Grand Cayman

(20 offers included)
Offer Image
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Fort Lauderdale
Departing on Nov 14, 2026 on the Eurodam
Nights: 7
Dates: Nov 14, 2026 through Nov 21, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,104.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,104.00
Cat: N
$157.71/Night
Outside
$1,204.00
Cat: HH
$172.00/Night
Balcony
$1,454.00
Cat: VH
$207.71/Night
Suite
$2,154.00
Cat: SZ
$307.71/Night
Category N - Flash Special: Book by Sunday 04/19/2026
Offer Image
Holland America Line Logo
21-Day Panama Canal & Southern Caribbean: Abc Islands Roundtrip from Fort Lauderdale
Departing on Mar 21, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Mar 21, 2027 through Apr 11, 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, Cabo Rojo, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,779.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$3,779.00
Cat: N
$179.95/Night
Outside
$4,549.00
Cat: HH
$216.62/Night
Balcony
$5,179.00
Cat: VH
$246.62/Night
Suite
$8,509.00
Cat: SZ
$405.19/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$3,569.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,569.00
Cat: N
$169.95/Night
Outside
$3,929.00
Cat: F
$187.10/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 04/19/2026
Offer Image
Holland America Line Logo
21-Day Panama Canal & Southern Caribbean: Abc Islands Roundtrip from Fort Lauderdale
Departing on Feb 07, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Feb 07, 2027 through Feb 28, 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
$3,784.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$3,784.00
Cat: N
$180.19/Night
Outside
$4,544.00
Cat: HH
$216.38/Night
Balcony
$5,174.00
Cat: VH
$246.38/Night
Suite
$8,414.00
Cat: SZ
$400.67/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$3,759.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,759.00
Cat: N
$179.00/Night
Outside
$4,069.00
Cat: F
$193.76/Night
Balcony
$5,019.00
Cat: VH
$239.00/Night
Suite
$6,499.00
Cat: BC
$309.48/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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 04/19/2026
Nieuw Statendam
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Roundtrip from Fort Lauderdale
Departing on Feb 21, 2027 on the Nieuw Statendam
Nights: 14
Dates: Feb 21, 2027 through Mar 07, 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
$2,479.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$2,479.00
Cat: N
$177.07/Night
Outside
$2,749.00
Cat: F
$196.36/Night
Balcony
$3,199.00
Cat: VH
$228.50/Night
Suite
$3,969.00
Cat: BC
$283.50/Night
Category N - Flash Special: Book by Sunday 04/19/2026
Queen Elizabeth
Cunard Line Logo
Caribbean, 21 Nights
Departing on Nov 17, 2026 on the Queen Elizabeth
Nights: 21
Dates: Nov 17, 2026 through Dec 08, 2026
Itinerary:
Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida
Experience everything from white-sand beaches in Tortola to vibrant markets in Castries as you sail on board this 21-night Queen Elizabeth voyage around the jewels of the Caribbean.
from
$2,109.00
(USD)
Per Person
More Details Contact Us
Inside
$2,109.00
Cat: IE
$100.43/Night
Outside
$2,319.00
Cat: FC
$110.43/Night
Balcony
$2,889.00
Cat: CA
$137.57/Night
Suite
$7,449.00
Cat: P2
$354.71/Night
Offer Image
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
$1,845.33
(USD)
Per Person
More Details Contact Us
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 04/19/2026
Offer Image
Holland America Line Logo
31-Day Panama Canal, Inca & South America: Chilean Fjords Fort Lauderdale to Buenos Aires
Departing on Nov 18, 2026 on the Oosterdam
Nights: 31
Dates: Nov 18, 2026 through Dec 19, 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, Puerto Montt, Puerto Chacabuco, Cruising Chilean Fjords, Cruising Sarmiento Channel, Pio Xi Glacier, Strait Of Magellan (Cruising), Beagle Channel (Cruising), Cockburn Channel (Cruising), Punta Arenas, Glacier Alley (Cruising), Ushuaia, Scenic Cruising Cape Horn, Stanley/Falkland Is/Islas Malv, Montevideo, Buenos Aires
from
$6,394.00
(USD)
Per Person
+ $195.00 taxes/fees
More Details Contact Us
Inside
$6,394.00
Cat: N
$206.26/Night
Outside
$6,584.00
Cat: HH
$212.39/Night
Balcony
$8,294.00
Cat: VH
$267.55/Night
Suite
$10,674.00
Cat: SZ
$344.32/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$3,484.00
(USD)
Per Person
+ $275.00 taxes/fees
More Details Contact Us
Inside
$3,484.00
Cat: N
$165.90/Night
Outside
$3,934.00
Cat: F
$187.33/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 04/19/2026
Offer Image
Holland America Line Logo
19-Day Panama Canal Holiday: Amber Cove & Costa Rica Roundtrip from Fort Lauderdale
Departing on Dec 20, 2026 on the Nieuw Amsterdam
Nights: 19
Dates: Dec 20, 2026 through Jan 08, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Grand Turk, Amber Cove, Key West, 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
$3,519.00
(USD)
Per Person
+ $225.00 taxes/fees
More Details Contact Us
Inside
$3,519.00
Cat: N
$185.21/Night
Outside
$3,969.00
Cat: HH
$208.89/Night
Balcony
$4,689.00
Cat: VH
$246.79/Night
Suite
$7,929.00
Cat: SZ
$417.32/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$1,454.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,454.00
Cat: N
$207.71/Night
Outside
$1,654.00
Cat: F
$236.29/Night
Balcony
$1,854.00
Cat: VH
$264.86/Night
Suite
$2,454.00
Cat: BC
$350.57/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$3,569.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,569.00
Cat: N
$169.95/Night
Outside
$3,929.00
Cat: F
$187.10/Night
Balcony
$4,829.00
Cat: VH
$229.95/Night
Suite
$6,319.00
Cat: BC
$300.90/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$2,099.00
(USD)
Per Person
+ $240.00 taxes/fees
More Details Contact Us
Inside
$2,099.00
Cat: N
$149.93/Night
Outside
$2,189.00
Cat: HH
$156.36/Night
Balcony
$2,639.00
Cat: VH
$188.50/Night
Suite
$3,679.00
Cat: SZ
$262.79/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$2,297.00
(USD)
Per Person
More Details Contact Us
Inside
$2,297.00
Cat: IE
$109.38/Night
Outside
$2,429.00
Cat: FC
$115.67/Night
Balcony
$3,174.00
Cat: CA
$151.14/Night
Suite
$7,987.00
Cat: P2
$380.33/Night
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
$3,679.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$3,679.00
Cat: N
$175.19/Night
Outside
$4,449.00
Cat: HH
$211.86/Night
Balcony
$5,079.00
Cat: VH
$241.86/Night
Suite
$8,229.00
Cat: SZ
$391.86/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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
$2,884.00
(USD)
Per Person
+ $230.00 taxes/fees
More Details Contact Us
Inside
$2,884.00
Cat: N
$206.00/Night
Outside
$3,244.00
Cat: F
$231.71/Night
Balcony
$3,744.00
Cat: VH
$267.43/Night
Suite
$4,954.00
Cat: BC
$353.86/Night
Category N - Flash Special: Book by Sunday 04/19/2026
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 04/19/2026