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Cruise Dates

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October 2026

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Island Princess

Princess Cruises

Mar 18, 2028 - Apr 3, 2028 (16 Nights)

Fort Lauderdale • St. Thomas • Philipsburg, St. Maarten • St. Kitts • St John's, Antigua • St. Lucia • Bridgetown, Barbados • Grenada • Willemstad, Curacao • Oranjestad, Aruba • Oranjestad, Aruba • Fort Lauderdale

Average Starting Price

Nov 20, 2026 - Dec 5, 2026 (15 Nights)

Miami • San Juan, Puerto Rico • Great Harbor Jost Van Dyke, British Virgin Islands • St. Kitts • Roseau, Dominica • Bequia Island, Saint Vincent • Bridgetown, Barbados • Rodney Bay, Saint Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Virgin Gorda, British Virgin Islands • Philipsburg, St. Maarten

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

Mar 25, 2028 - Apr 2, 2028 (8 Nights)

Fort Lauderdale • Nassau • San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Mar 26, 2028 - Apr 2, 2028 (7 Nights)

Fort Lauderdale • Samana, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

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

Fort Lauderdale • Puerto Plata, Dominican Republic • St. Thomas • Basseterre, St. Kitts and Nevis • Fort Lauderdale

Average Starting Price

Feb 12, 2028 - Feb 19, 2028 (7 Nights)

Miami • St. John • St John's, Antigua • Pointe-à-Pitre, Guadeloupe • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Jan 16, 2027 - Jan 23, 2027 (7 Nights)

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Castries, St. Lucia • Fort-De-France, Martinique • Basseterre, St. Kitts and Nevis • San Juan, Puerto Rico

Average Starting Price

Jan 3, 2027 - Jan 14, 2027 (11 Nights)

Cape Liberty • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • St. Thomas • Cape Liberty

Average Starting Price

$1,393pp

Jim's Onboard Credit

FREE Specialty Dining Meal

Marina

Oceania Cruises

Feb 17, 2028 - Feb 27, 2028 (10 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Croix • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Miami

Average Starting Price

Dec 19, 2027 - Jan 2, 2028 (14 Nights)

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

Average Starting Price

$1,613pp

Jim's Onboard Credit

Phyllis' Holiday Pick
Best time of the year to cruise! I love spending the holidays cruising with my family! The ships are beautifully decorated, and ringing in New Year’s Eve at sea is an experience I’ll never forget!

Vista

Oceania Cruises

Dec 16, 2028 - Dec 28, 2028 (12 Nights)

Miami • St. Thomas • Gustavia, St. Barts • St John's, Antigua • Fort-De-France, Martinique • Roseau, Dominica • Basseterre, St. Kitts and Nevis • Nassau • Miami

Average Starting Price

$5,499pp

Jim's Onboard Credit

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