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Grand Cayman

(19 offers included)
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
$4,099.00
(USD)
Per Person
+ $285.00 taxes/fees
More Details Contact Us
Inside
$4,099.00
Cat: N
$195.19/Night
Outside
$5,379.00
Cat: F
$256.14/Night
Balcony
$5,379.00
Cat: VH
$256.14/Night
Suite
$7,519.00
Cat: BC
$358.05/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Offer Image
Holland America Line Logo
7-Day Western Caribbean Holiday: Greater Antilles & Mexico Roundtrip from Fort Lauderdale
Departing on Dec 26, 2026 on the Eurodam
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,649.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,649.00
Cat: N
$235.57/Night
Outside
$2,099.00
Cat: HH
$299.86/Night
Balcony
$2,099.00
Cat: VH
$299.86/Night
Suite
$3,299.00
Cat: SZ
$471.29/Night
Category N - Flash Special: Book by Sunday 03/22/2026
No Image Available
Holland America Line Logo
10-Day Western Caribbean: Greater Antilles, Belize & Mexico Roundtrip from Fort Lauderdale
Nights: 10
Dates: Jan 23, 2027 through Feb 02, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$1,799.00
(USD)
Per Person
+ $165.00 taxes/fees
More Details Contact Us
Inside
$1,799.00
Cat: N
$179.90/Night
Outside
$2,399.00
Cat: F
$239.90/Night
Balcony
$2,399.00
Cat: VH
$239.90/Night
Suite
$3,099.00
Cat: BC
$309.90/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Offer Image
Princess Cruises® Logo
NewOffer: Sky Princess 12/12/2027 14 nights
Departing on Dec 12, 2027 on the Sky Princess
Nights: 14
Dates: Dec 12, 2027 through Dec 26, 2027
Ship: Sky Princess
Itinerary:
Fort Lauderdale, Princess Cays, San Juan, Amber Cove, Grand Turk, Fort Lauderdale, Princess Cays, Falmouth, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,633.00
(USD)
Per Person
More Details Contact Us
Inside
$1,633.00
Cat: IF
$116.64/Night
Outside
$1,983.00
Cat: O6
$141.64/Night
Balcony
$1,833.00
Cat: BW
$130.93/Night
Suite
$2,948.00
Cat: MF
$210.57/Night
Offer Image
Pleasant Holidays Logo
Hampton by Hilton Grand Cayman Seven Mile Beach Hotel Rating: 3.5 stars
Nights: 3
Dates: through
Location(s):
Grand Cayman
Ideally located just steps from the pristine sands of Seven Mile Beach and a short walk from shopping and dining at Camana Bay, the Hampton by Hilton Grand Cayman Seven Mile Beach is a tropical paradise and the perfect island getaway.
from
$328.00
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Mar 06, 2027 through Mar 27, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,849.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,849.00
Cat: N
$183.29/Night
Outside
$5,179.00
Cat: F
$246.62/Night
Balcony
$5,179.00
Cat: VH
$246.62/Night
Suite
$7,039.00
Cat: BC
$335.19/Night
Category N - Flash Special: Book by Sunday 03/22/2026
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Jan 02, 2027 through Jan 23, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,564.00
(USD)
Per Person
+ $275.00 taxes/fees
More Details Contact Us
Inside
$3,564.00
Cat: N
$169.71/Night
Outside
$4,894.00
Cat: F
$233.05/Night
Balcony
$4,894.00
Cat: VH
$233.05/Night
Suite
$6,504.00
Cat: BC
$309.71/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Offer Image
Pleasant Holidays Logo
The Ritz-Carlton, Grand Cayman Hotel Rating: 5 stars
Nights: 3
Dates: through
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
$1,043.33
(USD)
Per Person
More Details Contact Us
Offer Image
Holland America Line Logo
16-Day Inca & Panama Canal Discovery: Lima Overnight Fort Lauderdale to San Antonio
Departing on Nov 18, 2026 on the Oosterdam
Nights: 16
Dates: Nov 18, 2026 through Dec 04, 2026
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), General San Martin, Coquimbo, San Antonio
from
$3,199.00
(USD)
Per Person
+ $55.00 taxes/fees
More Details Contact Us
Inside
$3,199.00
Cat: N
$199.94/Night
Outside
$4,099.00
Cat: HH
$256.19/Night
Balcony
$4,099.00
Cat: VH
$256.19/Night
Suite
$5,799.00
Cat: SZ
$362.44/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Queen Elizabeth
Cunard Line Logo
Caribbean Celebration, 21 Nights (Q634A) Roundtrip from Miami, FL, USA
Departing on Dec 17, 2026 on the Queen Elizabeth
Nights: 21
Dates: Dec 17, 2026 through Jan 07, 2027
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA
Explore everything from tasty street food to coral reefs and Maya ruins, when you’re not reveling in the Christmas and New Year’s festivities on board, during this 21-night voyage on Queen Elizabeth.
from
$2,367.00
(USD)
Per Person
More Details Contact Us
Inside
$2,367.00
Cat: IA
$112.71/Night
Outside
$2,443.00
Cat: FC
$116.33/Night
Balcony
$3,308.00
Cat: BE
$157.52/Night
Suite
$8,381.00
Cat: P2
$399.10/Night
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
$2,704.00
Cat: HH
$193.14/Night
Balcony
$2,704.00
Cat: VH
$193.14/Night
Suite
$4,154.00
Cat: SZ
$296.71/Night
Category N - Flash Special: Book by Sunday 03/22/2026
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
$2,599.00
Cat: BC
$371.29/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Offer Image
Holland America Line Logo
12-Day Panama Canal Holiday: Costa Rica & Greater Antilles Roundtrip from Fort Lauderdale
Departing on Dec 27, 2026 on the Nieuw Amsterdam
Nights: 12
Dates: Dec 27, 2026 through Jan 08, 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, Limon, Grand Cayman, Fort Lauderdale
from
$2,599.00
(USD)
Per Person
+ $145.00 taxes/fees
More Details Contact Us
Inside
$2,599.00
Cat: N
$216.58/Night
Outside
$3,449.00
Cat: HH
$287.42/Night
Balcony
$3,449.00
Cat: VH
$287.42/Night
Suite
$5,999.00
Cat: SZ
$499.92/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Nieuw Statendam
Holland America Line Logo
14-Day Eastern & Western Caribbean: San Juan & Mexico Roundtrip from Fort Lauderdale
Departing on Jan 03, 2027 on the Nieuw Statendam
Nights: 14
Dates: Jan 03, 2027 through Jan 17, 2027
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
$2,299.00
(USD)
Per Person
+ $255.00 taxes/fees
More Details Contact Us
Inside
$2,299.00
Cat: N
$164.21/Night
Outside
$3,109.00
Cat: F
$222.07/Night
Balcony
$3,109.00
Cat: VH
$222.07/Night
Suite
$3,739.00
Cat: BC
$267.07/Night
Category N - Flash Special: Book by Sunday 03/22/2026
Offer Image
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Miami
Departing on Dec 12, 2026 on the Zuiderdam
Nights: 7
Dates: Dec 12, 2026 through Dec 19, 2026
Ship: Zuiderdam
Itinerary:
Miami, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$999.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$999.00
Cat: N
$142.71/Night
Outside
$1,399.00
Cat: HH
$199.86/Night
Balcony
$1,399.00
Cat: VH
$199.86/Night
Suite
$1,999.00
Cat: SZ
$285.57/Night
Category N - Flash Special: Book by Sunday 03/22/2026
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
$3,399.00
(USD)
Per Person
+ $70.00 taxes/fees
More Details Contact Us
Inside
$3,399.00
Cat: N
$212.44/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 03/22/2026
Queen Elizabeth
Cunard Line Logo
Caribbean, 21 Nights
Departing on Nov 05, 2026 on the Queen Elizabeth
Nights: 21
Dates: Nov 05, 2026 through Nov 26, 2026
Itinerary:
Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Discover the vibrance of the Lesser Antilles on this 21-night voyage. Experience bright-hued towns, jungle-cloaked ruins, and volcanic peaks as you sail to a diverse array of tropical destinations.
from
$2,179.00
(USD)
Per Person
More Details Contact Us
Inside
$2,179.00
Cat: IE
$103.76/Night
Outside
$2,349.00
Cat: FC
$111.86/Night
Balcony
$2,819.00
Cat: BF
$134.24/Night
Suite
$7,429.00
Cat: P2
$353.76/Night
Offer Image
Pleasant Holidays Logo
Hotel Indigo Grand Cayman Hotel Rating: 5 stars
Nights: 3
Dates: through
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
$595.33
(USD)
Per Person
More Details Contact Us
Offer Image
Princess Cruises® Logo
NewOffer: Regal Princess 03/05/2028 7 nights
Departing on Mar 05, 2028 on the Regal Princess
Nights: 7
Dates: Mar 05, 2028 through Mar 12, 2028
Itinerary:
Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami
from
$1,000.00
(USD)
Per Person
More Details Contact Us
Inside
$1,000.00
Cat: IF
$142.86/Night
Balcony
$1,304.00
Cat: BW
$186.29/Night
Suite
$2,000.00
Cat: MF
$285.71/Night