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Cayman Islands vacations

Price found within the past 48 hours. Click for updated prices.
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Sunset Cove

Sunset Cove

3.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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
per person
Jul 29 - Aug 1
found 20 hours 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 29 - Aug 1
found 20 hours ago
Roundtrip 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 29 - Aug 1
found 20 hours ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
per person
Jul 29 - Aug 1
found 20 hours ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
per person
Jul 4 - Jul 7
found 1 hour ago
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
Jul 29 - Aug 1
found 20 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
Jul 29 - Aug 1
found 20 hours 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 29 - Aug 1
found 20 hours ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
per person
Jul 29 - Aug 1
found 20 hours 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
Jul 29 - Aug 1
found 20 hours ago
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
Jul 4 - Jul 7
found 1 hour ago
Roundtrip flight included
New York (JFK) to George Town (GCM)
Club Se7en at The Beachcomber

Club Se7en at The Beachcomber

4.5 out of 5
Save 100% on your flight
per person
Jul 29 - Aug 1
found 20 hours 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.
Morritts Tortuga Club

Morritts Tortuga Club

3.5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
Cayman Luxury Rentals at The Grove

Cayman Luxury Rentals at The Grove

3.5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) 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 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to George Town (GCM)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Newark (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
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Sunset Cove

Sunset Cove

3.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation

3.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)
Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
per person
Jul 27 - Aug 1
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to George Town (GCM)

6-7 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
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) 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 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
Ocean Paradise

Ocean Paradise

4 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 3
found 3 hours ago
Roundtrip flight included
New York (NYC) to George Town (GCM)
ONE Canal Point

ONE Canal Point

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
On The Bay

On The Bay

4 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
Black Urchin

Black Urchin

4.5 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 3
found 3 hours ago
Roundtrip flight included
New York (NYC) 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 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) 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
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
Lighthouse Point Residences

Lighthouse Point Residences

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) 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
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to George Town (GCM)
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) 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.

Sat, Jun 22 - Thu, Jul 4
JFK
New York
GCM
George Town
$324 Roundtrip, found 5 days ago
$324
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Jun 22 from New York to George Town, returning Thu, Jul 4, priced at $324 found 5 days ago
Thu, Sep 5 - Wed, Sep 11
EWR
Newark
GCM
George Town
$335 Roundtrip, found 5 days ago
$335
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 5 from Newark to George Town, returning Wed, Sep 11, priced at $335 found 5 days ago
Thu, Sep 5 - Wed, Sep 11
LGA
New York
GCM
George Town
$337 Roundtrip, found 5 days ago
$337
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 5 from New York to George Town, returning Wed, Sep 11, priced at $337 found 5 days ago

Top rated hotels for your Cayman Islands vacation

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
8.41 mi from city center
The price is $322 per night
$322
per night
Jun 23 - Jun 24
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, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
8.34 mi from city center
The price is $689 per night
$689
per night
Jun 9 - Jun 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
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
8.38 mi from city center
The price is $397 per night
$397
per night
Jun 25 - Jun 26
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.
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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.