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Cruise Dates

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October 2026

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Oosterdam

Holland America Line

Feb 4, 2028 - Feb 25, 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

$5,314pp

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

Oct 31, 2027 - Nov 21, 2027 (21 Nights)

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

Average Starting Price

$2,060pp

Jim's Onboard Credit

26% OFF

Seven Seas Splendor

Regent Seven Seas Cruises

Nov 15, 2026 - Nov 29, 2026 (14 Nights)

Miami • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • Montego Bay, Jamaica • George Town, Cayman Islands • Roatan, Honduras • Progreso, Mexico • Galveston

Average Starting Price

Feb 19, 2027 - Mar 12, 2027 (21 Nights)

Fort Lauderdale • Kralendijk, Bonaire • Willemstad, Curacao • 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

$4,384pp

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!

Eurodam

Holland America Line

Feb 23, 2028 - Mar 15, 2028 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Nassau • Fort Lauderdale

Average Starting Price

$5,089pp

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!

Celebrity Silhouette

Celebrity Cruises

Nov 27, 2027 - Dec 5, 2027 (8 Nights)

Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort Lauderdale

Average Starting Price

Oct 9, 2027 - Oct 17, 2027 (8 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Miami

Average Starting Price

Jan 9, 2027 - Jan 23, 2027 (14 Nights)

Fort Lauderdale • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Fort Lauderdale • Celebration Key • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale

Average Starting Price

$3,345pp

Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

44% OFF

Carnival Horizon

Carnival Cruise Line

Dec 19, 2026 - Dec 27, 2026 (8 Nights)

Miami • Fun Day at Sea • Fun Day at Sea • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fun Day at Sea • Fun Day at Sea • Miami

Average Starting Price

$840pp

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!