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Vision of the Seas
Royal Caribbean
Mar 5, 2028 - Mar 12, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$765pp
Jim's Onboard Credit
49% OFF
MSC World Asia
MSC Cruises
Dec 14, 2027 - Dec 28, 2027 (14 Nights)
Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • Grenada • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Philipsburg, St. Maarten • St John's, Antigua • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados
Average Starting Price
$2,399pp
Jim's Onboard Credit
Silver Shadow
Silversea
Feb 17, 2029 - Feb 27, 2029 (10 Nights)
San Juan del sur, Nicaragua • Rodney Bay, Saint Lucia • Grenada • Bridgetown, Barbados • Canouan, Saint Vincent and the Grenadines • Bequia Island, Saint Vincent • Roseau, Dominica • Little Bay, Montserrat • St. Kitts • San Juan del sur, Nicaragua
Average Starting Price
$5,400pp
Jim's Onboard Credit
Seabourn Ovation
Seabourn
Dec 5, 2026 - Dec 19, 2026 (14 Nights)
Philipsburg, St. Maarten • Soper's Hole, Tortola • St. Kitts • Trois Ilets, Martinique • Bequia Island, Saint Vincent • Grenada • Bridgetown, Barbados • St. Kitts • Terre de Haut, Guadeloupe • St. Pierre • Roseau, Dominica • Rodney Bay, Saint Lucia • Bridgetown, Barbados
Average Starting Price
$6,018pp
Jim's Onboard Credit
9% OFF
Crystal Symphony
Crystal Cruises
Apr 10, 2029 - May 13, 2029 (33 Nights)
Rio de Janeiro, Brazil • Buzios, Brazil • Salvador da Bahia, Brazil • Maceio, Brazil • Recife, Brazil • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Devil's Island, France • Bridgetown, Barbados • Roseau, Dominica • St. Kitts • San Juan, Puerto Rico • Samana, Dominican Republic • Grand Turk • Fort Lauderdale • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • New York, New York
Average Starting Price
$14,170pp
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!

23% OFF
MSC World Europa
MSC Cruises
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Pointe-à-Pitre, Guadeloupe • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Roseau, Dominica • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe
Average Starting Price
$1,332pp
Jim's Onboard Credit
27% OFF
Seven Seas Prestige
Regent Seven Seas Cruises
Mar 14, 2028 - Apr 9, 2028 (26 Nights)
Panama City (Fuerte Amador), Panama • Panama Canal, Panama • Cartagena, Colombia • Oranjestad, Aruba • Willemstad, Curacao • Grenada • Roseau, Dominica • St. Thomas • Miami • Cruising the Atlantic Ocean • Cruising the Atlantic Ocean • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Atlantic Ocean cruising • Ponta Delgada (Azores), Portugal • Atlantic Ocean cruising • Funchal, Portugal • Atlantic Ocean cruising • Cadiz, Spain • Lisbon, Portugal
Average Starting Price
$17,499pp
Jim's Onboard Credit
Silver Spirit
Silversea
Jan 22, 2028 - Jan 29, 2028 (7 Nights)
Bridgetown, Barbados • Bequia Island, Saint Vincent • Fort-De-France, Martinique • Gustavia, St. Barts • Roseau, Dominica • Grenada • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$3,700pp
Jim's Onboard Credit
Rotterdam
Holland America Line
Jan 2, 2027 - Jan 23, 2027 (21 Nights)
Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Belize City • Cozumel • Key West, Florida • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$3,709pp
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!

26% OFF
Seven Seas Grandeur
Regent Seven Seas Cruises
Jan 15, 2028 - Jan 25, 2028 (10 Nights)
Bridgetown, Barbados • Grenada • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • St John's, Antigua • Roseau, Dominica • Bridgetown, Barbados
Average Starting Price
$8,449pp
Jim's Onboard Credit
Azamara Quest
Azamara
Nov 14, 2027 - Nov 21, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Charlestown, Nevis • Philipsburg, St. Maarten • Tortola • San Juan, Puerto Rico
Average Starting Price
$2,029pp
Jim's Onboard Credit
Viking Sea
Viking
Nov 25, 2026 - Dec 5, 2026 (10 Nights)
San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • St John's, Antigua • Philipsburg, St. Maarten • St. Croix • San Juan, Puerto Rico
Average Starting Price
$4,499pp
Jim's Onboard Credit
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