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Grand Cayman (20 offers included)

Southern Caribbean Holiday
Roundtrip from Orlando (Port Canaveral), Fl
from $1,336.00 (USD)
Per Person
+ $122.41 taxes/fees
Non-Refundable
Dec 27, 2025
through Jan 05, 2026
Nights: 9
Price Per Night:$148.44 (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
$1,336.00
Cat:ZI
148.44 per night
Outside
$1,638.50
Cat:YO
182.06 per night
Balcony
$2,049.50
Cat:XB
227.72 per night
Suite
$2,667.50
Cat:WS
296.39 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $1,266.00 (USD)
Per Person
+ $176.96 taxes/fees
Non-Refundable
Dec 27, 2025
through Jan 03, 2026
Nights: 7
Price Per Night:$180.86 (USD)
(based on double occupancy, for comparison only)
Dec 27, 2025 through Jan 03, 2026
Itinerary: Orlando (Port Canaveral), Fl, Key West, Florida, Bimini, Bahamas, George Town, Grand Cayman, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
Other Categories Starting At:
Inside
$1,266.00
Cat:I2
180.86 per night
Outside
$1,266.00
Cat:O2
180.86 per night
Balcony
$1,663.50
Cat:P2
237.64 per night
Suite
$4,800.50
Cat:MS
685.79 per night
Distinctive Voyages Special Offer!
Distinctive Voyages Special Offer!
14-Day Caribbean East/West Adventurer Holiday
Roundtrip from Fort Lauderdale
from $1,441.00 (USD)
Per Person
+ $355.00 taxes/fees
Dec 07, 2025
through Dec 21, 2025
Nights: 14
Ship: Sun Princess
Price Per Night:$102.93 (USD)
(based on double occupancy, for comparison only)
Dec 07, 2025 through Dec 21, 2025
Itinerary: Fort Lauderdale, Cozumel, Roatan, Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$1,441.00
Cat:IE
102.93 per night
Outside
$1,837.00
Cat:O5
131.21 per night
Balcony
$2,097.00
Cat:DH
149.79 per night
Suite
N/A
14-Day Caribbean East/West Adventurer
Roundtrip from Fort Lauderdale
from $1,441.00 (USD)
Per Person
+ $355.00 taxes/fees
Nov 30, 2025
through Dec 14, 2025
Nights: 14
Ship: Sun Princess
Price Per Night:$102.93 (USD)
(based on double occupancy, for comparison only)
Nov 30, 2025 through Dec 14, 2025
Itinerary: Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Cozumel, Roatan, Grand Cayman, Fort Lauderdale
Other Categories Starting At:
Inside
$1,441.00
Cat:IE
102.93 per night
Outside
$1,837.00
Cat:O5
131.21 per night
Balcony
$2,097.00
Cat:DH
149.79 per night
Suite
N/A
from $766.00 (USD)
Per Person
+ $173.28 taxes/fees
Non-Refundable
Aug 18, 2024
through Aug 24, 2024
Nights: 6
Price Per Night:$127.67 (USD)
(based on double occupancy, for comparison only)
Aug 18, 2024 through Aug 24, 2024
Itinerary: Fort Lauderdale, Florida, Cozumel, Mexico, George Town, Grand Cayman, Bimini, Bahamas, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$766.00
Cat:Z
127.67 per night
Outside
$766.00
Cat:Y
127.67 per night
Balcony
$1,041.00
Cat:X
173.50 per night
Suite
$2,611.00
Cat:W
435.17 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $3,271.00 (USD)
Per Person
+ $313.00 taxes/fees
Jan 07, 2025
through Jan 23, 2025
Nights: 16
Price Per Night:$204.44 (USD)
(based on double occupancy, for comparison only)
Jan 07, 2025 through Jan 23, 2025
Itinerary: Miami, Florida, Oranjestad, Kralendijk, Willemstad, Cartagena, Panama Canal ( Cruising), Manta, Guayaquil, Salaverry (Trujillo), Callao (Lima)...
Other Categories Starting At:
Inside
$3,271.00
Cat:12
204.44 per night
Outside
$4,232.00
Cat:08
264.50 per night
Balcony
$5,512.00
Cat:V3
344.50 per night
Suite
$9,352.00
Cat:N2
584.50 per night
Distinctive Voyage with Private Car and Driver Special Offer!
Distinctive Voyage with Private Car and Driver Special Offer!
Distinctive Voyage with Private Car and Driver Special Offer!
Distinctive Voyage with Private Car and Driver Special Offer!
from $596.50 (USD)
Per Person
+ $146.92 taxes/fees
Non-Refundable
Mar 16, 2025
through Mar 23, 2025
Nights: 7
Price Per Night:$85.21 (USD)
(based on double occupancy, for comparison only)
Mar 16, 2025 through Mar 23, 2025
Itinerary: Tampa, Florida, Cozumel, Mexico, Belize City, Belize, George Town, Grand Cayman, Tampa, Florida
Other Categories Starting At:
Inside
$596.50
Cat:Z
85.21 per night
Outside
$636.50
Cat:Y
90.93 per night
Balcony
$1,045.50
Cat:X
149.36 per night
Suite
$3,049.50
Cat:S1
435.64 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $1,183.00 (USD)
Per Person
+ $509.25 taxes/fees
Non-Refundable
Sep 19, 2024
through Oct 04, 2024
Nights: 15
Price Per Night:$78.87 (USD)
(based on double occupancy, for comparison only)
Sep 19, 2024 through Oct 04, 2024
Itinerary: Los Angeles, California, Puerto Vallarta, Mexico, Huatulco, Mexico, Puntarenas, Costa Rica, Panama Canal (Cruising), Cartagena, Colombia, George Town, Grand Cayman, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,183.00
Cat:Z
78.87 per night
Outside
$1,548.00
Cat:Y
103.20 per night
Balcony
$4,001.50
Cat:A2
266.77 per night
Suite
$8,448.00
Cat:S1
563.20 per night
Distinctive Voyages Special Offer!
Distinctive Voyages Special Offer!
14-Day Caribbean East/West Adventurer Holiday
Roundtrip from Fort Lauderdale
from $1,471.00 (USD)
Per Person
+ $355.00 taxes/fees
Nov 23, 2025
through Dec 07, 2025
Nights: 14
Ship: Sun Princess
Price Per Night:$105.07 (USD)
(based on double occupancy, for comparison only)
Nov 23, 2025 through Dec 07, 2025
Itinerary: Fort Lauderdale, Cozumel, Roatan, Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$1,471.00
Cat:IE
105.07 per night
Outside
$1,917.00
Cat:O5
136.93 per night
Balcony
$2,247.00
Cat:DH
160.50 per night
Suite
N/A
12-Day Panama Canal with Costa Rica & Caribbean
Roundtrip from Fort Lauderdale
from $698.00 (USD)
Per Person
+ $530.00 taxes/fees
Dec 18, 2024
through Dec 30, 2024
Nights: 12
Price Per Night:$58.17 (USD)
(based on double occupancy, for comparison only)
Dec 18, 2024 through Dec 30, 2024
Itinerary: Fort Lauderdale, Grand Cayman, Limon, Panama Canal - Partial Transit, Colon, Aruba, Curacao, Fort Lauderdale
Other Categories Starting At:
Inside
$698.00
Cat:IF
58.17 per night
Outside
$793.00
Cat:OZ
66.08 per night
Balcony
$1,498.00
Cat:BF
124.83 per night
Suite
$2,548.00
Cat:ME
212.33 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $546.50 (USD)
Per Person
+ $184.54 taxes/fees
Non-Refundable
Nov 09, 2025
through Nov 15, 2025
Nights: 6
Price Per Night:$91.08 (USD)
(based on double occupancy, for comparison only)
Nov 09, 2025 through Nov 15, 2025
Itinerary: Fort Lauderdale, Florida, Bimini, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$577.50
Cat:I2
96.25 per night
Outside
$617.00
Cat:O2
102.83 per night
Balcony
$546.50
Cat:V3
91.08 per night
Suite
$2,029.50
Cat:S1
338.25 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $4,799.00 (USD)
Per Person
+ $313.00 taxes/fees
Feb 17, 2026
through Mar 07, 2026
Nights: 18
Ship: Wind Surf
Price Per Night:$266.61 (USD)
(based on double occupancy, for comparison only)
Feb 17, 2026 through Mar 07, 2026
Itinerary: Cozumel, Grand Cayman, Cayman Brac, Port Antonio, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, St. Maarten, Charlestown...
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.
Other Categories Starting At:
Inside
N/A
Outside
$4,799.00
Cat:B
266.61 per night
Balcony
N/A
Suite
$11,099.00
Cat:OS
616.61 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $722.00 (USD)
Per Person
+ $155.54 taxes/fees
Non-Refundable
Jul 26, 2025
through Aug 01, 2025
Nights: 6
Price Per Night:$120.33 (USD)
(based on double occupancy, for comparison only)
Jul 26, 2025 through Aug 01, 2025
Itinerary: Fort Lauderdale, Florida, Key West, Florida, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$722.00
Cat:I2
120.33 per night
Outside
$772.00
Cat:O2
128.67 per night
Balcony
$819.50
Cat:V3
136.58 per night
Suite
$1,923.50
Cat:S1
320.58 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
Western Caribbean Holiday
Roundtrip from Miami, Florida
from $1,785.50 (USD)
Per Person
+ $154.91 taxes/fees
Non-Refundable
Dec 28, 2024
through Jan 02, 2025
Nights: 5
Price Per Night:$357.10 (USD)
(based on double occupancy, for comparison only)
Dec 28, 2024 through Jan 02, 2025
Itinerary: Miami, Florida, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Miami, Florida
Other Categories Starting At:
Inside
$1,785.50
Cat:ZI
357.10 per night
Outside
$2,118.00
Cat:YO
423.60 per night
Balcony
$2,491.00
Cat:XB
498.20 per night
Suite
$3,058.00
Cat:WS
611.60 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
from $911.00 (USD)
Per Person
+ $235.08 taxes/fees
Non-Refundable
May 04, 2025
through May 11, 2025
Nights: 7
Price Per Night:$130.14 (USD)
(based on double occupancy, for comparison only)
May 04, 2025 through May 11, 2025
Itinerary: Miami, Florida, Bimini, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, Miami, Florida
Other Categories Starting At:
Inside
$911.00
Cat:I2
130.14 per night
Outside
$948.50
Cat:O2
135.50 per night
Balcony
$1,131.50
Cat:C3
161.64 per night
Suite
$3,980.00
Cat:MS
568.57 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
Western Caribbean Holiday
Roundtrip from Miami, Florida
from $1,119.00 (USD)
Per Person
+ $224.98 taxes/fees
Non-Refundable
Dec 21, 2025
through Dec 28, 2025
Nights: 7
Price Per Night:$159.86 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2025 through Dec 28, 2025
Itinerary: Miami, Florida, Nassau, Bahamas, Cruising, Falmouth, Jamaica, George Town, Grand Cayman, Cozumel, Mexico, Cruising, Miami, Florida
Other Categories Starting At:
Inside
$1,119.00
Cat:ZI
159.86 per night
Outside
$1,508.50
Cat:YO
215.50 per night
Balcony
$1,948.50
Cat:XB
278.36 per night
Suite
$2,858.50
Cat:WS
408.36 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!
31-Day Tropical Grand Adventure with British Isles
Southampton (London) to Galveston
from $3,147.00 (USD)
Per Person
+ $399.71 taxes/fees
Sep 28, 2025
through Oct 29, 2025
Nights: 31
Price Per Night:$101.52 (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
$3,147.00
Cat:IF
101.52 per night
Outside
N/A
Balcony
$4,450.00
Cat:BW
143.55 per night
Suite
$5,847.00
Cat:MF
188.61 per night
from $843.67 (USD)
Per Person
Jul 28, 2024
through Jul 31, 2024
Nights: 3
Price Per Night:$281.22 (USD)
(based on double occupancy, for comparison only)
Jul 28, 2024 through Jul 31, 2024
Location(s): Grand Cayman
This exclusive oceanfront resort delivers a grand level of relaxation and luxury. Situated on 144 acres stretching from the Caribbean Sea to the North Sound, the resort features 365 guestrooms and suites.
from $499.00 (USD)
Per Person
Jul 28, 2024
through Jul 31, 2024
Nights: 3
Price Per Night:$166.33 (USD)
(based on double occupancy, for comparison only)
Jul 28, 2024 through Jul 31, 2024
Location(s): Grand Cayman
Centrally located on the world-famous Seven Mile Beach, Marriott's Grand Cayman Resort invites guests to experience the ultimate Caribbean escape.
Western Caribbean & Perfect Day
Roundtrip from Orlando (Port Canaveral), Fl
from $819.50 (USD)
Per Person
+ $137.80 taxes/fees
Non-Refundable
May 10, 2025
through May 16, 2025
Nights: 6
Price Per Night:$136.58 (USD)
(based on double occupancy, for comparison only)
May 10, 2025 through May 16, 2025
Itinerary: Orlando (Port Canaveral), Fl, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
Other Categories Starting At:
Inside
$819.50
Cat:ZI
136.58 per night
Outside
$1,065.00
Cat:YO
177.50 per night
Balcony
$1,265.50
Cat:XB
210.92 per night
Suite
$1,641.50
Cat:WS
273.58 per night
Amenity Departure Dates Special Offer!
Amenity Departure Dates Special Offer!