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Cruise Dates

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October 2026

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Oosterdam

Holland America Line

Jan 2, 2028 - Jan 14, 2028 (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 • George Town, Cayman Islands • Fort Lauderdale

Average Starting Price

$3,049pp

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 Gem

Norwegian Cruise Line

Feb 21, 2027 - Mar 4, 2027 (11 Nights)

Tampa • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Falmouth, Jamaica • George Town, Cayman Islands • Tampa

Average Starting Price

$1,209pp

Jim's Onboard Credit

Norwegian Aqua

Norwegian Cruise Line

Jul 18, 2027 - Jul 25, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida

Average Starting Price

Dec 5, 2026 - Dec 19, 2026 (14 Nights)

Miami • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Miami • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Miami

Average Starting Price

$2,034pp

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!

44% OFF

Carnival Vista

Carnival Cruise Line

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

Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida

Average Starting Price

49% OFF

Sep 26, 2027 - Oct 2, 2027 (6 Nights)

Miami • Celebration Key • Fun Day at Sea • Ocho Rios, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami

Average Starting Price

Aug 30, 2027 - Sep 4, 2027 (5 Nights)

Miami • George Town, Cayman Islands • Bimini • Miami

Average Starting Price

$695pp

Jim's Onboard Credit

30% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Mar 5, 2028 - Mar 15, 2028 (10 Nights)

Miami • Freeport • Progreso, Mexico • Harvest Caye, Belize • Roatan, Honduras • George Town, Cayman Islands • Miami

Average Starting Price

Feb 12, 2028 - Feb 24, 2028 (12 Nights)

Fort Lauderdale • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal Partial Transit New Locks, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

Feb 18, 2028 - Feb 26, 2028 (8 Nights)

Tampa • Cozumel • Costa Maya • Roatan, Honduras • George Town, Cayman Islands • Tampa

Average Starting Price

$835pp

Jim's Onboard Credit

25% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Dec 1, 2026 - Dec 11, 2026 (10 Nights)

Miami • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Montego Bay, Jamaica • George Town, Cayman Islands • Tampa

Average Starting Price

Feb 13, 2027 - Feb 23, 2027 (10 Nights)

Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale

Average Starting Price

$2,174pp

Jim's Onboard Credit

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