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Cruise Dates

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October 2026

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Oosterdam

Holland America Line

Feb 13, 2028 - Mar 5, 2028 (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 • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$5,374pp

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!

Caribbean Princess

Princess Cruises

Jan 22, 2027 - Feb 3, 2027 (12 Nights)

Fort Lauderdale • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal Partial Transit New Locks, Panama • Colon, Panama • Limon, Costa Rica • Celebration Key • Fort Lauderdale

Average Starting Price

26% OFF

Apr 8, 2027 - May 3, 2027 (25 Nights)

Miami • Cartagena, Colombia • Colon, Panama • Panama Canal, Panama • Panama Canal, Panama • Huatulco, Mexico • Cabo San Lucas • San Diego • Los Angeles • Seattle • Ketchikan, Alaska • Icy Strait Point, Alaska • Tracy Arm Fjord, Alaska • Juneau, Alaska • Victoria, British Columbia • Seattle

Average Starting Price

Jan 29, 2027 - Feb 19, 2027 (21 Nights)

Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • 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

Average Starting Price

$4,249pp

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

Jan 13, 2027 - Jan 25, 2027 (12 Nights)

Miami • George Town, Cayman Islands • Falmouth, Jamaica • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

Dec 27, 2026 - Jan 10, 2027 (14 Nights)

Fort Lauderdale • Sail the Caribbean Sea • Sail the Caribbean Sea • Montego Bay, Jamaica • Sail the Caribbean Sea • Scenic Sailing: Panama Canal Partial Transit • Colon, Panama • San Jose, Costa Rica • Sail the Caribbean Sea • Roatan, Honduras • Belize City • Cozumel • Sail the Caribbean Sea • Sail the Caribbean Sea • Fort Lauderdale

Average Starting Price

$6,299pp

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!

Star Legend

Windstar Cruises

Feb 2, 2027 - Feb 9, 2027 (7 Nights)

Colon, Panama • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Isla Parida, Panama • Puerto Jimenez (Golfo Dulce), Costa Rica • Quepos, Costa Rica • Caldera, Costa Rica

Average Starting Price

Jan 31, 2027 - Feb 8, 2027 (8 Nights)

Average Starting Price

Apr 24, 2027 - May 1, 2027 (7 Nights)

Colon, Panama • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • St John's, Antigua • Tortola • San Juan, Puerto Rico

Average Starting Price

$845pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Oosterdam

Holland America Line

Feb 25, 2028 - Mar 17, 2028 (21 Nights)

Fort Lauderdale • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Relaxaway Half Moon Cay • 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

Average Starting Price

$5,364pp

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!

47% OFF

MSC Poesia

MSC Cruises

Dec 2, 2027 - Dec 23, 2027 (21 Nights)

Miami • Kralendijk, Bonaire • Oranjestad, Aruba • Willemstad, Curacao • Cabo Rojo, Dominican Republic • Ocho Rios, Jamaica • Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami

Average Starting Price

$2,080pp

Jim's Onboard Credit

Norwegian Sun

Norwegian Cruise Line

Jan 2, 2027 - Jan 13, 2027 (11 Nights)

Miami • Falmouth, Jamaica • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

$1,139pp

Jim's Onboard Credit

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