is now $4,394 per person
$4,394
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this luxury hotel in Bodden Town. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Grand Cayman Beaches and Boddentown Art Shop are located nearby.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,216, price is now $1,594 per person
$1,594
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Price was $1,806, price is now $1,380 per person
$1,380
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
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 property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $1,594, price is now $1,222 per person
$1,222
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Stay at this aparthotel in West Bay. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,686, price is now $1,312 per person
$1,312
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Book a stay at this family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and 2 meeting rooms. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $1,630, price is now $1,287 per person
$1,287
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
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 Port of Georgetown are located nearby.
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Save 100% on your flight
Price was $3,604, price is now $2,855 per person
$2,855
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free parking, a beach locale, and a fitness center. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

3-4 Night Vacations 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

3.5 out of 5
Price was $1,557, price is now $1,069 per person
$1,069
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $6,518, price is now $4,394 per person
$4,394
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,216, price is now $1,594 per person
$1,594
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Price was $1,806, price is now $1,380 per person
$1,380
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)

5-7 Night Vacations 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

3.5 out of 5
Save 100% on your flight
Price was $1,327, price is now $718 per person
$718
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $7,605, price is now $4,985 per person
$4,985
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Save 100% on your flight
Price was $1,373, price is now $903 per person
$903
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $1,267, price is now $889 per person
$889
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Miami (MIA) to George Town (GCM)

Cheap Hotel Deals in Cayman Islands

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
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. ...
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
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 Port of ...
Opens in a new windowHotel Indigo Grand Cayman by IHG
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Opens in a new windowKimpton Seafire Resort + Spa by IHG
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The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowThe Locale Hotel Grand Cayman
Grand Cayman Marriott Beach Resort.

Grand Cayman Marriott Beach Resort.

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
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 ...
Opens in a new windowGrand Cayman Marriott Beach Resort.
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach Seven Mile Beach Grand Cayman
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 ...
Opens in a new windowThe Westin Grand Cayman Seven Mile Beach Resort & Spa
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
Opens in a new windowThe Sunshine Hotel and Suites
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way Seven Mile Beach
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowHampton by Hilton Grand Cayman Seven Mile Beach
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Air Canada
Sat, Oct 10 - Sat, Oct 24
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$245 Roundtrip, just found
$245
Roundtrip
just found
Select Air Canada flight, departing Sat, Oct 10 from Pearson Intl. to Owen Roberts Intl., returning Sat, Oct 24, priced at $245 just found
WestJet
Sun, Oct 25 - Sun, Nov 1
YUL
Pierre Elliott Trudeau Intl.
GCM
Owen Roberts Intl.
$326 Roundtrip, found 5 days ago
$326
Roundtrip
found 5 days ago
Select WestJet flight, departing Sun, Oct 25 from Pierre Elliott Trudeau Intl. to Owen Roberts Intl., returning Sun, Nov 1, priced at $326 found 5 days ago
Air Canada
Thu, Sep 17 - Mon, Sep 21
LGA
LaGuardia
GCM
Owen Roberts Intl.
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Sep 17 from LaGuardia to Owen Roberts Intl., returning Mon, Sep 21, priced at $374 found 1 day ago
American Airlines
Mon, Oct 5 - Fri, Oct 9
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$435 Roundtrip, found 3 days ago
$435
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Oct 5 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Fri, Oct 9, priced at $435 found 3 days ago