Grand Cayman

(20 offers included)
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Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Feb 13, 2027 through Mar 06, 2027
Itinerary:
Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,739.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,739.00
Cat: N
$178.05/Night
Outside
$4,099.00
Cat: F
$195.19/Night
Balcony
$5,089.00
Cat: VH
$242.33/Night
Suite
$6,489.00
Cat: BC
$309.00/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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
$1,054.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,054.00
Cat: N
$150.57/Night
Outside
$1,104.00
Cat: HH
$157.71/Night
Balcony
$1,354.00
Cat: VH
$193.43/Night
Suite
$1,854.00
Cat: SZ
$264.86/Night
Category N - Flash Special: Book by Sunday 05/10/2026
Offer Image
Princess Cruises® Logo
12-Day Panama Canal with Costa Rica & Caribbean Holiday Roundtrip from Fort Lauderdale
Departing on Dec 17, 2026 on the Caribbean Princess
Nights: 12
Dates: Dec 17, 2026 through Dec 29, 2026
Itinerary:
Fort Lauderdale, Aruba, Cartagena, Panama Canal - Partial Transit, Colon, Limon, Grand Cayman, Fort Lauderdale
from
$1,139.00
(USD)
Per Person
More Details Contact Us
Inside
$1,139.00
Cat: IF
$94.92/Night
Outside
$1,312.00
Cat: OZ
$109.33/Night
Balcony
$1,519.00
Cat: BF
$126.58/Night
Suite
$2,419.00
Cat: ME
$201.58/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
$2,254.00
(USD)
Per Person
+ $220.00 taxes/fees
More Details Contact Us
Inside
$2,254.00
Cat: N
$161.00/Night
Outside
$2,484.00
Cat: HH
$177.43/Night
Balcony
$2,884.00
Cat: VH
$206.00/Night
Suite
$4,144.00
Cat: SZ
$296.00/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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
$2,839.00
Cat: CB
$135.19/Night
Suite
$7,429.00
Cat: P2
$353.76/Night
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
$1,979.00
(USD)
Per Person
+ $145.00 taxes/fees
More Details Contact Us
Inside
$1,979.00
Cat: N
$164.92/Night
Outside
$2,129.00
Cat: HH
$177.42/Night
Balcony
$2,679.00
Cat: VH
$223.25/Night
Suite
$4,779.00
Cat: SZ
$398.25/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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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
$3,524.00
(USD)
Per Person
+ $275.00 taxes/fees
More Details Contact Us
Inside
$3,524.00
Cat: N
$167.81/Night
Outside
$4,024.00
Cat: F
$191.62/Night
Balcony
$4,744.00
Cat: VH
$225.90/Night
Suite
$6,134.00
Cat: BC
$292.10/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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Pleasant Holidays Logo
Kimpton Seafire Resort + Spa Hotel Rating: 5 stars
Nights: 3
Dates: through
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
$1,073.33
(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
$1,949.00
(USD)
Per Person
+ $175.00 taxes/fees
More Details Contact Us
Inside
$1,949.00
Cat: N
$194.90/Night
Outside
$2,149.00
Cat: F
$214.90/Night
Balcony
$2,599.00
Cat: VH
$259.90/Night
Suite
$3,249.00
Cat: BC
$324.90/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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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
$1,054.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,054.00
Cat: N
$150.57/Night
Outside
$1,104.00
Cat: HH
$157.71/Night
Balcony
$1,354.00
Cat: VH
$193.43/Night
Suite
$2,054.00
Cat: SZ
$293.43/Night
Category N - Flash Special: Book by Sunday 05/10/2026
Offer Image
Pleasant Holidays Logo
Grand Cayman Marriott Resort Hotel Rating: 4 stars
Nights: 3
Dates: through
Location(s):
Grand Cayman
Indulge in unique comfort and an endless summer experience at the Grand Cayman Marriott Resort. Situated at the edge of the Caribbean Sea's crystal-clear waters, this oceanfront hotel invites you to revel in relaxation while enjoying Grand Cayman's sunsets and ocean air.
from
$471.00
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Jan 12, 2027 through Feb 02, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$3,619.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,619.00
Cat: N
$172.33/Night
Outside
$4,019.00
Cat: F
$191.38/Night
Balcony
$4,829.00
Cat: VH
$229.95/Night
Suite
$6,139.00
Cat: BC
$292.33/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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
$1,204.00
(USD)
Per Person
+ $160.00 taxes/fees
More Details Contact Us
Inside
$1,204.00
Cat: N
$172.00/Night
Outside
$1,354.00
Cat: F
$193.43/Night
Balcony
$1,654.00
Cat: VH
$236.29/Night
Suite
$1,954.00
Cat: BC
$279.14/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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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
$1,104.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
Inside
$1,104.00
Cat: N
$157.71/Night
Outside
$1,154.00
Cat: HH
$164.86/Night
Balcony
$1,454.00
Cat: VH
$207.71/Night
Suite
$1,904.00
Cat: SZ
$272.00/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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, Tortola, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,619.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,619.00
Cat: N
$172.33/Night
Outside
$4,019.00
Cat: F
$191.38/Night
Balcony
$4,919.00
Cat: VH
$234.24/Night
Suite
$6,319.00
Cat: BC
$300.90/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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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
$3,139.00
(USD)
Per Person
+ $55.00 taxes/fees
More Details Contact Us
Inside
$3,139.00
Cat: N
$196.19/Night
Outside
$3,239.00
Cat: HH
$202.44/Night
Balcony
$4,239.00
Cat: VH
$264.94/Night
Suite
$5,639.00
Cat: SZ
$352.44/Night
Category N - Flash Special: Book by Sunday 05/10/2026
Nieuw Statendam
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Roundtrip from Fort Lauderdale
Departing on Jan 10, 2027 on the Nieuw Statendam
Nights: 14
Dates: Jan 10, 2027 through Jan 24, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Nassau, Relaxaway Half Moon Cay, Grand Turk, Amber Cove, Fort Lauderdale
from
$2,299.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$2,299.00
Cat: N
$164.21/Night
Outside
$2,529.00
Cat: F
$180.64/Night
Balcony
$3,069.00
Cat: VH
$219.21/Night
Suite
$3,699.00
Cat: BC
$264.21/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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
$2,844.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$2,844.00
Cat: N
$203.14/Night
Outside
$3,024.00
Cat: HH
$216.00/Night
Balcony
$3,604.00
Cat: VH
$257.43/Night
Suite
$5,494.00
Cat: SZ
$392.43/Night
Category N - Flash Special: Book by Sunday 05/10/2026
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
$971.00
(USD)
Per Person
More Details Contact Us
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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
$3,649.00
(USD)
Per Person
+ $255.00 taxes/fees
More Details Contact Us
Inside
$3,649.00
Cat: N
$173.76/Night
Outside
$4,369.00
Cat: HH
$208.05/Night
Balcony
$5,179.00
Cat: VH
$246.62/Night
Suite
$8,419.00
Cat: SZ
$400.90/Night
Category N - Flash Special: Book by Sunday 05/10/2026