Vacation Packages to Cayman Islands for 2025
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Cayman Islands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Shangri-La Boutique Bed & Breakfast
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Price was $971, price is now $840 per person
$840
per person
found 1 day ago
Stay at this 4-star hotel in West Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
3.5-star property
Wyndham Reef Resort Grand Cayman
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,547, price is now $1,005 per person
$1,005
per person
found 1 day ago
Stay at this 3.5-star beach resort 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.
4.5-star property
Black Urchin
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $8,676, price is now $5,765 per person
$5,765
per person
found 1 day ago
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.
4.5-star property
Hotel Indigo Grand Cayman by IHG
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,279, price is now $1,577 per person
$1,577
per person
found 1 day ago
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.
4.0-star property
Club Suites at Rum Point
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $3,448, price is now $2,459 per person
$2,459
per person
found 1 day ago
Stay at this 4-star beach hotel in North Side. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Rum Point Beach and Cayman Kai Public Beach are located nearby.
3.5-star property
Lighthouse Point Residences
Northwest Point
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $3,123, price is now $2,268 per person
$2,268
per person
found 1 day ago
Stay at this 3.5-star condo in West Bay. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
4.0-star property
Ocean Paradise
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,612, price is now $1,242 per person
$1,242
per person
found 1 day ago
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.
3.5-star property
Morritts Tortuga Club
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,690, price is now $1,314 per person
$1,314
per person
found 1 day ago
Stay at this 3.5-star beach hotel in East End. Enjoy free WiFi, 3 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.
4.0-star property
On The Bay
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Price was $1,323, price is now $1,033 per person
$1,033
per person
found 1 day ago
Stay at this 4-star beach condo in North Side. Enjoy free WiFi, free parking, and private pools. Popular attractions Babylon (Dive Site) and Mastic Trail North Trailhead are located nearby.
3.5-star property
Governors Village Seven Mile Beach Corridor
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Price was $1,278, price is now $1,061 per person
$1,061
per person
found 1 day ago
Stay at this 3.5-star family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
4.5-star property
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,669, price is now $2,260 per person
$2,260
per person
found 1 day ago
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.
4.0-star property
Hampton by Hilton Grand Cayman Seven Mile Beach
Nov 3 - Nov 8
5 night stay
New York (JFK) to George Town (GCM)
JetBlue Airways • Roundtrip • Coach
Price was $1,124, price is now $1,003 per person
$1,003
per person
found 1 day ago
Stay at this 4-star 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. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
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Seven Mile Beach
Top Hotel Deals
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way, Seven Mile Beach, Grand Cayman
14.13 km from city center
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 ...
Hotel Indigo Grand Cayman by IHG
32 Seafire Way, Seven Mile Beach, West Bay
14.15 km from city center
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 ...
The Ritz-Carlton, Grand Cayman
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
13.42 km from city center
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
Grand Cayman Marriott Resort
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
13.54 km from city center
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 ...
The Locale Hotel Grand Cayman
455 West Bay Road, Seven Mile Beach, Grand Cayman
13.46 km from city center
Stay at this 3.5-star business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way, Seven Mile Beach
13.58 km from city center
Stay at this 4-star 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. ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
13.5 km from city center
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 ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor, 1240 W. Bay Rd., Seven Mile Beach, Grand Cayman
13.44 km from city center
Stay at this 3.5-star family-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Seven Mile ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Jan 21 - Sat, Feb 7
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Fri, Dec 5 - Sun, Dec 14
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Fri, Dec 5 - Sun, Dec 14
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$334 Roundtrip, found 1 day ago
$334
Roundtrip
found 1 day ago
Mon, Dec 8 - Thu, Dec 11
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Thu, Jan 22 - Sat, Feb 7
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$404 Roundtrip, found 2 days ago
$404
Roundtrip
found 2 days ago