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Displayed prices are starting points! I often have better deals that are not reflected!

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Dec 20, 2026 - Jan 5, 2027 (16 Nights)

Miami • At Sea • At Sea • San Juan, Puerto Rico • Road Bay • St. Kitts • Marigot, St Martin • Terre de Haut, Guadeloupe • Fort-de-france, Martinique • Rodney Bay • Dominica • Little Bay • St. John's, Antigua and Barbuda • Great Harbour, British Virgin Islands • At Sea • 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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Windstar Cruises

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

San Juan, Puerto Rico • At Sea • St. George's, Grenada • Bequia, St Vincent and the Grenadines • Mayreau, St Vincent and the Grenadines • Deshaies, Guadeloupe • Marigot Bay • 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!

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Windstar Cruises

Dec 20, 2026 - Dec 28, 2026 (8 Nights)

Fuerte Amador, Panama • At Sea • Isla Parida, Panama • Puerto Jiménez, Costa Rica • Quepos, Costa Rica • Punta Leona, Costa Rica • Curú, Costa Rica • Playa Flamingo, Costa Rica • Puerto Caldera, Costa Rica

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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42% OFF

Carnival Spirit

Carnival Cruise Line

Dec 20, 2026 - Dec 26, 2026 (6 Nights)

Mobile, Alabama • Fun Day at Sea • Celebration Key • Nassau • Fun Day at Sea • Fun Day at Sea • Mobile, Alabama

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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26% OFF

Carnival Venezia

Carnival Cruise Line

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • Cozumel • Isla Tropicale, Honduras • Fun Day at Sea • Fun Day 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!

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Jewel of the Seas

Royal Caribbean

Dec 20, 2026 - Dec 28, 2026 (8 Nights)

Tampa • At Sea • Cozumel • Belize City • Costa Maya • At Sea • Grand Cayman • At Sea • Tampa

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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Explora Journeys

Dec 20, 2026 - Dec 28, 2026 (8 Nights)

Miami • At Sea • Ocho Rios, Jamaica • At Sea • Catalina Island, Dominican Republic • Jost Van Dyke, British Virgin Islands • St. Maarten/Philipsburg • St. Thomas • 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!



56% OFF

Carnival Radiance

Carnival Cruise Line

Dec 20, 2026 - Dec 26, 2026 (6 Nights)

Los Angeles • Fun Day at Sea • Cabo San Lucas • Cabo San Lucas • Fun Day at Sea • Ensenada • Los Angeles

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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Nieuw Statendam

Holland America Line

Dec 20, 2026 - Jan 3, 2027 (14 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay, Bahamas • At Sea • Ocho Rios, Jamaica • George town, Cayman Islands • Cozumel • At Sea • Fort Lauderdale • Nassau • At Sea • Grand Turk • Amber Cove, Dominican Republic • At Sea • Relaxaway Half Moon Cay, Bahamas • Fort Lauderdale

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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15% OFF

Nieuw Statendam

Holland America Line

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay, Bahamas • At Sea • Ocho Rios, Jamaica • George town, Cayman Islands • Cozumel • At Sea • Fort Lauderdale

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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Navigator of the Seas

Royal Caribbean

Dec 20, 2026 - Dec 24, 2026 (4 Nights)

Singapore, Singapore • Penang, Malaysia • Phuket, Thailand • At Sea • Singapore, Singapore

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!



64% OFF

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

Barcelona, Spain • Marseille, France • Genoa, Italy • Florence/Pisa, Italy • Rome, Italy • At Sea • Valencia, Spain • Barcelona, Spain

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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