Cheap Vacations in Grand Cayman

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Grand Cayman vacations

Price found within the past 48 hours. Click for updated prices.
On The Bay

On The Bay

4 out of 5
per person
Jul 7 - Jul 11
found 11 hours ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 27 - Jun 30
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
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
Plantation Village 2 Bed / 2 Bath

Plantation Village 2 Bed / 2 Bath

3.5 out of 5
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 - Jun 30
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
per person
Jun 23 - Jun 30
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
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

3-night Grand Cayman vacations

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

Morritts Tortuga Club

3.5 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 27 - Jun 30
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
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 - Jun 30
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
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
BP Beach Concierge Island Retro Chic

BP Beach Concierge Island Retro Chic

2 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
VIDA Cayman

VIDA Cayman

3 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
Botanica

Botanica

4 out of 5
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)

4-night Grand Cayman vacations

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

Morritts Tortuga Club

3.5 out of 5
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 1
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
per person
Jul 7 - Jul 11
found 11 hours ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
On The Bay

On The Bay

4 out of 5
per person
Jul 7 - Jul 11
found 11 hours ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jun 27 - Jul 1
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
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip 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
per person
Jun 27 - Jul 1
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
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Sunset Cove

Sunset Cove

3.5 out of 5
per person
Jun 27 - Jul 1
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
per person
Jul 7 - Jul 11
found 11 hours ago
Roundtrip 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
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Botanica

Botanica

4 out of 5
per person
Jun 27 - Jul 1
found 1 day ago
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.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop 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 17 - Jul 22
found 16 hours ago
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
Jul 17 - Jul 22
found 16 hours 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
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop 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
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Sunset Cove

Sunset Cove

3.5 out of 5
per person
Jul 17 - Jul 22
found 16 hours ago
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
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jul 17 - Jul 22
found 16 hours ago
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
Jul 17 - Jul 22
found 16 hours ago
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
per person
Jul 17 - Jul 22
found 16 hours ago
Roundtrip non-stop 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.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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 23 - Jun 30
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
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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 30
found 1 day ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jul 6 - Jul 13
found 5 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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, Aug 1 - Sun, Aug 4
MIA
Miami
GCM
George Town
$324 Roundtrip, found 6 hours ago
$324
Roundtrip
found 6 hours ago
Select Cayman Airways flight, departing Thu, Aug 1 from Miami to George Town, returning Sun, Aug 4, priced at $324 found 6 hours ago
Mon, Jun 10 - Wed, Jun 12
JFK
New York
GCM
George Town
$324 Roundtrip, found 18 hours ago
$324
Roundtrip
found 18 hours ago
Select Cayman Airways flight, departing Mon, Jun 10 from New York to George Town, returning Wed, Jun 12, priced at $324 found 18 hours ago
Fri, Jun 7 - Sat, Jun 8
LGA
New York
GCM
George Town
$337 Roundtrip, found 18 hours ago
$337
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Fri, Jun 7 from New York to George Town, returning Sat, Jun 8, priced at $337 found 18 hours 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 $809 per night
$809
per night
Jun 1 - Jun 2
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
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 $337 per night
$337
per night
Jun 4 - Jun 5
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 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 $649 per night
$649
per night
Jun 24 - Jun 25
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.
Pool
On private beach
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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.