Cruise Ports
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Cruises Calling at Key West

83 upcoming cruises that stop at Key West, Florida, USA. Updated regularly; always confirm with the cruise line.

Margaritaville At Sea Islander
Margaritaville at Sea
Round-trip from Tampa
⚓ Calls 02 Aug 13:00 - 19:00 (13:00–19:00) 20265 nights4 portsDeparts 2026-08-01
$449from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 04 Aug 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-08-02
$1,627from / pp
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Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 05 Aug 07:00 - 16:00 (07:00–16:00) 20264 nights4 portsDeparts 2026-08-03
$299from / pp
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Jewel Of The Seas
Royal Caribbean
Round-trip from Fort Lauderdale
⚓ Calls 06 Aug 07:00 - 17:00 (07:00–17:00) 20264 nights4 portsDeparts 2026-08-03
$814from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 08 Aug 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-08-07
$994from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 10 Aug 10:00 - 18:00 (10:00–18:00) 20268 nights6 portsDeparts 2026-08-08
$1,837from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 11 Aug 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-10
$779from / pp
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Resilient Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 14 Aug 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-13
$733from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 15 Aug 08:00 - 16:00 (08:00–16:00) 20263 nights4 portsDeparts 2026-08-14
$794from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 18 Aug 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-08-16
$1,125from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 19 Aug 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-17
$853from / pp
Check fares
Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 22 Aug 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-08-21
$744from / pp
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Margaritaville At Sea Islander
Margaritaville at Sea
Round-trip from Tampa
⚓ Calls 23 Aug 13:00 - 19:00 (13:00–19:00) 20267 nights6 portsDeparts 2026-08-22
$649from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 24 Aug 10:00 - 18:00 (10:00–18:00) 20268 nights6 portsDeparts 2026-08-22
$1,615from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 25 Aug 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-24
$848from / pp
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Jewel Of The Seas
Royal Caribbean
Round-trip from Fort Lauderdale
⚓ Calls 26 Aug 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-24
$559from / pp
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Resilient Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 28 Aug 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-27
$756from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 29 Aug 08:00 - 16:00 (08:00–16:00) 20263 nights4 portsDeparts 2026-08-28
$794from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 01 Sep 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-08-30
$1,032from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 02 Sep 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-08-31
$839from / pp
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Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 04 Sep 10:00 - 18:00 (10:00–18:00) 20264 nights4 portsDeparts 2026-09-03
$309from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 07 Sep 10:00 - 18:00 (10:00–18:00) 20268 nights6 portsDeparts 2026-09-05
$1,403from / pp
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Resilient Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 11 Sep 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-09-10
$556from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 15 Sep 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-09-13
$971from / pp
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Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 23 Sep 07:00 - 16:00 (07:00–16:00) 20264 nights4 portsDeparts 2026-09-21
$179from / pp
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Resilient Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 25 Sep 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-09-24
$596from / pp
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Margaritaville At Sea Islander
Margaritaville at Sea
Round-trip from Tampa
⚓ Calls 27 Sep 13:00 - 19:00 (13:00–19:00) 20267 nights6 portsDeparts 2026-09-26
$669from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 28 Sep 10:00 - 18:00 (10:00–18:00) 20267 nights5 portsDeparts 2026-09-26
$1,225from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 29 Sep 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-09-27
$963from / pp
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Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 30 Sep 07:00 - 16:00 (07:00–16:00) 20264 nights4 portsDeparts 2026-09-28
$249from / pp
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Resilient Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 09 Oct 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-10-08
$676from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 12 Oct 10:00 - 18:00 (10:00–18:00) 20267 nights5 portsDeparts 2026-10-10
$1,575from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 13 Oct 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-10-11
$963from / pp
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Scenic Eclipse
Scenic Cruises
New York → Nassau
⚓ Calls 14 Oct 202611 nights9 portsDeparts 2026-10-05
Price on request
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Jewel Of The Seas
Royal Caribbean
Round-trip from Fort Lauderdale
⚓ Calls 15 Oct 10:30 - 17:00 (10:30–17:00) 20264 nights5 portsDeparts 2026-10-12
$879from / pp
Check fares
Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 17 Oct 07:00 - 16:00 (07:00–16:00) 20264 nights4 portsDeparts 2026-10-15
$239from / pp
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Margaritaville At Sea Islander
Margaritaville at Sea
Round-trip from Tampa
⚓ Calls 18 Oct 13:00 - 19:00 (13:00–19:00) 20267 nights6 portsDeparts 2026-10-17
$649from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 19 Oct 12:00 - 18:00 (12:00–18:00) 202614 nights10 portsDeparts 2026-10-17
$2,577from / pp
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Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 20 Oct 10:00 - 18:00 (10:00–18:00) 20264 nights4 portsDeparts 2026-10-19
$249from / pp
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Celebrity Summit
Celebrity Cruises
Round-trip from Tampa
⚓ Calls 21 Oct 08:00 - 17:00 (08:00–17:00) 20267 nights5 portsDeparts 2026-10-18
$1,607from / pp
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Resilient Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 23 Oct 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-10-22
$756from / pp
Check fares
Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 25 Oct 07:00 - 16:00 (07:00–16:00) 20264 nights4 portsDeparts 2026-10-23
$249from / pp
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Carnival Liberty
Carnival Cruise Line
Round-trip from New Orleans
⚓ Calls 27 Oct 08:00 - 16:00 (08:00–16:00) 20267 nights5 portsDeparts 2026-10-25
$903from / pp
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ms Eurodam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 30 Oct 08:00 - 16:00 (08:00–16:00) 20267 nights6 portsDeparts 2026-10-24
$1,781from / pp
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Celebrity Apex
Celebrity Cruises
Round-trip from Port Canaveral
⚓ Calls 01 Nov 10:30 - 17:00 (10:30–17:00) 20267 nights5 portsDeparts 2026-10-31
$2,223from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 03 Nov 07:00 - 15:00 (07:00–15:00) 20264 nights5 portsDeparts 2026-11-02
$3,705from / pp
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Celebrity Summit
Celebrity Cruises
Round-trip from Tampa
⚓ Calls 04 Nov 08:00 - 17:00 (08:00–17:00) 20267 nights5 portsDeparts 2026-11-01
$1,704from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 07 Nov 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-11-06
$9,838from / pp
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Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 09 Nov 10:00 - 18:00 (10:00–18:00) 20267 nights5 portsDeparts 2026-11-07
$1,177from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 10 Nov 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-11-09
$1,779from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 14 Nov 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-11-13
$760from / pp
Check fares
Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 17 Nov 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-11-16
$910from / pp
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Celebrity Summit
Celebrity Cruises
Round-trip from Tampa
⚓ Calls 18 Nov 08:00 - 17:00 (08:00–17:00) 20267 nights5 portsDeparts 2026-11-15
$1,219from / pp
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ACL American Maverick
American Cruise Lines
Tampa → St Petersburg FL
⚓ Calls 20 Nov - 21 Nov 20266 nights7 portsDeparts 2026-11-18
$6,575from / pp
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Scarlet Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 20 Nov 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-11-19
$796from / pp
Check fares
Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 21 Nov 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-11-20
$601from / pp
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ms Zuiderdam
Holland America
Round-trip from Miami
⚓ Calls 22 Nov 08:00 - 14:00 (08:00–14:00) 202617 nights12 portsDeparts 2026-11-11
$2,679from / pp
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ms Zuiderdam
Holland America
Round-trip from Miami
⚓ Calls 22 Nov 08:00 - 14:00 (08:00–14:00) 202614 nights11 portsDeparts 2026-11-21
$3,233from / pp
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ms Zuiderdam
Holland America
Round-trip from Miami
⚓ Calls 22 Nov 08:00 - 14:00 (08:00–14:00) 20267 nights6 portsDeparts 2026-11-21
$1,248from / pp
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ACL American Pioneer
American Cruise Lines
Tampa → St Petersburg FL
⚓ Calls 23 Nov - 24 Nov 20266 nights7 portsDeparts 2026-11-21
$6,575from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 24 Nov 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-11-23
$1,048from / pp
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Margaritaville At Sea Paradise
Margaritaville at Sea
Round-trip from West Palm Beach
⚓ Calls 25 Nov 07:00 - 16:00 (07:00–16:00) 20264 nights4 portsDeparts 2026-11-23
$399from / pp
Check fares
Margaritaville At Sea Islander
Margaritaville at Sea
Round-trip from Tampa
⚓ Calls 26 Nov 13:00 - 19:00 (13:00–19:00) 20265 nights4 portsDeparts 2026-11-25
$479from / pp
Check fares
ms Eurodam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 27 Nov 08:00 - 17:00 (08:00–17:00) 202614 nights11 portsDeparts 2026-11-14
$3,519from / pp
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ms Eurodam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 27 Nov 08:00 - 17:00 (08:00–17:00) 202614 nights11 portsDeparts 2026-11-21
$3,370from / pp
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ms Eurodam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 27 Nov 08:00 - 17:00 (08:00–17:00) 20267 nights6 portsDeparts 2026-11-21
$1,907from / pp
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ACL American Maverick
American Cruise Lines
Tampa → St Petersburg FL
⚓ Calls 27 Nov - 28 Nov 20266 nights7 portsDeparts 2026-11-25
$6,575from / pp
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 28 Nov 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-11-27
$749from / pp
Check fares
Celebrity Apex
Celebrity Cruises
Round-trip from Port Canaveral
⚓ Calls 29 Nov 10:30 - 17:00 (10:30–17:00) 20267 nights5 portsDeparts 2026-11-28
$1,944from / pp
Check fares
ACL American Pioneer
American Cruise Lines
Tampa → St Petersburg FL
⚓ Calls 30 Nov - 01 Dec 20266 nights7 portsDeparts 2026-11-28
$6,575from / pp
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ACL American Patriot
American Cruise Lines
Amelia Island Florida → St Petersburg FL
⚓ Calls 01 Dec - 02 Dec 202613 nights10 portsDeparts 2026-11-23
Price on request
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Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 01 Dec 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-11-30
$738from / pp
Check fares
Celebrity Summit
Celebrity Cruises
Round-trip from Tampa
⚓ Calls 02 Dec 08:00 - 17:00 (08:00–17:00) 20267 nights5 portsDeparts 2026-11-29
$1,390from / pp
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Norwegian Dawn
Norwegian Cruise Line
Round-trip from Jacksonville
⚓ Calls 03 Dec 09:00 - 17:00 (09:00–17:00) 20265 nights5 portsDeparts 2026-11-30
$1,091from / pp
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ACL American Maverick
American Cruise Lines
Tampa → St Petersburg FL
⚓ Calls 04 Dec - 05 Dec 20266 nights7 portsDeparts 2026-12-02
$6,575from / pp
Check fares
Scarlet Lady
Virgin Voyages
Round-trip from Miami
⚓ Calls 04 Dec 08:00 - 17:00 (08:00–17:00) 20264 nights4 portsDeparts 2026-12-03
$756from / pp
Check fares
Celebrity Reflection
Celebrity Cruises
Round-trip from Fort Lauderdale
⚓ Calls 05 Dec 08:00 - 17:00 (08:00–17:00) 20263 nights4 portsDeparts 2026-12-04
$573from / pp
Check fares
Margaritaville At Sea Islander
Margaritaville at Sea
Round-trip from Tampa
⚓ Calls 06 Dec 13:00 - 19:00 (13:00–19:00) 20265 nights4 portsDeparts 2026-12-05
$499from / pp
Check fares
ACL American Pioneer
American Cruise Lines
Tampa → St Petersburg FL
⚓ Calls 07 Dec - 08 Dec 20266 nights7 portsDeparts 2026-12-05
$6,575from / pp
Check fares
Carnival Dream
Carnival Cruise Line
Round-trip from Galveston
⚓ Calls 07 Dec 10:00 - 18:00 (10:00–18:00) 20267 nights5 portsDeparts 2026-12-05
$1,177from / pp
Check fares
ms Nieuw Amsterdam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 10 Dec 08:00 - 17:00 (08:00–17:00) 202621 nights13 portsDeparts 2026-11-20
$3,593from / pp
Check fares
ms Nieuw Amsterdam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 10 Dec 08:00 - 17:00 (08:00–17:00) 202621 nights15 portsDeparts 2026-11-29
$3,520from / pp
Check fares
ms Nieuw Amsterdam
Holland America
Round-trip from Fort Lauderdale
⚓ Calls 10 Dec 08:00 - 17:00 (08:00–17:00) 202612 nights9 portsDeparts 2026-11-29
$2,426from / pp
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Itineraries and prices change — always confirm with the cruise line before booking. Some links are affiliate links that may earn us a commission at no extra cost to you.