Holiday Travel Vacations
906-228-6355 or 1-800-562-9767

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Locally Owned and Operated Since 1956

Grand Cayman

(20 offers included)
Departing on Jan 08, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Jan 08, 2027 through Jan 29, 2027
Itinerary:
Fort Lauderdale, Bonaire, Curacao, Aruba, Relaxaway Half Moon Cay, 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
$3,864.00
(USD)
Per Person
+ $245.00 taxes/fees
Inside
$3,864.00
Cat: N
$184.00/Night
Outside
$5,094.00
Cat: HH
$242.57/Night
Balcony
$5,094.00
Cat: VH
$242.57/Night
Suite
$8,994.00
Cat: SZ
$428.29/Night
Category N - Flash Special: Book by Sunday 01/18/2026
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
Dates: Jan 07, 2026 through Jan 17, 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: Dec 01, 2026 through Dec 22, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$3,399.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$3,399.00
Cat: N
$161.86/Night
Outside
$4,729.00
Cat: F
$225.19/Night
Balcony
$4,729.00
Cat: VH
$225.19/Night
Suite
$6,489.00
Cat: BC
$309.00/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Departing on Mar 21, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Mar 21, 2027 through Apr 11, 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, Bonaire, Curacao, Cabo Rojo, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,049.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$4,049.00
Cat: N
$192.81/Night
Outside
$5,289.00
Cat: HH
$251.86/Night
Balcony
$5,289.00
Cat: VH
$251.86/Night
Suite
$9,279.00
Cat: SZ
$441.86/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Departing on Nov 21, 2026 on the Zuiderdam
Nights: 7
Dates: Nov 21, 2026 through Nov 28, 2026
Ship: Zuiderdam
Itinerary:
Miami, Key West, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$1,199.00
(USD)
Per Person
+ $120.00 taxes/fees
Inside
$1,199.00
Cat: N
$171.29/Night
Outside
$1,599.00
Cat: HH
$228.43/Night
Balcony
$1,599.00
Cat: VH
$228.43/Night
Suite
$2,599.00
Cat: SZ
$371.29/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Departing on Oct 18, 2026 on the Nieuw Amsterdam
Nights: 21
Dates: Oct 18, 2026 through Nov 08, 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, Cabo Rojo, Curacao, Aruba, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,294.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$3,294.00
Cat: N
$156.86/Night
Outside
$4,524.00
Cat: HH
$215.43/Night
Balcony
$4,524.00
Cat: VH
$215.43/Night
Suite
$8,234.00
Cat: SZ
$392.10/Night
Category N - Flash Special: Book by Sunday 01/18/2026
No Image Available
Nights: 12
Dates: Mar 01, 2026 through Mar 13, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Curacao, 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
$999.00
(USD)
Per Person
+ $145.00 taxes/fees
Inside
$999.00
Cat: N
$83.25/Night
Outside
$2,929.00
Cat: F
$244.08/Night
Balcony
$3,579.00
Cat: VH
$298.25/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Departing on Nov 05, 2026 on the Queen Elizabeth
Nights: 21
Dates: Nov 05, 2026 through Nov 26, 2026
Itinerary:
Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Discover the vibrance of the Lesser Antilles on this 21-night voyage. Experience bright-hued towns, jungle-cloaked ruins, and volcanic peaks as you sail to a diverse array of tropical destinations.
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: IE
$99.05/Night
Outside
$2,117.00
Cat: FC
$100.81/Night
Balcony
$2,573.00
Cat: BF
$122.52/Night
Suite
$7,085.00
Cat: P2
$337.38/Night
Departing on Dec 12, 2027 on the Sky Princess
Nights: 14
Dates: Dec 12, 2027 through Dec 26, 2027
Ship: Sky Princess
Itinerary:
Fort Lauderdale, Princess Cays, San Juan, Amber Cove, Grand Turk, Fort Lauderdale, Princess Cays, Falmouth, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,699.00
(USD)
Per Person
Inside
$1,699.00
Cat: IF
$121.36/Night
Outside
$2,498.00
Cat: O6
$178.43/Night
Balcony
$2,309.00
Cat: BW
$164.93/Night
Suite
$3,199.00
Cat: MF
$228.50/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, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,769.00
(USD)
Per Person
+ $280.00 taxes/fees
Inside
$3,769.00
Cat: N
$179.48/Night
Outside
$5,289.00
Cat: F
$251.86/Night
Balcony
$5,289.00
Cat: VH
$251.86/Night
Suite
$7,089.00
Cat: BC
$337.57/Night
Category N - Flash Special: Book by Sunday 01/18/2026
17-Day Inca & Panama Canal Discovery San Antonio to Fort Lauderdale
Departing on Mar 22, 2026 on the Oosterdam
Nights: 17
Dates: Mar 22, 2026 through Apr 08, 2026
Ship: Oosterdam
Itinerary:
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
$3,004.00
(USD)
Per Person
+ $70.00 taxes/fees
Inside
$3,004.00
Cat: N
$176.71/Night
Outside
$3,204.00
Cat: HH
$188.47/Night
Balcony
$4,204.00
Cat: VH
$247.29/Night
Suite
$6,149.00
Cat: SZ
$361.71/Night
Category N - Flash Special: Book by Sunday 01/18/2026
12-Day Southern Caribbean with Panama Roundtrip from Fort Lauderdale
Departing on Jan 28, 2026 on the Caribbean Princess
Nights: 12
Dates: Jan 28, 2026 through Feb 09, 2026
Itinerary:
Fort Lauderdale, Aruba, Bonaire, Cartagena, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$799.00
(USD)
Per Person
Inside
$799.00
Cat: IE
$66.58/Night
Outside
$949.00
Cat: OZ
$79.08/Night
Suite
$3,799.00
Cat: S7
$316.58/Night
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 01/18/2026
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
$3,014.00
(USD)
Per Person
+ $245.00 taxes/fees
Inside
$3,014.00
Cat: N
$215.29/Night
Outside
$4,014.00
Cat: HH
$286.71/Night
Balcony
$4,014.00
Cat: VH
$286.71/Night
Suite
$6,294.00
Cat: SZ
$449.57/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Departing on Mar 24, 2027 on the Oosterdam
Nights: 16
Dates: Mar 24, 2027 through Apr 09, 2027
Ship: Oosterdam
Itinerary:
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
$3,299.00
(USD)
Per Person
+ $70.00 taxes/fees
Inside
$3,299.00
Cat: N
$206.19/Night
Outside
$4,299.00
Cat: HH
$268.69/Night
Balcony
$4,299.00
Cat: VH
$268.69/Night
Suite
$6,099.00
Cat: SZ
$381.19/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Departing on Feb 21, 2026 on the Caribbean Princess
Nights: 12
Dates: Feb 21, 2026 through Mar 05, 2026
Itinerary:
Fort Lauderdale, Grand Cayman, Falmouth, Limon, Colon, Aruba, Curacao, Fort Lauderdale
from
$1,149.00
(USD)
Per Person
Inside
$1,149.00
Cat: IF
$95.75/Night
Outside
$1,329.00
Cat: OZ
$110.75/Night
Balcony
$1,999.00
Cat: BF
$166.58/Night
Suite
$3,999.00
Cat: S7
$333.25/Night
Dates: Jan 13, 2026 through Dec 31, 2027
Location(s):
Bahamas, Caribbean, St. Thomas, San Juan, Grand Cayman, Key West
Right now, save 60% on cruise fares, lock in $1 guest fares on select itineraries, and enjoy up to $800 of onboard credit to spend across cocktails, coastal bites, shore days, and more.
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
$2,314.00
(USD)
Per Person
+ $220.00 taxes/fees
Inside
$2,314.00
Cat: N
$165.29/Night
Outside
$3,164.00
Cat: HH
$226.00/Night
Balcony
$3,164.00
Cat: VH
$226.00/Night
Suite
$5,164.00
Cat: SZ
$368.86/Night
Category N - Flash Special: Book by Sunday 01/18/2026
No Image Available
Nights: 21
Dates: Feb 13, 2027 through Mar 06, 2027
Itinerary:
Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,849.00
(USD)
Per Person
+ $280.00 taxes/fees
Inside
$3,849.00
Cat: N
$183.29/Night
Outside
$5,369.00
Cat: F
$255.67/Night
Balcony
$5,369.00
Cat: VH
$255.67/Night
Suite
$7,359.00
Cat: BC
$350.43/Night
Category N - Flash Special: Book by Sunday 01/18/2026