Cheap Vacations in Cayman Islands

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Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,313, price is now $913 per person
$913
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,200, price is now $1,482 per person
$1,482
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $8,791, price is now $6,675 per person
$6,675
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Point West

Point West

4 out of 5
Northwest Point
Save 100% on your flight
Price was $2,193, price is now $1,677 per person
$1,677
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $1,845, price is now $1,446 per person
$1,446
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $4,487, price is now $3,520 per person
$3,520
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
The Grandview Condos on Seven Mile Beach

The Grandview Condos on Seven Mile Beach

3.5 out of 5
Save 100% on your flight
Price was $2,119, price is now $1,694 per person
$1,694
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,178, price is now $944 per person
$944
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $6,348, price is now $5,128 per person
$5,128
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

2 out of 5
Save 100% on your flight
Price was $3,965, price is now $3,232 per person
$3,232
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)

3-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $829, price is now $687 per person
$687
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,502, price is now $1,006 per person
$1,006
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,240, price is now $855 per person
$855
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $1,438, price is now $1,020 per person
$1,020
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,233, price is now $1,683 per person
$1,683
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,863, price is now $2,284 per person
$2,284
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Price was $1,172, price is now $947 per person
$947
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,379, price is now $1,983 per person
$1,983
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
Price was $1,298, price is now $1,083 per person
$1,083
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $1,166, price is now $984 per person
$984
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

3 out of 5
Price was $1,795, price is now $1,514 per person
$1,514
per person
Jan 19 - Jan 22
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

2 out of 5
Price was $1,909, price is now $1,618 per person
$1,618
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)

4-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,313, price is now $913 per person
$913
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $1,819, price is now $1,425 per person
$1,425
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $3,734, price is now $2,939 per person
$2,939
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,982, price is now $1,577 per person
$1,577
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $5,138, price is now $4,197 per person
$4,197
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 $2,857, price is now $2,375 per person
$2,375
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $1,597, price is now $1,335 per person
$1,335
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

2 out of 5
Save 100% on your flight
Price was $2,395, price is now $2,006 per person
$2,006
per person
Jan 31 - Feb 4
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,238, price is now $1,878 per person
$1,878
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

Oceanfront Residency Luxury 2b2b ,1-6 Person ,terrasse, Beach Access Garden Pool

3 out of 5
Save 100% on your flight
Price was $2,243, price is now $1,882 per person
$1,882
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
Price was $2,485, price is now $2,128 per person
$2,128
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,151, price is now $994 per person
$994
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)

5-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $1,178, price is now $944 per person
$944
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $1,830, price is now $1,191 per person
$1,191
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 $2,200, price is now $1,482 per person
$1,482
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $8,791, price is now $6,675 per person
$6,675
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $2,193, price is now $1,677 per person
$1,677
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $1,807, price is now $1,384 per person
$1,384
per person
Jan 27 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $1,845, price is now $1,446 per person
$1,446
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $4,487, price is now $3,520 per person
$3,520
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
The Grandview Condos on Seven Mile Beach

The Grandview Condos on Seven Mile Beach

3.5 out of 5
Save 100% on your flight
Price was $2,119, price is now $1,694 per person
$1,694
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $6,348, price is now $5,128 per person
$5,128
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,490, price is now $2,025 per person
$2,025
per person
Feb 12 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $1,718, price is now $1,417 per person
$1,417
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)

6-7 night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
Save 100% on your flight
Price was $1,650, price is now $1,356 per person
$1,356
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,128, price is now $1,399 per person
$1,399
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $5,232, price is now $3,521 per person
$3,521
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $2,427, price is now $1,834 per person
$1,834
per person
Jan 25 - Feb 1
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $2,564, price is now $1,974 per person
$1,974
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $5,300, price is now $4,141 per person
$4,141
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,600, price is now $2,042 per person
$2,042
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

Oceanfront Rooftop Luxury 2b2b Residency Pool Beach in North Side, Grand Cayman

2 out of 5
Save 100% on your flight
Price was $3,965, price is now $3,232 per person
$3,232
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Save 100% on your flight
Price was $2,036, price is now $1,674 per person
$1,674
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,644, price is now $2,191 per person
$2,191
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Save 100% on your flight
Price was $3,939, price is now $3,342 per person
$3,342
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Morritt's Grand

Morritt's Grand

3 out of 5
Save 100% on your flight
Price was $2,162, price is now $1,840 per person
$1,840
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) 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.

Sun, Mar 8 - Thu, Mar 12
JFK
New York
GCM
Grand Cayman
$246 Roundtrip, found 3 days ago
$246
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Mar 8 from New York to Grand Cayman, returning Thu, Mar 12, priced at $246 found 3 days ago
Sat, Jan 10 - Sat, Jan 17
EWR
New York
GCM
Grand Cayman
$250 Roundtrip, found 2 days ago
$250
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 10 from New York to Grand Cayman, returning Sat, Jan 17, priced at $250 found 2 days ago
Sat, Jan 10 - Sat, Jan 17
LGA
New York
GCM
Grand Cayman
$260 Roundtrip, found 2 days ago
$260
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 10 from New York to Grand Cayman, returning Sat, Jan 17, priced at $260 found 2 days ago

Top rated hotels for your Cayman Islands vacation

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way Seven Mile Beach
8.43 mi from city center
$394 nightly
The price is $440 total per night
$440 total
Dec 21 - Dec 22
Total with taxes and fees
When you stay at Hampton by Hilton Grand Cayman Seven Mile Beach in Seven Mile Beach, you'll be on the beach, within a 5-minute drive of Camana Bay and Port of Georgetown.
Pool
Breakfast included
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
$494 nightly
The price is $552 total per night
$552 total
Jan 4 - Jan 5, 2026
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
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
8.79 mi from city center
$543 nightly
The price is $608 total per night
$608 total
Jan 8 - Jan 9, 2026
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
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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.