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Cruise Dates

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October 2026

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60% OFF

Carnival Mardi Gras

Carnival Cruise Line

Feb 6, 2027 - Feb 13, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • Isla Tropicale, Roatan • Cozumel • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

Average Starting Price

$435pp

Jim's Onboard Credit

51% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

Oct 17, 2027 - Oct 23, 2027 (6 Nights)

Tampa • Roatan, Honduras • Belize City • Cozumel • Tampa

Average Starting Price

Jan 6, 2028 - Jan 26, 2028 (20 Nights)

Miami • Cozumel • Costa Maya • Belize City • Roatan, Honduras • Limon, Costa Rica • Colon, Panama • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Cartagena, Colombia • Willemstad, Curacao • Oranjestad, Aruba • Montego Bay, Jamaica • George Town, Cayman Islands • Miami

Average Starting Price

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

Miami • Costa Maya • Roatan, Honduras • Cozumel • Perfect Day Cococay • Miami

Average Starting Price

Nov 4, 2027 - Nov 8, 2027 (4 Nights)

San Diego • Ensenada • San Diego

Average Starting Price

Dec 12, 2027 - Dec 18, 2027 (6 Nights)

Fort Lauderdale • Cozumel • George Town, Cayman Islands • Nassau • Fort Lauderdale

Average Starting Price

Feb 13, 2027 - Mar 6, 2027 (21 Nights)

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

Average Starting Price

$4,109pp

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!

Crown Princess

Princess Cruises

Nov 7, 2027 - Nov 23, 2027 (16 Nights)

Los Angeles • Hilo, Hawaii • Honolulu • Nawiliwili (Kauai), Hawaii • Kahului, Hawaii • Ensenada • Los Angeles

Average Starting Price

Jul 10, 2027 - Jul 17, 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

Feb 24, 2028 - Mar 4, 2028 (9 Nights)

Fort Lauderdale • Costa Maya • Falmouth, Jamaica • Cozumel • George Town, Cayman Islands • Fort Lauderdale

Average Starting Price

42% OFF

Apr 22, 2027 - Apr 26, 2027 (4 Nights)

New Orleans • Fun Day at Sea • Cozumel • Fun Day at Sea • New Orleans

Average Starting Price

$462pp

Jim's Onboard Credit

28% OFF

Seven Seas Mariner

Regent Seven Seas Cruises

Dec 22, 2028 - Jan 6, 2029 (15 Nights)

Galveston • Progreso, Mexico • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • St John's, Antigua • St. Thomas • Miami

Average Starting Price

$9,099pp

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!

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