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39% OFF
Carnival Legend
Carnival Cruise Line
Jan 16, 2027 - Jan 24, 2027 (8 Nights)
Tampa • Fun Day at Sea • Fun Day at Sea • Limon, Costa Rica • Colon, Panama • Fun Day at Sea • George Town, Cayman Islands • Fun Day at Sea • Tampa
Average Starting Price
$1,004pp
Jim's Onboard Credit
Mariner of the Seas
Royal Caribbean
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • New Orleans
Average Starting Price
$587pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Mar 20, 2027 - Mar 27, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$976pp
Jim's Onboard Credit
Celebrity Reflection
Celebrity Cruises
Dec 21, 2026 - Dec 28, 2026 (7 Nights)
Fort Lauderdale • Key West, Florida • Cozumel • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$1,221pp
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!

Independence of the Seas
Royal Caribbean
Mar 14, 2027 - Mar 21, 2027 (7 Nights)
Miami • Nassau • Puerto Plata, Dominican Republic • George Town, Cayman Islands • Miami
Average Starting Price
$704pp
Jim's Onboard Credit
FREE Specialty Dining Meal
31% OFF
Carnival Paradise
Carnival Cruise Line
Dec 29, 2027 - Jan 3, 2028 (5 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$775pp
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 Sun
Norwegian Cruise Line
Nov 29, 2026 - Dec 10, 2026 (11 Nights)
Miami • Great Stirrup Cay • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Falmouth, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$769pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Aug 27, 2028 - Sep 3, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,079pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Jan 2, 2028 - Jan 16, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Grand Turk • Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$1,128pp
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!

Celebrity Summit
Celebrity Cruises
Nov 22, 2026 - Nov 29, 2026 (7 Nights)
Tampa • Cozumel • Belize City • George Town, Cayman Islands • Tampa
Average Starting Price
$918pp
Jim's Onboard Credit
Eurodam
Holland America Line
Dec 22, 2027 - Jan 12, 2028 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$5,259pp
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!

Nieuw Statendam
Holland America Line
Jan 10, 2027 - Jan 17, 2027 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$1,264pp
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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