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Celebrity Apex
Celebrity Cruises
Dec 18, 2027 - Dec 28, 2027 (10 Nights)
Port Canaveral (Orlando), Florida • Philipsburg, St. Maarten • Castries, St. Lucia • St John's, Antigua • St. Thomas • Grand Turk • Port Canaveral (Orlando), Florida
Average Starting Price
$2,063pp
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!

Vista
Oceania Cruises
Jan 7, 2029 - Jan 19, 2029 (12 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Willemstad, Curacao • Oranjestad, Aruba • Cartagena, Colombia • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama
Average Starting Price
$5,199pp
Jim's Onboard Credit
Marina
Oceania Cruises
Feb 17, 2028 - Mar 5, 2028 (17 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Croix • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Miami • Costa Maya • Belize City • Roatan, Honduras • Cozumel • Miami
Average Starting Price
$5,449pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Dec 19, 2027 - Dec 27, 2027 (8 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Roseau, Dominica • Grenada • Bridgetown, Barbados • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,241pp
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!

20% OFF
Allura
Oceania Cruises
Feb 5, 2027 - Feb 12, 2027 (7 Nights)
Miami • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$3,320pp
Jim's Onboard Credit
EXPLORA III
Explora Journeys
Feb 5, 2027 - Feb 12, 2027 (7 Nights)
Miami • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St. John • San Juan, Puerto Rico
Average Starting Price
$7,050pp
Jim's Onboard Credit
39% OFF
Carnival Firenze
Carnival Cruise Line
Jan 9, 2028 - Jan 23, 2028 (14 Nights)
Port Canaveral (Orlando), Florida • Fun Day at Sea • Amber Cove, Dominican Republic • Fun Day at Sea • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Grenada • Bridgetown, Barbados • Dominica • Philipsburg, St. Maarten • St. Thomas • Fun Day at Sea • Fun Day at Sea • Port Canaveral (Orlando), Florida
Average Starting Price
$928pp
Jim's Onboard Credit
23% OFF
Carnival Pride
Carnival Cruise Line
Jan 10, 2027 - Jan 24, 2027 (14 Nights)
Baltimore • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • St. Thomas • Philipsburg, St. Maarten • Dominica • St. Lucia • Bridgetown, Barbados • St John's, Antigua • Tortola • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Baltimore
Average Starting Price
$2,038pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 24, 2027 - Jan 4, 2028 (11 Nights)
Fort Lauderdale • St. Kitts • Dominica • Bridgetown, Barbados • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • San Juan, Puerto Rico • Amber Cove, Dominican Republic • Fort Lauderdale
Average Starting Price
$1,374pp
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!

Eurodam
Holland America Line
Dec 12, 2027 - Jan 2, 2028 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Relaxaway Half Moon Cay • Philipsburg, St. Maarten • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Fort Lauderdale
Average Starting Price
$5,169pp
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!

Viking Mars
Viking
Mar 4, 2029 - Mar 17, 2029 (13 Nights)
Fort Lauderdale • Sail the Caribbean Sea • Sail the Caribbean Sea • Philipsburg, St. Maarten • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Sail the Atlantic Ocean • Funchal, Portugal • Sail the Atlantic Ocean • Sail the Mediterranean Sea • Barcelona, Spain
Average Starting Price
$3,499pp
Jim's Onboard Credit
Caribbean Princess
Princess Cruises
Dec 10, 2028 - Dec 17, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$775pp
Jim's Onboard Credit
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