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Sky Princess
Princess Cruises
Dec 19, 2027 - Jan 2, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale
Average Starting Price
$2,163pp
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!

Regal Princess
Princess Cruises
Dec 12, 2027 - Dec 27, 2027 (15 Nights)
Miami • Belize City • Roatan, Honduras • Cozumel • Celebration Key • Miami • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$1,448pp
Jim's Onboard Credit
26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Feb 26, 2029 - Mar 12, 2029 (14 Nights)
Miami • Cozumel • Harvest Caye, Belize • Roatan, Honduras • Limon, Costa Rica • Panama Canal, Panama • Colon, Panama • Cartagena, Colombia • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$10,199pp
Jim's Onboard Credit
9% OFF
Crystal Serenity
Crystal Cruises
Feb 12, 2028 - Mar 10, 2028 (27 Nights)
Fort Lauderdale • Tortola • Gustavia, St. Barts • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Santo Tomas de Castilla, Guatemala • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$12,610pp
Jim's Onboard Credit
28% OFF
Carnival Sunshine
Carnival Cruise Line
Dec 29, 2027 - Jan 3, 2028 (5 Nights)
Galveston • Fun Day at Sea • Cozumel • Progreso, Mexico • Fun Day at Sea • Galveston
Average Starting Price
$894pp
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!

Celebrity Apex
Celebrity Cruises
Mar 20, 2027 - Mar 27, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$976pp
Jim's Onboard Credit
Celebrity Reflection
Celebrity Cruises
Dec 21, 2026 - Dec 28, 2026 (7 Nights)
Fort Lauderdale • Key West, Florida • Cozumel • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$1,221pp
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!

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!

60% OFF
Carnival Venezia
Carnival Cruise Line
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Grand Bahama Island • Fun Day at Sea • Cozumel • Mahogany Bay, Honduras • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$420pp
Jim's Onboard Credit
Eurodam
Holland America Line
Dec 1, 2027 - Dec 22, 2027 (21 Nights)
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 • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$4,894pp
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!

Norwegian Gem
Norwegian Cruise Line
Dec 28, 2026 - Jan 4, 2027 (7 Nights)
Tampa • Roatan, Honduras • Harvest Caye, Belize • Cozumel • Tampa
Average Starting Price
$749pp
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!

Norwegian Breakaway
Norwegian Cruise Line
Dec 31, 2027 - Jan 5, 2028 (5 Nights)
Port Canaveral (Orlando), Florida • Cozumel • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,069pp
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!

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