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Cruise Lines
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Ships
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Regions
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Ports of Call
57% OFF
MSC Euribia
MSC Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Barcelona, Spain • Marseille, France • Genoa, Italy • Naples, Italy • Palermo, Italy • La Goulette, Tunisia • At Sea • Barcelona, Spain
Average Starting Price
$1,005 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!

Silver Endeavour
Silversea
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
King George Island, Antarctica • Antarctic Sound, Antarctica • Antarctic Peninsula, Antarctica • Antarctic Peninsula, Antarctica • Antarctic Peninsula, Antarctica • Antarctic Peninsula, Antarctica • Antarctic Peninsula, Antarctica • South Shetland Islands, Antarctica • King George Island, Antarctica
Average Starting Price
$26,300 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 Jupiter
Viking
Dec 19, 2026 - Jan 5, 2027 (17 Nights)
Santiago, Chile • Santiago, Chile • Pacific Ocean Cruising • Puerto Montt, Chile • Chilean Fjords Cruising • Scenic Cruising: Amalia Glacier • Punta Arenas, Chile • Ushuaia, Argentina • Scenic Cruising: Cape Horn • Atlantic Ocean Cruising • Port Stanley, Falkland Islands • Atlantic Ocean Cruising • Puerto Madryn, Argentina • Atlantic Ocean Cruising • Atlantic Ocean Cruising • Montevideo, Uruguay • Buenos Aires, Argentina • Buenos Aires, Argentina
Average Starting Price
$9,299 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 Surf
Windstar Cruises
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
St. Maarten • Gustavia, Saint Barthélemy • Falmouth Harbour • Road Bay • Soper's Hole, British Virgin Islands • Jost Van Dyke, British Virgin Islands • Jost Van Dyke, British Virgin Islands • Virgin Gorda / Prickly Pear, British Virgin Island • St. Maarten • Gustavia, Saint Barthélemy • Nevis, St Kitts and Nevis • Dominica • Mayreau, St Vincent and the Grenadines • Les Saintes, Guadeloupe • St. Kitts • St. Maarten
Average Starting Price
$5,236 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!

56% OFF
MSC World America
MSC Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Miami • At Sea • Roatán, Honduras • Costa Maya • Cozumel • At Sea • Ocean Cay • Miami
Average Starting Price
$887 pp
Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

Celestyal Discovery
Celestyal Cruises
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Tarragona, Spain • Tarragona, Spain • At Sea • Malaga, Spain • Gibraltar, Gibraltar • Casablanca, Morocco • Cádiz, Spain • Lisbon, Portugal • Lisbon, Portugal • Tangier, Morocco • At Sea • Valencia, Spain • Palma, Spain • Sete, France • Tarragona, Spain
Average Starting Price
$1,739 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!

Coral Princess
Princess Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Fort Lauderdale • Princess Cays • At Sea • San Juan, Puerto Rico • St. Maarten • At Sea • At Sea • Fort Lauderdale
Average Starting Price
$779 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!

Disney Treasure
Disney Cruise Line
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • At Sea • Tortola • St. Thomas • At Sea • Castaway Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$4,003 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 Destiny
Disney Cruise Line
Dec 19, 2026 - Dec 23, 2026 (4 Nights)
Fort Lauderdale • Lookout Cay at Lighthouse Point • Castaway Cay • At Sea • Fort Lauderdale
Average Starting Price
$2,617 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!

Anthem of the Seas
Royal Caribbean
Dec 19, 2026 - Dec 28, 2026 (9 Nights)
Sydney, Australia • At Sea • At Sea • Bay of Islands, New Zealand • Auckland, New Zealand • Tauranga, New Zealand • At Sea • At Sea • At Sea • Sydney, Australia
Average Starting Price
$1,968 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 Freedom
Carnival Cruise Line
Dec 19, 2026 - Dec 23, 2026 (4 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Relaxaway Half Moon Cay, Bahamas • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$529 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!

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