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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
Wind Surf
Windstar Cruises
Dec 26, 2026 - Jan 2, 2027 (7 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
Starting From
$3,299 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 Star
Windstar Cruises
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Puerto Caldera, Costa Rica • Quepos, Costa Rica • Golfo Dulce, Costa Rica • Isla Parida, Panama • At Sea • Balboa, Panama • Panama Canal • Colón, Panama
Starting From
$3,999 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 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
Starting From
$1,431 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 Luminosa
Carnival Cruise Line
Dec 26, 2026 - Dec 29, 2026 (3 Nights)
Brisbane, Australia • At Sea • At Sea • Brisbane, Australia
Starting From
$451 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 Radiance
Carnival Cruise Line
Dec 26, 2026 - Dec 30, 2026 (4 Nights)
Los Angeles • Santa Catalina Island, California • Ensenada • At Sea • Los Angeles
Starting From
$494 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 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, 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 • Gustavia, Saint Barthélemy • St. Maarten
Starting From
$5,099 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!

Koningsdam
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 • Loreto, Mexico • At Sea • At Sea • San Diego
Starting From
$2,944 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 Apex
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
Starting From
$1,583 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 Spirit
Carnival Cruise Line
Dec 26, 2026 - Jan 3, 2027 (8 Nights)
Mobile, Alabama • At Sea • Key West, Florida • Celebration Key • Princess Cays • Nassau • At Sea • At Sea • Mobile, Alabama
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!

MSC Armonia
MSC Cruises
Dec 26, 2026 - Jan 7, 2027 (12 Nights)
Durban, South Africa • At Sea • At Sea • At Sea • Port Louis, Mauritius • Port Louis, Mauritius • Port Louis, Mauritius • La Possession, Reunion • At Sea • At Sea • At Sea • Portuguese Island, Mozambique • Durban, South Africa
Starting From
$2,281 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!

Celestyal Journey
Celestyal Cruises
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Doha, Qatar • At Sea • Dubai, United Arab Emirates • Dubai, United Arab Emirates • Sir Bani Yas, United Arab Emirates • Abu Dhabi, United Arab Emirates • Bahrain, Bahrain • Doha, Qatar
Starting From
$1,009 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!

Regal Princess
Princess Cruises
Dec 26, 2026 - Jan 3, 2027 (8 Nights)
Fort Lauderdale • At Sea • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Maarten • At Sea • Grand Turk • At Sea • Fort Lauderdale
Starting From
$1,308 pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

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