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Cruise Dates

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October 2026

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Valiant Lady

Virgin Voyages

Feb 6, 2027 - Feb 13, 2027 (7 Nights)

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curacao • St John's, Antigua • Philipsburg, St. Maarten • San Juan, Puerto Rico

Average Starting Price

47% OFF

Nov 20, 2027 - Nov 28, 2027 (8 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • St John's, Antigua • Philipsburg, St. Maarten • Miami

Average Starting Price

Mar 5, 2028 - Mar 12, 2028 (7 Nights)

Fort Lauderdale • Disney Lookout Cay at Lighthouse Point, Bahamas • San Juan, Puerto Rico • St John's, Antigua • Fort Lauderdale

Average Starting Price

Mar 20, 2027 - Apr 2, 2027 (13 Nights)

Fort Lauderdale • San Juan, Puerto Rico • Marigot Bay, St. Martin, French West Indies • St John's, Antigua • Santa Cruz de la Palma, Spain • Santa Cruz de Tenerife, Spain • Canary Islands

Average Starting Price

Jan 5, 2027 - Jan 14, 2027 (9 Nights)

San Juan, Puerto Rico • St. John • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten • St John's, Antigua • Basseterre, St. Kitts and Nevis • Tortola • Miami

Average Starting Price

Mar 4, 2029 - Mar 13, 2029 (9 Nights)

Miami • St. John • Gustavia, St. Barts • St John's, Antigua • Grand Turk • Miami

Average Starting Price

$4,000pp

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!

Celebrity Summit

Celebrity Cruises

Nov 14, 2027 - Nov 21, 2027 (7 Nights)

San Juan, Puerto Rico • Kingstown, Saint Vincent Island, Saint Vincent • Bridgetown, Barbados • Castries, St. Lucia • St John's, Antigua • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Dec 20, 2026 - Jan 5, 2027 (16 Nights)

Miami • San Juan, Puerto Rico • Road Bay, Anguilla • St. Kitts • Marigot Bay, St. Martin, French West Indies • Terre de Haut, Guadeloupe • Fort-De-France, Martinique • Rodney Bay, Saint Lucia • Roseau, Dominica • Little Bay, Montserrat • St John's, Antigua • Great Harbor Jost Van Dyke, British Virgin Islands • Miami

Average Starting Price

$11,163pp

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!