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Cruise Dates

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October 2026

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30% OFF

Vista

Oceania Cruises

Dec 28, 2026 - Jan 6, 2027 (9 Nights)

Miami • George Town, Cayman Islands • Montego Bay, Jamaica • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Miami

Average Starting Price

$4,305pp

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!

Viking Mars

Viking

Dec 9, 2027 - Dec 23, 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

$4,999pp

Jim's Onboard Credit

Norwegian Getaway

Norwegian Cruise Line

Nov 23, 2026 - Nov 30, 2026 (7 Nights)

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

Average Starting Price

Jan 2, 2028 - Jan 22, 2028 (20 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,714pp

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 Aqua

Norwegian Cruise Line

Jan 23, 2028 - Jan 30, 2028 (7 Nights)

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

Average Starting Price

34% OFF

Jul 4, 2027 - Jul 11, 2027 (7 Nights)

New Orleans • Fun Day at Sea • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Cozumel • Fun Day at Sea • New Orleans

Average Starting Price

43% OFF

Mar 5, 2028 - Mar 13, 2028 (8 Nights)

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

Average Starting Price

$725pp

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!

2% OFF