Cheap Vacations in Cayman Islands

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Cayman Islands vacations

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

Morritts Tortuga Club

3.5 out of 5
Price was $1,187, price is now $899 per person
$899
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,835, price is now $1,692 per person
$1,692
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,495, price is now $1,581 per person
$1,581
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $3,444, price is now $2,361 per person
$2,361
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,895, price is now $1,426 per person
$1,426
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $1,439, price is now $1,108 per person
$1,108
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Northwest Point
Save 100% on your flight
Price was $3,149, price is now $2,430 per person
$2,430
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)

3-night Cayman Islands vacations

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

Morritts Tortuga Club

3.5 out of 5
Price was $1,041, price is now $820 per person
$820
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $5,706, price is now $3,046 per person
$3,046
per person
Apr 2 - Apr 5
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Price was $11,509, price is now $7,680 per person
$7,680
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $3,097, price is now $2,080 per person
$2,080
per person
Apr 2 - Apr 5
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $1,439, price is now $1,108 per person
$1,108
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,721, price is now $1,327 per person
$1,327
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Price was $1,903, price is now $1,546 per person
$1,546
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Price was $1,882, price is now $1,534 per person
$1,534
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $1,438, price is now $1,176 per person
$1,176
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was $2,625, price is now $2,197 per person
$2,197
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)

4-night Cayman Islands vacations

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

Morritts Tortuga Club

3.5 out of 5
Price was $1,187, price is now $899 per person
$899
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,835, price is now $1,692 per person
$1,692
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,495, price is now $1,581 per person
$1,581
per person
Apr 4 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $3,444, price is now $2,361 per person
$2,361
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,895, price is now $1,426 per person
$1,426
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
Price was $3,149, price is now $2,430 per person
$2,430
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Save 100% on your flight
Price was $4,438, price is now $3,468 per person
$3,468
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Villas of the Galleon 4

Villas of the Galleon 4

2 out of 5
Save 100% on your flight
Price was $2,669, price is now $2,181 per person
$2,181
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Coconut Bay 126 in West Bay

Coconut Bay 126 in West Bay

2 out of 5
Save 100% on your flight
Price was $2,883, price is now $2,375 per person
$2,375
per person
Apr 23 - Apr 27
found 15 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

5-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was $1,746, price is now $1,355 per person
$1,355
per person
Apr 2 - Apr 7
found 21 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Little Cayman (LYB)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $2,601, price is now $1,615 per person
$1,615
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $5,048, price is now $3,577 per person
$3,577
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $2,168, price is now $1,543 per person
$1,543
per person
Apr 4 - Apr 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,380, price is now $1,744 per person
$1,744
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $3,017, price is now $2,212 per person
$2,212
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $2,149, price is now $1,626 per person
$1,626
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Britannia Villa in Grand Cayman

Britannia Villa in Grand Cayman

2 out of 5
Save 100% on your flight
Price was $3,640, price is now $2,842 per person
$2,842
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Price was $5,470, price is now $4,300 per person
$4,300
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip flight included
New York (NYC) to George Town (GCM)

6-7 night Cayman Islands vacations

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

Morritts Tortuga Club

3.5 out of 5
Save 100% on your flight
Price was $2,151, price is now $1,519 per person
$1,519
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 $2,766, price is now $1,749 per person
$1,749
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,548, price is now $1,849 per person
$1,849
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $2,383, price is now $1,845 per person
$1,845
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Britannia Villa in Grand Cayman

Britannia Villa in Grand Cayman

2 out of 5
Save 100% on your flight
Price was $4,225, price is now $3,275 per person
$3,275
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

Seabreeze 8 - Luxury 4-bedroom on Seven Mile Beach

2.5 out of 5
Price was $6,451, price is now $5,047 per person
$5,047
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
Price was $2,953, price is now $2,313 per person
$2,313
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,456, price is now $1,935 per person
$1,935
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
London House Seven Mile Beach Cayman

London House Seven Mile Beach Cayman

3 out of 5
Save 100% on your flight
Price was $2,626, price is now $2,081 per person
$2,081
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)

Top places to visit in Cayman Islands

panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea
FlightsFlightsHotelsHotels

Seven Mile Beach

Seven Mile Beach

Flight deals to Cayman Islands

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

Thu, Apr 2 - Mon, Apr 6
BOS
Boston
GCM
Grand Cayman
$273 Roundtrip, found 4 days ago
$273
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Apr 2 from Boston to Grand Cayman, returning Mon, Apr 6, priced at $273 found 4 days ago
Tue, Apr 7 - Thu, Apr 9
YYZ
Toronto
GCM
Grand Cayman
$279 Roundtrip, found 5 days ago
$279
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Tue, Apr 7 from Toronto to Grand Cayman, returning Thu, Apr 9, priced at $279 found 5 days ago
Wed, Apr 8 - Mon, Apr 13
YUL
Montreal
GCM
Grand Cayman
$288 Roundtrip, found 5 days ago
$288
Roundtrip
found 5 days ago
Select United flight, departing Wed, Apr 8 from Montreal to Grand Cayman, returning Mon, Apr 13, priced at $288 found 5 days ago

Top rated hotels for your Cayman Islands vacation

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
8.62 mi from city center
$956 nightly
The price is $1,067 total per night
$1,067 total
Mar 27 - Mar 28
Total with taxes and fees
When you stay at Hotel Indigo Grand Cayman by IHG in Seven Mile Beach, you'll be near the beach, a 1-minute drive from Seven Mile Beach and 9 minutes from Port of Georgetown.
Pool
Hot Tub
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
8.41 mi from city center
$971 nightly
The price is $1,085 total per night
$1,085 total
Apr 3 - Apr 4
Total with taxes and fees
Located in Seven Mile Beach, Grand Cayman Marriott Resort is on the waterfront, a 4-minute walk from Seven Mile Beach and 12 minutes by foot from Camana Bay.
Pool
Hot Tub
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
8.34 mi from city center
$1,823 nightly
The price is $2,040 total per night
$2,040 total
Mar 9 - Mar 10
Total with taxes and fees
When you stay at The Ritz-Carlton, Grand Cayman in Seven Mile Beach, you'll be on the beach, a 1-minute drive from Seven Mile Beach and 8 minutes from Port of Georgetown.
Pool
Hot Tub
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.