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October 2026

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Norwegian Gem

Norwegian Cruise Line

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

Tampa • Great Stirrup Cay • Tampa

Average Starting Price

Sep 16, 2027 - Sep 20, 2027 (4 Nights)

Tampa • Cozumel • Tampa

Average Starting Price

36% OFF

Jun 27, 2027 - Jul 1, 2027 (4 Nights)

Tampa • Fun Day at Sea • Cozumel • Fun Day at Sea • Tampa

Average Starting Price

$517pp

Jim's Onboard Credit

Enchantment of the Seas

Royal Caribbean

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

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

Average Starting Price

Feb 21, 2027 - Feb 28, 2027 (7 Nights)

Tampa • Fun Day at Sea • George Town, Cayman Islands • Ocho Rios, Jamaica • Fun Day at Sea • Cozumel • Fun Day at Sea • Tampa

Average Starting Price

$685pp

Jim's Onboard Credit

58% OFF

Margaritaville at Sea Islander

Margaritaville at Sea

Jun 28, 2027 - Jul 3, 2027 (5 Nights)

Tampa • Cozumel • Progreso, Mexico • Tampa

Average Starting Price

Dec 10, 2027 - Dec 18, 2027 (8 Nights)

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

Average Starting Price

Mar 22, 2027 - Mar 27, 2027 (5 Nights)

Tampa • Cozumel • Costa Maya • Tampa

Average Starting Price

$408pp

Jim's Onboard Credit

Brilliance of the Seas

Royal Caribbean

Dec 26, 2027 - Jan 3, 2028 (8 Nights)

Tampa • Cozumel • Roatan, Honduras • Falmouth, Jamaica • George Town, Cayman Islands • Tampa

Average Starting Price

$1,265pp

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!

42% OFF

Carnival Spirit

Carnival Cruise Line

Jan 2, 2028 - Jan 9, 2028 (7 Nights)

Tampa • Fun Day at Sea • George Town, Cayman Islands • Ocho Rios, Jamaica • Fun Day at Sea • Cozumel • Fun Day at Sea • Tampa

Average Starting Price

$679pp

Jim's Onboard Credit

Celebrity Constellation

Celebrity Cruises

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

Tampa • Costa Maya • Belize City • Bimini • Tampa

Average Starting Price

$1,058pp

Jim's Onboard Credit

Enchantment of the Seas

Royal Caribbean

May 29, 2027 - Jun 5, 2027 (7 Nights)

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

Average Starting Price

$677pp

Jim's Onboard Credit

FREE Specialty Dining Meal

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