Brilliant Lady
Virgin Voyages
Dec 23, 2026 - Dec 28, 2026 (5 Nights)
Miami • Bimini • Sailing • Grand Turk • Sailing • Miami
Starting From
$895 pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

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
Starting From
$1,296 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 • Santos, Brazil
Starting From
$545 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 Jewel
Norwegian Cruise Line
Dec 23, 2026 - Jan 4, 2027 (12 Nights)
Miami • Great Stirrup Cay • At Sea • Cabo Rojo, Dominican Republic • Aruba • Curacao • At Sea • St. Maarten • St. Thomas • Tortola • Puerto Plata, Dominican Republic • At Sea • Miami
Starting From
$2,219 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 Bliss
Norwegian Cruise Line
Dec 23, 2026 - Jan 4, 2027 (12 Nights)
New York, New York • At Sea • At Sea • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Tortola • St. Maarten • St. Thomas • At Sea • At Sea • At Sea • New York, New York
Starting From
$2,719 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!

Viking Vesta
Viking
Dec 23, 2026 - Dec 30, 2026 (7 Nights)
Rome, Italy • Salerno, Italy • Sicily, Italy • Tunis, Tunisia • Sardinia, Italy • Mediterranean Sea Cruising • Valencia, Spain • Barcelona, Spain
Starting From
$3,199 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!

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
Starting From
$1,339 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 Poesia
MSC Cruises
Dec 23, 2026 - Jan 3, 2027 (11 Nights)
Miami • At Sea • Ocho Rios, Jamaica • At Sea • Cartagena, Colombia • Colón, Panama • Puerto Limon, Costa Rica • At Sea • Roatán, Honduras • Belize City • At Sea • Miami
Starting From
$2,143 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!