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Cruise Dates

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October 2026

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Mariner of the Seas

Royal Caribbean

Mar 18, 2028 - Mar 25, 2028 (7 Nights)

New Orleans • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • New Orleans

Average Starting Price

Mar 25, 2028 - Apr 1, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • George Town, Cayman Islands • Cozumel • Key West, Florida • Port Canaveral (Orlando), Florida

Average Starting Price

$1,105pp

Jim's Onboard Credit

56% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

Nov 12, 2027 - Nov 19, 2027 (7 Nights)

Galveston • Cozumel • George Town, Cayman Islands • Montego Bay, Jamaica • Galveston

Average Starting Price

Dec 11, 2027 - Dec 18, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

63% OFF

Dec 3, 2026 - Dec 23, 2026 (20 Nights)

Miami • Willemstad, Curacao • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Miami

Average Starting Price

41% OFF

Oct 7, 2028 - Oct 14, 2028 (7 Nights)

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

Average Starting Price

$688pp

Jim's Onboard Credit

Independence of the Seas

Royal Caribbean

Dec 27, 2026 - Jan 3, 2027 (7 Nights)

Miami • Perfect Day Cococay • Nassau • Falmouth, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

$1,553pp

Jim's Onboard Credit

FREE Specialty Dining Meal

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!

Vista

Oceania Cruises

Oct 10, 2027 - Nov 11, 2027 (32 Nights)

Montreal, Quebec • Quebec City, Quebec • Saguenay, Quebec • Sept Iles, Quebec • Havre-Saint-Pierre, Quebec • Corner Brook, Newfoundland • Sydney, Nova Scotia • Halifax, Nova Scotia • Royal Naval Dockyard, Bermuda • Nassau • Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Puntarenas, Costa Rica • Puerto Quetzal, Guatemala • Acapulco, Mexico • Puerto Vallarta, Mexico • Mazatlan, Mexico • Cabo San Lucas • Los Angeles

Average Starting Price

Dec 13, 2026 - Dec 20, 2026 (7 Nights)

Miami • Nassau • George Town, Cayman Islands • Cozumel • Costa Maya • Miami

Average Starting Price

$1,233pp

Jim's Onboard Credit

Norwegian Epic

Norwegian Cruise Line

Dec 27, 2026 - Jan 3, 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

49% OFF

Jan 16, 2028 - Jan 22, 2028 (6 Nights)

Miami • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami

Average Starting Price

Dec 26, 2026 - Jan 9, 2027 (14 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Key West, Florida • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$2,394pp

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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