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October 2026

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Norwegian Gem

Norwegian Cruise Line

Mar 12, 2027 - Mar 20, 2027 (8 Nights)

Tampa • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • Nassau • Tampa

Average Starting Price

48% OFF

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

Tampa • Fun Day at Sea • Celebration Key • Relaxaway Half Moon Cay • Nassau • Fun Day at Sea • Tampa

Average Starting Price

$563pp

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!

Radiance of the Seas

Royal Caribbean

Jun 19, 2027 - Jun 24, 2027 (5 Nights)

Tampa • Costa Maya • Cozumel • Tampa

Average Starting Price

$686pp

Jim's Onboard Credit

Enchantment of the Seas

Royal Caribbean

Sep 18, 2027 - Sep 25, 2027 (7 Nights)

Tampa • Costa Maya • Cozumel • Roatan, Honduras • Tampa

Average Starting Price

54% OFF

Oct 25, 2027 - Oct 31, 2027 (6 Nights)

Tampa • Fun Day at Sea • Celebration Key • Princess Cays • Nassau • Fun Day at Sea • Tampa

Average Starting Price

$360pp

Jim's Onboard Credit

51% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

Sep 9, 2027 - Sep 13, 2027 (4 Nights)

Tampa • Cozumel • Tampa

Average Starting Price

Nov 26, 2027 - Dec 4, 2027 (8 Nights)

Tampa • Cozumel • Costa Maya • Roatan, Honduras • George Town, Cayman Islands • Tampa

Average Starting Price

Mar 27, 2027 - Apr 1, 2027 (5 Nights)

Tampa • Costa Maya • Cozumel • Tampa

Average Starting Price

$378pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

Dec 19, 2027 - Dec 26, 2027 (7 Nights)

Tampa • George Town, Cayman Islands • Cozumel • Costa Maya • Tampa

Average Starting Price

$827pp

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!

30% OFF

Carnival Spirit

Carnival Cruise Line

Dec 26, 2027 - Jan 2, 2028 (7 Nights)

Tampa • Fun Day at Sea • Belize City • Isla Tropicale, Roatan • Cozumel • Progreso, Mexico • Fun Day at Sea • Tampa

Average Starting Price

$1,145pp

Jim's Onboard Credit

Brilliance of the Seas

Royal Caribbean

Jan 3, 2028 - Jan 8, 2028 (5 Nights)

Tampa • Roatan, Honduras • Cozumel • Tampa

Average Starting Price

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

Tampa • Cozumel • Belize City • Costa Maya • Tampa

Average Starting Price

$675pp

Jim's Onboard Credit

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