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Icon of the Seas

Royal Caribbean

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

Miami • At Sea • Costa Maya • Roatán, Honduras • Cozumel • At Sea • Perfect Day Cococay • Miami

Average Starting Price

Jim's Onboard Credit

FREE Specialty Dining Meal

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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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Freedom of the Seas

Royal Caribbean

Dec 26, 2026 - Dec 31, 2026 (5 Nights)

Miami • Perfect Day Cococay • At Sea • Falmouth, Jamaica • At Sea • Miami

Average Starting Price

Jim's Onboard Credit

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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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Legend of the Seas

Royal Caribbean

Dec 26, 2026 - Jan 3, 2027 (8 Nights)

Fort Lauderdale • At Sea • At Sea • Aruba • Aruba • Cabo Rojo, Dominican Republic • At Sea • Perfect Day Cococay • Fort Lauderdale

Average Starting Price

Jim's Onboard Credit

FREE Specialty Dining Meal

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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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Windstar Cruises

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

Puerto Caldera, Costa Rica • Quepos, Costa Rica • Puerto Jiménez, Costa Rica • Isla Parida, Panama • At Sea • Fuerte Amador, Panama • Panama Canal • Colón, Panama

Average Starting Price

Jim's Onboard Credit

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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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Windstar Cruises

Dec 26, 2026 - Jan 9, 2027 (14 Nights)

St. Maarten • Gustavia, Saint Barthélemy • Nevis, St Kitts and Nevis • Dominica • Mayreau, St Vincent and the Grenadines • Les Saintes, Guadeloupe • St. Kitts • St. Maarten • 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 • Gustavia, Saint Barthélemy • St. Maarten

Average Starting Price

Jim's Onboard Credit

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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 Cruises

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • Key West, Florida • At Sea • Grand Cayman • At Sea • Cozumel • At Sea • Port Canaveral (Orlando), Florida

Average Starting Price

Jim's Onboard Credit

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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 Constellation

Celebrity Cruises

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • St. Maarten • St. John's, Antigua and Barbuda • St. Lucia • Barbados • At Sea • San Juan, Puerto Rico

Average Starting Price

Jim's Onboard Credit

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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!



28% OFF

Carnival Jubilee

Carnival Cruise Line

Dec 26, 2026 - Jan 3, 2027 (8 Nights)

Galveston • Fun Day at Sea • Fun Day at Sea • Nassau • Relaxaway Half Moon Cay, Bahamas • Celebration Key • Fun Day at Sea • Fun Day at Sea • Galveston

Average Starting Price

Jim's Onboard Credit

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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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22% OFF

Carnival Luminosa

Carnival Cruise Line

Dec 26, 2026 - Dec 29, 2026 (3 Nights)

Brisbane, Australia • Fun Day at Sea • Fun Day at Sea • Brisbane, Australia

Average Starting Price

Jim's Onboard Credit

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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

Emerald Harmony

Emerald Cruises

Dec 26, 2026 - Jan 9, 2027 (14 Nights)

Ho Chi Minh, Vietnam • Ho Chi Minh, Vietnam • Ho Chi Minh, Vietnam • Cho Gao Canal, Vietnam • Ben Tre, Vietnam • Sa Dec, Vietnam • An Long, Vietnam • Tan Châu, Vietnam • Phnom Penh, Cambodia • Phnom Penh, Cambodia • Angkor, Cambodia • Peam Chi Korng, Cambodia • Siem Reap, Cambodia • Siem Reap, Cambodia • Siem Reap, Cambodia

Average Starting Price

Jim's Onboard Credit

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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!



Holland America Line

Dec 26, 2026 - Jan 9, 2027 (14 Nights)

San Diego • At Sea • At Sea • Puerto Vallarta, Mexico • Mazatlan, Mexico • Cabo San Lucas • At Sea • San Diego • At Sea • Cabo San Lucas • Pichilingue, Mexico • Guaymas, Mexico • At Sea • At Sea • San Diego

Average Starting Price

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!



Holland America Line

Dec 26, 2026 - Jan 2, 2027 (7 Nights)

San Diego • At Sea • At Sea • Puerto Vallarta, Mexico • Mazatlan, Mexico • Cabo San Lucas • At Sea • San Diego

Average Starting Price

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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