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Grand Cayman

(20 offers included)
Independence of the Seas Helicopter View at Sunset
Royal Caribbean International Logo
Western Caribbean Cruise Roundtrip from Miami, Florida
Departing on Nov 22, 2026 on the Independence of the Seas
Nights: 7
Dates: Nov 22, 2026 through Nov 29, 2026
Itinerary:
Miami, Florida, Nassau, Bahamas, Cruising, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Miami, Florida
from
$1,177.59
(USD)
Per Person
More Details Contact Us
Inside
$1,177.59
Cat: ZI
$168.23/Night
Outside
$1,333.09
Cat: YO
$190.44/Night
Balcony
$1,514.09
Cat: XB
$216.30/Night
Aerial of Freedom of the Seas
Royal Caribbean International Logo
Western Caribbean Cruise Roundtrip from Miami, Florida
Departing on Nov 24, 2025 on the Freedom of the Seas
Nights: 5
Dates: Nov 24, 2025 through Nov 29, 2025
Itinerary:
Miami, Florida, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Miami, Florida
from
$708.64
(USD)
Per Person
More Details Contact Us
Inside
$708.64
Cat: ZI
$141.73/Night
Outside
$855.64
Cat: YO
$171.13/Night
Balcony
$1,191.64
Cat: XB
$238.33/Night
Amenity Departure Dates
No Image Available
Holland America Line Logo
21-Day Panama Canal & Southern Caribbean Holiday Roundtrip from Fort Lauderdale
Nights: 21
Dates: Dec 07, 2025 through Dec 28, 2025
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, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale
from
$3,489.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$3,489.00
Cat: N
$166.14/Night
Outside
$3,999.00
Cat: F
$190.43/Night
Balcony
$4,509.00
Cat: VH
$214.71/Night
Suite
$5,949.00
Cat: BC
$283.29/Night
Category N - Flash Special: Book by Sunday 07/20/2025
Offer Image
Princess Cruises® Logo
12-Day Panama Canal with Costa Rica & Caribbean Holiday Roundtrip from Fort Lauderdale
Departing on Dec 23, 2025 on the Caribbean Princess
Nights: 12
Dates: Dec 23, 2025 through Jan 04, 2026
Itinerary:
Fort Lauderdale, Aruba, Curacao, Cartagena, Panama Canal - Partial Transit, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$1,909.00
(USD)
Per Person
More Details Contact Us
Inside
$1,909.00
Cat: IE
$159.08/Night
Outside
$1,891.00
Cat: OZ
$157.58/Night
Balcony
$3,049.00
Cat: BF
$254.08/Night
Suite
$4,149.00
Cat: S7
$345.75/Night
Offer Image
Princess Cruises® Logo
7-Day Western Caribbean with Grand Cayman Holiday Roundtrip from Fort Lauderdale
Departing on Nov 23, 2025 on the Sun Princess
Nights: 7
Dates: Nov 23, 2025 through Nov 30, 2025
Ship: Sun Princess
Itinerary:
Fort Lauderdale, Grand Cayman, Roatan (Mahognay Bay), Cozumel, Fort Lauderdale
from
$849.00
(USD)
Per Person
More Details Contact Us
Inside
$849.00
Cat: IF
$121.29/Night
Outside
$1,019.00
Cat: O5
$145.57/Night
Balcony
$1,059.00
Cat: DH
$151.29/Night
Suite
$1,599.00
Cat: MD
$228.43/Night
Amenity Departure Dates
Adventure of the Seas Exterior Land
Royal Caribbean International Logo
Western Caribbean Cruise Roundtrip from Orlando (Port Canaveral), Fl
Departing on Nov 22, 2025 on the Adventure of the Seas
Nights: 6
Dates: Nov 22, 2025 through Nov 28, 2025
Itinerary:
Orlando (Port Canaveral), Fl, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Labadee, Haiti, Cruising, Orlando (Port Canaveral), Fl
from
$902.10
(USD)
Per Person
More Details Contact Us
Inside
$902.10
Cat: ZI
$150.35/Night
Outside
$1,068.60
Cat: YO
$178.10/Night
Balcony
$1,320.10
Cat: XB
$220.02/Night
Amenity Departure Dates
No Image Available
Holland America Line Logo
21-Day Southern Caribbean & Panama Canal: Abc Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Nov 28, 2025 through Dec 19, 2025
Itinerary:
Fort Lauderdale, Curacao, Aruba, Half Moon Cay, 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
$3,334.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$3,334.00
Cat: N
$158.76/Night
Outside
$3,614.00
Cat: F
$172.10/Night
Balcony
$3,894.00
Cat: VH
$185.43/Night
Suite
$5,014.00
Cat: BC
$238.76/Night
Category N - Flash Special: Book by Sunday 07/20/2025
Koningsdam
Holland America Line Logo
10-Day Western Caribbean: Greater Antilles, Belize & Mexico Roundtrip from Fort Lauderdale
Departing on Feb 25, 2026 on the Koningsdam
Nights: 10
Dates: Feb 25, 2026 through Mar 07, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Costa Maya, Cozumel, Fort Lauderdale
from
$2,149.00
(USD)
Per Person
+ $160.00 taxes/fees
More Details Contact Us
Inside
$2,149.00
Cat: N
$214.90/Night
Outside
$2,399.00
Cat: F
$239.90/Night
Balcony
$2,699.00
Cat: VH
$269.90/Night
Suite
$3,549.00
Cat: BC
$354.90/Night
Category N - Flash Special: Book by Sunday 07/20/2025
Offer Image
Pleasant Holidays Logo
The Westin Grand Cayman Seven Mile Beach Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Oct 19, 2025 through Oct 22, 2025
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
$635.67
(USD)
Per Person
More Details Contact Us Book It
Offer Image
Princess Cruises® Logo
14-Day Eastern/Western Caribbean Adventurer Roundtrip from Fort Lauderdale
Departing on Feb 01, 2026 on the Sun Princess
Nights: 14
Dates: Feb 01, 2026 through Feb 15, 2026
Ship: Sun Princess
Itinerary:
Fort Lauderdale, Cozumel, Roatan (Mahognay Bay), Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
from
$1,388.00
(USD)
Per Person
More Details Contact Us
Inside
$1,388.00
Cat: IE
$99.14/Night
Balcony
$2,288.00
Cat: DE
$163.43/Night
Suite
$4,088.00
Cat: C2
$292.00/Night
Offer Image
Princess Cruises® Logo
14-Day Caribbean East/West Adventurer Roundtrip from Fort Lauderdale
Departing on Nov 30, 2025 on the Sun Princess
Nights: 14
Dates: Nov 30, 2025 through Dec 14, 2025
Ship: Sun Princess
Itinerary:
Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Cozumel, Roatan, Grand Cayman, Fort Lauderdale
from
$1,418.00
(USD)
Per Person
More Details Contact Us
Inside
$1,418.00
Cat: IE
$101.29/Night
Outside
$1,598.00
Cat: O3
$114.14/Night
Balcony
$1,998.00
Cat: DG
$142.71/Night
Suite
$2,898.00
Cat: MD
$207.00/Night
Eurodam
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Holiday Roundtrip from Fort Lauderdale
Departing on Dec 28, 2025 on the Eurodam
Nights: 7
Dates: Dec 28, 2025 through Jan 04, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,654.00
(USD)
Per Person
+ $140.00 taxes/fees
More Details Contact Us
Inside
$1,654.00
Cat: N
$236.29/Night
Outside
$1,754.00
Cat: HH
$250.57/Night
Balcony
$2,154.00
Cat: VH
$307.71/Night
Suite
$3,414.00
Cat: SZ
$487.71/Night
Category N - Flash Special: Book by Sunday 07/20/2025
Queen Elizabeth
Cunard Line Logo
Western Caribbean, 9 Nights
Departing on Feb 10, 2026 on the Queen Elizabeth
Nights: 9
Dates: Feb 10, 2026 through Feb 19, 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
$1,019.00
(USD)
Per Person
+ $8,716.00 taxes/fees
More Details Contact Us
Inside
$1,019.00
Cat: IF
$113.22/Night
Outside
$1,109.00
Cat: FC
$123.22/Night
Balcony
$1,529.00
Cat: BF
$169.89/Night
Suite
$3,589.00
Cat: P2
$398.78/Night
Distinctive Voyages
Culinary Collection
No Image Available
Holland America Line Logo
21-Day Southern Caribbean & Panama Canal: Abc Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Feb 20, 2026 through Mar 13, 2026
Itinerary:
Fort Lauderdale, Curacao, Bonaire, Aruba, Half Moon Cay, 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
$4,014.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$4,014.00
Cat: N
$191.14/Night
Outside
$5,094.00
Cat: F
$242.57/Night
Balcony
$5,814.00
Cat: VH
$276.86/Night
Suite
$7,484.00
Cat: BC
$356.38/Night
Category N - Flash Special: Book by Sunday 07/20/2025
Aerial of Freedom of the Seas
Royal Caribbean International Logo
Western Caribbean Holiday Roundtrip from Miami, Florida
Departing on Dec 21, 2026 on the Freedom of the Seas
Nights: 5
Dates: Dec 21, 2026 through Dec 26, 2026
Itinerary:
Miami, Florida, Cruising, George Town, Grand Cayman, Cruising, Nassau, Bahamas, Miami, Florida
from
$843.04
(USD)
Per Person
More Details Contact Us
Inside
$843.04
Cat: ZI
$168.61/Night
Outside
$913.04
Cat: YO
$182.61/Night
Balcony
$1,053.04
Cat: XB
$210.61/Night
Amenity Departure Dates
Offer Image
Pleasant Holidays Logo
The Ritz-Carlton, Grand Cayman Hotel Rating: 5 stars
Nights: 3
Dates: Oct 19, 2025 through Oct 22, 2025
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
$1,019.33
(USD)
Per Person
More Details Contact Us Book It
Celebrity Silhouette Exterior
Celebrity Cruises Logo
Grand Cayman, Mexico & Bahamas
Departing on Dec 13, 2026 on the Celebrity Silhouette
Nights: 6
Dates: Dec 13, 2026 through Dec 19, 2026
Itinerary:
Fort Lauderdale, Florida, Bimini, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
from
$702.20
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$702.20
Cat: Z
$117.03/Night
Outside
$860.20
Cat: Y
$143.37/Night
Balcony
$874.70
Cat: X
$145.78/Night
Suite
$2,443.70
Cat: S1
$407.28/Night
Amenity Departure Dates
Nieuw Statendam
Holland America Line Logo
7-Day Western Caribbean: Mexico Holiday Roundtrip from Fort Lauderdale
Departing on Dec 20, 2025 on the Nieuw Statendam
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,354.00
(USD)
Per Person
+ $140.00 taxes/fees
More Details Contact Us
Inside
$1,354.00
Cat: N
$193.43/Night
Outside
$1,554.00
Cat: F
$222.00/Night
Balcony
$1,754.00
Cat: VH
$250.57/Night
Suite
$2,354.00
Cat: BC
$336.29/Night
Category N - Flash Special: Book by Sunday 07/20/2025
Wind Surf at Sea
Windstar Cruises Logo
STARS OF THE GREATER ANTILLES
Departing on Feb 17, 2026 on the Wind Surf
Nights: 11
Dates: Feb 17, 2026 through Feb 28, 2026
Ship: Wind Surf
Itinerary:
Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Jamaica, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St. Maarten
Cruise through the Greater Antilles discovering magical places that fell off the map and tiny gems that were never on it in the first place. Skip the crowds of Montego Bay and Ocho Rios and head instead for the silver screen beauty of Port Antonio, "discovered" by Errol Flynn and then long forgotten. Enjoy the retro-Caribbean vibe of Grand Cayman and the undersea wonderland of La Romana.
from
$4,299.00
(USD)
Per Person
+ $64.00 taxes/fees
More Details Contact Us
Outside
$4,299.00
Cat: B
$390.82/Night
Suite
$7,699.00
Cat: OS
$699.91/Night
Koningsdam
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Jan 14, 2026 on the Koningsdam
Nights: 21
Dates: Jan 14, 2026 through Feb 04, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Mahogany Bay, Cozumel, Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale
from
$4,024.00
(USD)
Per Person
+ $265.00 taxes/fees
More Details Contact Us
Inside
$4,024.00
Cat: N
$191.62/Night
Outside
$4,514.00
Cat: F
$214.95/Night
Balcony
$5,234.00
Cat: VH
$249.24/Night
Suite
$6,764.00
Cat: BC
$322.10/Night
Category N - Flash Special: Book by Sunday 07/20/2025