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Grand Cayman (20 offers included)

Western Caribbean Cruise
Roundtrip from Miami, Florida
from $1,177.59 (USD)
Per Person
Nov 22, 2026
through Nov 29, 2026
Independence of the Seas Helicopter View at Sunset
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 7
Price Per Night:$168.23 (USD)
(based on double occupancy, for comparison only)
Nov 22, 2026 through Nov 29, 2026
Itinerary: Miami, Florida, Nassau, Bahamas, Cruising, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Miami, Florida
Other Categories Starting At:
Inside
$1,177.59
Cat:ZI
168.23 per night
Outside
$1,333.09
Cat:YO
190.44 per night
Balcony
$1,514.09
Cat:XB
216.30 per night
Suite
N/A
More Details Contact Us
Western Caribbean Cruise
Roundtrip from Miami, Florida
from $701.64 (USD)
Per Person
Nov 24, 2025
through Nov 29, 2025
Aerial of Freedom of the Seas
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 5
Price Per Night:$140.33 (USD)
(based on double occupancy, for comparison only)
Nov 24, 2025 through Nov 29, 2025
Itinerary: Miami, Florida, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Miami, Florida
Other Categories Starting At:
Inside
$701.64
Cat:ZI
140.33 per night
Outside
$848.64
Cat:YO
169.73 per night
Balcony
$1,191.64
Cat:XB
238.33 per night
Suite
N/A
More Details Contact Us
21-Day Panama Canal & Southern Caribbean Holiday
Roundtrip from Fort Lauderdale
from $3,489.00 (USD)
Per Person
+ $245.00 taxes/fees
Dec 07, 2025
through Dec 28, 2025
Holland America Line logo
More offers from Holland America Line
Nights: 21
Price Per Night:$166.14 (USD)
(based on double occupancy, for comparison only)
Dec 07, 2025 through Dec 28, 2025
Itinerary: Fort Lauderdale, Half Moon Cay, Curacao, 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, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
$3,489.00
Cat:N
166.14 per night
Outside
$3,999.00
Cat:F
190.43 per night
Balcony
$4,509.00
Cat:VH
214.71 per night
Suite
$5,949.00
Cat:BC
283.29 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us
12-Day Panama Canal with Costa Rica & Caribbean Holiday
Roundtrip from Fort Lauderdale
from $1,909.00 (USD)
Per Person
Dec 23, 2025
through Jan 04, 2026
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 12
Price Per Night:$159.08 (USD)
(based on double occupancy, for comparison only)
Dec 23, 2025 through Jan 04, 2026
Itinerary: Fort Lauderdale, Aruba, Curacao, Cartagena, Panama Canal - Partial Transit, Colon, Limon, Grand Cayman, Fort Lauderdale
Other Categories Starting At:
Inside
$1,909.00
Cat:IE
159.08 per night
Outside
$1,891.00
Cat:OZ
157.58 per night
Balcony
$3,049.00
Cat:BF
254.08 per night
Suite
$4,149.00
Cat:S7
345.75 per night
More Details Contact Us
7-Day Western Caribbean with Grand Cayman Holiday
Roundtrip from Fort Lauderdale
from $669.00 (USD)
Per Person
Nov 23, 2025
through Nov 30, 2025
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 7
Ship: Sun Princess
Price Per Night:$95.57 (USD)
(based on double occupancy, for comparison only)
Nov 23, 2025 through Nov 30, 2025
Itinerary: Fort Lauderdale, Grand Cayman, Roatan (Mahognay Bay), Cozumel, Fort Lauderdale
Other Categories Starting At:
Inside
$669.00
Cat:IF
95.57 per night
Outside
$1,019.00
Cat:O5
145.57 per night
Balcony
$1,039.00
Cat:DH
148.43 per night
Suite
$1,449.00
Cat:MD
207.00 per night
More Details Contact Us
Western Caribbean Cruise
Roundtrip from Orlando (Port Canaveral), Fl
from $858.60 (USD)
Per Person
Nov 22, 2025
through Nov 28, 2025
Adventure of the Seas Exterior Land
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 6
Price Per Night:$143.10 (USD)
(based on double occupancy, for comparison only)
Nov 22, 2025 through Nov 28, 2025
Itinerary: Orlando (Port Canaveral), Fl, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Labadee, Haiti, Cruising, Orlando (Port Canaveral), Fl
Other Categories Starting At:
Inside
$858.60
Cat:ZI
143.10 per night
Outside
$1,096.10
Cat:YO
182.68 per night
Balcony
$1,272.10
Cat:XB
212.02 per night
Suite
N/A
More Details Contact Us
21-Day Southern Caribbean & Panama Canal: Abc Islands
Roundtrip from Fort Lauderdale
from $3,334.00 (USD)
Per Person
+ $245.00 taxes/fees
Nov 28, 2025
through Dec 19, 2025
Holland America Line logo
More offers from Holland America Line
Nights: 21
Price Per Night:$158.76 (USD)
(based on double occupancy, for comparison only)
Nov 28, 2025 through Dec 19, 2025
Itinerary: Fort Lauderdale, Curacao, Aruba, Half Moon Cay, Fort Lauderdale, Half Moon Cay, Curacao, 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
Other Categories Starting At:
Inside
$3,334.00
Cat:N
158.76 per night
Outside
$3,614.00
Cat:F
172.10 per night
Balcony
$3,894.00
Cat:VH
185.43 per night
Suite
$5,014.00
Cat:BC
238.76 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us
10-Day Western Caribbean: Greater Antilles, Belize & Mexico
Roundtrip from Fort Lauderdale
from $2,149.00 (USD)
Per Person
+ $160.00 taxes/fees
Feb 25, 2026
through Mar 07, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 10
Ship: Koningsdam
Price Per Night:$214.90 (USD)
(based on double occupancy, for comparison only)
Feb 25, 2026 through Mar 07, 2026
Itinerary: Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Costa Maya, Cozumel, Fort Lauderdale
Other Categories Starting At:
Inside
$2,149.00
Cat:N
214.90 per night
Outside
$2,399.00
Cat:F
239.90 per night
Balcony
$2,699.00
Cat:VH
269.90 per night
Suite
$3,549.00
Cat:BC
354.90 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Hotel Rating: 4.5 stars
from $635.67 (USD)
Per Person
Oct 19, 2025
through Oct 22, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$211.89 (USD)
(based on double occupancy, for comparison only)
Oct 19, 2025 through Oct 22, 2025
Location(s): Grand Cayman
Fronting the famous Seven Mile Beach in the heart of Grand Cayman with easy access to the island's best attractions.
More Details Contact Us Book It
14-Day Eastern/Western Caribbean Adventurer
Roundtrip from Fort Lauderdale
from $1,158.00 (USD)
Per Person
Feb 01, 2026
through Feb 15, 2026
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Ship: Sun Princess
Price Per Night:$82.71 (USD)
(based on double occupancy, for comparison only)
Feb 01, 2026 through Feb 15, 2026
Itinerary: Fort Lauderdale, Cozumel, Roatan (Mahognay Bay), Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
Other Categories Starting At:
Inside
$1,158.00
Cat:IE
82.71 per night
Outside
$1,518.00
Cat:O2
108.43 per night
Balcony
$1,988.00
Cat:DE
142.00 per night
Suite
$2,538.00
Cat:MD
181.29 per night
More Details Contact Us
14-Day Caribbean East/West Adventurer
Roundtrip from Fort Lauderdale
from $1,418.00 (USD)
Per Person
Nov 30, 2025
through Dec 14, 2025
Offer Image
Princess Cruises® logo
More offers from Princess Cruises®
Nights: 14
Ship: Sun Princess
Price Per Night:$101.29 (USD)
(based on double occupancy, for comparison only)
Nov 30, 2025 through Dec 14, 2025
Itinerary: Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Cozumel, Roatan, Grand Cayman, Fort Lauderdale
Other Categories Starting At:
Inside
$1,418.00
Cat:IE
101.29 per night
Outside
$1,598.00
Cat:O3
114.14 per night
Balcony
$1,998.00
Cat:DG
142.71 per night
Suite
$2,898.00
Cat:MD
207.00 per night
More Details Contact Us
7-Day Western Caribbean: Greater Antilles & Mexico Holiday
Roundtrip from Fort Lauderdale
from $1,654.00 (USD)
Per Person
+ $140.00 taxes/fees
Dec 28, 2025
through Jan 04, 2026
Eurodam
Holland America Line logo
More offers from Holland America Line
Nights: 7
Ship: Eurodam
Price Per Night:$236.29 (USD)
(based on double occupancy, for comparison only)
Dec 28, 2025 through Jan 04, 2026
Itinerary: Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
Other Categories Starting At:
Inside
$1,654.00
Cat:N
236.29 per night
Outside
$1,754.00
Cat:HH
250.57 per night
Balcony
$2,154.00
Cat:VH
307.71 per night
Suite
$3,414.00
Cat:SZ
487.71 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us
Western Caribbean, 9 Nights
from $1,019.00 (USD)
Per Person
+ $8,716.00 taxes/fees
Feb 10, 2026
through Feb 19, 2026
Queen Elizabeth
Cunard Line logo
More offers from Cunard Line
Nights: 9
Price Per Night:$113.22 (USD)
(based on double occupancy, for comparison only)
Feb 10, 2026 through Feb 19, 2026
Itinerary: Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Visit some of the Caribbean’s most enticing and untouched islands and enjoy relaxing days at sea on this nine-night voyage on Queen Elizabeth that starts and ends Miami.
Other Categories Starting At:
Inside
$1,019.00
Cat:IF
113.22 per night
Outside
$1,109.00
Cat:FC
123.22 per night
Balcony
$1,529.00
Cat:BF
169.89 per night
Suite
$3,589.00
Cat:P2
398.78 per night
More Details Contact Us
21-Day Southern Caribbean & Panama Canal: Abc Islands
Roundtrip from Fort Lauderdale
from $4,014.00 (USD)
Per Person
+ $245.00 taxes/fees
Feb 20, 2026
through Mar 13, 2026
Holland America Line logo
More offers from Holland America Line
Nights: 21
Price Per Night:$191.14 (USD)
(based on double occupancy, for comparison only)
Feb 20, 2026 through Mar 13, 2026
Itinerary: Fort Lauderdale, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale, Half Moon Cay, Curacao, 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
Other Categories Starting At:
Inside
$4,014.00
Cat:N
191.14 per night
Outside
$5,094.00
Cat:F
242.57 per night
Balcony
$5,814.00
Cat:VH
276.86 per night
Suite
$7,484.00
Cat:BC
356.38 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us
Western Caribbean Holiday
Roundtrip from Miami, Florida
from $843.04 (USD)
Per Person
Dec 21, 2026
through Dec 26, 2026
Aerial of Freedom of the Seas
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 5
Price Per Night:$168.61 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2026 through Dec 26, 2026
Itinerary: Miami, Florida, Cruising, George Town, Grand Cayman, Cruising, Nassau, Bahamas, Miami, Florida
Other Categories Starting At:
Inside
$843.04
Cat:ZI
168.61 per night
Outside
$913.04
Cat:YO
182.61 per night
Balcony
$1,053.04
Cat:XB
210.61 per night
Suite
N/A
More Details Contact Us
The Ritz-Carlton, Grand Cayman
Hotel Rating: 5 stars
from $1,019.33 (USD)
Per Person
Oct 19, 2025
through Oct 22, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$339.78 (USD)
(based on double occupancy, for comparison only)
Oct 19, 2025 through Oct 22, 2025
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.
More Details Contact Us Book It
Grand Cayman, Mexico & Bahamas
from $702.20 (USD)
Per Person
Non-Refundable
Dec 13, 2026
through Dec 19, 2026
Celebrity Silhouette Exterior
Celebrity Cruises logo
More offers from Celebrity Cruises
Nights: 6
Price Per Night:$117.03 (USD)
(based on double occupancy, for comparison only)
Dec 13, 2026 through Dec 19, 2026
Itinerary: Fort Lauderdale, Florida, Bimini, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$702.20
Cat:Z
117.03 per night
Outside
$860.20
Cat:Y
143.37 per night
Balcony
$874.70
Cat:X
145.78 per night
Suite
$2,443.70
Cat:S1
407.28 per night
More Details Contact Us
7-Day Western Caribbean: Mexico Holiday
Roundtrip from Fort Lauderdale
from $1,354.00 (USD)
Per Person
+ $140.00 taxes/fees
Dec 20, 2025
through Dec 27, 2025
Nieuw Statendam
Holland America Line logo
More offers from Holland America Line
Nights: 7
Price Per Night:$193.43 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2025 through Dec 27, 2025
Itinerary: Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
Other Categories Starting At:
Inside
$1,354.00
Cat:N
193.43 per night
Outside
$1,554.00
Cat:F
222.00 per night
Balcony
$1,754.00
Cat:VH
250.57 per night
Suite
$2,354.00
Cat:BC
336.29 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us
STARS OF THE GREATER ANTILLES
from $4,299.00 (USD)
Per Person
+ $64.00 taxes/fees
Feb 17, 2026
through Feb 28, 2026
Wind Surf at Sea
Windstar Cruises logo
More offers from Windstar Cruises
Nights: 11
Ship: Wind Surf
Price Per Night:$390.82 (USD)
(based on double occupancy, for comparison only)
Feb 17, 2026 through Feb 28, 2026
Itinerary: Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Jamaica, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St. Maarten
Cruise through the Greater Antilles discovering magical places that fell off the map and tiny gems that were never on it in the first place. Skip the crowds of Montego Bay and Ocho Rios and head instead for the silver screen beauty of Port Antonio, "discovered" by Errol Flynn and then long forgotten. Enjoy the retro-Caribbean vibe of Grand Cayman and the undersea wonderland of La Romana.
Other Categories Starting At:
Inside
N/A
Outside
$4,299.00
Cat:B
390.82 per night
Balcony
N/A
Suite
$7,699.00
Cat:OS
699.91 per night
More Details Contact Us
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands
Roundtrip from Fort Lauderdale
from $4,024.00 (USD)
Per Person
+ $265.00 taxes/fees
Jan 14, 2026
through Feb 04, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 21
Ship: Koningsdam
Price Per Night:$191.62 (USD)
(based on double occupancy, for comparison only)
Jan 14, 2026 through Feb 04, 2026
Itinerary: Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Mahogany Bay, Cozumel, Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
$4,024.00
Cat:N
191.62 per night
Outside
$4,514.00
Cat:F
214.95 per night
Balcony
$5,234.00
Cat:VH
249.24 per night
Suite
$6,764.00
Cat:BC
322.10 per night
Category N - Flash Special: Book by Sunday 07/20/2025
More Details Contact Us