Search Deals on
Cayman Islands Vacation Packages

Cayman Islands Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Save 100% on your flight
Price was $1,319, price is now $1,040 per person
$1,040
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 a garden. 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 $2,773, price is now $1,826 per person
$1,826
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,751, price is now $1,173 per person
$1,173
per person
Jan 25 - Jan 31
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

Point West

4 out of 5
Northwest Point
Save 100% on your flight
Price was $2,498, price is now $1,702 per person
$1,702
per person
Jan 25 - Jan 31
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

Caribbean Club Luxury Condo Hotel

5 out of 5
Save 100% on your flight
Price was $10,455, price is now $7,915 per person
$7,915
per person
Jan 25 - Jan 31
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.
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $2,302, price is now $1,767 per person
$1,767
per person
Jan 25 - Jan 31
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

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $5,273, price is now $4,114 per person
$4,114
per person
Jan 25 - Jan 31
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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $1,708, price is now $1,328 per person
$1,328
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $2,378, price is now $1,751 per person
$1,751
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Save 100% on your flight
Price was $4,161, price is now $3,193 per person
$3,193
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Save 100% on your flight
Price was $4,126, price is now $3,351 per person
$3,351
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)

5-7 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,751, price is now $1,173 per person
$1,173
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,773, price is now $1,826 per person
$1,826
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West

Point West

4 out of 5
Northwest Point
Save 100% on your flight
Price was $2,498, price is now $1,702 per person
$1,702
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
Save 100% on your flight
Price was $10,455, price is now $7,915 per person
$7,915
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

Cheap Hotel Deals in Cayman Islands

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
Grand Cayman Marriott Resort

Grand Cayman Marriott 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 Resort
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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
The Grove

The Grove

5 out of 5
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 ...
Opens in a new windowThe Grove
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
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
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
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 ...
Opens in a new windowGovernors Village Seven Mile Beach Corridor
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.

American Airlines
Thu, Feb 5 - Mon, Feb 9
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$265 Roundtrip, found 7 hours ago
$265
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Feb 5 from John F. Kennedy Intl. to Owen Roberts Intl., returning Mon, Feb 9, priced at $265 found 7 hours ago
Air Transat
Tue, Mar 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select Air Transat flight, departing Tue, Mar 10 from Pearson Intl. to Owen Roberts Intl., returning Tue, Mar 17, priced at $265 found 5 days ago
United
Tue, Mar 24 - Tue, Mar 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select United flight, departing Tue, Mar 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Tue, Mar 31, priced at $336 found 1 day ago
Air Canada
Thu, Jun 11 - Thu, Jun 18
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$361 Roundtrip, found 7 hours ago
$361
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Thu, Jun 11 from Logan Intl. to Owen Roberts Intl., returning Thu, Jun 18, priced at $361 found 7 hours ago