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Disney Treasure
Disney Cruise Line
Oct 2, 2027 - Oct 9, 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
$2,252pp
Jim's Onboard Credit
Norwegian Joy
Norwegian Cruise Line
Feb 28, 2028 - Mar 8, 2028 (9 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Falmouth, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$1,259pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Jan 23, 2027 - Feb 2, 2027 (10 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$1,914pp
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!

Norwegian Epic
Norwegian Cruise Line
Jan 10, 2027 - Jan 17, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • George Town, Cayman Islands • Falmouth, Jamaica • Port Canaveral (Orlando), Florida
Average Starting Price
$409pp
Jim's Onboard Credit
Mariner of the Seas
Royal Caribbean
Mar 20, 2027 - Mar 27, 2027 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Falmouth, Jamaica • New Orleans
Average Starting Price
$682pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Sky Princess
Princess Cruises
Dec 19, 2027 - Jan 2, 2028 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St. Kitts • Fort Lauderdale
Average Starting Price
$2,088pp
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!

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
May 21, 2028 - May 28, 2028 (7 Nights)
Port Canaveral (Orlando), Florida • Great Stirrup Cay • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$1,229pp
Jim's Onboard Credit
Freedom of the Seas
Royal Caribbean
Nov 14, 2026 - Nov 19, 2026 (5 Nights)
Miami • Nassau • Falmouth, Jamaica • Miami
Average Starting Price
$528pp
Jim's Onboard Credit
Explorer of the Seas
Royal Caribbean
Jan 15, 2028 - Jan 23, 2028 (8 Nights)
Fort Lauderdale • Nassau • George Town, Cayman Islands • Falmouth, Jamaica • Costa Maya • Fort Lauderdale
Average Starting Price
$988pp
Jim's Onboard Credit
Norwegian Gem
Norwegian Cruise Line
Feb 21, 2027 - Mar 4, 2027 (11 Nights)
Tampa • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Falmouth, Jamaica • George Town, Cayman Islands • Tampa
Average Starting Price
$1,209pp
Jim's Onboard Credit
Allure of the Seas
Royal Caribbean
May 9, 2027 - May 15, 2027 (6 Nights)
Fort Lauderdale • Perfect Day Cococay • Falmouth, Jamaica • Nassau • Fort Lauderdale
Average Starting Price
$762pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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