Wilson Travel & Cruise

(630) 377-3700

For all your Travel Needs

Grand Cayman

(20 offers included)
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
$5,379.00
Cat: F
$256.14/Night
Balcony
$5,379.00
Cat: VH
$256.14/Night
Suite
$7,519.00
Cat: BC
$358.05/Night
Category N - Flash Special: Book by Sunday 03/15/2026
Departing on Mar 05, 2028 on the Regal Princess
Nights: 14
Dates: Mar 05, 2028 through Mar 19, 2028
Itinerary:
Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami, Celebration Key, Amber Cove, San Juan, Grand Turk, Miami
from
$1,960.00
(USD)
Per Person
Inside
$1,960.00
Cat: IF
$140.00/Night
Balcony
$2,558.00
Cat: BW
$182.71/Night
Suite
$3,910.00
Cat: MF
$279.29/Night
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 03/15/2026
Dates: Jan 07, 2026 through Mar 11, 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
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
$6,414.00
(USD)
Per Person
+ $195.00 taxes/fees
Inside
$6,414.00
Cat: N
$206.90/Night
Outside
$8,124.00
Cat: HH
$262.06/Night
Balcony
$8,124.00
Cat: VH
$262.06/Night
Suite
$10,784.00
Cat: SZ
$347.87/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$2,098.00
(USD)
Per Person
Inside
$2,098.00
Cat: IF
$149.86/Night
Balcony
$2,658.00
Cat: BW
$189.86/Night
Suite
$3,108.00
Cat: MF
$222.00/Night
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
$2,168.00
(USD)
Per Person
Inside
$2,168.00
Cat: IF
$154.86/Night
Balcony
$2,588.00
Cat: BW
$184.86/Night
Suite
$3,148.00
Cat: MF
$224.86/Night
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
$3,899.00
(USD)
Per Person
+ $250.00 taxes/fees
Inside
$3,899.00
Cat: N
$185.67/Night
Outside
$5,179.00
Cat: HH
$246.62/Night
Balcony
$5,179.00
Cat: VH
$246.62/Night
Suite
$8,889.00
Cat: SZ
$423.29/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$3,014.00
(USD)
Per Person
+ $230.00 taxes/fees
Inside
$3,014.00
Cat: N
$215.29/Night
Outside
$4,014.00
Cat: F
$286.71/Night
Balcony
$4,014.00
Cat: VH
$286.71/Night
Suite
$5,294.00
Cat: BC
$378.14/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$2,739.00
(USD)
Per Person
+ $235.00 taxes/fees
Inside
$2,739.00
Cat: N
$195.64/Night
Outside
$3,499.00
Cat: HH
$249.93/Night
Balcony
$3,499.00
Cat: VH
$249.93/Night
Suite
$5,309.00
Cat: SZ
$379.21/Night
Category N - Flash Special: Book by Sunday 03/15/2026
Departing on Jan 17, 2027 on the Nieuw Amsterdam
Nights: 12
Dates: Jan 17, 2027 through Jan 29, 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
from
$2,299.00
(USD)
Per Person
+ $145.00 taxes/fees
Inside
$2,299.00
Cat: N
$191.58/Night
Outside
$3,249.00
Cat: HH
$270.75/Night
Balcony
$3,249.00
Cat: VH
$270.75/Night
Suite
$5,599.00
Cat: SZ
$466.58/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$5,169.00
Cat: F
$246.14/Night
Balcony
$5,169.00
Cat: VH
$246.14/Night
Suite
$7,159.00
Cat: BC
$340.90/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$999.00
(USD)
Per Person
+ $155.00 taxes/fees
Inside
$999.00
Cat: N
$142.71/Night
Outside
$1,399.00
Cat: HH
$199.86/Night
Balcony
$1,399.00
Cat: VH
$199.86/Night
Suite
$1,999.00
Cat: SZ
$285.57/Night
Category N - Flash Special: Book by Sunday 03/15/2026
No Image Available
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
$1,899.00
(USD)
Per Person
+ $175.00 taxes/fees
Inside
$1,899.00
Cat: N
$189.90/Night
Outside
$2,499.00
Cat: F
$249.90/Night
Balcony
$2,499.00
Cat: VH
$249.90/Night
Suite
$3,299.00
Cat: BC
$329.90/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$3,764.00
(USD)
Per Person
+ $245.00 taxes/fees
Inside
$3,764.00
Cat: N
$179.24/Night
Outside
$5,044.00
Cat: HH
$240.19/Night
Balcony
$5,044.00
Cat: VH
$240.19/Night
Suite
$8,894.00
Cat: SZ
$423.52/Night
Category N - Flash Special: Book by Sunday 03/15/2026
Departing on Mar 05, 2028 on the Regal Princess
Nights: 7
Dates: Mar 05, 2028 through Mar 12, 2028
Itinerary:
Miami, Celebration Key, Falmouth, Grand Cayman, Cozumel, Miami
from
$1,025.00
(USD)
Per Person
Inside
$1,025.00
Cat: IF
$146.43/Night
Balcony
$1,329.00
Cat: BW
$189.86/Night
Suite
$2,025.00
Cat: MF
$289.29/Night
Departing on Dec 27, 2026 on the Nieuw Amsterdam
Nights: 12
Dates: Dec 27, 2026 through Jan 08, 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
from
$2,599.00
(USD)
Per Person
+ $145.00 taxes/fees
Inside
$2,599.00
Cat: N
$216.58/Night
Outside
$3,449.00
Cat: HH
$287.42/Night
Balcony
$3,449.00
Cat: VH
$287.42/Night
Suite
$5,999.00
Cat: SZ
$499.92/Night
Category N - Flash Special: Book by Sunday 03/15/2026
No Image Available
Nights: 10
Dates: Mar 06, 2027 through Mar 16, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$1,899.00
(USD)
Per Person
+ $175.00 taxes/fees
Inside
$1,899.00
Cat: N
$189.90/Night
Outside
$2,499.00
Cat: F
$249.90/Night
Balcony
$2,499.00
Cat: VH
$249.90/Night
Suite
$3,199.00
Cat: BC
$319.90/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$3,014.00
(USD)
Per Person
+ $245.00 taxes/fees
Inside
$3,014.00
Cat: N
$215.29/Night
Outside
$3,914.00
Cat: HH
$279.57/Night
Balcony
$3,914.00
Cat: VH
$279.57/Night
Suite
$6,104.00
Cat: SZ
$436.00/Night
Category N - Flash Special: Book by Sunday 03/15/2026
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
$584.33
(USD)
Per Person