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Adventure of the Seas
Royal Caribbean
Nov 3, 2027 - Nov 12, 2027 (9 Nights)
Port Canaveral (Orlando), Florida • Perfect Day Cococay • St John's, Antigua • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Port Canaveral (Orlando), Florida
Average Starting Price
$1,123pp
Jim's Onboard Credit
28% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Dec 8, 2027 - Dec 22, 2027 (14 Nights)
Miami • Ocho Rios, Jamaica • Oranjestad, Aruba • Willemstad, Curacao • Kralendijk, Bonaire • Castries, St. Lucia • Bridgetown, Barbados • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • Miami
Average Starting Price
$8,899pp
Jim's Onboard Credit
Celebrity Eclipse
Celebrity Cruises
Apr 11, 2027 - Apr 23, 2027 (12 Nights)
Fort Lauderdale • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Willemstad, Curacao • Kralendijk, Bonaire • Oranjestad, Aruba • Fort Lauderdale
Average Starting Price
$1,497pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Nov 27, 2027 - Dec 4, 2027 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$709pp
Jim's Onboard Credit
Zuiderdam
Holland America Line
Oct 30, 2027 - Nov 27, 2027 (28 Nights)
Miami • Nassau • Relaxaway Half Moon Cay • Ocho Rios, Jamaica • Santa Domingo, Dominican Republic • San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Castries, St. Lucia • Port of Spain, Trinidad • Willemstad, Curacao • Oranjestad, Aruba • Santa Marta, Colombia • Cartagena, Colombia • Colon, Panama • Limon, Costa Rica • Belize City • Cozumel • Progreso, Mexico • Miami
Average Starting Price
$6,584pp
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!

Vision of the Seas
Royal Caribbean
Apr 4, 2027 - Apr 14, 2027 (10 Nights)
San Juan, Puerto Rico • St. Thomas • St. Croix • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Miami
Average Starting Price
$1,109pp
Jim's Onboard Credit
FREE Specialty Dining Meal
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
$1,966pp
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!

Scarlet Lady
Virgin Voyages
Nov 12, 2027 - Nov 20, 2027 (8 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Philipsburg, St. Maarten • San Juan, Puerto Rico
Average Starting Price
$1,112pp
Jim's Onboard Credit
Celebrity Constellation
Celebrity Cruises
Mar 27, 2027 - Apr 3, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • Basseterre, St. Kitts and Nevis • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$706pp
Jim's Onboard Credit
Odyssey of the Seas
Royal Caribbean
Jan 13, 2028 - Jan 24, 2028 (11 Nights)
Cape Liberty • Philipsburg, St. Maarten • Castries, St. Lucia • Bridgetown, Barbados • Basseterre, St. Kitts and Nevis • Cape Liberty
Average Starting Price
$1,485pp
Jim's Onboard Credit
9% OFF
Crystal Serenity
Crystal Cruises
Oct 21, 2027 - Nov 4, 2027 (14 Nights)
San Juan, Puerto Rico • St. Kitts • Castries, St. Lucia • Scarborough (Tobago), Trinidad and Tobago • Devil's Island, France • Fortaleza, Brazil • Maceio, Brazil • Salvador da Bahia, Brazil • Rio de Janeiro, Brazil • Rio de Janeiro, Brazil
Average Starting Price
$7,100pp
Jim's Onboard Credit
EXPLORA II
Explora Journeys
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
San Juan, Puerto Rico • Bequia Island, Saint Vincent • Castries, St. Lucia • Bridgetown, Barbados • St John's, Antigua • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$4,200pp
Jim's Onboard Credit
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