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

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Locally Owned and Operated Since 1956

Grand Cayman (19 offers included)

31-Day Tropical Grand Adventure with British Isles
Southampton (London) to Galveston
from $3,460.00 (USD)
Per Person
Sep 28, 2025
through Oct 29, 2025
Nights: 31
Price Per Night:$111.61 (USD)
(based on double occupancy, for comparison only)
Sep 28, 2025 through Oct 29, 2025
Itinerary: Southampton (London), Dublin (Dun Laoghaire), Belfast, Glasgow (Greenock), Orkney Islands (Kirkwall), Invergordon, Edinburgh (South Queensferry), Southampton (London), Paris/Normandy (Le Havre), Bilbao...
Other Categories Starting At:
Inside
$3,460.00
Cat:IF
111.61 per night
Outside
N/A
Balcony
$4,279.00
Cat:BW
138.03 per night
Suite
$6,190.00
Cat:MF
199.68 per night
14-Day Caribbean East/West Adventurer
Roundtrip from Fort Lauderdale
from $1,565.00 (USD)
Per Person
Feb 15, 2026
through Mar 01, 2026
Nights: 14
Ship: Sun Princess
Price Per Night:$111.79 (USD)
(based on double occupancy, for comparison only)
Feb 15, 2026 through Mar 01, 2026
Itinerary: Fort Lauderdale, Costa Maya (Mahahual), Cozumel, Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$1,565.00
Cat:IE
111.79 per night
Outside
$1,838.00
Cat:O5
131.29 per night
Balcony
$2,373.00
Cat:DH
169.50 per night
Suite
$2,973.00
Cat:CB
212.36 per night
from $1,083.77 (USD)
Per Person
Non-Refundable
Feb 21, 2026
through Mar 01, 2026
Nights: 8
Price Per Night:$135.47 (USD)
(based on double occupancy, for comparison only)
Feb 21, 2026 through Mar 01, 2026
Itinerary: Fort Lauderdale, Florida, George Town, Grand Cayman, Oranjestad, Aruba, Willemstad, Curacao, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,083.77
Cat:Z
135.47 per night
Outside
$1,282.77
Cat:Y
160.35 per night
Balcony
$1,474.77
Cat:X
184.35 per night
Suite
$3,092.27
Cat:S1
386.53 per night
12-Day Panama Canal with Costa Rica & Caribbean
Roundtrip from Fort Lauderdale
from $1,099.00 (USD)
Per Person
Mar 12, 2025
through Mar 24, 2025
Nights: 12
Price Per Night:$91.58 (USD)
(based on double occupancy, for comparison only)
Mar 12, 2025 through Mar 24, 2025
Itinerary: Fort Lauderdale, Aruba, Curacao, Cartagena, Panama Canal - Partial Transit, Colon, Limon, Grand Cayman, Fort Lauderdale
Other Categories Starting At:
Inside
$1,099.00
Cat:IF
91.58 per night
Outside
$1,212.00
Cat:OZ
101.00 per night
Balcony
$2,349.00
Cat:BF
195.75 per night
Suite
$4,918.00
Cat:S6
409.83 per night
Western Caribbean Holiday
Roundtrip from New Orleans, Louisiana
from $3,476.16 (USD)
Per Person
Non-Refundable
Dec 28, 2024
through Jan 04, 2025
Nights: 7
Price Per Night:$496.59 (USD)
(based on double occupancy, for comparison only)
Dec 28, 2024 through Jan 04, 2025
Itinerary: New Orleans, Louisiana, Cruising, Yucatan (Progreso), Mexico, Cozumel, Mexico, George Town, Grand Cayman, Cruising, New Orleans, Louisiana
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$3,476.16
Cat:3B
496.59 per night
Suite
N/A
Caribbean, 21 Nights (Q705A)
Roundtrip from Miami, FL, USA
from $2,799.00 (USD)
Per Person
+ $16,568.00 taxes/fees
Feb 04, 2027
through Feb 25, 2027
Nights: 21
Price Per Night:$133.29 (USD)
(based on double occupancy, for comparison only)
Feb 04, 2027 through Feb 25, 2027
Itinerary: Miami, FL, USA, San Juan, Puerto Rico, Antigua, Martinique, Faroe Islands, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica...
This 21-night roundtrip from Miami brings with it a chance to sample some of the finest rums and tequilas in port, as well as time spent enjoying the sunshine in streets, jungles, and on beaches.
Other Categories Starting At:
Inside
$2,799.00
Cat:IF
133.29 per night
Outside
$3,499.00
Cat:FC
166.62 per night
Balcony
$4,299.00
Cat:CB
204.71 per night
Suite
$12,099.00
Cat:P2
576.14 per night
from $3,336.77 (USD)
Per Person
Non-Refundable
Oct 01, 2026
through Oct 18, 2026
Nights: 17
Price Per Night:$196.28 (USD)
(based on double occupancy, for comparison only)
Oct 01, 2026 through Oct 18, 2026
Itinerary: Los Angeles, California, Puerto Vallarta, Mexico, Puerto Quetzal, Guatemala, Puntarenas, Costa Rica, Panama Canal (Cruising), Cartagena, Colombia, Falmouth, Jamaica, George Town, Grand Cayman, Tampa, Florida
Other Categories Starting At:
Inside
$3,336.77
Cat:I2
196.28 per night
Outside
$3,686.77
Cat:O2
216.87 per night
Balcony
$4,449.27
Cat:V3
261.72 per night
Suite
$10,001.77
Cat:S1
588.34 per night
Southern Caribbean Holiday
Roundtrip from Orlando (Port Canaveral), Fl
from $1,659.16 (USD)
Per Person
Dec 27, 2025
through Jan 05, 2026
Nights: 9
Price Per Night:$184.35 (USD)
(based on double occupancy, for comparison only)
Dec 27, 2025 through Jan 05, 2026
Itinerary: Orlando (Port Canaveral), Fl, Cruising, George Town, Grand Cayman, Cruising, Oranjestad, Aruba, Willemstad, Curacao, Cruising, Orlando (Port Canaveral), Fl
Other Categories Starting At:
Inside
$1,659.16
Cat:5V
184.35 per night
Outside
$1,722.16
Cat:YO
191.35 per night
Balcony
$2,353.16
Cat:5D
261.46 per night
Suite
N/A
Panama Canal Cruise
San Diego, California to Fort Lauderdale, Florida
from $2,235.28 (USD)
Per Person
Oct 04, 2025
through Oct 20, 2025
Nights: 16
Price Per Night:$139.71 (USD)
(based on double occupancy, for comparison only)
Oct 04, 2025 through Oct 20, 2025
Itinerary: San Diego, California, Cruising, Cabo San Lucas, Mexico, Mazatlan, Mexico, Cruising, Puerto Quetzal, Guatemala, Cruising, Puntarenas, Costa Rica, Cruising, Panama Canal (Cruising)...
Other Categories Starting At:
Inside
$2,235.28
Cat:2V
139.71 per night
Outside
$3,075.28
Cat:3N
192.21 per night
Balcony
N/A
Suite
N/A
17-Day Inca & Panama Canal Discovery
San Antonio to Fort Lauderdale
from $2,779.00 (USD)
Per Person
+ $65.00 taxes/fees
Mar 19, 2025
through Apr 05, 2025
Nights: 17
Ship: Oosterdam
Price Per Night:$163.47 (USD)
(based on double occupancy, for comparison only)
Mar 19, 2025 through Apr 05, 2025
Itinerary: San Antonio, Coquimbo, General San Martin, Callao (Lima), Trujillo (Salaverry), Manta, Fuerte Amador, Panama Canal (Cruising), Fuerte Amador, Enter Panama Canal Balboa...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Western Caribbean Cruise
Roundtrip from Galveston, Texas
from $843.98 (USD)
Per Person
Non-Refundable
Feb 10, 2025
through Feb 20, 2025
Nights: 10
Price Per Night:$84.40 (USD)
(based on double occupancy, for comparison only)
Feb 10, 2025 through Feb 20, 2025
Itinerary: Galveston, Texas, Cruising, Yucatan (Progreso), Mexico, Cozumel, Mexico, Puerto Costa Maya, Mexico, Roatan, Honduras, Cruising, George Town, Grand Cayman, Cruising, Galveston, Texas
Other Categories Starting At:
Inside
$843.98
Cat:ZI
84.40 per night
Outside
$1,033.48
Cat:YO
103.35 per night
Balcony
$1,259.98
Cat:XB
126.00 per night
Suite
$4,736.48
Cat:OT
473.65 per night
from $1,387.67 (USD)
Per Person
Non-Refundable
Feb 09, 2025
through Feb 16, 2025
Nights: 7
Price Per Night:$198.24 (USD)
(based on double occupancy, for comparison only)
Feb 09, 2025 through Feb 16, 2025
Itinerary: Fort Lauderdale, Florida, Bimini, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,387.67
Cat:DI
198.24 per night
Outside
$1,607.67
Cat:O1
229.67 per night
Balcony
$2,517.67
Cat:C3
359.67 per night
Suite
$4,822.67
Cat:AS
688.95 per night
from $2,773.59 (USD)
Per Person
Non-Refundable
Apr 13, 2026
through Apr 30, 2026
Nights: 17
Price Per Night:$163.15 (USD)
(based on double occupancy, for comparison only)
Apr 13, 2026 through Apr 30, 2026
Itinerary: Fort Lauderdale, Florida, George Town, Grand Cayman, Cartagena, Colombia, Colon, Panama, Panama Canal (Cruising), Puntarenas, Costa Rica, Puerto Quetzal, Guatemala, Puerto Vallarta, Mexico, Mazatlan, Mexico, Los Angeles, California
Other Categories Starting At:
Inside
$2,773.59
Cat:Z
163.15 per night
Outside
$3,107.09
Cat:Y
182.77 per night
Balcony
$3,772.59
Cat:X
221.92 per night
Suite
$9,057.09
Cat:S1
532.77 per night
from $1,206.86 (USD)
Per Person
Non-Refundable
Feb 02, 2025
through Feb 09, 2025
Nights: 7
Price Per Night:$172.41 (USD)
(based on double occupancy, for comparison only)
Feb 02, 2025 through Feb 09, 2025
Itinerary: Tampa, Florida, George Town, Grand Cayman, Belize City, Belize, Puerto Costa Maya, Mexico, Tampa, Florida
Other Categories Starting At:
Inside
N/A
Outside
$1,206.86
Cat:DO
172.41 per night
Balcony
N/A
Suite
$4,486.86
Cat:RS
640.98 per night
Western Caribbean Holiday
Roundtrip from Fort Lauderdale, Florida
from $1,560.80 (USD)
Per Person
Non-Refundable
Dec 29, 2024
through Jan 06, 2025
Nights: 8
Price Per Night:$195.10 (USD)
(based on double occupancy, for comparison only)
Dec 29, 2024 through Jan 06, 2025
Itinerary: Fort Lauderdale, Florida, Nassau, Bahamas, Cruising, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, Labadee, Haiti, Cruising, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,560.80
Cat:ZI
195.10 per night
Outside
$2,481.80
Cat:1L
310.23 per night
Balcony
$3,373.80
Cat:1B
421.73 per night
Suite
N/A
from $1,068.57 (USD)
Per Person
Non-Refundable
Dec 21, 2026
through Dec 28, 2026
Nights: 7
Price Per Night:$152.65 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2026 through Dec 28, 2026
Itinerary: Fort Lauderdale, Florida, Key West, Florida, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,068.57
Cat:Z
152.65 per night
Outside
$1,208.57
Cat:O2
172.65 per night
Balcony
$1,468.57
Cat:X
209.80 per night
Suite
$2,618.07
Cat:W
374.01 per night
Western Caribbean Cruise
Roundtrip from Fort Lauderdale, Florida
from $725.71 (USD)
Per Person
Non-Refundable
Dec 15, 2024
through Dec 21, 2024
Nights: 6
Price Per Night:$120.95 (USD)
(based on double occupancy, for comparison only)
Dec 15, 2024 through Dec 21, 2024
Itinerary: Fort Lauderdale, Florida, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Labadee, Haiti, Cruising, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$725.71
Cat:ZI
120.95 per night
Outside
$1,096.21
Cat:2N
182.70 per night
Balcony
$3,027.21
Cat:4D
504.54 per night
Suite
N/A
Panama Canal Cruise
Tampa, Florida to Los Angeles, California
from $1,722.07 (USD)
Per Person
Apr 19, 2025
through May 04, 2025
Nights: 15
Price Per Night:$114.80 (USD)
(based on double occupancy, for comparison only)
Apr 19, 2025 through May 04, 2025
Itinerary: Tampa, Florida, Cruising, George Town, Grand Cayman, Cruising, Cartagena, Colombia, Colon, Panama, Panama Canal (Cruising), Cruising, Puerto Quetzal, Guatemala, Cruising...
Other Categories Starting At:
Inside
$1,722.07
Cat:ZI
114.80 per night
Outside
$1,872.07
Cat:YO
124.80 per night
Balcony
$3,432.07
Cat:3D
228.80 per night
Suite
N/A
14-Day Caribbean East/West Adventurer
Roundtrip from Fort Lauderdale
from $1,560.00 (USD)
Per Person
Jan 04, 2026
through Jan 18, 2026
Nights: 14
Ship: Sun Princess
Price Per Night:$111.43 (USD)
(based on double occupancy, for comparison only)
Jan 04, 2026 through Jan 18, 2026
Itinerary: Fort Lauderdale, Cozumel, Roatan, Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$1,560.00
Cat:IE
111.43 per night
Outside
$1,838.00
Cat:O5
131.29 per night
Balcony
$2,268.00
Cat:DH
162.00 per night
Suite
$2,687.00
Cat:MD
191.93 per night