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Marina
Oceania Cruises
Dec 22, 2026 - Jan 5, 2027 (14 Nights)
Miami • George Town, Cayman Islands • Montego Bay, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Philipsburg, St. Maarten • Miami
Average Starting Price
$4,699pp
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!

Scarlet Lady
Virgin Voyages
Feb 15, 2027 - Feb 20, 2027 (5 Nights)
Miami • Freeport • Bimini • Miami
Average Starting Price
$1,245pp
Jim's Onboard Credit
Resilient Lady
Virgin Voyages
Jan 2, 2028 - Jan 9, 2028 (7 Nights)
Miami • Nassau • Samana, Dominican Republic • Puerto Plata, Dominican Republic • Bimini • Miami
Average Starting Price
$903pp
Jim's Onboard Credit
Brilliant Lady
Virgin Voyages
Feb 21, 2028 - Mar 8, 2028 (16 Nights)
Miami • Cartagena, Colombia • Colon, Panama • Panama Canal, Panama • Puntarenas, Costa Rica • Puerto Quetzal, Guatemala • Cabo San Lucas • Los Angeles
Average Starting Price
$2,224pp
Jim's Onboard Credit
Seabourn Quest
Seabourn
Jan 7, 2029 - Mar 30, 2029 (82 Nights)
Miami • Cartagena, Colombia • Panama Canal Cruising • Crossing the Equator • Guayaquil, Ecuador • Lima, Peru • Lima, Peru • General San Martin, Peru • Easter Island (Sail By), Chile • Easter Island (Sail By), Chile • Taioha'e, Nuku Hiva Island, French Polynesia • Rangiroa, French Polynesia • Papeete, French Polynesia • Bahia d Opunoha, Moorea, French Polynesia • Bora Bora, French Polynesia • Bora Bora, French Polynesia • Cross International Dateline • Nuku'alofa, Tonga • Sanusavu, Fiji • Mystery Island, Vanuatu • Easo, Lifou • Waitangi (Bay of Islands), New Zealand • Auckland, New Zealand • Tauranga, New Zealand • Gisborne, New Zealand • Napier, New Zealand • Picton, New Zealand • Akaroa (Christchurch), New Zealand • Port Chalmers, New Zealand • Cruising Fiordland National Park • Sydney, Australia • Sydney, Australia • Burnie (Tasmania), Australia • Melbourne, Australia • Portland, Australia • Robe, Australia • Adelaide, Australia • Penneshaw (Kangaroo Island), Australia • Busselton, Australia • Perth (Fremantle), Australia • Benoa (Bali), Indonesia • Benoa (Bali), Indonesia • Probilinggo, Indonesia • Singapore • Singapore
Average Starting Price
$46,074pp
Jim's Onboard Credit
53% OFF
MSC World America
MSC Cruises
Apr 17, 2027 - Apr 24, 2027 (7 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Ocean Cay • Miami
Average Starting Price
$664pp
Jim's Onboard Credit

Jim Sr's Ship Pick
This ship never felt crowded - and the Pizza & Burger spot was a total win!

39% OFF
MSC Seaside
MSC Cruises
Apr 12, 2027 - Apr 19, 2027 (7 Nights)
Miami • Nassau • Ocean Cay • Ocean Cay • Miami • Nassau • Ocean Cay • Miami
Average Starting Price
$620pp
Jim's Onboard Credit
Silver Spirit
Silversea
Nov 12, 2028 - Nov 24, 2028 (12 Nights)
Miami • San Juan del sur, Nicaragua • Road Bay, Anguilla • St. Kitts • Roseau, Dominica • Gustavia, St. Barts • St John's, Antigua • Virgin Gorda, British Virgin Islands • Miami
Average Starting Price
$4,700pp
Jim's Onboard Credit
28% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Mar 2, 2028 - Mar 14, 2028 (12 Nights)
Miami • Key West, Florida • George Town, Cayman Islands • Falmouth, Jamaica • Cabo Rojo, Dominican Republic • Cartagena, Colombia • Limon, Costa Rica • Panama Canal, Panama • Panama City (Fuerte Amador), Panama
Average Starting Price
$7,549pp
Jim's Onboard Credit
27% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Feb 17, 2029 - Feb 26, 2029 (9 Nights)
Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Tortola • Miami
Average Starting Price
$6,599pp
Jim's Onboard Credit
Freedom of the Seas
Royal Caribbean
Apr 8, 2027 - Apr 12, 2027 (4 Nights)
Miami • Grand Turk • Miami
Average Starting Price
$472pp
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!

46% OFF
MSC Poesia
MSC Cruises
Jan 14, 2027 - Jan 24, 2027 (10 Nights)
Miami • Willemstad, Curacao • Oranjestad, Aruba • Ocho Rios, Jamaica • George Town, Cayman Islands • Cozumel • Miami
Average Starting Price
$999pp
Jim's Onboard Credit
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