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Norwegian Sun
Norwegian Cruise Line
Dec 21, 2026 - Jan 2, 2027 (12 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Miami
Average Starting Price
$1,819pp
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!

Caribbean Princess
Princess Cruises
Nov 11, 2026 - Nov 23, 2026 (12 Nights)
Fort Lauderdale • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal Partial Transit New Locks, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$799pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Nov 8, 2026 - Nov 20, 2026 (12 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Ocho Rios, Jamaica • Fort Lauderdale
Average Starting Price
$2,024pp
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!

Star Pride
Windstar Cruises
Dec 13, 2027 - Dec 20, 2027 (7 Nights)
Caldera, Costa Rica • Puerto Jimenez (Golfo Dulce), Costa Rica • Quepos, Costa Rica • Isla Parida, Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Colon, Panama
Average Starting Price
$3,123pp
Jim's Onboard Credit
Wind Star
Windstar Cruises
Dec 12, 2026 - Dec 19, 2026 (7 Nights)
Caldera, Costa Rica • Quepos, Costa Rica • Puerto Jimenez (Golfo Dulce), Costa Rica • Isla Parida, Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Colon, Panama
Average Starting Price
$3,520pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Dec 28, 2026 - Jan 5, 2027 (8 Nights)
Caldera, Costa Rica • Punta Leona, Costa Rica • Quepos, Costa Rica • Puerto Jimenez (Golfo Dulce), Costa Rica • Isla Parida, Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Colon, Panama
Average Starting Price
$3,438pp
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!

Grandeur of the Seas
Royal Caribbean
Dec 12, 2027 - Dec 19, 2027 (7 Nights)
Cartagena, Colombia • Oranjestad, Aruba • Willemstad, Curacao • Colon, Panama • Cartagena, Colombia
Average Starting Price
$1,395pp
Jim's Onboard Credit
47% OFF
MSC Poesia
MSC Cruises
Dec 12, 2027 - Dec 23, 2027 (11 Nights)
Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami
Average Starting Price
$1,013pp
Jim's Onboard Credit
Norwegian Sun
Norwegian Cruise Line
Nov 6, 2026 - Nov 18, 2026 (12 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Oranjestad, Aruba • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Miami
Average Starting Price
$1,169pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Dec 27, 2026 - Jan 17, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$4,014pp
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!

Star Pride
Windstar Cruises
Dec 27, 2027 - Jan 3, 2028 (7 Nights)
Caldera, Costa Rica • Puerto Jimenez (Golfo Dulce), Costa Rica • Quepos, Costa Rica • Isla Parida, Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Colon, Panama
Average Starting Price
$3,193pp
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!

Wind Star
Windstar Cruises
Nov 24, 2026 - Dec 5, 2026 (11 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama
Average Starting Price
$5,201pp
Jim's Onboard Credit
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