Grand Cayman

(20 offers included)
Departing on Oct 18, 2026 on the Nieuw Amsterdam
Nights: 12
Dates: Oct 18, 2026 through Oct 30, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal, Limon, Grand Cayman, Fort Lauderdale
from
$1,999.00
(USD)
Per Person
+ $145.00 taxes/fees
Inside
$1,999.00
Cat: N
$166.58/Night
Outside
$2,799.00
Cat: HH
$233.25/Night
Balcony
$2,799.00
Cat: VH
$233.25/Night
Suite
$4,999.00
Cat: SZ
$416.58/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Departing on Mar 09, 2027 on the Oosterdam
Nights: 31
Dates: Mar 09, 2027 through Apr 09, 2027
Ship: Oosterdam
Itinerary:
Buenos Aires, Montevideo, Stanley/Falkland Is/Islas Malv, Scenic Cruising Cape Horn, Scenic Cruising Glacier Alley, Beagle Channel (Cruising), Ushuaia, Punta Arenas, Cruising Sarmiento Channel, Cockburn Channel (Cruising), Pio Xi Glacier, Scenic Cruising Darwin Channel, Puerto Montt, San Antonio, Coquimbo, General San Martin, Callao (Lima), Trujillo (Salaverry), Manta, Fuerte Amador, Panama Canal (Cruising), Fuerte Amador, Enter Panama Canal Balboa, Exit Panama Canal Cristobal, Grand Cayman, Fort Lauderdale
from
$6,309.00
(USD)
Per Person
+ $210.00 taxes/fees
Inside
$6,309.00
Cat: N
$203.52/Night
Outside
$8,499.00
Cat: HH
$274.16/Night
Balcony
$8,499.00
Cat: VH
$274.16/Night
Suite
$11,249.00
Cat: SZ
$362.87/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Grand Cayman
Ideally located just steps from the pristine sands of Seven Mile Beach and a short walk from shopping and dining at Camana Bay, the Hampton by Hilton Grand Cayman Seven Mile Beach is a tropical paradise and the perfect island getaway.
from
$504.33
(USD)
Per Person
No Image Available
Nights: 10
Dates: Feb 13, 2027 through Feb 23, 2027
Itinerary:
Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$1,899.00
(USD)
Per Person
+ $175.00 taxes/fees
Inside
$1,899.00
Cat: N
$189.90/Night
Outside
$2,599.00
Cat: F
$259.90/Night
Balcony
$2,599.00
Cat: VH
$259.90/Night
Suite
$3,399.00
Cat: BC
$339.90/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Grand Cayman
Fronting the famous Seven Mile Beach in the heart of Grand Cayman with easy access to the island's best attractions.
from
$1,213.33
(USD)
Per Person
No Image Available
Nights: 21
Dates: Dec 12, 2026 through Jan 02, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,099.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$4,099.00
Cat: N
$195.19/Night
Outside
$5,479.00
Cat: F
$260.90/Night
Balcony
$5,479.00
Cat: VH
$260.90/Night
Suite
$7,709.00
Cat: BC
$367.10/Night
Category N - Flash Special: Book by Sunday 02/08/2026
14-Day Western & Eastern Caribbean: Bahamas Roundtrip from Fort Lauderdale
Departing on Mar 01, 2026 on the Eurodam
Nights: 14
Dates: Mar 01, 2026 through Mar 15, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Key West, Grand Turk, Amber Cove, Half Moon Cay, Fort Lauderdale
from
$2,169.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$2,169.00
Cat: N
$154.93/Night
Outside
$2,269.00
Cat: HH
$162.07/Night
Balcony
$2,649.00
Cat: VH
$189.21/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Departing on Nov 18, 2026 on the Oosterdam
Nights: 16
Dates: Nov 18, 2026 through Dec 04, 2026
Ship: Oosterdam
Itinerary:
Fort Lauderdale, Grand Cayman, Panama Canal (Cruising), Enter Panama Canal Cristobal, Exit Panama Canal Balboa, Fuerte Amador, Cross Equator, Manta, Trujillo (Salaverry), Callao (Lima), General San Martin, Coquimbo, San Antonio
from
$3,099.00
(USD)
Per Person
+ $55.00 taxes/fees
Inside
$3,099.00
Cat: N
$193.69/Night
Outside
$4,099.00
Cat: HH
$256.19/Night
Balcony
$4,099.00
Cat: VH
$256.19/Night
Suite
$5,799.00
Cat: SZ
$362.44/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Departing on Mar 24, 2026 on the Queen Elizabeth
Nights: 21
Dates: Mar 24, 2026 through Apr 14, 2026
Itinerary:
Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida
Experience everything from white-sand beaches in Tortola to vibrant markets in Castries as you sail on board this 21-night Queen Elizabeth voyage around the jewels of the Caribbean.
from
$1,750.00
(USD)
Per Person
Inside
$1,750.00
Cat: ID
$83.33/Night
Outside
$1,858.00
Cat: FC
$88.48/Night
Balcony
$2,269.00
Cat: BF
$108.05/Night
Suite
$5,856.00
Cat: P2
$278.86/Night
Departing on Mar 14, 2026 on the Nieuw Statendam
Nights: 7
Dates: Mar 14, 2026 through Mar 21, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,354.00
(USD)
Per Person
+ $150.00 taxes/fees
Inside
$1,354.00
Cat: N
$193.43/Night
Outside
$1,404.00
Cat: F
$200.57/Night
Balcony
$1,454.00
Cat: VH
$207.71/Night
Suite
$1,854.00
Cat: BC
$264.86/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Dates: Jan 07, 2026 through Feb 08, 2028
Location(s):
Grand Cayman
Set sail on a private 4-hour catamaran charter in Grand Cayman, visiting Coral Gardens, Stingray City, and Starfish Point for snorkeling, marine life encounters, and pure relaxation. With flexible pacing, onboard amenities, and space for up to 50 guests, this custom cruise blends adventure and comfort for an unforgettable day at sea.
from
$135.00
(USD)
Per Person
No Image Available
Nights: 21
Dates: Oct 31, 2026 through Nov 21, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,284.00
(USD)
Per Person
+ $290.00 taxes/fees
Inside
$3,284.00
Cat: N
$156.38/Night
Outside
$4,714.00
Cat: F
$224.48/Night
Balcony
$4,714.00
Cat: VH
$224.48/Night
Suite
$6,284.00
Cat: BC
$299.24/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Nights: 5
Dates: Jul 01, 2025 through Jul 01, 2026
Location(s):
Grand Cayman
Fronting the famous Seven Mile Beach in the heart of Grand Cayman with easy access to the island's best attractions.
from
$1,891.00
(USD)
Per Person
Departing on Dec 05, 2026 on the Zuiderdam
Nights: 14
Dates: Dec 05, 2026 through Dec 19, 2026
Ship: Zuiderdam
Itinerary:
Miami, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Miami, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$1,809.00
(USD)
Per Person
+ $240.00 taxes/fees
Inside
$1,809.00
Cat: N
$129.21/Night
Outside
$2,629.00
Cat: HH
$187.79/Night
Balcony
$2,629.00
Cat: VH
$187.79/Night
Suite
$4,249.00
Cat: SZ
$303.50/Night
Category N - Flash Special: Book by Sunday 02/08/2026
No Image Available
Nights: 21
Dates: Jan 02, 2027 through Jan 23, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,654.00
(USD)
Per Person
+ $275.00 taxes/fees
Inside
$3,654.00
Cat: N
$174.00/Night
Outside
$5,084.00
Cat: F
$242.10/Night
Balcony
$5,084.00
Cat: VH
$242.10/Night
Suite
$6,694.00
Cat: BC
$318.76/Night
Category N - Flash Special: Book by Sunday 02/08/2026
14-Day Western & Eastern Caribbean: Bahamas Roundtrip from Fort Lauderdale
Departing on Mar 22, 2026 on the Eurodam
Nights: 14
Dates: Mar 22, 2026 through Apr 05, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Nassau, Fort Lauderdale
from
$2,169.00
(USD)
Per Person
+ $240.00 taxes/fees
Inside
$2,169.00
Cat: N
$154.93/Night
Outside
$2,209.00
Cat: HH
$157.79/Night
Balcony
$2,529.00
Cat: VH
$180.64/Night
Suite
$4,329.00
Cat: SZ
$309.21/Night
Category N - Flash Special: Book by Sunday 02/08/2026
No Image Available
Nights: 10
Dates: Jan 02, 2027 through Jan 12, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale
from
$1,799.00
(USD)
Per Person
+ $170.00 taxes/fees
Inside
$1,799.00
Cat: N
$179.90/Night
Outside
$2,499.00
Cat: F
$249.90/Night
Balcony
$2,499.00
Cat: VH
$249.90/Night
Suite
$3,299.00
Cat: BC
$329.90/Night
Category N - Flash Special: Book by Sunday 02/08/2026
No Image Available
Nights: 21
Dates: Feb 02, 2027 through Feb 23, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$3,839.00
(USD)
Per Person
+ $280.00 taxes/fees
Inside
$3,839.00
Cat: N
$182.81/Night
Outside
$5,359.00
Cat: F
$255.19/Night
Balcony
$5,359.00
Cat: VH
$255.19/Night
Suite
$7,259.00
Cat: BC
$345.67/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Departing on Jan 17, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Jan 17, 2027 through Feb 07, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal, Limon, Grand Cayman, Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,859.00
(USD)
Per Person
+ $255.00 taxes/fees
Inside
$3,859.00
Cat: N
$183.76/Night
Outside
$5,099.00
Cat: HH
$242.81/Night
Balcony
$5,099.00
Cat: VH
$242.81/Night
Suite
$9,089.00
Cat: SZ
$432.81/Night
Category N - Flash Special: Book by Sunday 02/08/2026
Departing on Feb 27, 2028 on the Regal Princess
Nights: 14
Dates: Feb 27, 2028 through Mar 12, 2028
Itinerary:
Miami, Princess Cays, St Thomas, St Maarten, Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami
from
$1,924.00
(USD)
Per Person
Inside
$1,924.00
Cat: IF
$137.43/Night
Balcony
$2,579.00
Cat: BW
$184.21/Night
Suite
$3,899.00
Cat: MF
$278.50/Night