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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
Price was $1,054, price is now $821 per person
$821
per person
Feb 2 - Feb 6
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 $1,959, price is now $1,296 per person
$1,296
per person
Feb 2 - Feb 6
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 $1,493, price is now $1,010 per person
$1,010
per person
Feb 2 - Feb 6
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.
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
Save 100% on your flight
Price was $8,757, price is now $6,522 per person
$6,522
per person
Jan 19 - Jan 24
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 Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

3 out of 5
Save 100% on your flight
Price was $2,212, price is now $1,695 per person
$1,695
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
Save 100% on your flight
Price was $1,299, price is now $1,003 per person
$1,003
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
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. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
Point West

Point West

4 out of 5
Northwest Point
Save 100% on your flight
Price was $1,755, price is now $1,366 per person
$1,366
per person
Feb 2 - Feb 6
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.

3-4 Night Vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $966, price is now $733 per person
$733
per person
Jan 22 - Jan 26
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 $1,959, price is now $1,296 per person
$1,296
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,493, price is now $1,010 per person
$1,010
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop 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 $1,799, price is now $1,192 per person
$1,192
per person
Jan 19 - Jan 24
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 $2,214, price is now $1,447 per person
$1,447
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop 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 $3,526, price is now $2,493 per person
$2,493
per person
Jan 19 - Jan 24
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 $8,757, price is now $6,522 per person
$6,522
per person
Jan 19 - Jan 24
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
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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
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.

Air Transat
Tue, Mar 10 - Tue, Mar 17
YYZ
Pearson Intl.
GCM
Owen Roberts Intl.
$265 Roundtrip, found 3 days ago
$265
Roundtrip
found 3 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 3 days ago
American Airlines
Mon, Feb 2 - Wed, Feb 11
JFK
John F. Kennedy Intl.
GCM
Owen Roberts Intl.
$270 Roundtrip, found 5 days ago
$270
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Feb 2 from John F. Kennedy Intl. to Owen Roberts Intl., returning Wed, Feb 11, priced at $270 found 5 days ago
Delta
Fri, Apr 10 - Tue, Apr 14
BOS
Logan Intl.
GCM
Owen Roberts Intl.
$320 Roundtrip, found 6 days ago
$320
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Apr 10 from Logan Intl. to Owen Roberts Intl., returning Tue, Apr 14, priced at $320 found 6 days ago
United
Tue, Mar 24 - Tue, Mar 31
EWR
Newark Liberty Intl. Airport
GCM
Owen Roberts Intl.
$336 Roundtrip, just found
$336
Roundtrip
just found
Select United flight, departing Tue, Mar 24 from Newark Liberty Intl. Airport to Owen Roberts Intl., returning Tue, Mar 31, priced at $336 just found