202-423-6052 F: 678-408-9571

Grand Cayman

(20 offers included)
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 04/05/2026
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: ID
$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
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
$1,504.00
Cat: VH
$214.86/Night
Suite
$2,254.00
Cat: SZ
$322.00/Night
Category N - Flash Special: Book by Sunday 04/05/2026
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
$551.33
(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
$3,759.00
(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 04/05/2026
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
$8,204.00
Cat: VH
$264.65/Night
Suite
$10,674.00
Cat: SZ
$344.32/Night
Category N - Flash Special: Book by Sunday 04/05/2026
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 04/05/2026
Offer Image
Holland America Line Logo
21-Day Southern Caribbean & Panama Canal: Abc Islands Roundtrip from Fort Lauderdale
Departing on Jan 08, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Jan 08, 2027 through Jan 29, 2027
Itinerary:
Fort Lauderdale, Bonaire, Curacao, Aruba, 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
$3,644.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$3,644.00
Cat: N
$173.52/Night
Outside
$4,364.00
Cat: HH
$207.81/Night
Balcony
$4,904.00
Cat: VH
$233.52/Night
Suite
$8,414.00
Cat: SZ
$400.67/Night
Category N - Flash Special: Book by Sunday 04/05/2026
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
$3,339.00
(USD)
Per Person
+ $70.00 taxes/fees
More Details Contact Us
Inside
$3,339.00
Cat: N
$208.69/Night
Outside
$3,439.00
Cat: HH
$214.94/Night
Balcony
$4,439.00
Cat: VH
$277.44/Night
Suite
$5,939.00
Cat: SZ
$371.19/Night
Category N - Flash Special: Book by Sunday 04/05/2026
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
$3,679.00
(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 04/05/2026
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
$2,449.00
Cat: FC
$116.62/Night
Balcony
$3,124.00
Cat: CA
$148.76/Night
Suite
$8,007.00
Cat: P2
$381.29/Night
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
$1,999.00
Cat: F
$199.90/Night
Balcony
$2,399.00
Cat: VH
$239.90/Night
Suite
$3,049.00
Cat: BC
$304.90/Night
Category N - Flash Special: Book by Sunday 04/05/2026
Offer Image
Princess Cruises® Logo
NewOffer: Regal Princess 11/14/2026 14 nights
Departing on Nov 14, 2026 on the Regal Princess
Nights: 14
Dates: Nov 14, 2026 through Nov 28, 2026
Itinerary:
Fort Lauderdale, Grand Cayman, Ocho Rios, Aruba, Fort Lauderdale, Celebration Key, Grand Turk, Nassau, Fort Lauderdale
from
$2,188.00
(USD)
Per Person
More Details Contact Us
Inside
$2,188.00
Cat: IF
$156.29/Night
Balcony
$2,738.00
Cat: BW
$195.57/Night
Suite
$3,268.00
Cat: MF
$233.43/Night
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
$1,086.00
(USD)
Per Person
More Details Contact Us
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
$3,834.00
Cat: VH
$273.86/Night
Suite
$4,954.00
Cat: BC
$353.86/Night
Category N - Flash Special: Book by Sunday 04/05/2026
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
$514.33
(USD)
Per Person
More Details Contact Us
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
$316.33
(USD)
Per Person
More Details Contact Us
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
$3,609.00
(USD)
Per Person
+ $225.00 taxes/fees
More Details Contact Us
Inside
$3,609.00
Cat: N
$189.95/Night
Outside
$4,059.00
Cat: HH
$213.63/Night
Balcony
$4,959.00
Cat: VH
$261.00/Night
Suite
$8,289.00
Cat: SZ
$436.26/Night
Category N - Flash Special: Book by Sunday 04/05/2026
Offer Image
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Holiday Roundtrip from Fort Lauderdale
Departing on Dec 26, 2026 on the Eurodam
Nights: 14
Dates: Dec 26, 2026 through Jan 09, 2027
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Key West, Amber Cove, Grand Turk, Relaxaway Half Moon Cay, Fort Lauderdale
from
$2,579.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
Inside
$2,579.00
Cat: N
$184.21/Night
Outside
$2,759.00
Cat: HH
$197.07/Night
Balcony
$3,299.00
Cat: VH
$235.64/Night
Suite
$4,969.00
Cat: SZ
$354.93/Night
Category N - Flash Special: Book by Sunday 04/05/2026
Offer Image
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
$3,734.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$3,734.00
Cat: N
$177.81/Night
Outside
$4,184.00
Cat: HH
$199.24/Night
Balcony
$4,994.00
Cat: VH
$237.81/Night
Suite
$8,864.00
Cat: SZ
$422.10/Night
Category N - Flash Special: Book by Sunday 04/05/2026