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Star Princess
Princess Cruises
Mar 19, 2028 - Mar 29, 2028 (10 Nights)
Port Canaveral (Orlando), Florida • San Juan, Puerto Rico • St. Kitts • St. Lucia • St John's, Antigua • St. Thomas • Port Canaveral (Orlando), Florida
Average Starting Price
$1,364pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Nov 28, 2027 - Dec 5, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Roseau, Dominica • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$647pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Feb 4, 2028 - Feb 14, 2028 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • St. Thomas • Fort Lauderdale
Average Starting Price
$1,574pp
Jim's Onboard Credit
Emerald Princess
Princess Cruises
Dec 5, 2027 - Dec 12, 2027 (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
$709pp
Jim's Onboard Credit
Nieuw Amsterdam
Holland America Line
Jan 29, 2027 - Feb 7, 2027 (9 Nights)
Fort Lauderdale • St John's, Antigua • St. Thomas • Tortola • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,834pp
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!

27% OFF
Carnival Miracle
Carnival Cruise Line
Mar 25, 2028 - Apr 8, 2028 (14 Nights)
Baltimore • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • Dominica • St. Kitts • St. Thomas • Fun Day at Sea • Fun Day at Sea • Fun Day at Sea • Baltimore
Average Starting Price
$1,603pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Mar 27, 2027 - Apr 3, 2027 (7 Nights)
Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida
Average Starting Price
$1,035pp
Jim's Onboard Credit
Sonata
Oceania Cruises
Mar 1, 2028 - Mar 18, 2028 (17 Nights)
Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Tortola • Miami • Cozumel • Roatan, Honduras • Harvest Caye, Belize • Costa Maya • Miami
Average Starting Price
$7,799pp
Jim's Onboard Credit
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 13, 2027 - Feb 23, 2027 (10 Nights)
Miami • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Great Stirrup Cay • Miami
Average Starting Price
$4,149pp
Jim's Onboard Credit
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
29% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Mar 12, 2029 - Mar 22, 2029 (10 Nights)
Miami • Samana, Dominican Republic • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Tortola • Miami
Average Starting Price
$7,349pp
Jim's Onboard Credit
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