Cheap Vacations in Cayman Islands

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Cayman Islands 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 $1,225, price is now $976 per person
$976
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $3,261, price is now $2,123 per person
$2,123
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $2,028, price is now $1,358 per person
$1,358
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $2,404, price is now $1,654 per person
$1,654
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,165, price is now $1,513 per person
$1,513
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $3,219, price is now $2,373 per person
$2,373
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $1,775, price is now $1,372 per person
$1,372
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $11,366, price is now $8,991 per person
$8,991
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $6,505, price is now $5,234 per person
$5,234
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Save 100% on your flight
Price was $3,179, price is now $2,561 per person
$2,561
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)

3-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Cobalt Coast Resort

Cobalt Coast Resort

3.5 out of 5
Price was $885, price is now $774 per person
$774
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $3,261, price is now $2,123 per person
$2,123
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $2,404, price is now $1,654 per person
$1,654
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,165, price is now $1,513 per person
$1,513
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $3,219, price is now $2,373 per person
$2,373
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,225, price is now $976 per person
$976
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $981, price is now $782 per person
$782
per person
Feb 28 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
Price was $1,513, price is now $1,248 per person
$1,248
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Kiboko

Kiboko

3.5 out of 5
Save 100% on your flight
Price was $5,100, price is now $4,275 per person
$4,275
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,880, price is now $1,595 per person
$1,595
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
The Grove

The Grove

5 out of 5
Price was $1,494, price is now $1,287 per person
$1,287
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $1,496, price is now $1,300 per person
$1,300
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

4-night Cayman Islands 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 $1,405, price is now $1,065 per person
$1,065
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $1,692, price is now $1,157 per person
$1,157
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $2,805, price is now $1,952 per person
$1,952
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $1,851, price is now $1,307 per person
$1,307
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $4,084, price is now $3,231 per person
$3,231
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $6,133, price is now $4,898 per person
$4,898
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $9,208, price is now $7,416 per person
$7,416
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Price was $1,976, price is now $1,593 per person
$1,593
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Compass Point Dive Resort

Compass Point Dive Resort

3.5 out of 5
Price was $1,764, price is now $1,447 per person
$1,447
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,952, price is now $1,610 per person
$1,610
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
The Grove

The Grove

5 out of 5
Price was $2,120, price is now $1,749 per person
$1,749
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $3,746, price is now $3,107 per person
$3,107
per person
Mar 7 - Mar 11
found 1 day 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.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Save 100% on your flight
Price was $1,389, price is now $950 per person
$950
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $3,767, price is now $2,083 per person
$2,083
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $2,556, price is now $1,693 per person
$1,693
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $2,028, price is now $1,358 per person
$1,358
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,527, price is now $1,123 per person
$1,123
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
Save 100% on your flight
Price was $1,596, price is now $1,218 per person
$1,218
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $4,714, price is now $3,612 per person
$3,612
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $1,775, price is now $1,372 per person
$1,372
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,499, price is now $1,971 per person
$1,971
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $11,366, price is now $8,991 per person
$8,991
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
The Grove

The Grove

5 out of 5
Save 100% on your flight
Price was $1,882, price is now $1,502 per person
$1,502
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 $6,505, price is now $5,234 per person
$5,234
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)

6-7 night Cayman Islands 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 $2,062, price is now $1,460 per person
$1,460
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $2,575, price is now $1,614 per person
$1,614
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip 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 $3,563, price is now $2,422 per person
$2,422
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $2,967, price is now $2,038 per person
$2,038
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $6,696, price is now $5,161 per person
$5,161
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
Price was $2,340, price is now $1,827 per person
$1,827
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Price was $2,535, price is now $2,002 per person
$2,002
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Luxury Penthouse Condo With 360 Oceanviews

Luxury Penthouse Condo With 360 Oceanviews

2 out of 5
Price was $15,951, price is now $12,634 per person
$12,634
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $3,740, price is now $2,964 per person
$2,964
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Save 100% on your flight
Price was $4,712, price is now $3,758 per person
$3,758
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
The Grove

The Grove

5 out of 5
Price was $2,763, price is now $2,240 per person
$2,240
per person
Mar 6 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to George Town (GCM)
Compass Point Dive Resort

Compass Point Dive Resort

3.5 out of 5
Save 100% on your flight
Price was $2,446, price is now $1,989 per person
$1,989
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)

Top places to visit in Cayman Islands

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.

Sat, May 2 - Thu, May 7
EWR
New York
GCM
Grand Cayman
$306 Roundtrip, found 5 days ago
$306
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, May 2 from New York to Grand Cayman, returning Thu, May 7, priced at $306 found 5 days ago
Fri, Mar 13 - Fri, Mar 20
JFK
New York
GCM
Grand Cayman
$311 Roundtrip, found 8 hours ago
$311
Roundtrip
found 8 hours ago
Select Cayman Airways flight, departing Fri, Mar 13 from New York to Grand Cayman, returning Fri, Mar 20, priced at $311 found 8 hours ago
Sat, Nov 14 - Tue, Nov 24
BOS
Boston
GCM
Grand Cayman
$312 Roundtrip, found 15 hours ago
$312
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Nov 14 from Boston to Grand Cayman, returning Tue, Nov 24, priced at $312 found 15 hours 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
$537 nightly
The price is $600 total per night
$600 total
Jan 19 - Jan 20
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
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
$552 nightly
The price is $616 total per night
$616 total
Jan 26 - Jan 27
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
$1,582 nightly
The price is $1,771 total per night
$1,771 total
Jan 31 - Feb 1
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
Don't see what you're looking for?
See all available properties in Cayman Islands
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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.