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40% OFF
Carnival Horizon
Carnival Cruise Line
Apr 4, 2027 - Apr 10, 2027 (6 Nights)
Miami • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami
Average Starting Price
$620pp
Jim's Onboard Credit
Radiance of the Seas
Royal Caribbean
Apr 3, 2027 - Apr 11, 2027 (8 Nights)
Tampa • Roatan, Honduras • Costa Maya • Cozumel • George Town, Cayman Islands • Tampa
Average Starting Price
$687pp
Jim's Onboard Credit
FREE Specialty Dining Meal
49% OFF
MSC Grandiosa
MSC Cruises
Nov 21, 2027 - Dec 2, 2027 (11 Nights)
Port Canaveral (Orlando), Florida • Ocean Cay • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,052pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Nov 21, 2027 - Dec 5, 2027 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$1,608pp
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!

38% OFF
Carnival Paradise
Carnival Cruise Line
Nov 22, 2027 - Nov 27, 2027 (5 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$576pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Mar 28, 2027 - Apr 9, 2027 (12 Nights)
Fort Lauderdale • George Town, Cayman Islands • Ocho Rios, Jamaica • Limon, Costa Rica • Colon, Panama • Oranjestad, Aruba • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$874pp
Jim's Onboard Credit
25% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 22, 2027 - Jan 6, 2028 (15 Nights)
Miami • Key West, Florida • Cozumel • Santo Tomas de Castilla, Guatemala • Harvest Caye, Belize • Roatan, Honduras • Limon, Costa Rica • Colon, Panama • Panama Canal, Panama • Falmouth, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$10,549pp
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!

37% OFF
Carnival Spirit
Carnival Cruise Line
Dec 4, 2027 - Dec 12, 2027 (8 Nights)
Tampa • Fun Day at Sea • Fun Day at Sea • Limon, Costa Rica • Colon, Panama • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Tampa
Average Starting Price
$945pp
Jim's Onboard Credit
Norwegian Jewel
Norwegian Cruise Line
Dec 9, 2027 - Dec 20, 2027 (11 Nights)
Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Harvest Caye, Belize • Cozumel • Miami
Average Starting Price
$1,539pp
Jim's Onboard Credit
Celebrity Silhouette
Celebrity Cruises
Dec 5, 2027 - Dec 11, 2027 (6 Nights)
Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Nassau • Fort Lauderdale
Average Starting Price
$510pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Mar 28, 2027 - Apr 4, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$629pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Feb 14, 2028 - Feb 25, 2028 (11 Nights)
Fort Lauderdale • Oranjestad, Aruba • Oranjestad, Aruba • Willemstad, Curacao • Panama Canal, Panama • Colon, Panama • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$2,406pp
Jim's Onboard Credit
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