Cruise Lines
Cruise Lines
Ships
Ships
Departure Ports
Departure Ports
Regions
Regions
Ports of Call
Ports of Call
Silver Wind
Silversea
Dec 22, 2026 - Jan 6, 2027 (15 Nights)
Puerto Williams, Chile • At Sea • At Sea • At Sea • South Georgia Island, South Georgia • South Georgia Island, South Georgia • South Georgia Island, South Georgia • Drake Passage Cruising • Drake Passage Cruising • Elephant Island, Antarctica • Antarctic Peninsula, Antarctica • Antarctic Peninsula, Antarctica • South Shetland Islands, Antarctica • Drake Passage Cruising • Puerto Williams, Chile • Puerto Williams, Chile
Average Starting Price
$29,000 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!

Celebrity Eclipse
Celebrity Cruises
Dec 22, 2026 - Jan 3, 2027 (12 Nights)
Fort Lauderdale • At Sea • At Sea • St. Kitts • St. Lucia • Barbados • At Sea • Curacao • Bonaire • Aruba • At Sea • At Sea • Fort Lauderdale
Average Starting Price
$2,673 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
$2,422 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!

44% OFF
Margaritaville at Sea Islander
Margaritaville at Sea
Dec 23, 2026 - Dec 28, 2026 (5 Nights)
Tampa • Key West, Florida • At Sea • Cozumel • At Sea • Tampa
Average Starting Price
$699 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!

35% OFF
Carnival Breeze
Carnival Cruise Line
Dec 23, 2026 - Dec 28, 2026 (5 Nights)
Galveston • Fun Day at Sea • Progreso, Mexico • Cozumel • Fun Day at Sea • Galveston
Average Starting Price
$765 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!

32% OFF
Carnival Freedom
Carnival Cruise Line
Dec 23, 2026 - Dec 28, 2026 (5 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Nassau • Relaxaway Half Moon Cay, Bahamas • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$750 pp
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!

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
$1,541 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!

57% OFF
MSC Orchestra
MSC Cruises
Dec 23, 2026 - Dec 30, 2026 (7 Nights)
Istanbul, Turkey • At Sea • Corfu, Greece • Bari, Italy • At Sea • Piraeus, Greece • Izmir, Turkey • Istanbul, Turkey
Average Starting Price
$888 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 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
$1,369 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 Spirit
Norwegian Cruise Line
Dec 23, 2026 - Jan 6, 2027 (14 Nights)
Sydney, Australia • Eden, Australia • Melbourne, Australia • Melbourne, Australia • At Sea • At Sea • Doubtful Sound • Dusky Sound • Milford Sound, New Zealand • Dunedin, New Zealand • Timaru, New Zealand • At Sea • Tauranga, New Zealand • Bay of Islands, New Zealand • At Sea • At Sea • Sydney, Australia
Average Starting Price
$2,489 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 • St. Thomas • Tortola • St. Maarten • At Sea • At Sea • At Sea • New York, New York
Average Starting Price
$1,999 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
$1,079 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!

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