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66% OFF
MSC Seashore
MSC Cruises
Nov 19, 2026 - Nov 29, 2026 (10 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Port Canaveral (Orlando), Florida • Nassau • Ocho Rios, Jamaica • George Town, Cayman Islands • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$681pp
Jim's Onboard Credit
42% OFF
Carnival Breeze
Carnival Cruise Line
Dec 4, 2027 - Dec 11, 2027 (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
$670pp
Jim's Onboard Credit
23% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 9, 2026 - Dec 19, 2026 (10 Nights)
Miami • Costa Maya • Belize City • Harvest Caye, Belize • Roatan, Honduras • Montego Bay, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$8,899pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Bimini • Miami
Average Starting Price
$903pp
Jim's Onboard Credit
Serenade of the Seas
Royal Caribbean
Mar 31, 2028 - Apr 8, 2028 (8 Nights)
Tampa • Costa Maya • Roatan, Honduras • Cozumel • George Town, Cayman Islands • Tampa
Average Starting Price
$867pp
Jim's Onboard Credit
30% OFF
Vista
Oceania Cruises
Dec 28, 2026 - Jan 6, 2027 (9 Nights)
Miami • George Town, Cayman Islands • Montego Bay, Jamaica • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Miami
Average Starting Price
$4,305pp
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!

Radiance of the Seas
Royal Caribbean
Jan 9, 2027 - Jan 17, 2027 (8 Nights)
Tampa • Costa Maya • Roatan, Honduras • Belize City • George Town, Cayman Islands • Tampa
Average Starting Price
$818pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Explorer of the Seas
Royal Caribbean
Apr 8, 2028 - Apr 16, 2028 (8 Nights)
Fort Lauderdale • Nassau • George Town, Cayman Islands • Ocho Rios, Jamaica • Costa Maya • Fort Lauderdale
Average Starting Price
$1,280pp
Jim's Onboard Credit
57% OFF
Carnival Legend
Carnival Cruise Line
Jan 3, 2027 - Jan 10, 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
$485pp
Jim's Onboard Credit
Mariner of the Seas
Royal Caribbean
Mar 13, 2027 - Mar 20, 2027 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • New Orleans
Average Starting Price
$687pp
Jim's Onboard Credit
FREE Specialty Dining Meal
39% OFF
Carnival Paradise
Carnival Cruise Line
Mar 15, 2027 - Mar 20, 2027 (5 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$539pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Jul 2, 2028 - Jul 9, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,349pp
Jim's Onboard Credit
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