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31% OFF
Carnival Breeze
Carnival Cruise Line
Jan 29, 2028 - Feb 12, 2028 (14 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • Ocho Rios, Jamaica • Fun Day at Sea • St. Croix • St John's, Antigua • St. Lucia • St. Kitts • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Galveston
Average Starting Price
$1,326pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Apr 4, 2027 - Apr 11, 2027 (7 Nights)
Miami • Key West, Florida • Ocho Rios, Jamaica • George Town, Cayman Islands • Bimini • Miami
Average Starting Price
$973pp
Jim's Onboard Credit
21% OFF
Seven Seas Mariner
Regent Seven Seas Cruises
Dec 21, 2026 - Jan 4, 2027 (14 Nights)
Tampa • George Town, Cayman Islands • Ocho Rios, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Gustavia, St. Barts • Philipsburg, St. Maarten • Tortola • Miami
Average Starting Price
$12,399pp
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!

Rotterdam
Holland America Line
Feb 13, 2027 - Feb 23, 2027 (10 Nights)
Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$2,174pp
Jim's Onboard Credit
57% OFF
Margaritaville at Sea Beachcomber
Margaritaville at Sea
Jun 12, 2027 - Jun 19, 2027 (7 Nights)
Miami • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Miami
Average Starting Price
$799pp
Jim's Onboard Credit
Sirena
Oceania Cruises
Jan 5, 2028 - Jan 19, 2028 (14 Nights)
Miami • George Town, Cayman Islands • Ocho Rios, Jamaica • Santa Marta, Colombia • Cartagena, Colombia • Colon, Panama • Panama Canal, Panama • Manta, Ecuador • Salaverry (Trujillo), Peru • Lima, Peru • Lima, Peru
Average Starting Price
$5,549pp
Jim's Onboard Credit
Nieuw Statendam
Holland America Line
Feb 21, 2027 - Mar 7, 2027 (14 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Fort Lauderdale • Nassau • Grand Turk • Amber Cove, Dominican Republic • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,689pp
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!

Mariner of the Seas
Royal Caribbean
Mar 4, 2028 - Mar 11, 2028 (7 Nights)
New Orleans • Cozumel • George Town, Cayman Islands • Ocho Rios, Jamaica • New Orleans
Average Starting Price
$750pp
Jim's Onboard Credit
Crystal Symphony
Crystal Cruises
Dec 30, 2026 - Jan 10, 2027 (11 Nights)
Fort Lauderdale • Cozumel • Belize City • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Fort Lauderdale
Average Starting Price
$5,600pp
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!

37% OFF
Carnival Spirit
Carnival Cruise Line
Mar 12, 2028 - Mar 19, 2028 (7 Nights)
Tampa • Fun Day at Sea • George Town, Cayman Islands • Ocho Rios, Jamaica • Fun Day at Sea • Cozumel • Fun Day at Sea • Tampa
Average Starting Price
$829pp
Jim's Onboard Credit
Norwegian Joy
Norwegian Cruise Line
Nov 27, 2027 - Dec 7, 2027 (10 Nights)
Miami • Great Stirrup Cay • Cabo Rojo, Dominican Republic • Willemstad, Curacao • Oranjestad, Aruba • Ocho Rios, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$1,219pp
Jim's Onboard Credit
49% OFF
MSC Grandiosa
MSC Cruises
Nov 21, 2027 - Dec 2, 2027 (11 Nights)
Port Canaveral (Orlando), Florida • Ocean Cay • George Town, Cayman Islands • Ocho Rios, Jamaica • Nassau • Port Canaveral (Orlando), Florida • Nassau • Ocean Cay • Ocean Cay • Port Canaveral (Orlando), Florida
Average Starting Price
$1,052pp
Jim's Onboard Credit
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