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Star Pride
Windstar Cruises
Mar 6, 2028 - Mar 13, 2028 (7 Nights)
Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Gustavia, St. Barts • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$2,439pp
Jim's Onboard Credit
Celebrity Beyond
Celebrity Cruises
Dec 4, 2027 - Dec 12, 2027 (8 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort Lauderdale
Average Starting Price
$900pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Dec 28, 2027 - Jan 8, 2028 (11 Nights)
Philipsburg, St. Maarten • Soper's Hole, Tortola • Road Bay, Anguilla • Falmouth (English Harbour), Antigua & Barbuda • St. Kitts • Terre de Haut, Guadeloupe • Kralendijk, Bonaire • Willemstad, Curacao • Rodney Bay, Saint Lucia • Bridgetown, Barbados
Average Starting Price
$7,788pp
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!

Silver Spirit
Silversea
Jan 10, 2028 - Jan 22, 2028 (12 Nights)
Bridgetown, Barbados • Canouan, Saint Vincent and the Grenadines • Castries, St. Lucia • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Gustavia, St. Barts • Charlestown, Nevis • Fort-De-France, Martinique • Grenada • Bridgetown, Barbados
Average Starting Price
$5,300pp
Jim's Onboard Credit
51% OFF
MSC Opera
MSC Cruises
Mar 22, 2027 - Mar 29, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Grenada • La Romana, Dominican Republic
Average Starting Price
$949pp
Jim's Onboard Credit
35% OFF
Carnival Venezia
Carnival Cruise Line
Dec 19, 2027 - Dec 27, 2027 (8 Nights)
Miami • Fun Day at Sea • Fun Day at Sea • Kralendijk, Bonaire • Oranjestad, Aruba • Willemstad, Curacao • Fun Day at Sea • Fun Day at Sea • Miami
Average Starting Price
$1,019pp
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!

Celebrity Silhouette
Celebrity Cruises
Dec 5, 2026 - Dec 13, 2026 (8 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort Lauderdale
Average Starting Price
$1,855pp
Jim's Onboard Credit
31% OFF
MSC Poesia
MSC Cruises
Mar 7, 2027 - Mar 28, 2027 (21 Nights)
Miami • Ocho Rios, Jamaica • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Roatan, Honduras • Belize City • Miami • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Cabo Rojo, Dominican Republic • Ocho Rios, Jamaica • Miami
Average Starting Price
$2,874pp
Jim's Onboard Credit
Grandeur of the Seas
Royal Caribbean
Feb 13, 2027 - Feb 20, 2027 (7 Nights)
Colon, Panama • Cartagena, Colombia • Oranjestad, Aruba • Kralendijk, Bonaire • Colon, Panama
Average Starting Price
$1,255pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Celebrity Beyond
Celebrity Cruises
Dec 18, 2027 - Dec 26, 2027 (8 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort Lauderdale
Average Starting Price
$1,079pp
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!

Crystal Serenity
Crystal Cruises
Dec 2, 2026 - Dec 12, 2026 (10 Nights)
Cartagena, Colombia • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Santa Marta, Colombia • Panama Canal, Panama • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • San Jose Island, Pearl Island, Panama
Average Starting Price
$5,000pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Jan 8, 2028 - Jan 15, 2028 (7 Nights)
Bridgetown, Barbados • Rodney Bay, Saint Lucia • Willemstad, Curacao • Oranjestad, Aruba • Kralendijk, Bonaire • Bridgetown, Barbados
Average Starting Price
$5,173pp
Jim's Onboard Credit
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