Tailored Travel Club
✆: 916-532-4113
✉:

Grand Cayman

(20 offers included)
No Image Available
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
+ $280.00 taxes/fees
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
Category N - Flash Special: Book by Sunday 02/22/2026
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
$1,828.00
(USD)
Per Person
Inside
$1,828.00
Cat: IF
$130.57/Night
Balcony
$2,318.00
Cat: BW
$165.57/Night
Suite
$3,358.00
Cat: MF
$239.86/Night
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
+ $240.00 taxes/fees
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
$5,724.00
Cat: SZ
$336.71/Night
Category N - Flash Special: Book by Sunday 02/22/2026
No Image Available
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
+ $280.00 taxes/fees
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
$6,979.00
Cat: BC
$332.33/Night
Category N - Flash Special: Book by Sunday 02/22/2026
Departing on Mar 24, 2026 on the Queen Elizabeth
Nights: 21
Dates: Mar 24, 2026 through Apr 14, 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
$1,750.00
(USD)
Per Person
Inside
$1,750.00
Cat: IF
$83.33/Night
Outside
$1,858.00
Cat: FC
$88.48/Night
Balcony
$2,269.00
Cat: CB
$108.05/Night
Suite
$6,444.00
Cat: P1
$306.86/Night
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
$2,179.00
(USD)
Per Person
Inside
$2,179.00
Cat: IE
$103.76/Night
Outside
$2,195.00
Cat: FC
$104.52/Night
Balcony
$2,815.00
Cat: CA
$134.05/Night
Suite
$7,604.00
Cat: P2
$362.10/Night
Departing on Feb 27, 2028 on the Regal Princess
Nights: 14
Dates: Feb 27, 2028 through Mar 12, 2028
Itinerary:
Miami, Princess Cays, St Thomas, St Maarten, Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami
from
$1,950.00
(USD)
Per Person
Inside
$1,950.00
Cat: IF
$139.29/Night
Balcony
$2,578.00
Cat: BW
$184.14/Night
Suite
$3,900.00
Cat: MF
$278.57/Night
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
$1,499.00
(USD)
Per Person
+ $155.00 taxes/fees
Inside
$1,499.00
Cat: N
$214.14/Night
Outside
$1,999.00
Cat: F
$285.57/Night
Balcony
$1,999.00
Cat: VH
$285.57/Night
Suite
$2,599.00
Cat: BC
$371.29/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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
$1,804.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$1,804.00
Cat: N
$128.86/Night
Outside
$2,704.00
Cat: HH
$193.14/Night
Balcony
$2,704.00
Cat: VH
$193.14/Night
Suite
$4,154.00
Cat: SZ
$296.71/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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
+ $70.00 taxes/fees
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
Category N - Flash Special: Book by Sunday 02/22/2026
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
+ $225.00 taxes/fees
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
$4,239.00
Cat: SZ
$302.79/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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: IA
$112.71/Night
Outside
$2,443.00
Cat: FC
$116.33/Night
Balcony
$3,175.00
Cat: BF
$151.19/Night
Suite
$10,803.00
Cat: Q5
$514.43/Night
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
+ $240.00 taxes/fees
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
$3,989.00
Cat: SZ
$284.93/Night
Category N - Flash Special: Book by Sunday 02/22/2026
Departing on Dec 05, 2026 on the Eurodam
Nights: 14
Dates: Dec 05, 2026 through Dec 19, 2026
Ship: Eurodam
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
$1,814.00
(USD)
Per Person
+ $230.00 taxes/fees
Inside
$1,814.00
Cat: N
$129.57/Night
Outside
$2,694.00
Cat: HH
$192.43/Night
Balcony
$2,694.00
Cat: VH
$192.43/Night
Suite
$4,144.00
Cat: SZ
$296.00/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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
$2,389.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$2,389.00
Cat: N
$170.64/Night
Outside
$3,149.00
Cat: F
$224.93/Night
Balcony
$3,149.00
Cat: VH
$224.93/Night
Suite
$3,829.00
Cat: BC
$273.50/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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
$4,099.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$4,099.00
Cat: N
$195.19/Night
Outside
$5,479.00
Cat: F
$260.90/Night
Balcony
$5,479.00
Cat: VH
$260.90/Night
Suite
$7,619.00
Cat: BC
$362.81/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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
$3,329.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$3,329.00
Cat: N
$158.52/Night
Outside
$4,609.00
Cat: F
$219.48/Night
Balcony
$4,609.00
Cat: VH
$219.48/Night
Suite
$6,229.00
Cat: BC
$296.62/Night
Category N - Flash Special: Book by Sunday 02/22/2026
Departing on Mar 22, 2026 on the Eurodam
Nights: 7
Dates: Mar 22, 2026 through Mar 29, 2026
Ship: Eurodam
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$549.00
(USD)
Per Person
+ $150.00 taxes/fees
Inside
$549.00
Cat: N
$78.43/Night
Outside
$1,154.00
Cat: F
$164.86/Night
Balcony
$1,254.00
Cat: VH
$179.14/Night
Category N - Flash Special: Book by Sunday 02/22/2026
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
$3,839.00
(USD)
Per Person
+ $280.00 taxes/fees
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
$7,159.00
Cat: BC
$340.90/Night
Category N - Flash Special: Book by Sunday 02/22/2026
No Image Available
Nights: 10
Dates: Oct 31, 2026 through Nov 10, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$1,599.00
(USD)
Per Person
+ $170.00 taxes/fees
Inside
$1,599.00
Cat: N
$159.90/Night
Outside
$2,299.00
Cat: F
$229.90/Night
Balcony
$2,299.00
Cat: VH
$229.90/Night
Suite
$2,949.00
Cat: BC
$294.90/Night
Category N - Flash Special: Book by Sunday 02/22/2026