Cruise Lines
Cruise Lines
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Ships
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Departure Ports
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Regions
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Ports of Call
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Royal Caribbean
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Miami • At Sea • At Sea • St. Maarten • St. Thomas • At Sea • Perfect Day Cococay • Miami
Starting From
$2,294 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!

Seabourn Ovation
Seabourn
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Barbados • St. Lucia • At Sea • Montserrat, Montserrat • Antigua • St. Kitts • Great Harbour, British Virgin Islands • St Martin
Starting From
$5,174 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!

Carnival Legend
Carnival Cruise Line
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Tampa • At Sea • Grand Cayman • At Sea • Isla Tropicale, Honduras • Belize City • Cozumel • At Sea • Tampa
Starting From
$1,029 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!

Carnival Freedom
Carnival Cruise Line
Dec 19, 2026 - Dec 23, 2026 (4 Nights)
Port Canaveral (Orlando), Florida • At Sea • Half Moon Cay • Celebration Key • Port Canaveral (Orlando), Florida
Starting From
$539 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!

Wind Surf
Windstar Cruises
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
St. Maarten • Gustavia, Saint Barthélemy • Falmouth, Jamaica • Road Bay • Soper's Hole, British Virgin Islands • Jost Van Dyke, British Virgin Islands • Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • St. Maarten • Gustavia, Saint Barthélemy • Nevis, St Kitts and Nevis • Dominica • Mayreau, St Vincent and the Grenadines • Les Saintes, Guadeloupe • St. Kitts • St. Maarten
Starting From
$5,299 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!

Wind Surf
Windstar Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
St. Maarten • Gustavia, Saint Barthélemy • Falmouth, Jamaica • Road Bay • Soper's Hole, British Virgin Islands • Jost Van Dyke, British Virgin Islands • Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • St. Maarten
Starting From
$3,399 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 Silhouette
Celebrity Cruises
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Fort Lauderdale • At Sea • At Sea • Curacao • Aruba • Bonaire • At Sea • At Sea • Fort Lauderdale
Starting From
$1,190 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 Splendida
MSC Cruises
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Buenos Aires, Argentina • At Sea • At Sea • Rio de Janeiro, Brazil • Ilhabela, Brazil • Camboriú, Brazil • At Sea • Montevideo, Uruguay • Buenos Aires, Argentina
Starting From
$1,303 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!

Carnival Breeze
Carnival Cruise Line
Dec 19, 2026 - Dec 23, 2026 (4 Nights)
Galveston • At Sea • Cozumel • At Sea • Galveston
Starting From
$534 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!

Carnival Dream
Carnival Cruise Line
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Galveston • At Sea • At Sea • Isla Tropicale, Honduras • Belize City • Cozumel • At Sea • Galveston
Starting From
$1,119 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 Constellation
Celebrity Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • St. Lucia • Barbados • At Sea • San Juan, Puerto Rico
Starting From
$1,076 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!

Seven Seas Explorer
Regent Seven Seas Cruises
Dec 19, 2026 - Dec 29, 2026 (10 Nights)
Sydney, Australia • Eden, Australia • Bass Strait • Melbourne, Australia • Phillip Island, Australia • Portland, Maine • Tasman Sea Cruising • Hobart, Australia • Tasman Sea Cruising • Sydney, Australia • Sydney, Australia
Starting From
$8,549 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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