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Finalist 2015, 2016

 

Grand Cayman

(20 offers included)
Nieuw Statendam
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Fort Lauderdale
Departing on Jan 10, 2027 on the Nieuw Statendam
Nights: 7
Dates: Jan 10, 2027 through Jan 17, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,514.00
(USD)
Per Person
More Details Contact Us
Inside
$1,514.00
Cat: N
$216.29/Night
Outside
$1,779.00
Cat: F
$254.14/Night
Balcony
$1,929.00
Cat: VH
$275.57/Night
Suite
$2,529.00
Cat: BC
$361.29/Night
Offer Image
Pleasant Holidays Logo
Kimpton Seafire Resort + Spa Hotel Rating: 5 stars
Nights: 3
Dates: Aug 17, 2025 through Aug 20, 2025
Location(s):
Grand Cayman
Kimpton Seafire Resort + Spa is a sublime resort brimming with natural beauty and offers beachside views of stunning turquoise waters and sun-bleached sands.
from
$1,078.00
(USD)
Per Person
More Details Contact Us
Nieuw Statendam
Holland America Line Logo
7-Day Western Caribbean Holiday: Greater Antilles Roundtrip from Fort Lauderdale
Departing on Dec 20, 2026 on the Nieuw Statendam
Nights: 7
Dates: Dec 20, 2026 through Dec 27, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,709.00
(USD)
Per Person
More Details Contact Us
Inside
$1,709.00
Cat: N
$244.14/Night
Outside
$2,059.00
Cat: F
$294.14/Night
Balcony
$2,309.00
Cat: VH
$329.86/Night
Suite
$3,059.00
Cat: BC
$437.00/Night
Offer Image
Princess Cruises® Logo
14-Day Caribbean East/West Adventurer Roundtrip from Fort Lauderdale
Departing on Jan 11, 2026 on the Sun Princess
Nights: 14
Dates: Jan 11, 2026 through Jan 25, 2026
Ship: Sun Princess
Itinerary:
Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Costa Maya (Mahahual), Cozumel, Grand Cayman, Fort Lauderdale
from
$1,309.00
(USD)
Per Person
More Details Contact Us
Inside
$1,309.00
Cat: IE
$93.50/Night
Outside
$1,649.00
Cat: O3
$117.79/Night
Balcony
$1,989.00
Cat: DH
$142.07/Night
Suite
$3,889.00
Cat: C2
$277.79/Night
Exterior, Celebrity Ascent
Celebrity Cruises Logo
Panama Canal & Southern Caribbean
Departing on Feb 02, 2026 on the Celebrity Ascent
Nights: 11
Dates: Feb 02, 2026 through Feb 13, 2026
Itinerary:
Fort Lauderdale, Florida, Cartagena, Colombia, Panama Canal (Cruising), Colon, Panama, Oranjestad, Aruba, Willemstad, Curacao, George Town, Grand Cayman, Fort Lauderdale, Florida
from
$2,636.97
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$2,636.97
Cat: I2
$239.72/Night
Outside
$2,693.97
Cat: O2
$244.91/Night
Distinctive Voyages
Culinary Collection
Independence of the Seas Helicopter View at Sunset
Royal Caribbean International Logo
Western Caribbean & Perfect Day Roundtrip from Miami, Florida
Departing on Nov 08, 2026 on the Independence of the Seas
Nights: 7
Dates: Nov 08, 2026 through Nov 15, 2026
Itinerary:
Miami, Florida, Cruising, Falmouth, Jamaica, George Town, Grand Cayman, Cozumel, Mexico, Cruising, Perfect Day Cococay, Bahamas, Miami, Florida
from
$1,024.11
(USD)
Per Person
More Details Contact Us
Inside
$1,024.11
Cat: ZI
$146.30/Night
Outside
$1,144.61
Cat: YO
$163.52/Night
Balcony
$1,304.11
Cat: XB
$186.30/Night
Zuiderdam
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Miami
Departing on Oct 31, 2026 on the Zuiderdam
Nights: 21
Dates: Oct 31, 2026 through Nov 21, 2026
Ship: Zuiderdam
Itinerary:
Miami, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Relaxaway Half Moon Cay, Miami, Key West...
from
$4,229.00
(USD)
Per Person
More Details Contact Us
Inside
$4,229.00
Cat: N
$201.38/Night
Outside
$5,079.00
Cat: HH
$241.86/Night
Balcony
$5,829.00
Cat: VH
$277.57/Night
Suite
$8,579.00
Cat: SZ
$408.52/Night
Celebrity Beyond
Celebrity Cruises Logo
Grand Cayman, Mexico & Bahamas
Departing on Dec 06, 2026 on the Celebrity Beyond
Nights: 7
Dates: Dec 06, 2026 through Dec 13, 2026
Itinerary:
Fort Lauderdale, Florida, Nassau, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
from
$948.68
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$948.68
Cat: Z
$135.53/Night
Outside
$1,038.68
Cat: Y
$148.38/Night
Balcony
$1,014.68
Cat: EX
$144.95/Night
Suite
$3,269.68
Cat: MS
$467.10/Night
Amenity Departure Dates
Grandeur of the Seas in Curacao
Royal Caribbean International Logo
Western Caribbean Holiday Roundtrip from Tampa, Florida
Departing on Dec 20, 2026 on the Grandeur of the Seas
Nights: 8
Dates: Dec 20, 2026 through Dec 28, 2026
Itinerary:
Tampa, Florida, Cruising, Cozumel, Mexico, Belize City, Belize, Puerto Costa Maya, Mexico, Cruising, George Town, Grand Cayman, Cruising, Tampa, Florida
from
$1,584.85
(USD)
Per Person
More Details Contact Us
Inside
$1,584.85
Cat: ZI
$198.11/Night
Outside
$1,794.85
Cat: YO
$224.36/Night
Balcony
$2,774.85
Cat: 4B
$346.86/Night
Celebrity Silhouette Exterior
Celebrity Cruises Logo
Aruba, Curacao & Cayman Cruise
Departing on Jan 10, 2026 on the Celebrity Silhouette
Nights: 8
Dates: Jan 10, 2026 through Jan 18, 2026
Itinerary:
Fort Lauderdale, Florida, Oranjestad, Aruba, Willemstad, Curacao, George Town, Grand Cayman, Fort Lauderdale, Florida
from
$1,280.57
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,280.57
Cat: Z
$160.07/Night
Outside
$1,724.57
Cat: Y
$215.57/Night
Balcony
$2,134.57
Cat: X
$266.82/Night
Suite
$7,020.07
Cat: CS
$877.51/Night
Amenity Departure Dates
Rotterdam Exterior
Holland America Line Logo
21-Day Panama Canal & Southern Caribbean: Abc Islands Roundtrip from Fort Lauderdale
Departing on Oct 26, 2025 on the Rotterdam
Nights: 21
Dates: Oct 26, 2025 through Nov 16, 2025
Ship: Rotterdam
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...
from
$3,334.00
(USD)
Per Person
More Details Contact Us
Inside
$3,334.00
Cat: N
$158.76/Night
Outside
$3,734.00
Cat: F
$177.81/Night
Balcony
$4,374.00
Cat: VH
$208.29/Night
Suite
$5,764.00
Cat: B
$274.48/Night
Celebrity Silhouette Exterior
Celebrity Cruises Logo
Cayman, Mexico & Key West Holiday
Departing on Dec 21, 2025 on the Celebrity Silhouette
Nights: 6
Dates: Dec 21, 2025 through Dec 27, 2025
Itinerary:
Fort Lauderdale, Florida, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Fort Lauderdale, Florida
from
$910.90
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$910.90
Cat: Z
$151.82/Night
Outside
$1,090.90
Cat: Y
$181.82/Night
Balcony
$1,269.40
Cat: X
$211.57/Night
Suite
$3,190.40
Cat: W
$531.73/Night
Amenity Departure Dates
Oosterdam
Holland America Line Logo
31-Day Panama Canal, Inca & South America Discovery Fort Lauderdale to Buenos Aires
Departing on Nov 17, 2025 on the Oosterdam
Nights: 31
Dates: Nov 17, 2025 through Dec 18, 2025
Ship: Oosterdam
Itinerary:
Fort Lauderdale, Grand Cayman, Panama Canal (Cruising), Enter Panama Canal Cristobal, Exit Panama Canal Balboa, Fuerte Amador, Cross Equator, Manta, Trujillo (Salaverry), Callao (Lima)...
from
$5,349.00
(USD)
Per Person
More Details Contact Us
Inside
$5,349.00
Cat: N
$172.55/Night
Outside
$5,529.00
Cat: HH
$178.35/Night
Balcony
$6,839.00
Cat: VH
$220.61/Night
Suite
$8,729.00
Cat: SZ
$281.58/Night
Coming Soon
Celebrity Cruises Logo
Bahamas, Mexico & Cayman
Departing on Dec 13, 2026 on the Celebrity Xcel
Nights: 7
Dates: Dec 13, 2026 through Dec 20, 2026
Itinerary:
Miami, Florida, Nassau, Bahamas, George Town, Grand Cayman, Cozumel, Mexico, Puerto Costa Maya, Mexico, Miami, Florida
from
$1,153.17
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,284.67
Cat: I2
$183.52/Night
Outside
$1,482.67
Cat: O2
$211.81/Night
Balcony
$1,415.67
Cat: E3
$202.24/Night
Suite
$4,030.67
Cat: MS
$575.81/Night
Amenity Departure Dates
Offer Image
Royal Caribbean International Logo
Southern Caribbean Holiday Roundtrip from Orlando (Port Canaveral), Fl
Departing on Dec 27, 2025 on the Explorer of the Seas
Nights: 9
Dates: 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
from
$1,542.16
(USD)
Per Person
More Details Contact Us
Inside
$1,542.16
Cat: ZI
$171.35/Night
Outside
$2,122.66
Cat: YO
$235.85/Night
Balcony
$2,752.66
Cat: XB
$305.85/Night
Amenity Departure Dates
Oosterdam
Holland America Line Logo
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...
from
$3,249.00
(USD)
Per Person
More Details Contact Us
Inside
$3,249.00
Cat: N
$191.12/Night
Outside
$3,349.00
Cat: HH
$197.00/Night
Balcony
$4,349.00
Cat: VH
$255.82/Night
Suite
$5,999.00
Cat: SZ
$352.88/Night
Hotel Indigo
Journese Logo
Hotel Indigo Grand Cayman
Nights: 5
Dates: May 10, 2025 through Dec 15, 2025
Location(s):
Grand Cayman
The Hotel Indigo Grand Cayman is located at Cypress Pointe, in Grand Cayman, and stretches out across Seven Mile Beach. The property features contemporary clean-lined design with stunning views of the Caribbean Sea.
from
$2,651.00
(USD)
Per Person
More Details Contact Us
Zuiderdam
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Holiday Roundtrip from Miami
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...
from
$2,889.00
(USD)
Per Person
More Details Contact Us
Inside
$2,889.00
Cat: N
$206.36/Night
Outside
$3,289.00
Cat: HH
$234.93/Night
Balcony
$3,839.00
Cat: VH
$274.21/Night
Suite
$5,889.00
Cat: SZ
$420.64/Night
Celebrity Beyond
Celebrity Cruises Logo
Cayman, Bahamas, Mexico, & Jamaica
Departing on Aug 24, 2025 on the Celebrity Beyond
Nights: 7
Dates: Aug 24, 2025 through Aug 31, 2025
Itinerary:
Miami, Florida, Bimini, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, Miami, Florida
from
$1,016.11
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,016.11
Cat: Z
$145.16/Night
Outside
$1,100.11
Cat: Y
$157.16/Night
Balcony
$1,391.11
Cat: X
$198.73/Night
Suite
$2,580.61
Cat: W
$368.66/Night
Amenity Departure Dates
Nieuw Amsterdam
Holland America Line Logo
12-Day Panama Canal Discovery: Costa Rica & Greater Antilles Roundtrip from Fort Lauderdale
Departing on Jan 17, 2027 on the Nieuw Amsterdam
Nights: 12
Dates: Jan 17, 2027 through Jan 29, 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...
from
$2,854.00
(USD)
Per Person
More Details Contact Us
Inside
$2,854.00
Cat: N
$237.83/Night
Outside
$3,254.00
Cat: HH
$271.17/Night
Balcony
$3,654.00
Cat: VH
$304.50/Night
Suite
$5,654.00
Cat: SZ
$471.17/Night