Cheap Vacations in Cayman Islands

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Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Le Soleil d'Or CaymanBrac

Le Soleil d'Or CaymanBrac

3.5 out of 5
Save 100% on your flight
Price was $1,736, price is now $1,342 per person
$1,342
per person
Apr 9 - Apr 14
found 1 hour ago
Roundtrip non-stop flight included
Baltimore (BWI) to Little Cayman (LYB)
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
Save 100% on your flight
Price was $4,690, price is now $3,161 per person
$3,161
per person
Apr 9 - Apr 17
found 1 day 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 $3,388, price is now $2,318 per person
$2,318
per person
Apr 9 - Apr 17
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
Save 100% on your flight
Price was $5,473, price is now $3,880 per person
$3,880
per person
Apr 9 - Apr 17
found 1 day 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
Save 100% on your flight
Price was $1,991, price is now $1,494 per person
$1,494
per person
Apr 9 - Apr 17
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
Save 100% on your flight
Price was $5,878, price is now $4,487 per person
$4,487
per person
Apr 9 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $1,791, price is now $1,377 per person
$1,377
per person
Apr 9 - Apr 14
found 1 hour 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
Save 100% on your flight
Price was $2,772, price is now $2,135 per person
$2,135
per person
Apr 9 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Price was $6,451, price is now $5,047 per person
$5,047
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,456, price is now $1,935 per person
$1,935
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)

3-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 $1,184, price is now $902 per person
$902
per person
Apr 2 - Apr 5
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 $5,706, price is now $3,046 per person
$3,046
per person
Apr 2 - Apr 5
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
Save 100% on your flight
Price was $3,097, price is now $2,080 per person
$2,080
per person
Apr 2 - Apr 5
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 $14,377, price is now $9,737 per person
$9,737
per person
Apr 9 - Apr 12
found 20 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 $2,881, price is now $2,115 per person
$2,115
per person
Apr 2 - Apr 5
found 1 day 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 $1,903, price is now $1,501 per person
$1,501
per person
Apr 16 - Apr 19
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 $1,844, price is now $1,455 per person
$1,455
per person
Apr 9 - Apr 12
found 20 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 $1,555, price is now $1,228 per person
$1,228
per person
Apr 9 - Apr 12
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $1,966, price is now $1,600 per person
$1,600
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,130, price is now $936 per person
$936
per person
Apr 9 - Apr 12
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Price was $1,995, price is now $1,661 per person
$1,661
per person
Apr 9 - Apr 12
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Cayman Luxury Rentals at Sunset Cove

Cayman Luxury Rentals at Sunset Cove

3.5 out of 5
Price was $2,600, price is now $2,178 per person
$2,178
per person
Apr 16 - Apr 19
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 $1,175, price is now $858 per person
$858
per person
Apr 17 - Apr 21
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 $2,016, price is now $1,252 per person
$1,252
per person
Apr 17 - Apr 21
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 $4,229, price is now $2,856 per person
$2,856
per person
Apr 17 - Apr 21
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 $1,295, price is now $881 per person
$881
per person
Apr 28 - May 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
Club Suites at Rum Point

Club Suites at Rum Point

4 out of 5
Price was $2,918, price is now $2,148 per person
$2,148
per person
Apr 17 - Apr 21
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 $1,798, price is now $1,368 per person
$1,368
per person
Apr 17 - Apr 21
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
Price was $1,427, price is now $1,110 per person
$1,110
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $4,458, price is now $3,540 per person
$3,540
per person
Apr 20 - Apr 24
found 20 hours ago
Roundtrip flight included
New York (NYC) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Price was $2,097, price is now $1,667 per person
$1,667
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Villas of the Galleon

Villas of the Galleon

2.5 out of 5
Price was $2,094, price is now $1,696 per person
$1,696
per person
Apr 17 - Apr 21
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 $1,672, price is now $1,363 per person
$1,363
per person
Apr 28 - May 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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 $2,883, price is now $2,375 per person
$2,375
per person
Apr 23 - Apr 27
found 24 hours 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.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Price was $1,269, price is now $938 per person
$938
per person
Apr 9 - Apr 14
found 1 hour 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 $3,299, price is now $1,894 per person
$1,894
per person
Apr 9 - Apr 14
found 1 hour 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 $3,738, price is now $2,642 per person
$2,642
per person
Apr 9 - Apr 14
found 1 hour 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 $2,294, price is now $1,629 per person
$1,629
per person
Apr 9 - Apr 14
found 1 hour 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
Save 100% on your flight
Price was $1,396, price is now $1,003 per person
$1,003
per person
Apr 9 - Apr 14
found 1 hour 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 $3,666, price is now $2,645 per person
$2,645
per person
Apr 9 - Apr 14
found 1 hour ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $1,791, price is now $1,377 per person
$1,377
per person
Apr 9 - Apr 14
found 1 hour ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 $3,706, price is now $2,852 per person
$2,852
per person
Apr 9 - Apr 14
found 1 hour 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 $16,834, price is now $12,992 per person
$12,992
per person
Apr 9 - Apr 14
found 1 hour 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 $1,736, price is now $1,342 per person
$1,342
per person
Apr 9 - Apr 14
found 1 hour ago
Roundtrip non-stop flight included
Baltimore (BWI) to Little Cayman (LYB)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
Price was $2,703, price is now $2,109 per person
$2,109
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
London House Seven Mile Beach Cayman

London House Seven Mile Beach Cayman

3 out of 5
Price was $2,193, price is now $1,736 per person
$1,736
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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 $1,639, price is now $1,216 per person
$1,216
per person
Apr 23 - Apr 29
found 1 day 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 $3,248, price is now $1,842 per person
$1,842
per person
Apr 23 - Apr 29
found 1 day 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 $2,766, price is now $1,749 per person
$1,749
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
Save 100% on your flight
Price was $2,151, price is now $1,519 per person
$1,519
per person
Apr 23 - Apr 29
found 1 day 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 $2,548, price is now $1,849 per person
$1,849
per person
Apr 23 - Apr 29
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
Save 100% on your flight
Price was $4,269, price is now $3,108 per person
$3,108
per person
Apr 23 - Apr 29
found 1 day 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 $2,383, price is now $1,845 per person
$1,845
per person
Apr 23 - Apr 29
found 1 day 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 $4,225, price is now $3,275 per person
$3,275
per person
Apr 23 - Apr 29
found 1 day 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
Price was $6,451, price is now $5,047 per person
$5,047
per person
Apr 19 - Apr 25
found 1 day 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 $2,953, price is now $2,313 per person
$2,313
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

4 out of 5
Price was $2,456, price is now $1,935 per person
$1,935
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to George Town (GCM)
London House Seven Mile Beach Cayman

London House Seven Mile Beach Cayman

3 out of 5
Save 100% on your flight
Price was $2,626, price is now $2,081 per person
$2,081
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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.

Thu, Apr 2 - Mon, Apr 6
BOS
Boston
GCM
Grand Cayman
$273 Roundtrip, found 5 days ago
$273
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Apr 2 from Boston to Grand Cayman, returning Mon, Apr 6, priced at $273 found 5 days ago
Tue, Apr 7 - Thu, Apr 9
YYZ
Toronto
GCM
Grand Cayman
$279 Roundtrip, found 6 days ago
$279
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Tue, Apr 7 from Toronto to Grand Cayman, returning Thu, Apr 9, priced at $279 found 6 days ago
Wed, Apr 8 - Mon, Apr 13
YUL
Montreal
GCM
Grand Cayman
$288 Roundtrip, found 6 days ago
$288
Roundtrip
found 6 days ago
Select United flight, departing Wed, Apr 8 from Montreal to Grand Cayman, returning Mon, Apr 13, priced at $288 found 6 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
The price is $1,067 total per night
$1,067 total
per night
Mar 27 - Mar 28
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
The price is $1,085 total per night
$1,085 total
per night
Apr 3 - Apr 4
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
The price is $2,040 total per night
$2,040 total
per night
Mar 9 - Mar 10
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.