Cheap Vacations in Grand Cayman

Choose two or more items and save on your trip:

Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
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
per person
Jun 20 - Jun 23
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
per person
Jun 25 - Jun 28
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Plantation Village 2 Bed / 2 Bath

Plantation Village 2 Bed / 2 Bath

3.5 out of 5
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
On The Bay

On The Bay

4 out of 5
per person
Jun 14 - Jun 17
Roundtrip flight included
New York (JFK) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)

3-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 20 - Jun 23
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
per person
Jun 20 - Jun 23
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
per person
Jun 25 - Jun 28
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
On The Bay

On The Bay

4 out of 5
per person
Jun 14 - Jun 17
Roundtrip flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
VIDA Cayman

VIDA Cayman

3 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Botanica

Botanica

4 out of 5
per person
Jun 20 - Jun 23
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)

4-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 14
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
per person
Jul 4 - Jul 8
Roundtrip non-stop flight included
Washington (WAS) to George Town (GCM)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jun 10 - Jun 14
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
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
On The Bay

On The Bay

4 out of 5
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
Plantation Village 2 Bed / 2 Bath

Plantation Village 2 Bed / 2 Bath

3.5 out of 5
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
per person
Jun 10 - Jun 14
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
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jun 10 - Jun 14
Roundtrip flight included
New York (JFK) to George Town (GCM)

5-night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
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
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jun 23 - Jun 28
Roundtrip flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
per person
Jun 27 - Jul 2
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
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Sunset Cove

Sunset Cove

3.5 out of 5
per person
Jun 27 - Jul 2
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
Save 100% on your flight
per person
Jun 23 - Jun 28
Roundtrip flight included
New York (JFK) to George Town (GCM)
Shangri-La Bed & Breakfast

Shangri-La Bed & Breakfast

4 out of 5
per person
Jun 23 - Jun 28
Roundtrip flight included
New York (JFK) to George Town (GCM)

6-7 night Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 22
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
per person
Jun 18 - Jun 25
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
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Plantation Village 2 Bed / 2 Bath

Plantation Village 2 Bed / 2 Bath

3.5 out of 5
per person
Jun 29 - Jul 6
Roundtrip non-stop flight included
Washington (WAS) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 25
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jun 21 - Jun 28
Roundtrip non-stop flight included
Chicago (ORD) to George Town (GCM)
Sunset Cove

Sunset Cove

3.5 out of 5
per person
Jun 15 - Jun 22
Roundtrip flight included
Chicago (ORD) to George Town (GCM)

Flight deals to Grand Cayman

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, May 16 - Sat, May 25
MIA
Miami
GCM
George Town
$324 Roundtrip, found 18 hours ago
$324
Roundtrip
found 18 hours ago
Select Cayman Airways flight, departing Thu, May 16 from Miami to George Town, returning Sat, May 25, priced at $324 found 18 hours ago
Sat, Jun 1 - Mon, Jun 3
JFK
New York
GCM
George Town
$324 Roundtrip, found 2 days ago
$324
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jun 1 from New York to George Town, returning Mon, Jun 3, priced at $324 found 2 days ago
Thu, Nov 28 - Sun, Dec 1
LGA
New York
GCM
George Town
$335 Roundtrip, found 2 days ago
$335
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Nov 28 from New York to George Town, returning Sun, Dec 1, priced at $335 found 2 days ago

Top rated hotels for your Grand Cayman vacation

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
9.13 mi from city center
The price is $849 per night
$849
per night
May 17 - May 18
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.
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
9.31 mi from city center
The price is $367 per night
$367
per night
Jun 6 - Jun 7
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.
Hot Tub
Pool
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
9.16 mi from city center
The price is $689 per night
$689
per night
May 29 - May 30
When you stay at The Westin Grand Cayman Seven Mile Beach Resort & Spa in Seven Mile Beach, you'll be on the waterfront, within a 5-minute drive of The Strand Shopping Center and Galleria Plaza.
Hot Tub
Pool
Don't see what you're looking for?
See all available properties in Grand Cayman
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.