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33% OFF
Carnival Breeze
Carnival Cruise Line
Mar 11, 2028 - Mar 18, 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
$992pp
Jim's Onboard Credit
Oosterdam
Holland America Line
Mar 5, 2028 - Mar 17, 2028 (12 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Oranjestad, Aruba • Cartagena, Colombia • Enter Panama Canal at Cristobal • Cruising Panama Canal And Gatun Lake • Gatun Lake, Panama • Cruising Gatun Lake And Panama Canal • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • George Town, Cayman Islands • Fort Lauderdale
Average Starting Price
$3,244pp
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 Constellation
Celebrity Cruises
Mar 26, 2028 - Apr 2, 2028 (7 Nights)
Tampa • George Town, Cayman Islands • Cozumel • Costa Maya • Tampa
Average Starting Price
$697pp
Jim's Onboard Credit
Disney Treasure
Disney Cruise Line
Nov 13, 2027 - Nov 20, 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
$2,392pp
Jim's Onboard Credit
32% OFF
Carnival Venezia
Carnival Cruise Line
Dec 27, 2027 - Jan 2, 2028 (6 Nights)
Miami • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami
Average Starting Price
$946pp
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!

54% OFF
MSC Poesia
MSC Cruises
Jan 3, 2027 - Jan 24, 2027 (21 Nights)
Miami • Montego Bay, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami • Willemstad, Curacao • Oranjestad, Aruba • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$2,664pp
Jim's Onboard Credit
Carnival Horizon
Carnival Cruise Line
Nov 29, 2026 - Dec 5, 2026 (6 Nights)
Miami • Celebration Key • Fun Day at Sea • Ocho Rios, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami
Average Starting Price
$531pp
Jim's Onboard Credit
Celebrity Xcel
Celebrity Cruises
Nov 21, 2026 - Nov 28, 2026 (7 Nights)
Miami • George Town, Cayman Islands • Cozumel • Bimini • Nassau • Miami
Average Starting Price
$1,238pp
Jim's Onboard Credit
Independence of the Seas
Royal Caribbean
Nov 22, 2026 - Nov 29, 2026 (7 Nights)
Miami • Nassau • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$685pp
Jim's Onboard Credit
Norwegian Epic
Norwegian Cruise Line
Nov 29, 2026 - Dec 6, 2026 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Montego Bay, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$399pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Jan 2, 2027 - Jan 23, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Belize City • Cozumel • Key West, Florida • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$3,709pp
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 Silhouette
Celebrity Cruises
Nov 15, 2026 - Nov 21, 2026 (6 Nights)
Fort Lauderdale • Cozumel • George Town, Cayman Islands • Bimini • Fort Lauderdale
Average Starting Price
$948pp
Jim's Onboard Credit
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