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Grand Cayman

(20 offers included)
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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
$1,809.00
(USD)
Per Person
More Details Contact Us
Inside
$1,809.00
Cat: N
$129.21/Night
Outside
$2,629.00
Cat: HH
$187.79/Night
Balcony
$2,629.00
Cat: VH
$187.79/Night
Suite
$4,249.00
Cat: SZ
$303.50/Night
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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
$1,149.00
(USD)
Per Person
More Details Contact Us
Inside
$1,149.00
Cat: N
$164.14/Night
Outside
$1,549.00
Cat: HH
$221.29/Night
Balcony
$1,549.00
Cat: VH
$221.29/Night
Suite
$2,499.00
Cat: SZ
$357.00/Night
Nieuw Statendam
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Fort Lauderdale
Departing on Mar 14, 2026 on the Nieuw Statendam
Nights: 7
Dates: Mar 14, 2026 through Mar 21, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,304.00
(USD)
Per Person
More Details Contact Us
Inside
$1,304.00
Cat: N
$186.29/Night
Outside
$1,354.00
Cat: F
$193.43/Night
Balcony
$1,404.00
Cat: VH
$200.57/Night
Suite
$1,854.00
Cat: BC
$264.86/Night
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Feb 23, 2027 through Mar 16, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$3,849.00
(USD)
Per Person
More Details Contact Us
Inside
$3,849.00
Cat: N
$183.29/Night
Outside
$5,369.00
Cat: F
$255.67/Night
Balcony
$5,369.00
Cat: VH
$255.67/Night
Suite
$7,179.00
Cat: BC
$341.86/Night
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Feb 02, 2027 through Feb 23, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$3,839.00
(USD)
Per Person
More Details Contact Us
Inside
$3,839.00
Cat: N
$182.81/Night
Outside
$5,359.00
Cat: F
$255.19/Night
Balcony
$5,359.00
Cat: VH
$255.19/Night
Suite
$7,259.00
Cat: BC
$345.67/Night
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean Holiday: Belize & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Dec 22, 2026 through Jan 12, 2027
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale
from
$4,239.00
(USD)
Per Person
More Details Contact Us
Inside
$4,239.00
Cat: N
$201.86/Night
Outside
$5,759.00
Cat: F
$274.24/Night
Balcony
$5,759.00
Cat: VH
$274.24/Night
Suite
$7,939.00
Cat: BC
$378.05/Night
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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
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Holland America Line Logo
10-Day Western Caribbean: Greater Antilles, Belize & Mexico Roundtrip from Fort Lauderdale
Nights: 10
Dates: Feb 13, 2027 through Feb 23, 2027
Itinerary:
Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$1,899.00
(USD)
Per Person
More Details Contact Us
Inside
$1,899.00
Cat: N
$189.90/Night
Outside
$2,599.00
Cat: F
$259.90/Night
Balcony
$2,599.00
Cat: VH
$259.90/Night
Suite
$3,399.00
Cat: BC
$339.90/Night
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Jan 23, 2027 through Feb 13, 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
$3,749.00
(USD)
Per Person
More Details Contact Us
Inside
$3,749.00
Cat: N
$178.52/Night
Outside
$5,269.00
Cat: F
$250.90/Night
Balcony
$5,269.00
Cat: VH
$250.90/Night
Suite
$7,079.00
Cat: BC
$337.10/Night
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
More Details Contact Us
Inside
$3,849.00
Cat: N
$183.29/Night
Outside
$5,369.00
Cat: F
$255.67/Night
Balcony
$5,369.00
Cat: VH
$255.67/Night
Suite
$7,179.00
Cat: BC
$341.86/Night
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Holland America Line Logo
21-Day Panama Canal & Southern Caribbean Holiday Roundtrip from Fort Lauderdale
Departing on Dec 27, 2026 on the Nieuw Amsterdam
Nights: 21
Dates: Dec 27, 2026 through Jan 17, 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, Bonaire, Curacao, Aruba, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,144.00
(USD)
Per Person
More Details Contact Us
Inside
$4,144.00
Cat: N
$197.33/Night
Outside
$5,374.00
Cat: HH
$255.90/Night
Balcony
$5,374.00
Cat: VH
$255.90/Night
Suite
$9,654.00
Cat: SZ
$459.71/Night
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
$1,199.00
(USD)
Per Person
More Details Contact Us
Inside
$1,199.00
Cat: N
$171.29/Night
Outside
$1,649.00
Cat: F
$235.57/Night
Balcony
$1,649.00
Cat: VH
$235.57/Night
Suite
$2,099.00
Cat: BC
$299.86/Night
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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
$2,159.00
(USD)
Per Person
More Details Contact Us
Inside
$2,159.00
Cat: N
$154.21/Night
Outside
$2,919.00
Cat: HH
$208.50/Night
Balcony
$2,919.00
Cat: VH
$208.50/Night
Suite
$4,589.00
Cat: SZ
$327.79/Night
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Holland America Line Logo
21-Day Panama Canal & Eastern Caribbean: U.S. Virgin Islands Roundtrip from Fort Lauderdale
Departing on Jan 17, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Jan 17, 2027 through Feb 07, 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, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,859.00
(USD)
Per Person
More Details Contact Us
Inside
$3,859.00
Cat: N
$183.76/Night
Outside
$5,099.00
Cat: HH
$242.81/Night
Balcony
$5,099.00
Cat: VH
$242.81/Night
Suite
$9,089.00
Cat: SZ
$432.81/Night
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
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Holland America Line Logo
17-Day Western Caribbean: Greater Antilles & Honduras Roundtrip from Miami
Departing on Nov 11, 2026 on the Zuiderdam
Nights: 17
Dates: Nov 11, 2026 through Nov 28, 2026
Ship: Zuiderdam
Itinerary:
Miami, Bonaire, Curacao, Aruba, Cabo Rojo, Relaxaway Half Moon Cay, Miami, Key West, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$2,584.00
(USD)
Per Person
More Details Contact Us
Inside
$2,584.00
Cat: N
$152.00/Night
Outside
$3,574.00
Cat: HH
$210.24/Night
Balcony
$3,574.00
Cat: VH
$210.24/Night
Suite
$5,864.00
Cat: SZ
$344.94/Night
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
$1,653.00
(USD)
Per Person
More Details Contact Us
Inside
$1,653.00
Cat: IF
$118.07/Night
Balcony
$2,208.00
Cat: BW
$157.71/Night
Suite
$3,068.00
Cat: MF
$219.14/Night
Come Aboard Sale - Up to $500 Instant Savings + Up to 40% off + FREE 3rd & 4th Guests + 50% off Deposits
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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
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
Offer Image
Pleasant Holidays Logo
The Ritz-Carlton, Grand Cayman Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
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
$1,036.33
(USD)
Per Person
More Details Contact Us
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Princess Cruises® Logo
NewOffer: Regal Princess 03/05/2028 14 nights
Departing on Mar 05, 2028 on the Regal Princess
Nights: 14
Dates: Mar 05, 2028 through Mar 19, 2028
Itinerary:
Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami, Celebration Key, Amber Cove, San Juan, Grand Turk, Miami
from
$1,934.00
(USD)
Per Person
More Details Contact Us
Inside
$1,934.00
Cat: IF
$138.14/Night
Balcony
$2,559.00
Cat: BW
$182.79/Night
Suite
$3,909.00
Cat: MF
$279.21/Night
Come Aboard Sale - Up to $500 Instant Savings + Up to 40% off + FREE 3rd & 4th Guests + 50% off Deposits