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Resilient Lady
Virgin Voyages
Mar 13, 2027 - Mar 21, 2027 (8 Nights)
Miami • Costa Maya • Roatan, Honduras • Belize City • Cozumel • Bimini • Miami
Average Starting Price
$1,272pp
Jim's Onboard Credit
Silver Spirit
Silversea
Jan 11, 2029 - Jan 21, 2029 (10 Nights)
Miami • St. John • St John's, Antigua • Gustavia, St. Barts • San Juan del sur, Nicaragua • Samana, Dominican Republic • Miami
Average Starting Price
$5,300pp
Jim's Onboard Credit
Celebrity Silhouette
Celebrity Cruises
Dec 11, 2027 - Dec 19, 2027 (8 Nights)
Fort Lauderdale • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Fort Lauderdale
Average Starting Price
$873pp
Jim's Onboard Credit
Wind Star
Windstar Cruises
Dec 19, 2026 - Dec 26, 2026 (7 Nights)
Colon, Panama • Panama Canal, Panama • Panama City (Fuerte Amador), Panama • Panama City (Fuerte Amador), Panama • Isla Parida, Panama • Puerto Jimenez (Golfo Dulce), Costa Rica • Quepos, Costa Rica • Caldera, Costa Rica
Average Starting Price
$3,765pp
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!

Crown Princess
Princess Cruises
Jan 24, 2027 - Feb 7, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Pointe-à-Pitre, Guadeloupe • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,522pp
Jim's Onboard Credit
Nieuw Statendam
Holland America Line
Feb 7, 2027 - Feb 21, 2027 (14 Nights)
Fort Lauderdale • Nassau • Amber Cove, Dominican Republic • Grand Turk • Relaxaway Half Moon Cay • Fort Lauderdale • Grand Turk • San Juan, Puerto Rico • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$2,664pp
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!

MSC Preziosa
MSC Cruises
Jan 26, 2027 - Feb 2, 2027 (7 Nights)
Rotterdam, Netherlands • Zeebrugge (Bruges), Belgium • Le Havre, France • Southampton, England • Hamburg, Germany • Rotterdam, Netherlands
Average Starting Price
$577pp
Jim's Onboard Credit
Norwegian Prima
Norwegian Cruise Line
Jan 29, 2028 - Feb 5, 2028 (7 Nights)
San Juan, Puerto Rico • Tortola • Oranjestad, Aruba • Willemstad, Curacao • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,169pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Feb 26, 2027 - Mar 8, 2027 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Grenada • Bridgetown, Barbados • St John's, Antigua • Fort Lauderdale
Average Starting Price
$2,295pp
Jim's Onboard Credit
Volendam
Holland America Line
Apr 26, 2027 - May 15, 2027 (19 Nights)
Rotterdam, Netherlands • Scenic cruising Oslofjord • Oslo, Norway • Copenhagen, Denmark • Copenhagen, Denmark • Aarhus, Denmark • Dover, England • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$3,654pp
Jim's Onboard Credit
23% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 9, 2026 - Dec 19, 2026 (10 Nights)
Miami • Costa Maya • Belize City • Harvest Caye, Belize • Roatan, Honduras • Montego Bay, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$8,899pp
Jim's Onboard Credit
36% OFF
Carnival Tropicale
Carnival Cruise Line
Jan 2, 2029 - Jan 6, 2029 (4 Nights)
Galveston • Fun Day at Sea • Cozumel • Fun Day at Sea • Galveston
Average Starting Price
$519pp
Jim's Onboard Credit
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