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Serenade of the Seas
Royal Caribbean
Apr 14, 2028 - Apr 22, 2028 (8 Nights)
Tampa • Costa Maya • Roatan, Honduras • Cozumel • George Town, Cayman Islands • Tampa
Average Starting Price
$982pp
Jim's Onboard Credit
23% OFF
Carnival Legend
Carnival Cruise Line
Nov 16, 2026 - Nov 21, 2026 (5 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$344pp
Jim's Onboard Credit
Norwegian Escape
Norwegian Cruise Line
Jun 4, 2028 - Jun 11, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,279pp
Jim's Onboard Credit
Mariner of the Seas
Royal Caribbean
Dec 31, 2027 - Jan 8, 2028 (8 Nights)
New Orleans • Costa Maya • Cozumel • George Town, Cayman Islands • New Orleans
Average Starting Price
$1,169pp
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!

Sky Princess
Princess Cruises
Jan 9, 2028 - Jan 23, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,098pp
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!

46% OFF
Carnival Paradise
Carnival Cruise Line
Jan 3, 2028 - Jan 8, 2028 (5 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$407pp
Jim's Onboard Credit
23% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Feb 7, 2029 - Feb 23, 2029 (16 Nights)
Miami • George Town, Cayman Islands • Cartagena, Colombia • Panama Canal, Panama • Puntarenas, Costa Rica • Puerto Quetzal, Guatemala • Acapulco, Mexico • Cabo San Lucas • Ensenada • Los Angeles
Average Starting Price
$11,899pp
Jim's Onboard Credit
Eurodam
Holland America Line
Jan 2, 2028 - Jan 12, 2028 (10 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$2,474pp
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!

Sonata
Oceania Cruises
Jan 23, 2029 - Jan 30, 2029 (7 Nights)
Miami • Cozumel • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$3,699pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Jan 29, 2028 - Feb 5, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • Falmouth, Jamaica • George Town, Cayman Islands • Port Canaveral (Orlando), Florida
Average Starting Price
$853pp
Jim's Onboard Credit
15% OFF
Nieuw Statendam
Holland America Line
Dec 20, 2026 - Dec 27, 2026 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$754pp
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!

Independence of the Seas
Royal Caribbean
Feb 14, 2027 - Feb 21, 2027 (7 Nights)
Miami • Nassau • George Town, Cayman Islands • Falmouth, Jamaica • Ocho Rios, Jamaica • Miami
Average Starting Price
$669pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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