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Eurodam
Holland America Line
Nov 21, 2027 - Dec 12, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$5,094pp
Jim's Onboard Credit

Jim's Port Pick
Half Moon Cay is one of my all-time favorite private islands - the sand is unbelievably soft, hands-down the best I’ve ever felt!

Norwegian Sun
Norwegian Cruise Line
Mar 24, 2027 - Apr 5, 2027 (12 Nights)
Miami • Ocho Rios, Jamaica • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Harvest Caye, Belize • Cozumel • Miami
Average Starting Price
$1,649pp
Jim's Onboard Credit
Adventure of the Seas
Royal Caribbean
Dec 24, 2027 - Dec 29, 2027 (5 Nights)
Port Canaveral (Orlando), Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$800pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

48% OFF
MSC Seaside
MSC Cruises
Dec 28, 2026 - Jan 4, 2027 (7 Nights)
Miami • Ocean Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$1,259pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Regal Princess
Princess Cruises
Nov 14, 2026 - Nov 22, 2026 (8 Nights)
Fort Lauderdale • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Fort Lauderdale
Average Starting Price
$599pp
Jim's Onboard Credit
Carnival Legend
Carnival Cruise Line
Mar 13, 2027 - Mar 21, 2027 (8 Nights)
Tampa • Fun Day at Sea • Fun Day at Sea • Limon, Costa Rica • Colon, Panama • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Tampa
Average Starting Price
$1,234pp
Jim's Onboard Credit
Brilliance of the Seas
Royal Caribbean
Dec 26, 2027 - Jan 3, 2028 (8 Nights)
Tampa • Cozumel • Roatan, Honduras • Falmouth, Jamaica • George Town, Cayman Islands • Tampa
Average Starting Price
$1,265pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Freedom of the Seas
Royal Caribbean
Dec 23, 2027 - Dec 30, 2027 (7 Nights)
Miami • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Costa Maya • Miami
Average Starting Price
$1,223pp
Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

EXPLORA I
Explora Journeys
Nov 25, 2026 - Dec 5, 2026 (10 Nights)
Miami • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • George Town, Cayman Islands • Miami
Average Starting Price
$5,700pp
Jim's Onboard Credit
Disney Magic
Disney Cruise Line
Nov 6, 2026 - Nov 20, 2026 (14 Nights)
San Diego • Cabo San Lucas • Puerto Vallarta, Mexico • Panama Canal, Panama • Cartagena, Colombia • George Town, Cayman Islands • Galveston
Average Starting Price
$2,477pp
Jim's Onboard Credit
Zaandam
Holland America Line
Jan 3, 2027 - Mar 14, 2027 (70 Nights)
Fort Lauderdale • George Town, Cayman Islands • Enter Panama Canal at Cristobal • Panama Canal, Panama • Exit Panama Canal Balboa • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Manta, Ecuador • Salaverry (Trujillo), Peru • Lima, Peru • Lima, Peru • General San Martin, Peru • Bahia CoQuimbo, Chile • San Antinio, Chile • Isla Robinson Crusoe, Chile • Puerto Montt, Chile • Chacabuco, Chile • Cruising Chilean Fjords • Pio XI Glacier, Chile • Scenic cruising Sarmiento Channel • Magellan Strait • Punta Arenas, Chile • Cockburn Channel • Beagle Channel, Argentina • Scenic Cruising Glacier Alley • Scenic Cruising Cape Horn • Ushuaia, Argentina • Antarctic Experience • Antarctic Experience • Antarctic Experience • Antarctic Experience • Port Stanley, Falkland Islands • Puerto Madryn, Argentina • Punta del Este, Uruguay • Montevideo, Uruguay • Montevideo, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina • Buenos Aires, Argentina • Santos (Sao Paulo), Brazil • Ilha Grande, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil • Salvador da Bahia, Brazil • Recife, Brazil • Fortaleza, Brazil • Icoaraci (Belem), Brazil • Crossing the Equator • Devil's Island, France • Bridgetown, Barbados • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$13,869pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Jan 5, 2028 - Jan 17, 2028 (12 Nights)
Fort Lauderdale • George Town, Cayman Islands • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,538pp
Jim's Onboard Credit
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