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 26, 2026 - Jan 3, 2027 (8 Nights)
Fort Lauderdale • At Sea • At Sea • Aruba • Aruba • Cabo Rojo, Dominican Republic • At Sea • Perfect Day Cococay • Fort Lauderdale
Average Starting Price
$3,117 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!

Liberty of the Seas
Royal Caribbean
Dec 26, 2026 - Dec 31, 2026 (5 Nights)
Galveston • At Sea • Costa Maya • Cozumel • At Sea • Galveston
Average Starting Price
$915 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!

Silver Origin
Silversea
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
San Cristóbal, Galapagos • Kicker Rock, Ecuador • Bartolome Island, Ecuador • Buccaneer Cove, Ecuador • Vicente Roca Point, Ecuador • Bolivar Canal Cruising • Espinoza Point, Ecuador • Tagus Cove, Ecuador • Elizabeth Bay • Post Office Bay • Champion • Cormorant Point, Ecuador • Santa Cruz Highlands, Ecuador • Fausto Llerena Breeding Center, Ecuador • Dragon Hill, Ecuador • Guy Fawkes Island, Ecuador • Bahia Bowditch, Ecuador • San Cristóbal, Galapagos
Average Starting Price
$16,500 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!

37% OFF
Carnival Valor
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
$582 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
Average Starting Price
$1,758 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!

Icon of the Seas
Royal Caribbean
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Miami • At Sea • Costa Maya • Roatán, Honduras • Cozumel • At Sea • Perfect Day Cococay • Miami
Average Starting Price
$2,391 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!

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 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
$6,011 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 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
Average Starting Price
$2,695 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 26, 2026 - Jan 2, 2027 (7 Nights)
St. Maarten • Soper's Hole, British Virgin Islands • St. Kitts • At Sea • Les Trois-Îlets, Martinique • Gqeberha, South Africa • St. George's, Grenada • Barbados
Average Starting Price
$6,048 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!

34% 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
$575 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 • Puerto Jiménez, Costa Rica • Isla Parida, Panama • At Sea • Fuerte Amador, Panama • Panama Canal • Colón, Panama
Average Starting Price
$3,710 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
Average Starting Price
$948 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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