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 • Cruz Bay • Gustavia, Saint Barthélemy • St. Kitts • St. Maarten • Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Starting From
$4,199 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!

Nieuw Amsterdam
Holland America Line
Dec 27, 2026 - Jan 17, 2027 (21 Nights)
Fort Lauderdale • Half Moon Cay • At Sea • At Sea • Aruba • At Sea • Cartagena, Colombia • Panama Canal • Panama Canal • Gatun Lake • Panama Canal • Panama Canal • Colón, Panama • Puerto Limon, Costa Rica • At Sea • Grand Cayman • At Sea • Fort Lauderdale • At Sea • At Sea • Curacao • Bonaire • Aruba • At Sea • At Sea • Half Moon Cay • Fort Lauderdale
Starting From
$4,294 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!

MSC Meraviglia
MSC Cruises
Dec 27, 2026 - Jan 2, 2027 (6 Nights)
Miami • At Sea • Grand Turk • At Sea • Ocean Cay • Nassau • Miami
Starting From
$1,068 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!

MSC Meraviglia
MSC Cruises
Dec 27, 2026 - Jan 10, 2027 (14 Nights)
Miami • At Sea • Grand Turk • At Sea • Ocean Cay • Nassau • Miami • At Sea • At Sea • St. Maarten • St. Kitts • St. Thomas • Amber Cove, Dominican Republic • At Sea • Miami
Starting From
$1,585 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!

MSC Seaview
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Pointe-à-Pitre, Guadeloupe • At Sea • Barbados • Kingstown, St Vincent and the Grenadines • St. George's, Grenada • St. Lucia • Fort-de-France, Martinique • Pointe-à-Pitre, Guadeloupe
Starting From
$4,553 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 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
Starting From
$1,098 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 Fantasia
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Santa Cruz de Tenerife, Spain • Funchal, Portugal • Funchal, Portugal • At Sea • Arrecife, Spain • Las Palmas de Gran Canaria, Spain • Puerto Del Rosario • Santa Cruz de Tenerife, Spain
Starting From
$1,462 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 Seashore
MSC Cruises
Dec 27, 2026 - Jan 7, 2027 (11 Nights)
Port Canaveral (Orlando), Florida • At Sea • At Sea • Puerto Plata, Dominican Republic • At Sea • Nassau • Ocean Cay • Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • At Sea • Port Canaveral (Orlando), Florida
Starting From
$1,467 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 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
Starting From
$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!

MSC Seascape
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Galveston • At Sea • At Sea • Costa Maya • Roatán, Honduras • Cozumel • At Sea • Galveston
Starting From
$1,014 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 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
Starting From
$1,818 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 World Asia
MSC Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Genoa, Italy • Rome, Italy • Messina, Italy • Malta, Malta • At Sea • Barcelona, Spain • Marseille, France • Genoa, Italy
Starting From
$1,840 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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