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Port: Castries, St. Lucia×
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25% OFF
Seven Seas Voyager
Regent Seven Seas Cruises
Dec 19, 2027 - Jan 13, 2028 (25 Nights)
Miami • Tortola • St. Thomas • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • Grenada • Oranjestad, Aruba • Kralendijk, Bonaire • Willemstad, Curacao • Cartagena, Colombia • Panama Canal, Panama • Colon, Panama • Limon, Costa Rica • Falmouth, Jamaica • George Town, Cayman Islands • Miami
Average Starting Price
$13,149pp
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!

9% OFF
Crystal Grace
Crystal Cruises
Nov 20, 2028 - Dec 1, 2028 (11 Nights)
Fort Lauderdale • Gustavia, St. Barts • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St. Kitts • San Juan, Puerto Rico • Fort Lauderdale
Average Starting Price
$6,720pp
Jim's Onboard Credit
EXPLORA I
Explora Journeys
Feb 5, 2027 - Mar 1, 2027 (24 Nights)
San Juan, Puerto Rico • Gustavia, St. Barts • St. Pierre • Bridgetown, Barbados • Port of Spain, Trinidad • Port of Spain, Trinidad • Macapa, , Brazil • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Macapa, , Brazil • Devil's Island, France • Bequia Island, Saint Vincent • Bridgetown, Barbados • Castries, St. Lucia • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$17,100pp
Jim's Onboard Credit
Azamara Onward
Azamara
Dec 22, 2027 - Jan 5, 2028 (14 Nights)
Miami • Nassau • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St. Pierre • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico • Miami
Average Starting Price
$4,099pp
Jim's Onboard Credit

Jim's Ship Pick
One of my absolute favorite ships! Small, simple, and luxurious without feeling stuffy - and perfect for immersive, port-intensive cruises!

Celebrity Summit
Celebrity Cruises
Nov 7, 2027 - Nov 14, 2027 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$759pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Nov 23, 2027 - Dec 4, 2027 (11 Nights)
Fort Lauderdale • George Town, Cayman Islands • Oranjestad, Aruba • Willemstad, Curacao • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,311pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Dec 11, 2027 - Dec 18, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$729pp
Jim's Onboard Credit
Vista
Oceania Cruises
Mar 20, 2029 - Mar 31, 2029 (11 Nights)
Miami • San Juan, Puerto Rico • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Tortola • Miami
Average Starting Price
$4,999pp
Jim's Onboard Credit
31% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Jan 5, 2028 - Jan 15, 2028 (10 Nights)
Miami • Tortola • Gustavia, St. Barts • Philipsburg, St. Maarten • Pointe-à-Pitre, Guadeloupe • Roseau, Dominica • Fort-De-France, Martinique • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$6,749pp
Jim's Onboard Credit
Scarlet Lady
Virgin Voyages
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$903pp
Jim's Onboard Credit
Zuiderdam
Holland America Line
Apr 7, 2027 - Apr 17, 2027 (10 Nights)
Miami • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Miami
Average Starting Price
$2,004pp
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!

Marina
Oceania Cruises
Feb 1, 2027 - Feb 13, 2027 (12 Nights)
Miami • Oranjestad, Aruba • Willemstad, Curacao • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami
Average Starting Price
$3,999pp
Jim's Onboard Credit
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