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58% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Jul 10, 2027 - Jul 17, 2027 (7 Nights)
Miami • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Miami
Average Starting Price
$899pp
Jim's Onboard Credit
31% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Nov 18, 2027 - Nov 28, 2027 (10 Nights)
Miami • Great Stirrup Cay • Falmouth, Jamaica • Harvest Caye, Belize • Roatan, Honduras • George Town, Cayman Islands • Miami
Average Starting Price
$6,599pp
Jim's Onboard Credit
45% OFF
Carnival Horizon
Carnival Cruise Line
Apr 18, 2027 - Apr 24, 2027 (6 Nights)
Miami • Celebration Key • Fun Day at Sea • Montego Bay, Jamaica • George Town, Cayman Islands • Fun Day at Sea • Miami
Average Starting Price
$510pp
Jim's Onboard Credit
9% OFF
Crystal Serenity
Crystal Cruises
Dec 22, 2027 - Jan 8, 2028 (17 Nights)
Fort Lauderdale • Grand Turk • Pointe-à-Pitre, Guadeloupe • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Marigot Bay, St. Martin, French West Indies • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Cap Cana (Punta Cana), Dominican Republic • Montego Bay, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$8,850pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Nieuw Statendam
Holland America Line
Feb 21, 2027 - Feb 28, 2027 (7 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale
Average Starting Price
$1,464pp
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!

Radiance of the Seas
Royal Caribbean
Apr 17, 2027 - Apr 25, 2027 (8 Nights)
Tampa • Roatan, Honduras • Costa Maya • Cozumel • George Town, Cayman Islands • Tampa
Average Starting Price
$701pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Celebrity Apex
Celebrity Cruises
Nov 6, 2027 - Nov 13, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Cozumel • Port Canaveral (Orlando), Florida
Average Starting Price
$794pp
Jim's Onboard Credit
9% OFF
Crystal Symphony
Crystal Cruises
Dec 28, 2027 - Jan 11, 2028 (14 Nights)
Fort Lauderdale • George Town, Cayman Islands • Montego Bay, Jamaica • La Romana, Dominican Republic • San Juan, Puerto Rico • Gustavia, St. Barts • St John's, Antigua • St. Kitts • Tortola • Samana, Dominican Republic • Grand Turk • Fort Lauderdale
Average Starting Price
$7,030pp
Jim's Onboard Credit

Luke's Port Pick
Grand Turk has it all - stunning ship views, a pool, great snorkeling, and crystal-clear water! This port will always be my favorite!

Mariner of the Seas
Royal Caribbean
Apr 10, 2027 - Apr 17, 2027 (7 Nights)
New Orleans • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • New Orleans
Average Starting Price
$597pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Celebrity Silhouette
Celebrity Cruises
Nov 21, 2027 - Nov 27, 2027 (6 Nights)
Fort Lauderdale • Nassau • George Town, Cayman Islands • Key West, Florida • Fort Lauderdale
Average Starting Price
$580pp
Jim's Onboard Credit
Sky Princess
Princess Cruises
Nov 28, 2027 - Dec 12, 2027 (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
$1,213pp
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 Prima
Norwegian Cruise Line
Apr 22, 2028 - Apr 29, 2028 (7 Nights)
San Juan, Puerto Rico • Cabo Rojo, Dominican Republic • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Galveston
Average Starting Price
$899pp
Jim's Onboard Credit
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