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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!

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39% OFF

Carnival Paradise

Carnival Cruise Line

Dec 26, 2026 - Dec 30, 2026 (4 Nights)

Tampa • Fun Day at Sea • Celebration Key • Fun Day at Sea • Tampa

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

San Juan, Puerto Rico • St. Maarten • Fort-de-France, Martinique • Barbados • St. Lucia • St. John's, Antigua and Barbuda • 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!

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Norwegian Cruise Line

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

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

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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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

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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!



Disney Treasure

Disney Cruise Line

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

Port Canaveral (Orlando), Florida • At Sea • Cozumel • Grand Cayman • Falmouth, Jamaica • At Sea • Castaway Cay • Port Canaveral (Orlando), Florida

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 9, 2027 (14 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay, Bahamas • At Sea • Ocho Rios, Jamaica • George town, Cayman Islands • Cozumel • At Sea • Fort Lauderdale • Key West, Florida • At Sea • Amber Cove, Dominican Republic • Grand Turk • 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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30% OFF

Carnival Sunshine

Carnival Cruise Line

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

Norfolk, Virginia • Fun Day at Sea • Fun Day at Sea • Relaxaway Half Moon Cay, Bahamas • Grand Turk • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Norfolk, Virginia

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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32% OFF

Carnival Cruise Line

Dec 26, 2026 - Dec 30, 2026 (4 Nights)

New Orleans • Fun Day at Sea • Cozumel • Fun Day at Sea • New Orleans

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!



30% OFF

Carnival Elation

Carnival Cruise Line

Dec 26, 2026 - Dec 30, 2026 (4 Nights)

Jacksonville • Celebration Key • Nassau • Fun Day at Sea • Jacksonville

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!



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



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!



30% OFF

Carnival Cruise Line

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

Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • Curacao • Aruba • Fun Day at Sea • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida

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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