Cheap Vacations in Grand Cayman

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Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,264, price is now $943 per person
$943
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $1,713, price is now $1,018 per person
$1,018
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $3,234, price is now $1,938 per person
$1,938
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $11,900, price is now $7,865 per person
$7,865
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $2,430, price is now $1,630 per person
$1,630
per person
Dec 12 - Dec 19
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
Price was $3,082, price is now $2,163 per person
$2,163
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,542, price is now $1,111 per person
$1,111
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $2,923, price is now $2,197 per person
$2,197
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Save 100% on your flight
Price was $3,087, price is now $2,378 per person
$2,378
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was $2,623, price is now $2,024 per person
$2,024
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

3-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,028, price is now $697 per person
$697
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $1,146, price is now $759 per person
$759
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $1,568, price is now $1,042 per person
$1,042
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $6,002, price is now $4,136 per person
$4,136
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $1,970, price is now $1,461 per person
$1,461
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
London House Seven Mile Beach Cayman

London House Seven Mile Beach Cayman

3 out of 5
Price was $1,806, price is now $1,396 per person
$1,396
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
Price was $905, price is now $712 per person
$712
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was $1,713, price is now $1,348 per person
$1,348
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop 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 $1,986, price is now $1,583 per person
$1,583
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $961, price is now $768 per person
$768
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $881, price is now $705 per person
$705
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $1,395, price is now $1,146 per person
$1,146
per person
Dec 10 - Dec 13
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

4-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,216, price is now $810 per person
$810
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $1,370, price is now $936 per person
$936
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $1,946, price is now $1,389 per person
$1,389
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $7,468, price is now $5,689 per person
$5,689
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $2,326, price is now $1,842 per person
$1,842
per person
Dec 11 - Dec 15
found 6 hours 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
Price was $3,749, price is now $3,016 per person
$3,016
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cocoplum 10 in George Town

Cocoplum 10 in George Town

2 out of 5
Price was $2,228, price is now $1,803 per person
$1,803
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
Price was $1,065, price is now $862 per person
$862
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Coconut Bay 126 in West Bay

Coconut Bay 126 in West Bay

2 out of 5
Price was $2,622, price is now $2,126 per person
$2,126
per person
Dec 10 - Dec 14
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Tamarind Bay

Cayman Luxury Rentals at Tamarind Bay

3 out of 5
Price was $1,421, price is now $1,161 per person
$1,161
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
George Town Villas 117

George Town Villas 117

2 out of 5
Price was $2,331, price is now $1,911 per person
$1,911
per person
Dec 10 - Dec 14
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Villas of the Galleon 6

Villas of the Galleon 6

2 out of 5
Price was $2,115, price is now $1,735 per person
$1,735
per person
Dec 10 - Dec 14
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

5-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,264, price is now $943 per person
$943
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Price was $1,713, price is now $1,018 per person
$1,018
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $3,234, price is now $1,938 per person
$1,938
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,547, price is now $984 per person
$984
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $11,900, price is now $7,865 per person
$7,865
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $3,082, price is now $2,163 per person
$2,163
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,542, price is now $1,111 per person
$1,111
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $2,923, price is now $2,197 per person
$2,197
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Save 100% on your flight
Price was $3,087, price is now $2,378 per person
$2,378
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was $2,623, price is now $2,024 per person
$2,024
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Grandview Condos on Seven Mile Beach

The Grandview Condos on Seven Mile Beach

3.5 out of 5
Price was $2,661, price is now $2,095 per person
$2,095
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $6,790, price is now $5,352 per person
$5,352
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

6-7 night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $2,430, price is now $1,630 per person
$1,630
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
The Grove and The Grove Too

The Grove and The Grove Too

5 out of 5
Save 100% on your flight
Price was $2,667, price is now $1,737 per person
$1,737
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Save 100% on your flight
Price was $3,690, price is now $2,428 per person
$2,428
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $13,925, price is now $9,404 per person
$9,404
per person
Dec 12 - Dec 19
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 $4,517, price is now $3,283 per person
$3,283
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
Price was $2,308, price is now $1,757 per person
$1,757
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $2,714, price is now $2,076 per person
$2,076
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
Price was $4,078, price is now $3,135 per person
$3,135
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $9,034, price is now $6,989 per person
$6,989
per person
Nov 28 - Dec 5
found 5 hours ago
Roundtrip flight included
New York (NYC) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $2,589, price is now $2,011 per person
$2,011
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was $4,778, price is now $3,768 per person
$3,768
per person
Dec 5 - Dec 12
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $2,083, price is now $1,653 per person
$1,653
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to George Town (GCM)

Flight deals to Grand Cayman

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

Thu, Nov 19 - Tue, Nov 24
YYZ
Toronto
GCM
Grand Cayman
$320 Roundtrip, found 3 hours ago
$320
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Thu, Nov 19 from Toronto to Grand Cayman, returning Tue, Nov 24, priced at $320 found 3 hours ago
Fri, Nov 20 - Thu, Nov 26
MIA
Miami
GCM
Grand Cayman
$352 Roundtrip, found 1 day ago
$352
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Fri, Nov 20 from Miami to Grand Cayman, returning Thu, Nov 26, priced at $352 found 1 day ago
Mon, Aug 23 - Sun, Aug 29
EWR
New York
GCM
Grand Cayman
$356 Roundtrip, found 12 hours ago
$356
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Mon, Aug 23 from New York to Grand Cayman, returning Sun, Aug 29, priced at $356 found 12 hours ago

Top rated hotels for your Grand Cayman vacation

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
Free Cancellation
Reserve now, pay when you stay
9.13 mi from city center
$913 nightly
The price is $1,033 total per night
$1,033 total
Oct 23 - Oct 24
Total with taxes and fees
With a stay at The Ritz-Carlton, Grand Cayman in Seven Mile Beach, you'll be on the beach, a 2-minute walk from Seven Mile Beach and 9 minutes by foot from Governor's Beach.
Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
Free Cancellation
Reserve now, pay when you stay
9.31 mi from city center
$344 nightly
The price is $379 total per night
$379 total
Oct 27 - Oct 28
Total with taxes and fees
Grand Cayman Marriott Beach Resort is centrally located in Seven Mile Beach, a 4-minute walk from Seven Mile Beach and 12 minutes by foot from Camana Bay.
On private beach
Pool
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
9.1 mi from city center
Get rates
Located in Seven Mile Beach, Governors Village Seven Mile Beach Corridor is in the business district, a 4-minute walk from Governor's Beach and 5 minutes by foot from Seven Mile Beach.
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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.

Top Picks

^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.