Cruises to Key West

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Showing results 1630 of 222 cruises
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4-night Havana Getaway Voyage
Departure Port: Miami
Sailing Dates
2019 Mar 11 Mar 21
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Miami
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15 Night Cuba & Caribbean Holiday Voyage
Departure Port: Miami
Sailing Dates
2018 Dec 21
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Key West
Day 3 Havana
Day 4 Havana
Day 5 Cruising
Day 6 Grand Cayman
Day 7 Cruising
Day 8 Cruising
Day 9 Curacao
Day 10 Bonaire
Day 11 Aruba
Day 12 Cruising
Day 13 Santiago de Cuba
Day 14 Labadee
Day 15 Cruising
Day 16 Miami
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9-night Caribbean Breezes Voyage
Departure Port: Miami
Sailing Dates
2019 Dec 10
Azamara Club Cruises
Azamara Journey
Pro: Unique programming, friendly service and impressive commitment to destination cruising
Con: Limited entertainment options, including a too-small casino, and hit-or-miss theater offerings
Bottom Line: Great choice for a truly grown-up getaway with more time in port
Day 1 Miami
Day 2 Cruising
Day 3 Cozumel
Day 4 Costa Maya
Day 5 Santos (Sao Paulo)
Day 6 Cruising
Day 7 Grand Cayman
Day 8 Cruising
Day 9 Key West
Day 10 Miami
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23-day Panama & Caribbean Coasts
Departure Port: Miami
Sailing Dates
2018 Jan 18
Seabourn Cruise Line
Seabourn Odyssey
Pro: The ship's ambience is contemporary and elegantly casual with plenty of options
Con: Service on a vessel known for intuitive crew was surprisingly inconsistent
Bottom Line: The ship is ultra-comfortable, social and small enough to nip into offbeat ports
Day 1 Miami
Day 2 Key West
Day 3 Cruising
Day 4 Belize City
Day 5 Banana Coast (Trujillo)
Day 6 Cruising
Day 7 Puerto Limon
Day 8 Colon (Cristobal)
Day 9 Portobelo
Day 10 Cartagena (Colombia)
Day 11 Santa Marta
Day 12 Cruising
Day 13 Aruba
Day 14 Curacao
Day 15 Bonaire
Day 16 Cruising
Day 17 Barbados
Day 18 Mayreau
Day 19 Dominica
Day 20 Deshaies
Day 21 St. Barts
Day 22 St. Kitts
Day 23 Peter Island
Day 24 St. Maarten
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38-day Caribbean Holiday Circle
Departure Port: Barbados
Sailing Dates
2017 Dec 27
Seabourn Cruise Line
Seabourn Odyssey
Pro: The ship's ambience is contemporary and elegantly casual with plenty of options
Con: Service on a vessel known for intuitive crew was surprisingly inconsistent
Bottom Line: The ship is ultra-comfortable, social and small enough to nip into offbeat ports
Day 1 Barbados
Day 2 Rodney Bay
Day 3 Nevis
Day 4 Tortola
Day 5 St. Kitts
Day 6 Cruising
Day 7 Dominica
Day 8 Grenada
Day 9 Charlotteville (Tobago)
Day 10 Mayreau
Day 11 Barbados
Day 12 St. Vincent
Day 13 Martinique
Day 14 Basseterre
Day 15 Antigua
Day 16 St. Kitts
Day 17 Peter Island
Day 18 San Juan
Day 19 Punta Cana
Day 20 Santo Domingo
Day 21 Cruising
Day 22 Cruising
Day 23 Miami
Day 24 Key West
Day 25 Cruising
Day 26 Belize City
Day 27 Banana Coast (Trujillo)
Day 28 Cruising
Day 29 Puerto Limon
Day 30 Colon (Cristobal)
Day 31 Portobelo
Day 32 Cartagena (Colombia)
Day 33 Santa Marta
Day 34 Cruising
Day 35 Aruba
Day 36 Curacao
Day 37 Bonaire
Day 38 Cruising
Day 39 Barbados
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16-day Caribbean Skies
Departure Port: Miami
Sailing Dates
2018 Jan 18
Seabourn Cruise Line
Seabourn Odyssey
Pro: The ship's ambience is contemporary and elegantly casual with plenty of options
Con: Service on a vessel known for intuitive crew was surprisingly inconsistent
Bottom Line: The ship is ultra-comfortable, social and small enough to nip into offbeat ports
Day 1 Miami
Day 2 Key West
Day 3 Cruising
Day 4 Belize City
Day 5 Banana Coast (Trujillo)
Day 6 Cruising
Day 7 Puerto Limon
Day 8 Colon (Cristobal)
Day 9 Portobelo
Day 10 Cartagena (Colombia)
Day 11 Santa Marta
Day 12 Cruising
Day 13 Aruba
Day 14 Curacao
Day 15 Bonaire
Day 16 Cruising
Day 17 Barbados
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30-day Coasts Of The Spanish Main
Departure Port: Miami
Sailing Dates
2018 Jan 18
Seabourn Cruise Line
Seabourn Odyssey
Pro: The ship's ambience is contemporary and elegantly casual with plenty of options
Con: Service on a vessel known for intuitive crew was surprisingly inconsistent
Bottom Line: The ship is ultra-comfortable, social and small enough to nip into offbeat ports
Day 1 Miami
Day 2 Key West
Day 3 Cruising
Day 4 Belize City
Day 5 Banana Coast (Trujillo)
Day 6 Cruising
Day 7 Puerto Limon
Day 8 Colon (Cristobal)
Day 9 Portobelo
Day 10 Cartagena (Colombia)
Day 11 Santa Marta
Day 12 Cruising
Day 13 Aruba
Day 14 Curacao
Day 15 Bonaire
Day 16 Cruising
Day 17 Barbados
Day 18 Mayreau
Day 19 Dominica
Day 20 Deshaies
Day 21 St. Barts
Day 22 St. Kitts
Day 23 Peter Island
Day 24 St. Maarten
Day 25 St. Kitts
Day 26 Anguilla
Day 27 Antigua
Day 28 Terre-de-Haut
Day 29 St. Lucia
Day 30 St. Vincent
Day 31 Barbados
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28-day Season Of Sun Exploration
Departure Port: Barbados
Sailing Dates
2018 Jan 6
Seabourn Cruise Line
Seabourn Odyssey
Pro: The ship's ambience is contemporary and elegantly casual with plenty of options
Con: Service on a vessel known for intuitive crew was surprisingly inconsistent
Bottom Line: The ship is ultra-comfortable, social and small enough to nip into offbeat ports
Day 1 Barbados
Day 2 St. Vincent
Day 3 Martinique
Day 4 Basseterre
Day 5 Antigua
Day 6 St. Kitts
Day 7 Peter Island
Day 8 San Juan
Day 9 Punta Cana
Day 10 Santo Domingo
Day 11 Cruising
Day 12 Cruising
Day 13 Miami
Day 14 Key West
Day 15 Cruising
Day 16 Belize City
Day 17 Banana Coast (Trujillo)
Day 18 Cruising
Day 19 Puerto Limon
Day 20 Colon (Cristobal)
Day 21 Portobelo
Day 22 Cartagena (Colombia)
Day 23 Santa Marta
Day 24 Cruising
Day 25 Aruba
Day 26 Curacao
Day 27 Bonaire
Day 28 Cruising
Day 29 Barbados
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4-night Bahamian Cruise From Miami
Departure Port: Miami
Sailing Dates
2017 Dec 6
2018 Jan 3 Jan 17 Jan 31 Apr 25
May 9 Dec 5 Dec 19 Less
Disney Cruise Line
Disney Magic
Pro: Tangled, The Musical is an exclusive theater production
Con: Cabins show occasional signs of wear
Bottom Line: Magic is infused into entertainment, dining and public spaces making it a truly Disney experience
Day 1 Miami
Day 2 Key West
Day 3 Nassau
Day 4 Castaway Cay
Day 5 Miami
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5-night Bahamian Cruise From Miami
Departure Port: Miami
Sailing Dates
2017 Dec 15
2018 Jan 12 Jan 26 Feb 9 Mar 9
Mar 23 Apr 20 May 4 Less
Disney Cruise Line
Disney Magic
Pro: Tangled, The Musical is an exclusive theater production
Con: Cabins show occasional signs of wear
Bottom Line: Magic is infused into entertainment, dining and public spaces making it a truly Disney experience
Day 1 Miami
Day 2 Key West
Day 3 Nassau
Day 4 Castaway Cay
Day 5 Cruising
Day 6 Miami
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5-night Very Merrytime Bahamian Cruise From Miami
Departure Port: Miami
Sailing Dates
2018 Dec 14
Disney Cruise Line
Disney Magic
Pro: Tangled, The Musical is an exclusive theater production
Con: Cabins show occasional signs of wear
Bottom Line: Magic is infused into entertainment, dining and public spaces making it a truly Disney experience
Day 1 Miami
Day 2 Castaway Cay
Day 3 Nassau
Day 4 Cruising
Day 5 Key West
Day 6 Miami
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5-night Bahamian Cruise From Miami
Departure Port: Miami
Sailing Dates
2018 Apr 6
Disney Cruise Line
Disney Magic
Pro: Tangled, The Musical is an exclusive theater production
Con: Cabins show occasional signs of wear
Bottom Line: Magic is infused into entertainment, dining and public spaces making it a truly Disney experience
Day 1 Miami
Day 2 Cruising
Day 3 Key West
Day 4 Nassau
Day 5 Castaway Cay
Day 6 Miami
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4-night Bahamian Cruise From Miami
Departure Port: Miami
Sailing Dates
2018 Mar 28
Disney Cruise Line
Disney Magic
Pro: Tangled, The Musical is an exclusive theater production
Con: Cabins show occasional signs of wear
Bottom Line: Magic is infused into entertainment, dining and public spaces making it a truly Disney experience
Day 1 Miami
Day 2 Castaway Cay
Day 3 Cruising
Day 4 Key West
Day 5 Miami
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5 Night Bahamian Cruise From Miami
Departure Port: Miami
Sailing Dates
2017 Dec 29
Disney Cruise Line
Disney Magic
Pro: Tangled, The Musical is an exclusive theater production
Con: Cabins show occasional signs of wear
Bottom Line: Magic is infused into entertainment, dining and public spaces making it a truly Disney experience
Day 1 Miami
Day 2 Key West
Day 3 Nassau
Day 4 Cruising
Day 5 Castaway Cay
Day 6 Miami
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3 Night Caribbean Cruise
Departure Port: Fort Lauderdale (Port Everglades)
Sailing Dates
2017 Dec 16
Silversea Cruises
Silver Whisper
Pro: Butlers in every suite, array of fine dining options, spacious feel
Con: Limited entertainment, older clientele
Bottom Line: Elegantly casual, yet sophisticated small ship offers superior service
Day 1 Fort Lauderdale (Port Everglades)
Day 2 Key West
Day 3 Bimini
Day 4 Fort Lauderdale (Port Everglades)
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