Cheap Vacations in Grand Cayman

Choose two or more items and save on your trip:

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 $1,452, price is now $892 per person
$892
per person
Dec 6 - Dec 11
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 $2,352, price is now $1,446 per person
$1,446
per person
Dec 6 - Dec 11
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 $1,568, price is now $1,020 per person
$1,020
per person
Dec 6 - Dec 11
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 $9,616, price is now $6,610 per person
$6,610
per person
Dec 6 - Dec 11
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 $2,966, price is now $2,078 per person
$2,078
per person
Dec 6 - Dec 11
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 $2,758, price is now $1,978 per person
$1,978
per person
Dec 3 - Dec 8
found 1 day 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 $1,242, price is now $923 per person
$923
per person
Dec 6 - Dec 11
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
Price was $2,979, price is now $2,241 per person
$2,241
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip non-stop 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 $2,594, price is now $1,995 per person
$1,995
per person
Dec 6 - Dec 11
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 $1,483, price is now $1,143 per person
$1,143
per person
Dec 6 - Dec 11
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.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $984, price is now $798 per person
$798
per person
Nov 27 - Nov 30
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 $1,994, price is now $1,317 per person
$1,317
per person
Nov 27 - Nov 30
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 $1,248, price is now $851 per person
$851
per person
Nov 27 - Nov 30
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 $7,542, price is now $5,186 per person
$5,186
per person
Nov 27 - Nov 30
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 $1,821, price is now $1,350 per person
$1,350
per person
Nov 27 - Nov 30
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 $2,130, price is now $1,596 per person
$1,596
per person
Nov 27 - Nov 30
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
Price was $2,414, price is now $1,837 per person
$1,837
per person
Nov 27 - Nov 30
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 $1,204, price is now $940 per person
$940
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop 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 $1,798, price is now $1,432 per person
$1,432
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $1,064, price is now $853 per person
$853
per person
Nov 27 - Nov 30
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
Price was $2,111, price is now $1,709 per person
$1,709
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $4,264, price is now $3,456 per person
$3,456
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

4-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 $1,086, price is now $824 per person
$824
per person
Nov 27 - 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 $2,438, price is now $1,503 per person
$1,503
per person
Nov 27 - 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 $1,422, price is now $909 per person
$909
per person
Nov 27 - 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 $9,324, price is now $6,196 per person
$6,196
per person
Nov 27 - 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 $1,492, price is now $1,036 per person
$1,036
per person
Dec 5 - Dec 9
found 21 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 $2,559, price is now $1,791 per person
$1,791
per person
Nov 27 - 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 $1,306, price is now $987 per person
$987
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip non-stop 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 $2,177, price is now $1,659 per person
$1,659
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $1,198, price is now $919 per person
$919
per person
Nov 27 - 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 $2,367, price is now $1,830 per person
$1,830
per person
Nov 27 - Dec 1
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
Price was $2,804, price is now $2,219 per person
$2,219
per person
Nov 27 - 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 $2,207, price is now $1,752 per person
$1,752
per person
Nov 27 - Dec 1
found 1 day 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.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Price was $1,452, price is now $892 per person
$892
per person
Dec 6 - Dec 11
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 $2,352, price is now $1,446 per person
$1,446
per person
Dec 6 - Dec 11
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 $1,568, price is now $1,020 per person
$1,020
per person
Dec 6 - Dec 11
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 $9,616, price is now $6,610 per person
$6,610
per person
Dec 6 - Dec 11
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 $2,966, price is now $2,078 per person
$2,078
per person
Dec 6 - Dec 11
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 $2,758, price is now $1,978 per person
$1,978
per person
Dec 3 - Dec 8
found 1 day 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 $1,242, price is now $923 per person
$923
per person
Dec 6 - Dec 11
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
Price was $2,979, price is now $2,241 per person
$2,241
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip non-stop 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 $2,594, price is now $1,995 per person
$1,995
per person
Dec 6 - Dec 11
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 $1,483, price is now $1,143 per person
$1,143
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
Price was $1,163, price is now $915 per person
$915
per person
Dec 6 - Dec 11
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 hour 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.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,404, price is now $1,021 per person
$1,021
per person
Nov 26 - Dec 2
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 $3,843, price is now $2,230 per person
$2,230
per person
Nov 26 - Dec 2
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 $1,914, price is now $1,123 per person
$1,123
per person
Nov 26 - Dec 2
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 $13,720, price is now $9,083 per person
$9,083
per person
Nov 26 - Dec 2
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 10 hours 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 $3,886, price is now $2,634 per person
$2,634
per person
Nov 26 - Dec 2
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 $1,666, price is now $1,198 per person
$1,198
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop 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 $3,082, price is now $2,276 per person
$2,276
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

2.5 out of 5
Price was $1,606, price is now $1,227 per person
$1,227
per person
Nov 26 - Dec 2
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 $3,700, price is now $2,886 per person
$2,886
per person
Nov 26 - Dec 2
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 $3,086, price is now $2,421 per person
$2,421
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
London House Seven Mile Beach Cayman

London House Seven Mile Beach Cayman

3 out of 5
Price was $2,441, price is now $1,943 per person
$1,943
per person
Nov 26 - Dec 2
found 1 day ago
Roundtrip non-stop 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 1 hour ago
$320
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Nov 19 from Toronto to Grand Cayman, returning Tue, Nov 24, priced at $320 found 1 hour ago
Sun, Nov 15 - Sat, Nov 21
LGA
New York
GCM
Grand Cayman
$351 Roundtrip, found 6 days ago
$351
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Nov 15 from New York to Grand Cayman, returning Sat, Nov 21, priced at $351 found 6 days ago
Fri, Nov 20 - Thu, Nov 26
MIA
Miami
GCM
Grand Cayman
$352 Roundtrip, found 8 hours ago
$352
Roundtrip
found 8 hours ago
Select Cayman Airways flight, departing Fri, Nov 20 from Miami to Grand Cayman, returning Thu, Nov 26, priced at $352 found 8 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 22 - Oct 23
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.
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.
Don't see what you're looking for?
See all available properties in Grand Cayman
View all properties
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.