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Signature Sweepstakes

Grand Cayman

(20 offers included)
No Image Available
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
$3,649.00
(USD)
Per Person
+ $280.00 taxes/fees
Inside
$3,649.00
Cat: N
$173.76/Night
Outside
$4,009.00
Cat: F
$190.90/Night
Balcony
$4,909.00
Cat: VH
$233.76/Night
Suite
$6,399.00
Cat: BC
$304.71/Night
Category N - Flash Special: Book by Sunday 03/29/2026
No Image Available
Nights: 10
Dates: Jan 02, 2027 through Jan 12, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale
from
$1,699.00
(USD)
Per Person
+ $170.00 taxes/fees
Inside
$1,699.00
Cat: N
$169.90/Night
Outside
$1,999.00
Cat: F
$199.90/Night
Balcony
$2,299.00
Cat: VH
$229.90/Night
Suite
$3,049.00
Cat: BC
$304.90/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
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
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
$2,163.00
(USD)
Per Person
Inside
$2,163.00
Cat: IF
$154.50/Night
Balcony
$2,743.00
Cat: BW
$195.93/Night
Suite
$3,208.00
Cat: MF
$229.14/Night
Dates: Jan 07, 2026 through Mar 28, 2028
Location(s):
Grand Cayman
Set sail on a private 4-hour catamaran charter in Grand Cayman, visiting Coral Gardens, Stingray City, and Starfish Point for snorkeling, marine life encounters, and pure relaxation. With flexible pacing, onboard amenities, and space for up to 50 guests, this custom cruise blends adventure and comfort for an unforgettable day at sea.
from
$135.00
(USD)
Per Person
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
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
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
Inside
$3,649.00
Cat: N
$173.76/Night
Outside
$4,369.00
Cat: HH
$208.05/Night
Balcony
$4,999.00
Cat: VH
$238.05/Night
Suite
$8,419.00
Cat: SZ
$400.90/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
$2,304.00
(USD)
Per Person
+ $220.00 taxes/fees
Inside
$2,304.00
Cat: N
$164.57/Night
Outside
$2,484.00
Cat: HH
$177.43/Night
Balcony
$3,064.00
Cat: VH
$218.86/Night
Suite
$4,374.00
Cat: SZ
$312.43/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
$2,494.00
(USD)
Per Person
+ $240.00 taxes/fees
Inside
$2,494.00
Cat: N
$146.71/Night
Outside
$2,764.00
Cat: HH
$162.59/Night
Balcony
$3,214.00
Cat: VH
$189.06/Night
Suite
$5,104.00
Cat: SZ
$300.24/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
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
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 03/29/2026
No Image Available
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
$3,719.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$3,719.00
Cat: N
$177.10/Night
Outside
$4,129.00
Cat: F
$196.62/Night
Balcony
$4,979.00
Cat: VH
$237.10/Night
Suite
$7,049.00
Cat: BC
$335.67/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
$1,523.00
(USD)
Per Person
Inside
$1,523.00
Cat: IF
$108.79/Night
Outside
$1,875.00
Cat: O6
$133.93/Night
Balcony
$1,748.00
Cat: BW
$124.86/Night
Suite
$2,818.00
Cat: MF
$201.29/Night
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
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 03/29/2026
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
Inside
$1,979.00
Cat: N
$164.92/Night
Outside
$2,179.00
Cat: HH
$181.58/Night
Balcony
$2,779.00
Cat: VH
$231.58/Night
Suite
$4,779.00
Cat: SZ
$398.25/Night
Category N - Flash Special: Book by Sunday 03/29/2026
No Image Available
Nights: 21
Dates: Dec 01, 2026 through Dec 22, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, 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
$3,079.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$3,079.00
Cat: N
$146.62/Night
Outside
$3,529.00
Cat: F
$168.05/Night
Balcony
$3,889.00
Cat: VH
$185.19/Night
Suite
$5,509.00
Cat: BC
$262.33/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
Inside
$3,734.00
Cat: N
$177.81/Night
Outside
$4,184.00
Cat: HH
$199.24/Night
Balcony
$5,084.00
Cat: VH
$242.10/Night
Suite
$8,864.00
Cat: SZ
$422.10/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
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
Inside
$1,454.00
Cat: N
$207.71/Night
Outside
$1,654.00
Cat: F
$236.29/Night
Balcony
$1,954.00
Cat: VH
$279.14/Night
Suite
$2,454.00
Cat: BC
$350.57/Night
Category N - Flash Special: Book by Sunday 03/29/2026
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
$2,034.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$2,034.00
Cat: N
$145.29/Night
Outside
$2,214.00
Cat: HH
$158.14/Night
Balcony
$2,714.00
Cat: VH
$193.86/Night
Suite
$4,064.00
Cat: SZ
$290.29/Night
Category N - Flash Special: Book by Sunday 03/29/2026