Search Deals onCayman Islands Vacation Packages
Cayman Islands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
Save 100% on your flight
Price was $2,022, price is now $1,318 per person
$1,318
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this 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.
Point West
Northwest Point
Save 100% on your flight
Price was $2,905, price is now $2,183 per person
$2,183
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Caribbean Club Luxury Condo Hotel
Save 100% on your flight
Price was $12,142, price is now $9,179 per person
$9,179
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, a beach locale, and room service. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman
Save 100% on your flight
Price was $3,332, price is now $2,535 per person
$2,535
per person
Jan 28 - Feb 3
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this apartment in North Side. Enjoy an outdoor pool. Popular attractions Babylon (Dive Site) and Cayman Crystal Caves are located nearby.
Grand Cayman Marriott Resort
Save 100% on your flight
Price was $2,979, price is now $2,275 per person
$2,275
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
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 clean rooms in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
Cayman Luxury Rentals at The Grove
Save 100% on your flight
Price was $2,046, price is now $1,579 per person
$1,579
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Stay at this apartment in Seven Mile Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Club Suites at Rum Point
Save 100% on your flight
Price was $6,083, price is now $4,731 per person
$4,731
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Book a stay at this 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.
3-4 Night Vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Cayman Islands
Hampton by Hilton Grand Cayman Seven Mile Beach
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. ...
Grand Cayman Marriott Resort
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 ...
Hotel Indigo Grand Cayman by IHG
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 ...
Save an average of 15% on thousands of hotels when you're signed in
The Locale Hotel Grand Cayman
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 ...
The Grove
1350 W Bay Rd Seven Mile Beach West Bay
Book a stay at this luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Seven Mile Beach and Port of ...
The Ritz-Carlton, Grand Cayman
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. ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
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 ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
Book a stay at this 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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Feb 2 - Wed, Feb 11
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Tue, Mar 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$265 Roundtrip, found 6 days ago
$265
Roundtrip
found 6 days ago
Tue, Mar 24 - Tue, Mar 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$336 Roundtrip, found 2 days ago
$336
Roundtrip
found 2 days ago
Thu, Jun 11 - Thu, Jun 18
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$361 Roundtrip, found 1 day ago
$361
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Seven Mile Beach Vacations
- North Side Vacations
- West Bay Vacations
- George Town Vacations
- East End Vacations
- Bodden Town Vacations
- Rum Point Vacations
- Little Cayman Vacations
- West End Vacations
- Savannah Vacations
- Colliers Bay Vacations
- Tibbett's Turn Vacations
- Blossom Village Vacations
- East End Vacations
- Spot Bay Vacations