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Insignia
Oceania Cruises
Dec 19, 2026 - Jan 24, 2027 (36 Nights)
Miami • Great Stirrup Cay • At Sea • At Sea • Curacao • Aruba • Santa Marta, Colombia • Cartagena, Colombia • Panama Canal • At Sea • Manta, Ecuador • Guayaquil, Ecuador • At Sea • Salaverry, Peru • Lima, Peru • Lima, Peru • Pisco, Peru • At Sea • At Sea • Coquimbo, Chile • Santiago, Chile • At Sea • Puerto Montt, Chile • Puerto Chacabuco, Chile • Laguna San Rafael, Chile • Chilean Fjords Cruising • Chilean Fjords Cruising • Punta Arenas, Chile • Cape Horn • Ushuaia, Argentina • At Sea • Port Stanley, Falkland Islands • At Sea • Puerto Madryn, Argentina • At Sea • Punta Del Este • Buenos Aires, Argentina
Starting From
$10,199 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!

Insignia
Oceania Cruises
Dec 19, 2026 - Jan 3, 2027 (15 Nights)
Miami • Great Stirrup Cay • At Sea • At Sea • Curacao • Aruba • Santa Marta, Colombia • Cartagena, Colombia • Panama Canal • At Sea • Manta, Ecuador • Guayaquil, Ecuador • At Sea • Salaverry, Peru • Lima, Peru • Lima, Peru
Starting From
$3,655 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 Spirit
Silversea
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Barbados • Bequia, St Vincent and the Grenadines • Fort De France • Dominica • St. Kitts • St. John's, Antigua and Barbuda • At Sea • St. Lucia • Barbados
Starting From
$6,000 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!

Celestyal Journey
Celestyal Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Doha, Qatar • At Sea • Dubai, United Arab Emirates • Dubai, United Arab Emirates • Sir Bani Yas, United Arab Emirates • Abu Dhabi, United Arab Emirates • Bahrain, Bahrain • Doha, Qatar
Starting From
$1,009 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!

Oosterdam
Holland America Line
Dec 19, 2026 - Jan 10, 2027 (22 Nights)
Buenos Aires, Argentina • Buenos Aires, Argentina • Montevideo, Uruguay • Punta del Este, Uruguay • At Sea • Puerto Madryn, Argentina • At Sea • Port Stanley, Falkland Islands • At Sea • Antarctic Experience • Antarctic Experience • Antarctic Experience • Antarctic Experience • At Sea • Drake Passage Cruising • Ushuaia, Argentina • Punta Arenas, Chile • Scenic Cruising • Chilean Fjords Cruising • Puerto Chacabuco, Chile • Puerto Montt, Chile • At Sea • San Antonio, Chile
Starting From
$6,269 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!

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
Starting From
$2,041 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 Equinox
Celebrity Cruises
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Buenos Aires, Argentina • Montevideo, Uruguay • At Sea • At Sea • Port Stanley, Falkland Islands • At Sea • Cape Horn • Ushuaia, Argentina • Strait Of Magellan • Punta Arenas, Chile • At Sea • Puerto Madryn, Argentina • At Sea • Punta Del Este • Buenos Aires, Argentina
Starting From
$2,618 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
Starting From
$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
Starting From
$2,597 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 • Sailing • Aruba • Curacao • Sailing • San Juan, Puerto Rico
Starting From
$1,183 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!

Zaandam
Holland America Line
Dec 19, 2026 - Jan 3, 2027 (15 Nights)
San Diego • At Sea • Cabo San Lucas • Puerto Vallarta, Mexico • At Sea • Huatulco, Mexico • At Sea • Puerto Quetzal, Guatemala • At Sea • Puntarenas, Costa Rica • At Sea • Panama Canal • Panama Canal • Panama Canal • Cartagena, Colombia • At Sea • At Sea • Fort Lauderdale
Starting From
$3,394 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 Meraviglia
MSC Cruises
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Miami • At Sea • At Sea • St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • At Sea • Miami
Starting From
$1,202 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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