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Eurodam
Holland America Line
Dec 19, 2026 - Jan 2, 2027 (14 Nights)
Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$2,519pp
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!

48% OFF
Carnival Venezia
Carnival Cruise Line
Feb 13, 2028 - Feb 19, 2028 (6 Nights)
Miami • Fun Day at Sea • George Town, Cayman Islands • Montego Bay, Jamaica • Fun Day at Sea • Celebration Key • Miami
Average Starting Price
$453pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Dec 13, 2026 - Dec 19, 2026 (6 Nights)
Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Bimini • Miami
Average Starting Price
$774pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Dec 27, 2026 - Jan 3, 2027 (7 Nights)
Fort Lauderdale • Cozumel • George Town, Cayman Islands • Nassau • Fort Lauderdale
Average Starting Price
$1,846pp
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 5, 2027 - Dec 12, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$839pp
Jim's Onboard Credit
Mariner of the Seas
Royal Caribbean
Apr 1, 2028 - Apr 8, 2028 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Ocho Rios, Jamaica • New Orleans
Average Starting Price
$861pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Jan 9, 2027 - Jan 16, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,205pp
Jim's Onboard Credit
55% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Dec 10, 2027 - Dec 17, 2027 (7 Nights)
Galveston • Cozumel • George Town, Cayman Islands • Montego Bay, Jamaica • Galveston
Average Starting Price
$569pp
Jim's Onboard Credit
39% OFF
Carnival Paradise
Carnival Cruise Line
Apr 10, 2028 - Apr 15, 2028 (5 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$537pp
Jim's Onboard Credit
41% OFF
Carnival Horizon
Carnival Cruise Line
Aug 12, 2028 - Aug 19, 2028 (7 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Galveston
Average Starting Price
$708pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Mar 20, 2027 - Mar 27, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida
Average Starting Price
$3,233pp
Jim's Onboard Credit
Eurodam
Holland America Line
Dec 5, 2026 - Dec 12, 2026 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$1,309pp
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!

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