Cruise Lines
Cruise Lines
Ships
Ships
Departure Ports
Departure Ports
Regions
Regions
Ports of Call
Ports of Call
Wind Spirit
Windstar Cruises
Dec 27, 2026 - Jan 6, 2027 (10 Nights)
Santa Cruz de Tenerife, Spain • Lanzarote, Spain • At Sea • Funchal, Portugal • Funchal, Portugal • Porto Santo, Portugal • At Sea • San Sebastián De La Gomera, Spain • El Hierro, Spain • Santa Cruz de La Palma, Spain • Santa Cruz de Tenerife, Spain
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!

Star Seeker
Windstar Cruises
Dec 27, 2026 - Jan 17, 2027 (21 Nights)
Hanoi, Vietnam • Hanoi, Vietnam • Ha Long Bay • Da Nang, Vietnam • Chan May, Vietnam • At Sea • Cruising Saigon River • Ho Chi Minh, Vietnam • Ho Chi Minh, Vietnam • At Sea • Sihanoukville, Cambodia • Koh Kut, Thailand • Cruising Chao Phraya River • Bangkok, Thailand • At Sea • Ko Samui, Thailand • At Sea • Singapore, Singapore • Singapore, Singapore • Kuala Lumpur, Malaysia • Penang, Malaysia • Ko Yao Noi, Thailand • Krabi, Thailand • Koh Naka Noi, Thailand • Phuket, Thailand
Starting From
$13,699 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!

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
$4,484 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!

Carnival Adventure
Carnival Cruise Line
Dec 27, 2026 - Dec 30, 2026 (3 Nights)
Sydney, Australia • At Sea • At Sea • Sydney, Australia
Starting From
$381 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 Statendam
Holland America Line
Dec 27, 2026 - Jan 10, 2027 (14 Nights)
Fort Lauderdale • Nassau • At Sea • Grand Turk • Amber Cove, Dominican Republic • At Sea • Half Moon Cay • Fort Lauderdale • At Sea • Grand Turk • San Juan, Puerto Rico • St. Thomas • At Sea • Half Moon Cay • Fort Lauderdale
Starting From
$2,959 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!

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
Starting From
$1,175 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!

EXPLORA I
Explora Journeys
Dec 27, 2026 - Jan 4, 2027 (8 Nights)
Miami • At Sea • Puerto Plata, Dominican Republic • Santa Catalina Island, California • St. John's, Antigua and Barbuda • Jost Van Dyke, British Virgin Islands • St. Kitts • St. Thomas • San Juan, Puerto Rico
Starting From
$5,700 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 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
$1,794 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
$1,669 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 Breakaway
Norwegian Cruise Line
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
New Orleans • At Sea • Cozumel • Roatán, Honduras • Harvest Caye, Belize • Costa Maya • At Sea • New Orleans
Starting From
$1,249 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 Epic
Norwegian Cruise Line
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • At Sea • Falmouth, Jamaica • Grand Cayman • Cozumel • At Sea • Port Canaveral (Orlando), Florida
Starting From
$2,318 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 Aqua
Norwegian Cruise Line
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Miami • At Sea • Puerto Plata, Dominican Republic • St. Thomas • Tortola • At Sea • Great Stirrup Cay • Miami
Starting From
$2,129 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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