Cheap Vacations in Grand Cayman

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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 $1,402, price is now $889 per person
$889
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $6,248, price is now $4,182 per person
$4,182
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Northwest Point
Price was $1,319, price is now $962 per person
$962
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $1,445, price is now $1,064 per person
$1,064
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $2,106, price is now $1,588 per person
$1,588
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was $2,360, price is now $1,818 per person
$1,818
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was $2,638, price is now $2,043 per person
$2,043
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,590, price is now $1,242 per person
$1,242
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,449, price is now $1,146 per person
$1,146
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Luxury Penthouse Condo With 360 Oceanviews

Luxury Penthouse Condo With 360 Oceanviews

2 out of 5
Save 100% on your flight
Price was $4,586, price is now $3,717 per person
$3,717
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $676, price is now $565 per person
$565
per person
Oct 4 - Oct 7
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,010, price is now $626 per person
$626
per person
Oct 4 - Oct 7
found 24 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 $4,568, price is now $3,173 per person
$3,173
per person
Oct 4 - Oct 7
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,286, price is now $894 per person
$894
per person
Oct 4 - Oct 7
found 24 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 $1,022, price is now $735 per person
$735
per person
Oct 4 - Oct 7
found 24 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 $1,559, price is now $1,187 per person
$1,187
per person
Oct 4 - Oct 7
found 24 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 $944, price is now $721 per person
$721
per person
Oct 4 - Oct 7
found 24 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 $1,977, price is now $1,553 per person
$1,553
per person
Oct 4 - Oct 7
found 24 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 $1,708, price is now $1,343 per person
$1,343
per person
Oct 4 - Oct 7
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Price was $1,249, price is now $1,047 per person
$1,047
per person
Oct 4 - Oct 7
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at Lighthouse Point Residences

Cayman Luxury Rentals at Lighthouse Point Residences

3.5 out of 5
Price was $1,602, price is now $1,350 per person
$1,350
per person
Oct 4 - Oct 7
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,186, price is now $1,001 per person
$1,001
per person
Oct 4 - Oct 7
found 17 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 $1,402, price is now $889 per person
$889
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Price was $6,248, price is now $4,182 per person
$4,182
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $1,319, price is now $962 per person
$962
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $1,445, price is now $1,064 per person
$1,064
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $2,106, price is now $1,588 per person
$1,588
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Price was $2,360, price is now $1,818 per person
$1,818
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was $2,638, price is now $2,043 per person
$2,043
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,590, price is now $1,242 per person
$1,242
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,449, price is now $1,146 per person
$1,146
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
Luxury Penthouse Condo With 360 Oceanviews

Luxury Penthouse Condo With 360 Oceanviews

2 out of 5
Save 100% on your flight
Price was $4,586, price is now $3,717 per person
$3,717
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop 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
Price was $1,964, price is now $1,600 per person
$1,600
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Sprat Bay Luxury Villa - Private Beach and Pool

Sprat Bay Luxury Villa - Private Beach and Pool

2 out of 5
Price was $6,229, price is now $5,124 per person
$5,124
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)

5-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $1,485, price is now $1,004 per person
$1,004
per person
Oct 6 - Oct 11
found 1 day 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 $7,546, price is now $5,001 per person
$5,001
per person
Oct 6 - Oct 11
found 1 day 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 $1,514, price is now $1,038 per person
$1,038
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,134, price is now $1,538 per person
$1,538
per person
Oct 4 - Oct 9
found 15 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 $2,327, price is now $1,723 per person
$1,723
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,886, price is now $1,399 per person
$1,399
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,674, price is now $1,243 per person
$1,243
per person
Oct 6 - Oct 11
found 1 day 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 $3,143, price is now $2,408 per person
$2,408
per person
Oct 6 - Oct 11
found 1 day 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 $2,629, price is now $2,042 per person
$2,042
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip non-stop 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 $2,781, price is now $2,215 per person
$2,215
per person
Oct 18 - Oct 23
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Coconut Bay 126 in West Bay

Coconut Bay 126 in West Bay

2 out of 5
Price was $3,130, price is now $2,541 per person
$2,541
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (NYC) to George Town (GCM)
Cayman Luxury Rentals at One Canal Point

Cayman Luxury Rentals at One Canal Point

4 out of 5
Price was $1,831, price is now $1,488 per person
$1,488
per person
Oct 6 - Oct 11
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
Save 100% on your flight
Price was $2,222, price is now $1,362 per person
$1,362
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
Price was $10,684, price is now $7,094 per person
$7,094
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) to George Town (GCM)
Point West Premier Rentals

Point West Premier Rentals

4 out of 5
Price was $2,323, price is now $1,602 per person
$1,602
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $2,310, price is now $1,661 per person
$1,661
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) 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 $3,437, price is now $2,532 per person
$2,532
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) 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 $3,943, price is now $2,998 per person
$2,998
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,654, price is now $2,021 per person
$2,021
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) 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 $4,357, price is now $3,322 per person
$3,322
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) to George Town (GCM)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $2,260, price is now $1,724 per person
$1,724
per person
Sep 26 - Oct 3
found 8 hours ago
Roundtrip flight included
Houston (IAH) to George Town (GCM)
Luxury Penthouse Condo With 360 Oceanviews

Luxury Penthouse Condo With 360 Oceanviews

2 out of 5
Price was $7,298, price is now $5,638 per person
$5,638
per person
Oct 7 - Oct 14
found 9 hours ago
Roundtrip non-stop flight included
New York (NYC) 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 $4,982, price is now $3,900 per person
$3,900
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
George Town Villas 117

George Town Villas 117

2 out of 5
Price was $2,329, price is now $1,874 per person
$1,874
per person
Oct 7 - Oct 13
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.

Fri, Oct 9 - Mon, Oct 12
MIA
Miami
GCM
Grand Cayman
$287 Roundtrip, found 11 hours ago
$287
Roundtrip
found 11 hours ago
Select Cayman Airways flight, departing Fri, Oct 9 from Miami to Grand Cayman, returning Mon, Oct 12, priced at $287 found 11 hours ago
Sun, Nov 1 - Sun, Nov 8
YYZ
Toronto
GCM
Grand Cayman
$291 Roundtrip, found 4 days ago
$291
Roundtrip
found 4 days ago
Select WestJet flight, departing Sun, Nov 1 from Toronto to Grand Cayman, returning Sun, Nov 8, priced at $291 found 4 days ago
Fri, Sep 25 - Fri, Oct 2
JFK
New York
GCM
Grand Cayman
$350 Roundtrip, found 8 hours ago
$350
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Fri, Sep 25 from New York to Grand Cayman, returning Fri, Oct 2, priced at $350 found 8 hours ago

Top rated hotels for your Grand Cayman 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
9.34 mi from city center
$370 nightly
The price is $414 total per night
$414 total
Aug 27 - Aug 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, within a 5-minute walk of Seven Mile Beach and Grand Cayman Beaches.
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
Free Cancellation
Reserve now, pay when you stay
9.13 mi from city center
$767 nightly
The price is $859 total per night
$859 total
Aug 27 - Aug 28
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 a 3-minute drive from Grand Cayman Beaches.
Pool
Hot Tub
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Free Cancellation
9.49 mi from city center
$643 nightly
The price is $719 total per night
$719 total
Sep 8 - Sep 9
Total with taxes and fees
When you stay at Kimpton Seafire Resort + Spa by IHG in Seven Mile Beach, you'll be on the beach, within a 5-minute walk of Seven Mile Beach and Grand Cayman Beaches.
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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.