Cruise Lines
Cruise Lines
Ships
Ships
Departure Ports
Departure Ports
Regions
Regions
Ports of Call
Ports of Call
Legend of the Seas
Royal Caribbean
Dec 20, 2026 - Dec 26, 2026 (6 Nights)
Fort Lauderdale • Perfect Day Cococay • At Sea • Cozumel • Costa Maya • At Sea • Fort Lauderdale
Average Starting Price
$1,725 pp
Jim's Onboard Credit
FREE Specialty Dining Meal

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!

Silver Shadow
Silversea
Dec 20, 2026 - Dec 27, 2026 (7 Nights)
San Juan, Puerto Rico • Jost Van Dyke, British Virgin Islands • Little bay • St. Lucia • Fort-de-France, Martinique • At Sea • Soper's Hole, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$2,900 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 Quest
Seabourn
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
$11,163 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!

Westerdam
Holland America Line
Dec 20, 2026 - Jan 31, 2027 (42 Nights)
Hong Kong, Hong Kong • At Sea • Ha Long Bay • Ha Long Bay • At Sea • Da Nang, Vietnam • At Sea • Phu My, Vietnam • At Sea • Sihanoukville, Cambodia • Laem Chabang, Thailand • Laem Chabang, Thailand • Nathon, Thailand • At Sea • Singapore, Singapore • At Sea • At Sea • Puerto Princesa, Philippines • At Sea • Bitung, Indonesia • At Sea • At Sea • Jayapura, Indonesia • At Sea • Rabaul, Papua New Guinea • Kiriwina Island, Papua New Guinea • At Sea • Townsville, Australia • Cairns, Australia • Cairns, Australia • Great Barrier Reef, Australia • The Ribbon Reef Region, Australia • Great Barrier Reef, Australia • Far North Region, Australia • Johnstone Strait • At Sea • Darwin, Australia • At Sea • Scenic cruising Batu Tara Volcano • Slawi Bay • Benoa, Indonesia • Benoa, Indonesia • At Sea • Scenic cruising Krakatau Volcano • At Sea • Singapore, Singapore
Average Starting Price
$9,039 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!

Star Pride
Windstar Cruises
Dec 20, 2026 - Jan 3, 2027 (14 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 • St. John's, Antigua and Barbuda • Gustavia, Saint Barthélemy • St. Kitts • St. Maarten • Jost Van Dyke, British Virgin Islands • Virgin Gorda / Prickly Pear, British Virgin Island • San Juan, Puerto Rico
Average Starting Price
$6,202 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!

Star Pride
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
$1,987 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 Summit
Celebrity Cruises
Dec 20, 2026 - Dec 27, 2026 (7 Nights)
Tampa • At Sea • Nassau • Bimini • At Sea • Cozumel • At Sea • Tampa
Average Starting Price
$878 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!

Star Legend
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
$2,600 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 Infinity
Celebrity Cruises
Dec 20, 2026 - Jan 2, 2027 (13 Nights)
Barcelona, Spain • At Sea • At Sea • Lanzarote, Spain • Tenerife, Spain • At Sea • Madeira, Portugal • Madeira, Portugal • At Sea • Casablanca, Morocco • Tangier, Morocco • Malaga, Spain • At Sea • Barcelona, Spain
Average Starting Price
$3,128 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 Xcel
Celebrity Cruises
Dec 20, 2026 - Dec 27, 2026 (7 Nights)
Miami • At Sea • At Sea • St. Maarten • St. Thomas • Puerto Plata, Dominican Republic • At Sea • Miami
Average Starting Price
$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!

Westerdam
Holland America Line
Dec 20, 2026 - Jan 3, 2027 (14 Nights)
Hong Kong, Hong Kong • At Sea • Ha Long Bay • Ha Long Bay • At Sea • Da Nang, Vietnam • At Sea • Phu My, Vietnam • At Sea • Sihanoukville, Cambodia • Laem Chabang, Thailand • Laem Chabang, Thailand • Nathon, Thailand • At Sea • Singapore, Singapore
Average Starting Price
$3,039 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!

2% 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
$805 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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