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Cruise Dates

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October 2026

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58% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

Jul 10, 2027 - Jul 17, 2027 (7 Nights)

Miami • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Miami

Average Starting Price

$899pp

Jim's Onboard Credit

58% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

Jan 29, 2028 - Feb 5, 2028 (7 Nights)

Tampa • Cozumel • George Town, Cayman Islands • Ocho Rios, Jamaica • Tampa

Average Starting Price

Feb 21, 2027 - Feb 28, 2027 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale

Average Starting Price

$1,464pp

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 Joy

Norwegian Cruise Line

Nov 18, 2027 - Nov 27, 2027 (9 Nights)

Miami • Great Stirrup Cay • San Juan, Puerto Rico • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Ocho Rios, Jamaica • Miami

Average Starting Price

$1,149pp

Jim's Onboard Credit

Norwegian Aqua

Norwegian Cruise Line

Nov 14, 2027 - Nov 21, 2027 (7 Nights)

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

Average Starting Price

47% OFF

Nov 21, 2027 - Nov 28, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Ocean Cay • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Port Canaveral (Orlando), Florida

Average Starting Price

Jan 20, 2027 - Feb 5, 2027 (16 Nights)

Miami • Ocho Rios, Jamaica • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • Belize City • Key West, Florida • Miami • Puerto Plata, Dominican Republic • Philipsburg, St. Maarten • Terre de Haut, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

68% OFF

Nov 22, 2026 - Nov 29, 2026 (7 Nights)

Port Canaveral (Orlando), Florida • Nassau • Ocho Rios, Jamaica • George Town, Cayman Islands • Ocean Cay • Port Canaveral (Orlando), Florida

Average Starting Price

12% OFF

Jan 16, 2027 - Jan 30, 2027 (14 Nights)

Galveston • Fun Day at Sea • Key West, Florida • Fun Day at Sea • Grand Turk • San Juan, Puerto Rico • St. Thomas • St. Kitts • Philipsburg, St. Maarten • St. Croix • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • Fun Day at Sea • Galveston

Average Starting Price

$4,666pp

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!

Vista

Oceania Cruises

Jan 7, 2029 - Jan 31, 2029 (24 Nights)

Miami • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Limon, Costa Rica • George Town, Cayman Islands • Ocho Rios, Jamaica • La Romana, Dominican Republic • Tortola • San Juan, Puerto Rico • Miami

Average Starting Price

Mar 17, 2028 - Apr 7, 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 • Ocho Rios, Jamaica • 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!

Eurodam

Holland America Line

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

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$5,094pp

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!

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