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21% OFF
MSC World Europa
MSC Cruises
Mar 9, 2027 - Mar 23, 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 • Castries, St. Lucia • Bridgetown, Barbados
Average Starting Price
$3,048pp
Jim's Onboard Credit
Rhapsody of the Seas
Royal Caribbean
Mar 25, 2028 - Apr 1, 2028 (7 Nights)
San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Croix • San Juan, Puerto Rico
Average Starting Price
$788pp
Jim's Onboard Credit
Wind Surf
Windstar Cruises
Jan 16, 2028 - Jan 23, 2028 (7 Nights)
Philipsburg, St. Maarten • St John's, Antigua • Road Bay, Anguilla • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Gustavia, St. Barts • Philipsburg, St. Maarten
Average Starting Price
$2,378pp
Jim's Onboard Credit
Silver Spirit
Silversea
Feb 28, 2027 - Mar 7, 2027 (7 Nights)
Bridgetown, Barbados • Castries, St. Lucia • Gustavia, St. Barts • Road Bay, Anguilla • St John's, Antigua • Roseau, Dominica • Canouan, Saint Vincent and the Grenadines • Bridgetown, Barbados
Average Starting Price
$4,300pp
Jim's Onboard Credit
Vista
Oceania Cruises
Aug 21, 2028 - Sep 16, 2028 (26 Nights)
Reykjavik, Iceland • Grundarfjordur, Iceland • Isafjoerdur, Iceland • Akureyri, Iceland • Seydisfjordur, Iceland • Färöer-Inseln, Torshavn • Lerwick (Shetland Islands), Scotland • Aberdeen, Scotland • Dundee, Scotland • Newhaven, Scotland • Southampton, England • Cork (Cobh), Ireland • Dublin, Ireland • Belfast, Northern Ireland • St John's, Newfoundland • Sydney, Nova Scotia • Halifax, Nova Scotia • New York, New York
Average Starting Price
$11,899pp
Jim's Onboard Credit
Crown Princess
Princess Cruises
Jan 3, 2027 - Jan 17, 2027 (14 Nights)
San Juan, Puerto Rico • St. Thomas • St. Kitts • Dominica • Grenada • Bridgetown, Barbados • San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • St. Lucia • Bridgetown, Barbados • San Juan, Puerto Rico
Average Starting Price
$1,606pp
Jim's Onboard Credit
Enchanted Princess
Princess Cruises
Dec 27, 2026 - Jan 6, 2027 (10 Nights)
Fort Lauderdale • Grand Turk • Amber Cove, Dominican Republic • San Juan, Puerto Rico • St John's, Antigua • Philipsburg, St. Maarten • St. Kitts • Fort Lauderdale
Average Starting Price
$1,089pp
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!

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
Rotterdam
Holland America Line
Dec 1, 2026 - Dec 12, 2026 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Castries, St. Lucia • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale
Average Starting Price
$1,924pp
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!

Celebrity Ascent
Celebrity Cruises
Jan 15, 2027 - Jan 25, 2027 (10 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • Castries, St. Lucia • Grenada • Bridgetown, Barbados • St John's, Antigua • Fort Lauderdale
Average Starting Price
$3,641pp
Jim's Onboard Credit
51% OFF
MSC Opera
MSC Cruises
Oct 18, 2027 - Oct 25, 2027 (7 Nights)
La Romana, Dominican Republic • Catalina Island, Dominican Republic • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten • Fort-De-France, Martinique • St John's, Antigua • La Romana, Dominican Republic
Average Starting Price
$623pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Feb 13, 2028 - Feb 20, 2028 (7 Nights)
San Juan, Puerto Rico • Roseau, Dominica • Bridgetown, Barbados • Kingstown, Saint Vincent Island, Saint Vincent • St John's, Antigua • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$668pp
Jim's Onboard Credit
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