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Rotterdam
Holland America Line
Feb 2, 2027 - Feb 23, 2027 (21 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale • Key West, Florida • George Town, Cayman Islands • Ocho Rios, Jamaica • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale
Average Starting Price
$4,249pp
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!

Norwegian Prima
Norwegian Cruise Line
Mar 21, 2027 - Mar 28, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico
Average Starting Price
$1,319pp
Jim's Onboard Credit
Viking Sky
Viking
Jan 28, 2028 - Feb 7, 2028 (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
$4,299pp
Jim's Onboard Credit
Silver Shadow
Silversea
Dec 10, 2026 - Dec 20, 2026 (10 Nights)
Miami • St. John • Philipsburg, St. Maarten • St. Kitts • Les Saintes, F.W.I. • Fort-De-France, Martinique • Little Bay, Montserrat • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan, Puerto Rico
Average Starting Price
$4,800pp
Jim's Onboard Credit
Seabourn Quest
Seabourn
Nov 18, 2028 - Dec 28, 2028 (40 Nights)
Miami • Basseterre, St. Kitts and Nevis • Port Elizabeth, South Africa • Saint Georges, Grenada • Port of Spain, Trinidad • Cruising the Amazon River • Macapa, , Brazil • Cruising the Amazon River • Cruising the Amazon River • Santarem, Brazil • Parintins, Brazil • Manaus, Brazil • Manaus, Brazil • Alter Do Chao, Brazil • Cruising the Amazon River • Devil's Island, France • Castries, St. Lucia • Gustavia, St. Barts • St. John • Miami • San Juan, Puerto Rico • Road Bay, Anguilla • Little Bay, Montserrat • Carambola Beach, Saint Kitts and Nevis • Great Harbour, Jost Van Dyke, B.V.I • Miami
Average Starting Price
$22,139pp
Jim's Onboard Credit
Vision of the Seas
Royal Caribbean
Jan 31, 2027 - Feb 7, 2027 (7 Nights)
San Juan, Puerto Rico • Tortola • St John's, Antigua • Roseau, Dominica • St. Croix • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico
Average Starting Price
$499pp
Jim's Onboard Credit
FREE Specialty Dining Meal
Silver Dawn
Silversea
Feb 24, 2028 - Mar 3, 2028 (8 Nights)
San Juan, Puerto Rico • St. Kitts • Gustavia, St. Barts • Deshaies, Guadeloupe • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Miami
Average Starting Price
$4,000pp
Jim's Onboard Credit
Crystal Symphony
Crystal Cruises
Dec 3, 2026 - Dec 13, 2026 (10 Nights)
Fort Lauderdale • Tortola • Gustavia, St. Barts • Pointe-à-Pitre, Guadeloupe • Kingstown, Saint Vincent Island, Saint Vincent • Castries, St. Lucia • Fort-De-France, Martinique • St. Kitts • San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St John's, Antigua • Marigot Bay, St. Martin, French West Indies • St. Thomas • Fort Lauderdale
Average Starting Price
$4,400pp
Jim's Onboard Credit
Viking Sea
Viking
Feb 6, 2028 - Feb 16, 2028 (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
$4,299pp
Jim's Onboard Credit
Celebrity Ascent
Celebrity Cruises
Feb 15, 2027 - Feb 26, 2027 (11 Nights)
Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Bridgetown, Barbados • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Fort Lauderdale
Average Starting Price
$1,989pp
Jim's Onboard Credit
Celebrity Apex
Celebrity Cruises
Jan 16, 2027 - Jan 23, 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
$1,365pp
Jim's Onboard Credit
Star Legend
Windstar Cruises
Jan 17, 2028 - Jan 31, 2028 (14 Nights)
San Juan, Puerto Rico • St. John • Philipsburg, St. Maarten • Gustavia, St. Barts • Basseterre, St. Kitts and Nevis • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico • Grenada • Bequia Island, Saint Vincent • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Marigot Bay, St. Martin, French West Indies • San Juan, Puerto Rico
Average Starting Price
$4,014pp
Jim's Onboard Credit
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