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24% OFF
Margaritaville at Sea Paradise
Margaritaville at Sea
Dec 18, 2026 - Dec 21, 2026 (3 Nights)
Palm Beach • At Sea • Freeport • Palm Beach
Average Starting Price
$179 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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43% OFF
MSC Seaside
MSC Cruises
Dec 18, 2026 - Dec 21, 2026 (3 Nights)
Miami • Nassau • Ocean Cay • Miami
Average Starting Price
$239 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!


Norwegian Joy
Norwegian Cruise Line
Dec 18, 2026 - Dec 22, 2026 (4 Nights)
Miami • At Sea • Great Stirrup Cay • Nassau • Miami
Average Starting Price
$429 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!


36% OFF
Carnival Jubilee
Carnival Cruise Line
Dec 18, 2026 - Dec 26, 2026 (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
$1,150 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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38% OFF
Carnival Vista
Carnival Cruise Line
Dec 18, 2026 - Dec 26, 2026 (8 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Fun Day at Sea • St. Thomas • St. Maarten • San Juan, Puerto Rico • Fun Day at Sea • Celebration Key • Port Canaveral (Orlando), Florida
Average Starting Price
$924 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!


Ovation of the Seas
Royal Caribbean
Dec 18, 2026 - Dec 21, 2026 (3 Nights)
Los Angeles • At Sea • Ensenada • Los Angeles
Average Starting Price
$369 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 Wish
Disney Cruise Line
Dec 18, 2026 - Dec 21, 2026 (3 Nights)
Port Canaveral (Orlando), Florida • Nassau • Castaway Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,529 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!


57% OFF
MSC Magnifica
MSC Cruises
Dec 18, 2026 - Dec 28, 2026 (10 Nights)
Barcelona, Spain • At Sea • Cádiz, Spain • Casablanca, Morocco • Malaga, Spain • Alicante, Spain • At Sea • Rome, Italy • Genoa, Italy • Marseille, France • Barcelona, Spain
Average Starting Price
$1,422 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!


Azamara Journey
Azamara
Dec 18, 2026 - Jan 5, 2027 (18 Nights)
San Juan, Puerto Rico • St. Thomas • Virgin Gorda, British Virgin Islands • St. John's, Antigua and Barbuda • Gustavia, Saint Barthélemy • St. Pierre • Port Elizabeth, South Africa • At Sea • Scarborough, Trinidad and Tobago • Mayreau, St Vincent and the Grenadines • Barbados • At Sea • Aruba • Curacao • At Sea • St. Lucia • Nevis, St Kitts and Nevis • Fredrikstad, Norway • San Juan, Puerto Rico
Average Starting Price
$5,529 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!


42% OFF
Carnival Sunshine
Carnival Cruise Line
Dec 18, 2026 - Dec 26, 2026 (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
$897 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!


Disney Fantasy
Disney Cruise Line
Dec 18, 2026 - Dec 23, 2026 (5 Nights)
Port Canaveral (Orlando), Florida • Castaway Cay • At Sea • Cozumel • At Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$2,287 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!


3% OFF
Carnival Glory
Carnival Cruise Line
Dec 18, 2026 - Dec 21, 2026 (3 Nights)
Port Canaveral (Orlando), Florida • Celebration Key • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$336 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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