Cruise Lines
Cruise Lines
Ships
Ships
Departure Ports
Departure Ports
Regions
Regions
Ports of Call
Ports of Call
Rhapsody of the Seas
Royal Caribbean
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • St. Maarten • St. John's, Antigua and Barbuda • Dominica • At Sea • San Juan, Puerto Rico
Starting From
$949 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!

Star Princess
Princess Cruises
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Fort Lauderdale • At Sea • Cozumel • Belize City • Roatán, Honduras • At Sea • At Sea • Fort Lauderdale • At Sea • Grand Turk • Amber Cove, Dominican Republic • At Sea • Princess Cays • At Sea • Fort Lauderdale
Starting From
$2,921 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!

Crown Princess
Princess Cruises
Dec 19, 2026 - Dec 27, 2026 (8 Nights)
Fort Lauderdale • At Sea • At Sea • Aruba • Curacao • At Sea • Antigua • St. Thomas • San Juan, Puerto Rico
Starting From
$970 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!

Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 19, 2026 - Dec 29, 2026 (10 Nights)
Miami • At Sea • At Sea • St. Thomas • St. John's, Antigua and Barbuda • Dominica • St. Kitts • Tortola • At Sea • At Sea • Miami
Starting From
$7,999 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!

Harmony of the Seas
Royal Caribbean
Dec 19, 2026 - Dec 23, 2026 (4 Nights)
Port Canaveral (Orlando), Florida • At Sea • Perfect Day Cococay • Nassau • Port Canaveral (Orlando), Florida
Starting From
$961 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!

Grandeur of the Seas
Royal Caribbean
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Colón, Panama • Cartagena, Colombia • At Sea • Aruba • At Sea • Bonaire • At Sea • Colón, Panama
Starting From
$1,144 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 19, 2026 - Dec 26, 2026 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Dominica • St. Lucia • Barbados • At Sea • San Juan, Puerto Rico
Starting From
$865 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 Apex
Celebrity Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • Puerto Plata, Dominican Republic • St. Thomas • St. Kitts • At Sea • At Sea • Port Canaveral (Orlando), Florida
Starting From
$1,201 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!

Zuiderdam
Holland America Line
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Miami • At Sea • Amber Cove, Dominican Republic • Grand Turk • Half Moon Cay • At Sea • Key West, Florida • Miami • At Sea • Grand Turk • San Juan, Puerto Rico • St. Thomas • At Sea • Half Moon Cay • Miami
Starting From
$3,074 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!

Zaandam
Holland America Line
Dec 19, 2026 - Jan 3, 2027 (15 Nights)
San Diego • At Sea • Cabo San Lucas • Puerto Vallarta, Mexico • At Sea • Huatulco, Mexico • At Sea • Puerto Quetzal, Guatemala • At Sea • Puntarenas, Costa Rica • At Sea • Panama Canal • Panama Canal • Panama Canal • Cartagena, Colombia • At Sea • At Sea • Fort Lauderdale
Starting From
$3,294 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 19, 2026 - Dec 26, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • At Sea • At Sea • Tortola • St. Thomas • At Sea • Castaway Cay • Port Canaveral (Orlando), Florida
Starting From
$4,003 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 19, 2026 - Dec 26, 2026 (7 Nights)
Colón, Panama • Panama Canal • Balboa, Panama • Balboa, Panama • At Sea • Isla Parida, Panama • Golfo Dulce, Costa Rica • Quepos, Costa Rica • Puerto Caldera, Costa Rica
Starting From
$3,799 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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