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Grand Cayman Vacation Packages

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Grand Cayman Flight + Hotel Packages

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

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $2,082, price is now $1,380 per person
$1,380
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this 4-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Barker's National Park are located nearby.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $7,374, price is now $3,844 per person
$3,844
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Stay at this 5-star 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.
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $6,027, price is now $3,558 per person
$3,558
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Stay at this 4.5-star 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.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $29,185, price is now $17,586 per person
$17,586
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this 4.5-star luxury hotel in Bodden Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boddentown Art Shop and Mission House are located nearby.
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Save 100% on your flight
Price was $2,719, price is now $1,735 per person
$1,735
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this 4-star villa in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $3,491, price is now $2,243 per person
$2,243
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this 4-star beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point 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 $2,986, price is now $2,097 per person
$2,097
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. 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.
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $4,422, price is now $3,140 per person
$3,140
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to George Town (GCM)
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.

Grand Cayman Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $1,712, price is now $1,093 per person
$1,093
per person
Jan 7 - Jan 11
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $7,374, price is now $3,844 per person
$3,844
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $3,857, price is now $2,134 per person
$2,134
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Save 100% on your flight
Price was $1,759, price is now $1,134 per person
$1,134
per person
Jan 7 - Jan 11
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

Grand Cayman Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Save 100% on your flight
Price was $2,719, price is now $1,735 per person
$1,735
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $10,427, price is now $5,214 per person
$5,214
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $6,027, price is now $3,558 per person
$3,558
per person
Dec 28 - Jan 3
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 $29,185, price is now $17,586 per person
$17,586
per person
Dec 13 - Dec 20
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Top Flight Deals

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

United
Sat, Dec 6 - Sun, Dec 14
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$275 Roundtrip, found 8 hours ago
$275
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Dec 6 from Pearson Intl. to Owen Roberts Intl., returning Sun, Dec 14, priced at $275 found 8 hours ago
United
Sat, Nov 1 - Sat, Nov 8
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$277 Roundtrip, found 8 hours ago
$277
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Nov 1 from Logan Intl. to Owen Roberts Intl., returning Sat, Nov 8, priced at $277 found 8 hours ago
American Airlines
Mon, Nov 3 - Fri, Nov 7
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$304 Roundtrip, found 5 days ago
$304
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Nov 3 from John F. Kennedy Intl. to Owen Roberts Intl., returning Fri, Nov 7, priced at $304 found 5 days ago
United
Sun, Dec 21 - Mon, Dec 29
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$400 Roundtrip, found 8 hours ago
$400
Roundtrip
found 8 hours ago
Select United flight, departing Sun, Dec 21 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Mon, Dec 29, priced at $400 found 8 hours ago