Cruise Lines
Cruise Lines
Ships
Ships
Departure Ports
Departure Ports
Regions
Regions
Ports of Call
Ports of Call
Star Pride
Windstar Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
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
$4,445 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!

54% OFF
MSC Seashore
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • At Sea • Puerto Plata, Dominican Republic • At Sea • Nassau • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$998 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 Lirica
MSC Cruises
Dec 27, 2026 - Jan 7, 2027 (11 Nights)
Split, Croatia • Venice, Italy • At Sea • Katakalon, Greece • Heraklion, Greece • Rhodes, Greece • Limassol, Cyprus • Port Said, Egypt • Alexandria, Egypt • At Sea • At Sea • Split, Croatia
Average Starting Price
$2,076 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!

49% OFF
MSC Splendida
MSC Cruises
Dec 27, 2026 - Jan 5, 2027 (9 Nights)
Buenos Aires, Argentina • At Sea • At Sea • Ilhabela, Brazil • Rio de Janeiro, Brazil • Copacabana, Brazil • Copacabana, Brazil • Buzios, Brazil • At Sea • At Sea • Punta del Este, Uruguay • Buenos Aires, Argentina
Average Starting Price
$2,037 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!

53% OFF
MSC Magnifica
MSC Cruises
Dec 27, 2026 - Jan 6, 2027 (10 Nights)
Marseille, France • Barcelona, Spain • At Sea • Cádiz, Spain • Cádiz, Spain • Malaga, Spain • Alicante, Spain • At Sea • Rome, Italy • Genoa, Italy • Marseille, France
Average Starting Price
$2,136 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!

50% OFF
MSC Euribia
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Marseille, France • Genoa, Italy • Naples, Italy • Palermo, Italy • La Goulette, Tunisia • At Sea • Barcelona, Spain • Marseille, France
Average Starting Price
$1,650 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!

Sun Princess
Princess Cruises
Dec 27, 2026 - Jan 10, 2027 (14 Nights)
Fort Lauderdale • At Sea • Cozumel • Belize City • Roatán, Honduras • At Sea • At Sea • Fort Lauderdale • At Sea • Grand Turk • At Sea • San Juan, Puerto Rico • Amber Cove, Dominican Republic • At Sea • Fort Lauderdale
Average Starting Price
$2,001 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!

Norwegian Epic
Norwegian Cruise Line
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • At Sea • Ocho Rios, Jamaica • Grand Cayman • Cozumel • At Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,429 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!

Crown Princess
Princess Cruises
Dec 27, 2026 - Jan 10, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • St. Maarten • Antigua • St Lucia • Barbados • At Sea • San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Barbados • At Sea • San Juan, Puerto Rico
Average Starting Price
$3,018 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!

Crown Princess
Princess Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Maarten • Antigua • St Lucia • Barbados • At Sea • San Juan, Puerto Rico
Average Starting Price
$1,827 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!

Sky Princess
Princess Cruises
Dec 27, 2026 - Jan 4, 2027 (8 Nights)
Port Canaveral (Orlando), Florida • At Sea • Princess Cays • At Sea • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • At Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$1,514 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!

Enchanted Princess
Princess Cruises
Dec 27, 2026 - Jan 6, 2027 (10 Nights)
Fort Lauderdale • At Sea • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • Antigua • St. Maarten • St. Kitts • At Sea • At Sea • Fort Lauderdale
Average Starting Price
$1,667 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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