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Grand Cayman

(20 offers included)
Offer Image
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Roundtrip from Fort Lauderdale
Departing on Nov 14, 2026 on the Eurodam
Nights: 14
Dates: Nov 14, 2026 through Nov 28, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Relaxaway Half Moon Cay, Amber Cove, Grand Turk, Key West, Fort Lauderdale
from
$2,399.00
(USD)
Per Person
+ $225.00 taxes/fees
More Details Contact Us
Inside
$2,399.00
Cat: N
$171.36/Night
Outside
$3,199.00
Cat: HH
$228.50/Night
Balcony
$3,199.00
Cat: VH
$228.50/Night
Suite
$5,199.00
Cat: SZ
$371.36/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Fort Lauderdale
Departing on Dec 05, 2026 on the Eurodam
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,099.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,099.00
Cat: N
$157.00/Night
Outside
$1,449.00
Cat: HH
$207.00/Night
Balcony
$1,449.00
Cat: VH
$207.00/Night
Suite
$2,499.00
Cat: SZ
$357.00/Night
Category N - Flash Special: Book by Sunday 01/18/2026
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
$1,499.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,499.00
Cat: N
$214.14/Night
Outside
$1,999.00
Cat: F
$285.57/Night
Balcony
$1,999.00
Cat: VH
$285.57/Night
Suite
$2,699.00
Cat: BC
$385.57/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
14-Day Eastern/Western Caribbean: San Juan & Mexico Holiday Roundtrip from Fort Lauderdale
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
More Details Contact Us
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
$6,384.00
Cat: SZ
$456.00/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Pleasant Holidays Logo
Kimpton Seafire Resort + Spa Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
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
$1,469.33
(USD)
Per Person
More Details Contact Us
Offer Image
Pleasant Holidays Logo
Hotel Indigo Grand Cayman Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Grand Cayman
The Hotel Indigo Grand Cayman is located at Cypress Pointe, in Grand Cayman, and stretches out across Seven Mile Beach.
from
$808.00
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean Holiday: Belize & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Dec 12, 2026 through Jan 02, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,144.00
(USD)
Per Person
+ $290.00 taxes/fees
More Details Contact Us
Inside
$4,144.00
Cat: N
$197.33/Night
Outside
$5,664.00
Cat: F
$269.71/Night
Balcony
$5,664.00
Cat: VH
$269.71/Night
Suite
$7,894.00
Cat: BC
$375.90/Night
Category N - Flash Special: Book by Sunday 01/18/2026
No Image Available
Holland America Line Logo
12-Day Panama Canal Discovery: Costa Rica & Greater Antilles Roundtrip from Fort Lauderdale
Nights: 12
Dates: Jan 18, 2026 through Jan 30, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Curacao, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal, Limon, Falmouth, Grand Cayman, Fort Lauderdale
from
$2,379.00
(USD)
Per Person
+ $160.00 taxes/fees
More Details Contact Us
Inside
$2,379.00
Cat: N
$198.25/Night
Outside
$3,179.00
Cat: F
$264.92/Night
Balcony
$3,979.00
Cat: VH
$331.58/Night
Suite
$5,229.00
Cat: BC
$435.75/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Roundtrip from Miami
Departing on Nov 21, 2026 on the Zuiderdam
Nights: 14
Dates: Nov 21, 2026 through Dec 05, 2026
Ship: Zuiderdam
Itinerary:
Miami, Key West, Ocho Rios, Grand Cayman, Cozumel, Miami, Relaxaway Half Moon Cay, Amber Cove, Grand Turk, Nassau, Miami
from
$1,789.00
(USD)
Per Person
+ $205.00 taxes/fees
More Details Contact Us
Inside
$1,789.00
Cat: N
$127.79/Night
Outside
$2,929.00
Cat: HH
$209.21/Night
Balcony
$2,929.00
Cat: VH
$209.21/Night
Suite
$5,159.00
Cat: SZ
$368.50/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
16-Day Inca & Panama Canal Discovery: Lima Overnight San Antonio to Fort Lauderdale
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
More Details Contact Us
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
Offer Image
Holland America Line Logo
14-Day Eastern & Western Caribbean: San Juan & Mexico Roundtrip from Fort Lauderdale
Departing on Nov 28, 2026 on the Eurodam
Nights: 14
Dates: Nov 28, 2026 through Dec 12, 2026
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
$1,804.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$1,804.00
Cat: N
$128.86/Night
Outside
$2,784.00
Cat: HH
$198.86/Night
Balcony
$2,784.00
Cat: VH
$198.86/Night
Suite
$4,914.00
Cat: SZ
$351.00/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Miami
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
More Details Contact Us
Inside
$1,199.00
Cat: N
$171.29/Night
Outside
$1,649.00
Cat: HH
$235.57/Night
Balcony
$1,649.00
Cat: VH
$235.57/Night
Suite
$2,799.00
Cat: SZ
$399.86/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Princess Cruises® Logo
NewOffer: Regal Princess 11/08/2026 14 nights
Departing on Nov 08, 2026 on the Regal Princess
Nights: 14
Dates: Nov 08, 2026 through Nov 22, 2026
Itinerary:
Fort Lauderdale, Celebration Key, Grand Turk, Nassau, Fort Lauderdale, Grand Cayman, Ocho Rios, Aruba, Fort Lauderdale
from
$1,378.00
(USD)
Per Person
More Details Contact Us
Inside
$1,378.00
Cat: IF
$98.43/Night
Balcony
$1,968.00
Cat: BW
$140.57/Night
Suite
$2,778.00
Cat: MF
$198.43/Night
Come Aboard Sale - Up to $500 Instant Savings + Up to 40% off + FREE 3rd & 4th Guests + 50% off Deposits
No Image Available
Holland America Line Logo
21-Day Panama Canal & Southern Caribbean: Abc Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Mar 01, 2026 through Mar 22, 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, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale
from
$3,374.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$3,374.00
Cat: N
$160.67/Night
Outside
$4,544.00
Cat: F
$216.38/Night
Balcony
$5,534.00
Cat: VH
$263.52/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
12-Day Panama Canal Discovery: Costa Rica & Greater Antilles Roundtrip from Fort Lauderdale
Departing on Oct 18, 2026 on the Nieuw Amsterdam
Nights: 12
Dates: Oct 18, 2026 through Oct 30, 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
from
$1,999.00
(USD)
Per Person
+ $145.00 taxes/fees
More Details Contact Us
Inside
$1,999.00
Cat: N
$166.58/Night
Outside
$2,799.00
Cat: HH
$233.25/Night
Balcony
$2,799.00
Cat: VH
$233.25/Night
Suite
$5,199.00
Cat: SZ
$433.25/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Queen Elizabeth
Cunard Line Logo
Caribbean Celebration, 21 Nights (Q633A) Roundtrip from Miami, FL, USA
Departing on Dec 08, 2026 on the Queen Elizabeth
Nights: 21
Dates: Dec 08, 2026 through Dec 29, 2026
Itinerary:
Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Miami, FL, USA
Spend 21 nights on Queen Elizabeth as she sails the Caribbean over the holiday season. Highlights include Maya ruins in Mexico, St. Lucia’s rich chocolate, and an overnight stay in Barbados.
from
$2,325.00
(USD)
Per Person
More Details Contact Us
Inside
$2,325.00
Cat: IE
$110.71/Night
Outside
$2,379.00
Cat: FC
$113.29/Night
Balcony
$2,915.00
Cat: CA
$138.81/Night
Suite
$7,930.00
Cat: P2
$377.62/Night
Offer Image
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, Miami
from
$2,304.00
(USD)
Per Person
+ $225.00 taxes/fees
More Details Contact Us
Inside
$2,304.00
Cat: N
$164.57/Night
Outside
$3,154.00
Cat: HH
$225.29/Night
Balcony
$3,154.00
Cat: VH
$225.29/Night
Suite
$5,624.00
Cat: SZ
$401.71/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
21-Day Eastern Caribbean & Panama Canal: U.S. Virgin Islands Roundtrip from Fort Lauderdale
Departing on Jan 29, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Jan 29, 2027 through Feb 19, 2027
Itinerary:
Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, 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
$3,949.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$3,949.00
Cat: N
$188.05/Night
Outside
$5,189.00
Cat: HH
$247.10/Night
Balcony
$5,189.00
Cat: VH
$247.10/Night
Suite
$9,079.00
Cat: SZ
$432.33/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Offer Image
Holland America Line Logo
14-Day Eastern & Western Caribbean: San Juan & Mexico Roundtrip from Miami
Departing on Dec 05, 2026 on the Zuiderdam
Nights: 14
Dates: Dec 05, 2026 through Dec 19, 2026
Ship: Zuiderdam
Itinerary:
Miami, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Miami, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$1,804.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$1,804.00
Cat: N
$128.86/Night
Outside
$2,704.00
Cat: HH
$193.14/Night
Balcony
$2,704.00
Cat: VH
$193.14/Night
Suite
$4,704.00
Cat: SZ
$336.00/Night
Category N - Flash Special: Book by Sunday 01/18/2026
Nieuw Statendam
Holland America Line Logo
14-Day Western & Eastern Caribbean Holiday: Mexico & Bahamas Roundtrip from Fort Lauderdale
Departing on Dec 20, 2026 on the Nieuw Statendam
Nights: 14
Dates: Dec 20, 2026 through Jan 03, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Nassau, Grand Turk, Amber Cove, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,009.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$3,009.00
Cat: N
$214.93/Night
Outside
$4,009.00
Cat: F
$286.36/Night
Balcony
$4,009.00
Cat: VH
$286.36/Night
Suite
$5,339.00
Cat: BC
$381.36/Night
Category N - Flash Special: Book by Sunday 01/18/2026