Norwegian Pearl
Norwegian Cruise Line
Dec 23, 2026 - Jan 3, 2027 (11 Nights)
Philadelphia • At Sea • At Sea • At Sea • St. Maarten • St. Thomas • Tortola • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • At Sea • At Sea • Philadelphia
Average Starting Price
$1,269 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!

Norwegian Escape
Norwegian Cruise Line
Dec 23, 2026 - Dec 30, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • Puerto Plata, Dominican Republic • St. Thomas • Tortola • At Sea • Great Stirrup Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,199 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!

Disney Fantasy
Disney Cruise Line
Dec 23, 2026 - Dec 27, 2026 (4 Nights)
Port Canaveral (Orlando), Florida • Castaway Cay • Lookout Cay at Lighthouse Point • At Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,842 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!

MSC Virtuosa
MSC Cruises
Dec 23, 2026 - Dec 26, 2026 (3 Nights)
Maceio, Brazil • At Sea • At Sea • São Paulo, Brazil
Average Starting Price
$437 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!

Harmony of the Seas
Royal Caribbean
Dec 23, 2026 - Dec 30, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • At Sea • St. Maarten • San Juan, Puerto Rico • At Sea • Perfect Day Cococay • Port Canaveral (Orlando), Florida
Average Starting Price
$2,023 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!