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Grand Cayman

(19 offers included)
Nieuw Statendam
Holland America Line Logo
14-Day Eastern & Western Caribbean: San Juan & Mexico Roundtrip from Fort Lauderdale
Departing on Jan 03, 2027 on the Nieuw Statendam
Nights: 14
Dates: Jan 03, 2027 through Jan 17, 2027
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
$2,259.00
(USD)
Per Person
+ $255.00 taxes/fees
More Details Contact Us
Inside
$2,259.00
Cat: N
$161.36/Night
Outside
$2,479.00
Cat: F
$177.07/Night
Balcony
$2,979.00
Cat: VH
$212.79/Night
Suite
$3,609.00
Cat: BC
$257.79/Night
Category N - Flash Special: Book by Sunday 05/03/2026
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
$474.33
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
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
More Details Contact Us
Inside
$3,079.00
Cat: N
$146.62/Night
Outside
$3,489.00
Cat: F
$166.14/Night
Balcony
$3,799.00
Cat: VH
$180.90/Night
Suite
$5,509.00
Cat: BC
$262.33/Night
Category N - Flash Special: Book by Sunday 05/03/2026
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 05/03/2026
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 05/03/2026
No Image Available
Holland America Line Logo
10-Day Western Caribbean: Greater Antilles, Belize & Mexico Roundtrip from Fort Lauderdale
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
More Details Contact Us
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 05/03/2026
Western Caribbean & Bimini New Year's
Virgin Voyages Logo
Western Caribbean & Bimini New Year's
Departing on Dec 28, 2027 on the Brilliant Lady
Nights: 7
Dates: Dec 28, 2027 through Jan 04, 2028
Itinerary:
Miami, Nassau, Ocho Rios, Grand Cayman, Bimini Islands, Miami
This 7-night New Year's sailing departs Miami and stops in Nassau before a day at sea.
from
$1,883.00
(USD)
Per Person
More Details Contact Us
Inside
$1,883.00
Cat: IZ
$269.00/Night
Outside
$2,093.00
Cat: VZ
$299.00/Night
Balcony
$2,303.00
Cat: TZ
$329.00/Night
Suite
$4,480.00
Cat: SS
$640.00/Night
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 05/03/2026
Offer Image
Shore Excursions Group Logo
Private Half Day Grand Cayman Catamaran With Snorkel Stops
Dates: Jan 07, 2026 through Apr 29, 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
More Details Contact Us
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
$2,019.00
(USD)
Per Person
More Details Contact Us
Inside
$2,019.00
Cat: IA
$96.14/Night
Outside
$2,109.00
Cat: FC
$100.43/Night
Balcony
$2,739.00
Cat: CA
$130.43/Night
Suite
$6,969.00
Cat: P2
$331.86/Night
Nieuw Statendam
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Fort Lauderdale
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
More Details Contact Us
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 05/03/2026
Offer Image
Holland America Line Logo
17-Day Southern Caribbean: Cabo Rojo & Abc Islands Roundtrip from Miami
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
More Details Contact Us
Inside
$2,494.00
Cat: N
$146.71/Night
Outside
$2,674.00
Cat: HH
$157.29/Night
Balcony
$3,084.00
Cat: VH
$181.41/Night
Suite
$4,654.00
Cat: SZ
$273.76/Night
Category N - Flash Special: Book by Sunday 05/03/2026
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
$993.67
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Feb 23, 2027 through Mar 16, 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
$3,709.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$3,709.00
Cat: N
$176.62/Night
Outside
$4,069.00
Cat: F
$193.76/Night
Balcony
$5,019.00
Cat: VH
$239.00/Night
Suite
$6,409.00
Cat: BC
$305.19/Night
Category N - Flash Special: Book by Sunday 05/03/2026
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
$482.00
(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: 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 05/03/2026
Offer Image
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Roundtrip from Fort Lauderdale
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
$1,984.00
(USD)
Per Person
+ $230.00 taxes/fees
More Details Contact Us
Inside
$1,984.00
Cat: N
$141.71/Night
Outside
$2,074.00
Cat: HH
$148.14/Night
Balcony
$2,524.00
Cat: VH
$180.29/Night
Suite
$3,694.00
Cat: SZ
$263.86/Night
Category N - Flash Special: Book by Sunday 05/03/2026
Offer Image
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Miami
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
$1,054.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$1,054.00
Cat: N
$150.57/Night
Outside
$1,104.00
Cat: HH
$157.71/Night
Balcony
$1,354.00
Cat: VH
$193.43/Night
Suite
$1,904.00
Cat: SZ
$272.00/Night
Category N - Flash Special: Book by Sunday 05/03/2026
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean Holiday: Belize & Mexico Roundtrip from Fort Lauderdale
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
More Details Contact Us
Inside
$3,719.00
Cat: N
$177.10/Night
Outside
$4,079.00
Cat: F
$194.24/Night
Balcony
$4,889.00
Cat: VH
$232.81/Night
Suite
$7,049.00
Cat: BC
$335.67/Night
Category N - Flash Special: Book by Sunday 05/03/2026