Overland Express Travel
✆: 970-390-5132 | ✉:

Grand Cayman

(20 offers included)
Departing on Jan 30, 2028 on the Sky Princess
Nights: 14
Dates: Jan 30, 2028 through Feb 13, 2028
Ship: Sky Princess
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Cozumel, Fort Lauderdale, Amber Cove, San Juan, St Kitts, Fort Lauderdale
from
$1,213.00
(USD)
Per Person
Inside
$1,213.00
Cat: IF
$86.64/Night
Outside
$1,598.00
Cat: O6
$114.14/Night
Balcony
$1,653.00
Cat: BW
$118.07/Night
Suite
$2,623.00
Cat: MF
$187.36/Night
Departing on Dec 11, 2027 on the Volendam
Nights: 12
Dates: Dec 11, 2027 through Dec 23, 2027
Ship: Volendam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Curacao, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Enter Panama Canal Cristobal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$3,089.00
(USD)
Per Person
Inside
$3,089.00
Cat: N
$257.42/Night
Outside
$3,489.00
Cat: HH
$290.75/Night
Suite
$4,589.00
Cat: BC
$382.42/Night
Departing on Dec 12, 2026 on the Zuiderdam
Nights: 14
Dates: Dec 12, 2026 through Dec 26, 2026
Ship: Zuiderdam
Itinerary:
Miami, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Miami, Amber Cove, Grand Turk, Relaxaway Half Moon Cay, Key West, Miami
from
$2,059.00
(USD)
Per Person
Inside
$2,059.00
Cat: N
$147.07/Night
Outside
$2,119.00
Cat: HH
$151.36/Night
Balcony
$2,399.00
Cat: VH
$171.36/Night
Suite
$3,119.00
Cat: SZ
$222.79/Night
Departing on Feb 28, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Feb 28, 2027 through Mar 21, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Enter Panama Canal Cristobal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,004.00
(USD)
Per Person
Inside
$4,004.00
Cat: N
$190.67/Night
Outside
$4,404.00
Cat: HH
$209.71/Night
Balcony
$6,024.00
Cat: VH
$286.86/Night
Suite
$8,814.00
Cat: SZ
$419.71/Night
Departing on Dec 26, 2026 on the Eurodam
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,454.00
(USD)
Per Person
Inside
$1,454.00
Cat: N
$207.71/Night
Outside
$1,504.00
Cat: HH
$214.86/Night
Balcony
$1,704.00
Cat: VH
$243.43/Night
Suite
$2,554.00
Cat: SZ
$364.86/Night
Departing on Jan 23, 2028 on the Oosterdam
Nights: 21
Dates: Jan 23, 2028 through Feb 13, 2028
Ship: Oosterdam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Enter Panama Canal Cristobal, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale, Curacao, Bonaire, Aruba, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,979.00
(USD)
Per Person
Balcony
$6,963.00
Cat: VH
$331.57/Night
Departing on Feb 21, 2027 on the Nieuw Statendam
Nights: 14
Dates: Feb 21, 2027 through Mar 07, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Nassau, Grand Turk, Amber Cove, Relaxaway Half Moon Cay, Fort Lauderdale
from
$2,529.00
(USD)
Per Person
Inside
$2,529.00
Cat: N
$180.64/Night
Outside
$2,839.00
Cat: F
$202.79/Night
Balcony
$3,339.00
Cat: VH
$238.50/Night
Suite
$4,329.00
Cat: BC
$309.21/Night
Departing on Nov 14, 2026 on the Regal Princess
Nights: 8
Dates: Nov 14, 2026 through Nov 22, 2026
Itinerary:
Fort Lauderdale, Grand Cayman, Ocho Rios, Aruba, Fort Lauderdale
from
$949.00
(USD)
Per Person
Inside
$949.00
Cat: IF
$118.63/Night
Balcony
$990.00
Cat: BW
$123.75/Night
Departing on Mar 12, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Mar 12, 2027 through Apr 02, 2027
Itinerary:
Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Enter Panama Canal Cristobal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$3,954.00
(USD)
Per Person
Inside
$3,954.00
Cat: N
$188.29/Night
Outside
$4,354.00
Cat: HH
$207.33/Night
Balcony
$5,844.00
Cat: VH
$278.29/Night
Suite
$8,724.00
Cat: SZ
$415.43/Night
Departing on Jan 03, 2027 on the Nieuw Statendam
Nights: 14
Dates: Jan 03, 2027 through Jan 17, 2027
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$2,349.00
(USD)
Per Person
Inside
$2,349.00
Cat: N
$167.79/Night
Outside
$2,569.00
Cat: F
$183.50/Night
Balcony
$2,929.00
Cat: VH
$209.21/Night
Suite
$3,829.00
Cat: BC
$273.50/Night
Departing on Dec 22, 2027 on the Oosterdam
Nights: 23
Dates: Dec 22, 2027 through Jan 14, 2028
Ship: Oosterdam
Itinerary:
Fort Lauderdale, Grand Cayman, Cartagena, Aruba, Curacao, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Enter Panama Canal Cristobal, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$5,759.00
(USD)
Per Person
Balcony
$8,371.00
Cat: VH
$363.96/Night
Departing on Nov 17, 2026 on the Queen Elizabeth
Nights: 9
Dates: Nov 17, 2026 through Nov 26, 2026
Itinerary:
Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Visit some of the Caribbean’s most enticing and untouched islands and enjoy relaxing days at sea on this nine-night voyage on Queen Elizabeth that starts and ends Miami.
from
$799.00
(USD)
Per Person
Inside
$799.00
Cat: IA
$88.78/Night
Outside
$829.00
Cat: EF
$92.11/Night
Balcony
$899.00
Cat: BE
$99.89/Night
Suite
$2,099.00
Cat: P2
$233.22/Night
No Image Available
Nights: 21
Dates: Feb 02, 2027 through Feb 23, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, Tortola, Relaxaway Half Moon Cay, Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$3,879.00
(USD)
Per Person
Inside
$3,879.00
Cat: N
$184.71/Night
Outside
$4,509.00
Cat: F
$214.71/Night
Balcony
$6,169.00
Cat: VH
$293.76/Night
Suite
$7,969.00
Cat: BC
$379.48/Night
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, Enter Panama Canal Cristobal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$2,179.00
(USD)
Per Person
Inside
$2,179.00
Cat: N
$181.58/Night
Outside
$2,229.00
Cat: HH
$185.75/Night
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
$4,079.00
(USD)
Per Person
Inside
$4,079.00
Cat: N
$194.24/Night
Outside
$5,099.00
Cat: C
$242.81/Night
Balcony
$5,119.00
Cat: VH
$243.76/Night
Suite
$7,319.00
Cat: BC
$348.52/Night
No Image Available
Nights: 21
Dates: Jan 23, 2027 through Feb 13, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, Tortola, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,659.00
(USD)
Per Person
Inside
$3,659.00
Cat: N
$174.24/Night
Outside
$4,289.00
Cat: F
$204.24/Night
Balcony
$5,599.00
Cat: VH
$266.62/Night
Departing on Nov 11, 2026 on the Zuiderdam
Nights: 17
Dates: Nov 11, 2026 through Nov 28, 2026
Ship: Zuiderdam
Itinerary:
Miami, Bonaire, Curacao, Aruba, Cabo Rojo, Relaxaway Half Moon Cay, Miami, Key West, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$2,569.00
(USD)
Per Person
Inside
$2,569.00
Cat: N
$151.12/Night
Outside
$2,659.00
Cat: HH
$156.41/Night
Balcony
$3,079.00
Cat: VH
$181.12/Night
Suite
$3,849.00
Cat: SZ
$226.41/Night
Departing on Dec 19, 2026 on the Eurodam
Nights: 14
Dates: Dec 19, 2026 through Jan 02, 2027
Ship: Eurodam
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$2,484.00
(USD)
Per Person
Inside
$2,484.00
Cat: N
$177.43/Night
Outside
$2,574.00
Cat: HH
$183.86/Night
Balcony
$2,934.00
Cat: VH
$209.57/Night
Suite
$4,414.00
Cat: SZ
$315.29/Night
Departing on Feb 27, 2028 on the Regal Princess
Nights: 14
Dates: Feb 27, 2028 through Mar 12, 2028
Itinerary:
Miami, Half Moon Cay, St Thomas, St Maarten, Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami
from
$1,654.00
(USD)
Per Person
Inside
$1,654.00
Cat: IF
$118.14/Night
Balcony
$1,889.00
Cat: BW
$134.93/Night
Suite
$2,959.00
Cat: MF
$211.36/Night
Departing on Dec 11, 2027 on the Volendam
Nights: 24
Dates: Dec 11, 2027 through Jan 04, 2028
Ship: Volendam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Curacao, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Enter Panama Canal Cristobal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Limon, Grand Cayman, Fort Lauderdale, Relaxaway Half Moon Cay, St Maarten, Martinique, Barbados, Scarborough, St Lucia, St Kitts, Fort Lauderdale
from
$5,934.00
(USD)
Per Person
Inside
$5,934.00
Cat: N
$247.25/Night
Outside
$6,694.00
Cat: HH
$278.92/Night
Suite
$9,214.00
Cat: BC
$383.92/Night