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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
Marina
Oceania Cruises
Mar 5, 2027 - Mar 25, 2027 (20 Nights)
Miami • Cozumel • Costa Maya • Harvest Caye, Belize • Santo Tomas de Castilla, Guatemala • Roatan, Honduras • Limon, Costa Rica • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Cartagena, Colombia • Santa Marta, Colombia • Oranjestad, Aruba • Willemstad, Curacao • Falmouth, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$10,299pp
Jim's Onboard Credit
Celebrity Summit
Celebrity Cruises
Feb 22, 2028 - Feb 29, 2028 (7 Nights)
Fort Lauderdale • George Town, Cayman Islands • Costa Maya • Cozumel • Fort Lauderdale
Average Starting Price
$714pp
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
9% OFF
Crystal Serenity
Crystal Cruises
Dec 29, 2027 - Jan 8, 2028 (10 Nights)
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
$5,380pp
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!

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!

43% OFF
Carnival Sunshine
Carnival Cruise Line
Feb 28, 2028 - Mar 9, 2028 (10 Nights)
Galveston • Fun Day at Sea • Fun Day at Sea • George Town, Cayman Islands • Montego Bay, Jamaica • Fun Day at Sea • Isla Tropicale, Roatan • Belize City • Cozumel • Fun Day at Sea • Galveston
Average Starting Price
$782pp
Jim's Onboard Credit
21% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Feb 16, 2028 - Mar 2, 2028 (15 Nights)
Miami • Tortola • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • George Town, Cayman Islands • Miami
Average Starting Price
$13,049pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Nov 20, 2027 - Nov 27, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Key West, Florida • George Town, Cayman Islands • Grand Bahama Island • Port Canaveral (Orlando), Florida
Average Starting Price
$978pp
Jim's Onboard Credit
9% OFF
Crystal Symphony
Crystal Cruises
Dec 28, 2027 - Jan 3, 2028 (6 Nights)
Fort Lauderdale • George Town, Cayman Islands • Montego Bay, Jamaica • La Romana, Dominican Republic • San Juan, Puerto Rico
Average Starting Price
$3,820pp
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!

Mariner of the Seas
Royal Caribbean
Nov 19, 2027 - Nov 27, 2027 (8 Nights)
New Orleans • George Town, Cayman Islands • Falmouth, Jamaica • Cozumel • New Orleans
Average Starting Price
$1,001pp
Jim's Onboard Credit
Independence of the Seas
Royal Caribbean
Nov 15, 2027 - Nov 21, 2027 (6 Nights)
Miami • Falmouth, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$694pp
Jim's Onboard Credit
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