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Zuiderdam
Holland America Line
Dec 12, 2026 - Dec 26, 2026 (14 Nights)
Miami • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Miami • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Key West, Florida • Miami
Average Starting Price
$2,099pp
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!

12% OFF
Seven Seas Splendor
Regent Seven Seas Cruises
Jan 12, 2027 - Jan 26, 2027 (14 Nights)
Miami • Cruising the Caribbean Sea • Cozumel • Costa Maya • Harvest Caye, Belize • Roatan, Honduras • Cruising the Caribbean Sea • George Town, Cayman Islands • Ocho Rios, Jamaica • Cruising the Caribbean Sea • Limon, Costa Rica • Cruising the Caribbean Sea • Cartagena, Colombia • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama
Average Starting Price
$24,509pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Dec 20, 2026 - Dec 28, 2026 (8 Nights)
Miami • Ocho Rios, Jamaica • Catalina Island, Dominican Republic • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$7,610pp
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
Feb 7, 2027 - Feb 14, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$569pp
Jim's Onboard Credit
54% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
May 15, 2027 - May 22, 2027 (7 Nights)
Miami • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Miami
Average Starting Price
$599pp
Jim's Onboard Credit
Eurodam
Holland America Line
Feb 27, 2027 - Mar 6, 2027 (7 Nights)
Fort Lauderdale • Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$2,089pp
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!

Resilient Lady
Virgin Voyages
Mar 7, 2027 - Mar 13, 2027 (6 Nights)
Miami • Bimini • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$894pp
Jim's Onboard Credit
60% OFF
MSC Seashore
MSC Cruises
Dec 17, 2026 - Dec 27, 2026 (10 Nights)
Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Port Canaveral (Orlando), Florida • Nassau • Ocho Rios, Jamaica • George Town, Cayman Islands • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$948pp
Jim's Onboard Credit
26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Feb 26, 2029 - Mar 12, 2029 (14 Nights)
Miami • Cozumel • Harvest Caye, Belize • Roatan, Honduras • Limon, Costa Rica • Panama Canal, Panama • Colon, Panama • Cartagena, Colombia • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$10,199pp
Jim's Onboard Credit
49% OFF
MSC Grandiosa
MSC Cruises
Dec 30, 2027 - Jan 9, 2028 (10 Nights)
Port Canaveral (Orlando), Florida • Ocean Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida • Ocean Cay • Nassau • Port Canaveral (Orlando), Florida
Average Starting Price
$1,565pp
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
Jan 10, 2027 - Jan 24, 2027 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Nassau • Relaxaway Half Moon Cay • Grand Turk • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$2,369pp
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!

Mariner of the Seas
Royal Caribbean
Dec 5, 2026 - Dec 12, 2026 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Ocho Rios, Jamaica • New Orleans
Average Starting Price
$507pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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