Norwegian Joy
Norwegian Cruise Line
Dec 26, 2026 - Dec 31, 2026 (5 Nights)
Miami • At Sea • Cozumel • At Sea • Great Stirrup Cay • Miami
Average Starting Price
$729 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!

Norwegian Luna
Norwegian Cruise Line
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Miami • At Sea • Roatán, Honduras • Harvest Caye, Belize • Cozumel • Costa Maya • At Sea • Miami
Average Starting Price
$1,549 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!

Freedom of the Seas
Royal Caribbean
Dec 26, 2026 - Dec 31, 2026 (5 Nights)
Miami • Perfect Day Cococay • At Sea • Falmouth, Jamaica • At Sea • Miami
Average Starting Price
$1,007 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
$3,657 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!

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
$2,124 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!

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 • Bequia, St Vincent and the Grenadines • St. George's, Grenada • Barbados
Average Starting Price
$5,848 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
$1,219 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!

Aqua Blu
Aqua Expeditions
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Sorong​ • Mioskon Island • Kabui Bay, Cape Kri • Yangeffo Island​ • Aljui Bay & Pulau Pef • Wofoh Island • Wayag Island • Penemu Islands • Arborek Island • Mayalibit Bay • Sorong​
Average Starting Price
$11,540 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!

Coral Princess
Princess Cruises
Dec 26, 2026 - Jan 6, 2027 (11 Nights)
Fort Lauderdale • At Sea • At Sea • St. Thomas • St. Kitts • Martinique • Barbados • St Lucia • St. Maarten • At Sea • At Sea • Fort Lauderdale
Average Starting Price
$969 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 Discovery
Celestyal Cruises
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Lisbon, Portugal • Lisbon, Portugal • Tangier, Morocco • At Sea • Valencia, Spain • Palma, Spain • Sete, France • Tarragona, Spain
Average Starting Price
$1,329 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!