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October 2026

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Crown Princess

Princess Cruises

Feb 7, 2027 - Feb 14, 2027 (7 Nights)

San Juan, Puerto Rico • St. Thomas • Philipsburg, St. Maarten • St John's, Antigua • Dominica • Bridgetown, Barbados • San Juan, Puerto Rico

Average Starting Price

Dec 5, 2027 - Dec 19, 2027 (14 Nights)

San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • St John's, Antigua • St. Pierre • Port Elizabeth (Bequia), Saint Vincent and the Grenadines • Grenada • Scarborough (Tobago), Trinidad and Tobago • 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

Jan 15, 2027 - Feb 9, 2027 (25 Nights)

Fort Lauderdale • Gustavia, St. Barts • Fort-De-France, Martinique • Grenada • Scarborough (Tobago), Trinidad and Tobago • Santarem, Brazil • Boca da Valeria (Amazon River), Brazil • Manaus, Brazil • Manaus, Brazil • Parintins, Brazil • Alter Do Chao, Brazil • Devil's Island, France • Bridgetown, Barbados • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Fort Lauderdale

Average Starting Price

9% OFF

Nov 5, 2028 - Nov 20, 2028 (15 Nights)

New York, New York • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Castries, St. Lucia • Willemstad, Curacao • Oranjestad, Aruba • Port Antonio, Jamaica • Fort Lauderdale

Average Starting Price

Feb 19, 2028 - Feb 28, 2028 (9 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Castries, St. Lucia • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Jan 14, 2028 - Jan 24, 2028 (10 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • Fort-De-France, Martinique • Castries, St. Lucia • St John's, Antigua • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Aug 16, 2027 - Sep 19, 2027 (34 Nights)

Barcelona, Spain • Valencia, Spain • Cartagena, Spain • Malaga, Spain • Melilla, Morocco • Tangier, Morocco • Cadiz, Spain • Cadiz, Spain • Portimão, Portugal • Lisbon, Portugal • Porto, Portugal • Ferrol, Spain • La Coruna, Spain • Bilbao, Spain • Biarritz, France • Le Verdon, France • Brest, France • St. Peter Port, Guernsey • Southampton, England • Dublin, Ireland • Greencastle, Northern Ireland • Reykjavik, Iceland • Isafjoerdur, Iceland • St John's, Newfoundland • Havre-Saint-Pierre, Quebec • Sydney, Nova Scotia • Halifax, Nova Scotia • New York, New York

Average Starting Price

Jan 23, 2027 - Feb 13, 2027 (21 Nights)

Fort Lauderdale • Relaxaway Half Moon Cay • Falmouth, Jamaica • George Town, Cayman Islands • Mahogany Bay, Honduras • Belize City • Cozumel • Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • Tortola • Relaxaway Half Moon Cay • Fort Lauderdale

Average Starting Price

$4,029pp

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!

Eurodam

Holland America Line

Feb 12, 2028 - Mar 4, 2028 (21 Nights)

Fort Lauderdale • Philipsburg, St. Maarten • St John's, Antigua • Roseau, Dominica • Fort-De-France, Martinique • St. Kitts • St. Thomas • Relaxaway Half Moon Cay • Fort Lauderdale • Relaxaway Half Moon Cay • Cabo Rojo, Dominican Republic • Kralendijk, Bonaire • Willemstad, Curacao • Oranjestad, Aruba • Fort Lauderdale

Average Starting Price

$5,094pp

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!

Viking Sky

Viking

Feb 7, 2028 - Feb 17, 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

Nov 21, 2026 - Nov 28, 2026 (7 Nights)

Average Starting Price

Nov 12, 2028 - Nov 24, 2028 (12 Nights)

Miami • San Juan del sur, Nicaragua • Road Bay, Anguilla • St. Kitts • Roseau, Dominica • Gustavia, St. Barts • St John's, Antigua • Virgin Gorda, British Virgin Islands • Miami

Average Starting Price

$4,700pp

Jim's Onboard Credit

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