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October 2026

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Regal Princess

Princess Cruises

Jan 16, 2028 - Jan 30, 2028 (14 Nights)

Miami • Relaxaway Half Moon Cay • St. Thomas • Philipsburg, St. Maarten • Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami

Average Starting Price

$1,138pp

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!

56% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

Jan 2, 2027 - Jan 9, 2027 (7 Nights)

Tampa • Cozumel • Belize City • Progreso, Mexico • Tampa

Average Starting Price

Nov 21, 2026 - Nov 28, 2026 (7 Nights)

Tampa • Costa Maya • Belize City • Cozumel • Tampa

Average Starting Price

62% OFF

Nov 28, 2026 - Dec 5, 2026 (7 Nights)

Galveston • Fun Day at Sea • Fun Day at Sea • Isla Tropicale, Roatan • Belize City • Cozumel • Fun Day at Sea • Galveston

Average Starting Price

9% OFF

Mar 9, 2029 - Mar 31, 2029 (22 Nights)

Valparaíso, Chile • Bahia CoQuimbo, Chile • Iquique, Chile • General San Martin, Peru • Lima, Peru • Salaverry (Trujillo), Peru • Manta, Ecuador • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Limon, Costa Rica • Roatan, Honduras • Santo Tomas de Castilla, Guatemala • Belize City • Cozumel • Progreso, Mexico • Fort Lauderdale

Average Starting Price

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

Fort Lauderdale • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Fort Lauderdale

Average Starting Price

Jan 30, 2027 - Feb 13, 2027 (14 Nights)

Fort Lauderdale • Roatan, Honduras • Belize City • Cozumel • Fort Lauderdale • Grand Turk • Amber Cove, Dominican Republic • Celebration Key • Fort Lauderdale

Average Starting Price

$1,669pp

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!

44% OFF

Carnival Breeze

Carnival Cruise Line

Nov 27, 2027 - Dec 4, 2027 (7 Nights)

Galveston • Fun Day at Sea • Fun Day at Sea • Isla Tropicale, Roatan • Belize City • Cozumel • Fun Day at Sea • Galveston

Average Starting Price

$613pp

Jim's Onboard Credit

Enchantment of the Seas

Royal Caribbean

Jan 17, 2027 - Jan 24, 2027 (7 Nights)

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

Average Starting Price

$809pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Eurodam

Holland America Line

Mar 4, 2028 - Mar 26, 2028 (22 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Nassau • 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

$5,464pp

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!

57% OFF

Margaritaville at Sea Beachcomber

Margaritaville at Sea

Mar 17, 2028 - Mar 24, 2028 (7 Nights)

Galveston • Cozumel • Belize City • Progreso, Mexico • Galveston

Average Starting Price

47% OFF

Dec 12, 2027 - Dec 23, 2027 (11 Nights)

Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami

Average Starting Price

$1,013pp

Jim's Onboard Credit

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