Koningsdam
Holland America Line
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
San Diego • At Sea • Cabo San Lucas • Pichilingue, Mexico • Loreto, Mexico • At Sea • At Sea • San Diego
Average Starting Price
$1,529 pp
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!

Icon of the Seas
Royal Caribbean
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Miami • At Sea • At Sea • St. Maarten • St. Thomas • At Sea • Perfect Day Cococay • Miami
Average Starting Price
$1,881 pp
Jim's Onboard Credit
FREE Specialty Dining Meal

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!

62% OFF
MSC Orchestra
MSC Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Bari, Italy • At Sea • Piraeus, Greece • Izmir, Turkey • Istanbul, Turkey • At Sea • Corfu, Greece • Bari, Italy
Average Starting Price
$780 pp
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!

Valiant Lady
Virgin Voyages
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
San Juan, Puerto Rico • St. Kitts • Fort-de-France, Martinique • At Sea • Aruba • Curacao • At Sea • San Juan, Puerto Rico
Average Starting Price
$1,043 pp
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!

53% OFF
MSC Sinfonia
MSC Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Valencia, Spain • Barcelona, Spain • Marseille, France • Genoa, Italy • Florence/Pisa, Italy • Rome, Italy • At Sea • Valencia, Spain
Average Starting Price
$982 pp
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!

50% OFF
MSC Splendida
MSC Cruises
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Buenos Aires, Argentina • At Sea • At Sea • Rio de Janeiro, Brazil • Ilhabela, Brazil • Camboriú, Brazil • At Sea • Punta del Este, Uruguay • Buenos Aires, Argentina
Average Starting Price
$1,535 pp
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!

49% OFF
MSC Virtuosa
MSC Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Santos, Brazil • Buzios, Brazil • At Sea • Salvador, Brazil • Maceio, Brazil • At Sea • At Sea • Santos, Brazil
Average Starting Price
$1,385 pp
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!

Wind Star
Windstar Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Colón, Panama • Panama Canal • Fuerte Amador, Panama • Fuerte Amador, Panama • At Sea • Isla Parida, Panama • Puerto Jiménez, Costa Rica • Quepos, Costa Rica • Puerto Caldera, Costa Rica
Average Starting Price
$2,485 pp
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!

57% OFF
MSC Grandiosa
MSC Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • At Sea • Puerto Plata, Dominican Republic • At Sea • At Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$598 pp
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!