Grand Cayman

(20 offers included)
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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
$4,459.00
(USD)
Per Person
+ $290.00 taxes/fees
More Details Contact Us
Inside
$4,459.00
Cat: N
$212.33/Night
Outside
$5,659.00
Cat: F
$269.48/Night
Balcony
$5,959.00
Cat: VH
$283.76/Night
Suite
$7,859.00
Cat: BC
$374.24/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Nieuw Statendam
Holland America Line Logo
14-Day Eastern & Western Caribbean: San Juan & Mexico Roundtrip from Fort Lauderdale
Departing on Mar 07, 2026 on the Nieuw Statendam
Nights: 14
Dates: Mar 07, 2026 through Mar 21, 2026
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$2,459.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$2,459.00
Cat: N
$175.64/Night
Outside
$2,709.00
Cat: F
$193.50/Night
Balcony
$2,759.00
Cat: VH
$197.07/Night
Suite
$4,039.00
Cat: BC
$288.50/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Horseback Riding at Half Moon Cay
Holland America Line Logo
14-Day Western & Eastern Caribbean: Bahamas & San Juan Roundtrip from Fort Lauderdale
Departing on Nov 23, 2025 on the Eurodam
Nights: 14
Dates: Nov 23, 2025 through Dec 07, 2025
Ship: Eurodam
Itinerary:
Fort Lauderdale, Nassau, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Nassau, Amber Cove, Grand Turk, Half Moon Cay, Fort Lauderdale
from
$1,894.00
(USD)
Per Person
+ $230.00 taxes/fees
More Details Contact Us
Inside
$1,894.00
Cat: N
$135.29/Night
Outside
$1,974.00
Cat: HH
$141.00/Night
Balcony
$2,214.00
Cat: VH
$158.14/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Nieuw Amsterdam
Holland America Line Logo
21-Day Panama Canal & Southern Caribbean: Abc Islands Roundtrip from Fort Lauderdale
Departing on Oct 18, 2026 on the Nieuw Amsterdam
Nights: 21
Dates: Oct 18, 2026 through Nov 08, 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, Cabo Rojo, Curacao, Aruba, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,124.00
(USD)
Per Person
+ $250.00 taxes/fees
More Details Contact Us
Inside
$4,124.00
Cat: N
$196.38/Night
Outside
$4,724.00
Cat: HH
$224.95/Night
Balcony
$5,374.00
Cat: VH
$255.90/Night
Suite
$8,624.00
Cat: SZ
$410.67/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Offer Image
Princess Cruises® Logo
14-Day Caribbean East/West Adventurer
Departing on Jan 18, 2026 on the Sun Princess
Nights: 14
Dates: Jan 18, 2026 through Feb 01, 2026
Ship: Sun Princess
Itinerary:
Fort Lauderdale, Costa Maya (Mahahual), Cozumel, Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale
from
$2,363.00
(USD)
Per Person
More Details Contact Us
Inside
$2,363.00
Cat: IE
$168.79/Night
Outside
$2,638.00
Cat: O3
$188.43/Night
Balcony
$3,468.00
Cat: DF
$247.71/Night
Offer Image
Pleasant Holidays Logo
Kimpton Seafire Resort + Spa Hotel Rating: 5 stars
Nights: 3
Dates: Jan 30, 2026 through Feb 02, 2026
Location(s):
Grand Cayman
Kimpton Seafire Resort + Spa is a sublime resort brimming with natural beauty and offers beachside views of stunning turquoise waters and sun-bleached sands.
from
$1,660.00
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Southern Caribbean & Panama Canal: Abc Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: 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
from
$2,919.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$2,919.00
Cat: N
$139.00/Night
Outside
$3,119.00
Cat: F
$148.52/Night
Balcony
$3,559.00
Cat: VH
$169.48/Night
Suite
$4,839.00
Cat: BC
$230.43/Night
Category N - Flash Special: Book by Sunday 11/02/2025
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
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
$4,599.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$4,599.00
Cat: N
$219.00/Night
Outside
$5,799.00
Cat: F
$276.14/Night
Balcony
$6,099.00
Cat: VH
$290.43/Night
Suite
$7,999.00
Cat: BC
$380.90/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Offer Image
Pleasant Holidays Logo
The Westin Grand Cayman Seven Mile Beach Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Jan 30, 2026 through Feb 02, 2026
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.
from
$1,045.00
(USD)
Per Person
More Details Contact Us
Nieuw Statendam
Holland America Line Logo
14-Day Western & Eastern Caribbean: Mexico & Bahamas Holiday Roundtrip from Fort Lauderdale
Departing on Dec 20, 2025 on the Nieuw Statendam
Nights: 14
Dates: Dec 20, 2025 through Jan 03, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Key West, Fort Lauderdale
from
$2,619.00
(USD)
Per Person
+ $215.00 taxes/fees
More Details Contact Us
Inside
$2,619.00
Cat: N
$187.07/Night
Outside
$2,889.00
Cat: F
$206.36/Night
Balcony
$3,339.00
Cat: VH
$238.50/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Offer Image
Pleasant Holidays Logo
Sunshine Suites Resort Hotel Rating: 3.5 stars
Nights: 3
Dates: Jan 30, 2026 through Feb 02, 2026
Location(s):
Grand Cayman
This warm Caribbean-style all-suite hotel is located less than 200 yards from Grand Cayman's famous Seven Mile Beach.
from
$588.33
(USD)
Per Person
More Details Contact Us
Zuiderdam
Holland America Line Logo
7-Day Western Caribbean: Greater Antilles & Mexico Roundtrip from Miami
Departing on Nov 21, 2026 on the Zuiderdam
Nights: 7
Dates: Nov 21, 2026 through Nov 28, 2026
Ship: Zuiderdam
Itinerary:
Miami, Key West, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$1,384.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
Inside
$1,384.00
Cat: N
$197.71/Night
Outside
$1,584.00
Cat: HH
$226.29/Night
Balcony
$1,834.00
Cat: VH
$262.00/Night
Suite
$2,834.00
Cat: SZ
$404.86/Night
Category N - Flash Special: Book by Sunday 11/02/2025
No Image Available
Holland America Line Logo
10-Day Western Caribbean: Greater Antilles, Belize & Mexico Roundtrip from Fort Lauderdale
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
$2,294.00
(USD)
Per Person
+ $175.00 taxes/fees
More Details Contact Us
Inside
$2,294.00
Cat: N
$229.40/Night
Outside
$2,894.00
Cat: F
$289.40/Night
Balcony
$2,994.00
Cat: VH
$299.40/Night
Suite
$3,894.00
Cat: BC
$389.40/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Offer Image
Journese Logo
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Nights: 5
Dates: Jul 01, 2025 through Jul 01, 2026
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.
from
$1,891.00
(USD)
Per Person
More Details Contact Us
Offer Image
Princess Cruises® Logo
7-Day Western Caribbean with Grand Cayman
Departing on Jan 04, 2026 on the Sun Princess
Nights: 7
Dates: Jan 04, 2026 through Jan 11, 2026
Ship: Sun Princess
Itinerary:
Fort Lauderdale, Cozumel, Roatan (Mahognay Bay), Grand Cayman, Fort Lauderdale
from
$579.00
(USD)
Per Person
More Details Contact Us
Inside
$579.00
Cat: IF
$82.71/Night
Outside
$639.00
Cat: O5
$91.29/Night
Balcony
$879.00
Cat: DH
$125.57/Night
Koningsdam
Holland America Line Logo
10-Day Western Caribbean: Greater Antilles, Belize & Mexico Roundtrip from Fort Lauderdale
Departing on Jan 14, 2026 on the Koningsdam
Nights: 10
Dates: Jan 14, 2026 through Jan 24, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Roatan, Cozumel, Fort Lauderdale
from
$1,649.00
(USD)
Per Person
+ $160.00 taxes/fees
More Details Contact Us
Inside
$1,649.00
Cat: N
$164.90/Night
Outside
$2,049.00
Cat: F
$204.90/Night
Balcony
$2,399.00
Cat: VH
$239.90/Night
Suite
$3,249.00
Cat: BC
$324.90/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Horseback Riding at Half Moon Cay
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
$2,484.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
Inside
$2,484.00
Cat: N
$177.43/Night
Outside
$2,884.00
Cat: HH
$206.00/Night
Balcony
$3,234.00
Cat: VH
$231.00/Night
Suite
$5,334.00
Cat: SZ
$381.00/Night
Category N - Flash Special: Book by Sunday 11/02/2025
Offer Image
Pleasant Holidays Logo
Hotel Indigo Grand Cayman Hotel Rating: 5 stars
Nights: 3
Dates: Jan 30, 2026 through Feb 02, 2026
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
$1,115.00
(USD)
Per Person
More Details Contact Us
Koningsdam
Holland America Line Logo
21-Day Eastern & Western Caribbean: Mexico Roundtrip from Fort Lauderdale
Departing on Feb 14, 2026 on the Koningsdam
Nights: 21
Dates: Feb 14, 2026 through Mar 07, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Costa Maya, Cozumel, Fort Lauderdale
from
$3,664.00
(USD)
Per Person
+ $275.00 taxes/fees
More Details Contact Us
Inside
$3,664.00
Cat: N
$174.48/Night
Outside
$4,474.00
Cat: F
$213.05/Night
Balcony
$5,244.00
Cat: VH
$249.71/Night
Category N - Flash Special: Book by Sunday 11/02/2025
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
$2,094.00
(USD)
Per Person
+ $170.00 taxes/fees
More Details Contact Us
Inside
$2,094.00
Cat: N
$209.40/Night
Outside
$2,694.00
Cat: F
$269.40/Night
Balcony
$2,794.00
Cat: VH
$279.40/Night
Suite
$3,694.00
Cat: BC
$369.40/Night
Category N - Flash Special: Book by Sunday 11/02/2025