Rhapsody of the Seas
Royal Caribbean
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Maarten • St. John's, Antigua and Barbuda • St. Kitts • St. Croix • At Sea • San Juan, Puerto Rico
Starting From
$1,216 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!

Radiance of the Seas
Royal Caribbean
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Tampa • At Sea • Costa Maya • Roatán, Honduras • Belize City • Cozumel • At Sea • Tampa
Starting From
$1,287 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 Martin • Frenchman's Cay, British Virgin Islands • St. Kitts • At Sea • Les Trois-Îlets, Martinique • Port Elizabeth, South Africa • Grenada • Barbados
Starting From
$5,149 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
Starting From
$3,299 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
Starting From
$2,771 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!

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
Starting From
$3,337 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!

Valiant Lady
Virgin Voyages
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
San Juan, Puerto Rico • St. Maarten • Fort-de-France, Martinique • Barbados • St. Lucia • St. John's, Antigua and Barbuda • Sailing • San Juan, Puerto Rico
Starting From
$1,743 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!

Carnival Valor
Carnival Cruise Line
Dec 26, 2026 - Dec 30, 2026 (4 Nights)
New Orleans • At Sea • Cozumel • At Sea • New Orleans
Starting From
$699 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!

Disney Treasure
Disney Cruise Line
Dec 26, 2026 - Jan 2, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • Cozumel • Grand Cayman • Falmouth, Jamaica • At Sea • Castaway Cay • Port Canaveral (Orlando), Florida
Starting From
$4,351 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!