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Cruise Dates

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October 2026

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Oosterdam

Holland America Line

Jan 14, 2028 - Feb 4, 2028 (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

$5,174pp

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!

Zuiderdam

Holland America Line

Mar 6, 2027 - Mar 24, 2027 (18 Nights)

Miami • Relaxaway Half Moon Cay • Amber Cove, Dominican Republic • Grand Turk • Nassau • Miami • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Miami

Average Starting Price

$3,404pp

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!

Freedom of the Seas

Royal Caribbean

Feb 10, 2028 - Feb 19, 2028 (9 Nights)

Miami • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Nassau • Miami

Average Starting Price

Feb 19, 2027 - Feb 28, 2027 (9 Nights)

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

Average Starting Price

$2,079pp

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 Prima

Norwegian Cruise Line

Jan 3, 2027 - Jan 10, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Tortola • Oranjestad, Aruba • Willemstad, Curacao • San Juan, Puerto Rico

Average Starting Price

Dec 22, 2026 - Jan 5, 2027 (14 Nights)

Miami • George Town, Cayman Islands • Montego Bay, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Miami

Average Starting Price

$4,699pp

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!

Norwegian Joy

Norwegian Cruise Line

Feb 18, 2028 - Feb 28, 2028 (10 Nights)

Miami • George Town, Cayman Islands • Falmouth, Jamaica • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Miami

Average Starting Price

Feb 5, 2028 - Feb 12, 2028 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

47% OFF

Nov 21, 2027 - Dec 12, 2027 (21 Nights)

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

Average Starting Price

Jan 31, 2027 - Feb 14, 2027 (14 Nights)

Fort Lauderdale • Celebration Key • Grand Turk • Nassau • Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort Lauderdale

Average Starting Price

$2,249pp

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!