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 $1,466, price is now $1,106 per person
$1,106
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $3,024, price is now $1,829 per person
$1,829
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $14,122, price is now $9,495 per person
$9,495
per person
Apr 9 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $5,160, price is now $3,560 per person
$3,560
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,878, price is now $1,372 per person
$1,372
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $2,341, price is now $1,711 per person
$1,711
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $4,015, price is now $2,961 per person
$2,961
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,134, price is now $1,646 per person
$1,646
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) 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 $4,447, price is now $3,529 per person
$3,529
per person
Apr 20 - Apr 24
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Britannia Villa in Grand Cayman

Britannia Villa in Grand Cayman

2 out of 5
Price was $3,939, price is now $3,128 per person
$3,128
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)

3-night Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
ONE GT Grand Cayman

ONE GT Grand Cayman

4.5 out of 5
Price was $1,027, price is now $768 per person
$768
per person
May 2 - May 5
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $2,223, price is now $1,325 per person
$1,325
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $3,042, price is now $1,946 per person
$1,946
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $10,278, price is now $7,662 per person
$7,662
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,368, price is now $1,789 per person
$1,789
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,084, price is now $842 per person
$842
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $1,579, price is now $1,236 per person
$1,236
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Price was $1,773, price is now $1,425 per person
$1,425
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $995, price is now $802 per person
$802
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $1,391, price is now $1,175 per person
$1,175
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was $2,534, price is now $2,149 per person
$2,149
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $1,561, price is now $1,327 per person
$1,327
per person
Apr 20 - Apr 23
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.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $1,195, price is now $904 per person
$904
per person
Apr 9 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $2,059, price is now $1,250 per person
$1,250
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $14,122, price is now $9,495 per person
$9,495
per person
Apr 9 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $3,389, price is now $2,467 per person
$2,467
per person
Apr 9 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $3,064, price is now $2,238 per person
$2,238
per person
Apr 9 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $1,961, price is now $1,461 per person
$1,461
per person
Apr 9 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Price was $1,415, price is now $1,091 per person
$1,091
per person
Apr 10 - Apr 14
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Little Cayman (LYB)
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 $4,447, price is now $3,529 per person
$3,529
per person
Apr 20 - Apr 24
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Price was $2,104, price is now $1,673 per person
$1,673
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) 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 $2,824, price is now $2,287 per person
$2,287
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,245, price is now $1,832 per person
$1,832
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Villas of the Galleon 6

Villas of the Galleon 6

2 out of 5
Save 100% on your flight
Price was $2,309, price is now $1,890 per person
$1,890
per person
May 2 - May 6
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
Price was $1,510, price is now $1,167 per person
$1,167
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) 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 $2,817, price is now $1,645 per person
$1,645
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) 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 $2,901, price is now $1,784 per person
$1,784
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
Price was $2,471, price is now $1,817 per person
$1,817
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) 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 $3,682, price is now $2,715 per person
$2,715
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,847, price is now $1,377 per person
$1,377
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,134, price is now $1,646 per person
$1,646
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) 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 $5,420, price is now $4,231 per person
$4,231
per person
Apr 19 - Apr 24
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
Price was $3,110, price is now $2,435 per person
$2,435
per person
Apr 23 - Apr 28
found 8 hours ago
Roundtrip flight included
Chicago (CHI) 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 $3,660, price is now $2,868 per person
$2,868
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Price was $1,970, price is now $1,563 per person
$1,563
per person
Apr 21 - Apr 26
found 21 hours ago
Roundtrip flight included
Chicago (CHI) 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 $2,648, price is now $2,120 per person
$2,120
per person
Apr 27 - May 2
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,466, price is now $1,106 per person
$1,106
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Price was $3,024, price is now $1,829 per person
$1,829
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $5,160, price is now $3,560 per person
$3,560
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,878, price is now $1,372 per person
$1,372
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Price was $2,341, price is now $1,711 per person
$1,711
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Price was $2,550, price is now $1,869 per person
$1,869
per person
Apr 11 - Apr 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $4,015, price is now $2,961 per person
$2,961
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Save 100% on your flight
Price was $2,303, price is now $1,754 per person
$1,754
per person
Apr 6 - Apr 13
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Little Cayman (LYB)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
Save 100% on your flight
Price was $2,780, price is now $2,130 per person
$2,130
per person
Apr 21 - Apr 28
found 7 hours ago
Roundtrip flight included
Chicago (CHI) 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 $6,392, price is now $4,984 per person
$4,984
per person
Apr 19 - Apr 25
found 10 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
Britannia Villa in Grand Cayman

Britannia Villa in Grand Cayman

2 out of 5
Price was $3,939, price is now $3,128 per person
$3,128
per person
Apr 18 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)

Top places to visit in Cayman Islands

panoramic landscape aerial view of the tropical paradise of the cayman islands in the caribbean sea
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.

Fri, Apr 3 - Thu, Apr 9
YYZ
Toronto
GCM
Grand Cayman
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Fri, Apr 3 from Toronto to Grand Cayman, returning Thu, Apr 9, priced at $283 found 2 days ago
Mon, May 11 - Fri, May 15
BOS
Boston
GCM
Grand Cayman
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, May 11 from Boston to Grand Cayman, returning Fri, May 15, priced at $288 found 2 days ago
Mon, Sep 7 - Sun, Sep 20
JFK
New York
GCM
Grand Cayman
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
Select Cayman Airways flight, departing Mon, Sep 7 from New York to Grand Cayman, returning Sun, Sep 20, priced at $311 found 2 days 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
$916 nightly
The price is $1,024 total per night
$1,024 total
Mar 28 - Mar 29
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, a 1-minute drive from Seven Mile Beach and 9 minutes from Port of Georgetown.
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
$893 nightly
The price is $998 total per night
$998 total
Apr 5 - Apr 6
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
$1,526 nightly
The price is $1,708 total per night
$1,708 total
Apr 4 - Apr 5
Total with taxes and fees
When you stay at The Ritz-Carlton, Grand Cayman in Seven Mile Beach, you'll be on the beach, a 1-minute drive from Seven Mile Beach and 8 minutes from Port of Georgetown.
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.