Cheap Vacations in Cayman Islands

Choose two or more items and save on your trip:

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
Save 100% on your flight
Price was $1,484, price is now $1,151 per person
$1,151
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $3,060, price is now $1,962 per person
$1,962
per person
Jan 18 - Jan 25
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 $3,543, price is now $2,278 per person
$2,278
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,416, price is now $1,561 per person
$1,561
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West

Point West

4 out of 5
Northwest Point
Save 100% on your flight
Price was $2,874, price is now $1,913 per person
$1,913
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $12,157, price is now $9,027 per person
$9,027
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
Save 100% on your flight
Price was $1,843, price is now $1,424 per person
$1,424
per person
Jan 18 - Jan 25
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
Save 100% on your flight
Price was $6,171, price is now $4,805 per person
$4,805
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $1,721, price is now $1,363 per person
$1,363
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Sandy Beach at Sunset Cove - Ocean Front

Sandy Beach at Sunset Cove - Ocean Front

2 out of 5
Save 100% on your flight
Price was $5,045, price is now $4,003 per person
$4,003
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

3-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $877, price is now $695 per person
$695
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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 $1,667, price is now $1,106 per person
$1,106
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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 $2,350, price is now $1,681 per person
$1,681
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $1,115, price is now $815 per person
$815
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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 $2,525, price is now $2,006 per person
$2,006
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Point West

Point West

4 out of 5
Price was $1,493, price is now $1,195 per person
$1,195
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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 $2,934, price is now $2,352 per person
$2,352
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
Price was $884, price is now $737 per person
$737
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Cocoplum 9 in George Town

Cocoplum 9 in George Town

2 out of 5
Save 100% on your flight
Price was $2,293, price is now $1,912 per person
$1,912
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Price was $1,285, price is now $1,072 per person
$1,072
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,645, price is now $1,392 per person
$1,392
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $2,164, price is now $1,832 per person
$1,832
per person
Jan 22 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to George Town (GCM)

4-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $966, price is now $733 per person
$733
per person
Jan 22 - Jan 26
found 2 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
Save 100% on your flight
Price was $3,543, price is now $2,278 per person
$2,278
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,929, price is now $1,278 per person
$1,278
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,283, price is now $883 per person
$883
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $1,787, price is now $1,390 per person
$1,390
per person
Jan 22 - Jan 26
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
Save 100% on your flight
Price was $3,703, price is now $2,906 per person
$2,906
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $1,721, price is now $1,363 per person
$1,363
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
Price was $1,275, price is now $1,016 per person
$1,016
per person
Jan 29 - Feb 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

3.5 out of 5
Price was $974, price is now $780 per person
$780
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,273, price is now $1,839 per person
$1,839
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $1,477, price is now $1,200 per person
$1,200
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Save 100% on your flight
Price was $1,135, price is now $841 per person
$841
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $2,126, price is now $1,440 per person
$1,440
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,504, price is now $1,023 per person
$1,023
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $8,757, price is now $6,522 per person
$6,522
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
Save 100% on your flight
Price was $1,587, price is now $1,183 per person
$1,183
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $2,123, price is now $1,584 per person
$1,584
per person
Feb 8 - Feb 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $4,533, price is now $3,530 per person
$3,530
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Save 100% on your flight
Price was $3,102, price is now $2,421 per person
$2,421
per person
Jan 23 - Jan 28
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
Save 100% on your flight
Price was $6,314, price is now $5,024 per person
$5,024
per person
Jan 19 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Sandy Beach at Sunset Cove - Ocean Front

Sandy Beach at Sunset Cove - Ocean Front

2 out of 5
Save 100% on your flight
Price was $3,501, price is now $2,806 per person
$2,806
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
Price was $1,401, price is now $1,139 per person
$1,139
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,321, price is now $1,888 per person
$1,888
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

6-7 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
Save 100% on your flight
Price was $1,484, price is now $1,151 per person
$1,151
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $3,060, price is now $1,962 per person
$1,962
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $2,416, price is now $1,561 per person
$1,561
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Point West

Point West

4 out of 5
Save 100% on your flight
Price was $2,874, price is now $1,913 per person
$1,913
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $2,633, price is now $1,882 per person
$1,882
per person
Jan 29 - Feb 5
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $12,157, price is now $9,027 per person
$9,027
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
Save 100% on your flight
Price was $1,843, price is now $1,424 per person
$1,424
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Save 100% on your flight
Price was $4,235, price is now $3,282 per person
$3,282
per person
Jan 29 - Feb 5
found 16 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
Save 100% on your flight
Price was $6,171, price is now $4,805 per person
$4,805
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Sandy Beach at Sunset Cove - Ocean Front

Sandy Beach at Sunset Cove - Ocean Front

2 out of 5
Save 100% on your flight
Price was $5,045, price is now $4,003 per person
$4,003
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
Price was $2,433, price is now $1,935 per person
$1,935
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Tue, Jan 27 - Fri, Jan 30
EWR
New York
GCM
Grand Cayman
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jan 27 from New York to Grand Cayman, returning Fri, Jan 30, priced at $256 found 1 day ago
Sun, Jan 4 - Thu, Jan 8
EWR
New York
GCM
Grand Cayman
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sun, Jan 4 from New York to Grand Cayman, returning Thu, Jan 8, priced at $265 found 5 days ago
Sun, Jan 4 - Thu, Jan 8
LGA
New York
GCM
Grand Cayman
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sun, Jan 4 from New York to Grand Cayman, returning Thu, Jan 8, priced at $272 found 5 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
$311 nightly
The price is $348 total per night
$348 total
Dec 18 - Dec 19
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.
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
$421 nightly
The price is $470 total per night
$470 total
Dec 16 - Dec 17
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
$472 nightly
The price is $528 total per night
$528 total
Dec 17 - Dec 18
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
Don't see what you're looking for?
See all available properties in Cayman Islands
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.

^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.