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Cruise Dates

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October 2026

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Norwegian Epic

Norwegian Cruise Line

Nov 18, 2027 - Nov 26, 2027 (8 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • St. Thomas • Philipsburg, St. Maarten • Tortola • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

$1,069pp

Jim's Onboard Credit

Norwegian Bliss

Norwegian Cruise Line

Nov 28, 2027 - Dec 10, 2027 (12 Nights)

Manhattan • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • Philipsburg, St. Maarten • St. Kitts • St. Thomas • Tortola • Manhattan

Average Starting Price

$1,269pp

Jim's Onboard Credit

Norwegian Breakaway

Norwegian Cruise Line

Nov 24, 2027 - Nov 29, 2027 (5 Nights)

Port Canaveral (Orlando), Florida • Puerto Plata, Dominican Republic • Great Stirrup Cay • Port Canaveral (Orlando), Florida

Average Starting Price

$689pp

Jim's Onboard Credit

Independence of the Seas

Royal Caribbean

Nov 21, 2027 - Nov 28, 2027 (7 Nights)

Miami • Philipsburg, St. Maarten • San Juan, Puerto Rico • Puerto Plata, Dominican Republic • Miami

Average Starting Price

Feb 19, 2027 - Feb 28, 2027 (9 Nights)

Miami • Puerto Plata, Dominican Republic • Cayo Levantado, Dominican Republic • San Juan, Puerto Rico • Virgin Gorda, British Virgin Islands • Road Bay, Anguilla • Miami

Average Starting Price

Mar 1, 2028 - Mar 11, 2028 (10 Nights)

Miami • Puerto Plata, Dominican Republic • San Juan, Puerto Rico • St. Thomas • Basseterre, St. Kitts and Nevis • St John's, Antigua • Tortola • Miami

Average Starting Price

Dec 26, 2027 - Jan 2, 2028 (7 Nights)

Miami • Puerto Plata, Dominican Republic • Catalina Island, Dominican Republic • St. Croix • St. Thomas • New Year Fireworks SJU • New Year Fireworks SJU • Great Harbor Jost Van Dyke, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

$5,495pp

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!

Norwegian Dawn

Norwegian Cruise Line

Dec 9, 2027 - Dec 18, 2027 (9 Nights)

Jacksonville • Grand Bahama Island • Great Stirrup Cay • San Juan, Puerto Rico • Tortola • Puerto Plata, Dominican Republic • Jacksonville

Average Starting Price

May 2, 2027 - May 8, 2027 (6 Nights)

Miami • Grand Turk • Puerto Plata, Dominican Republic • Nassau • Miami

Average Starting Price

$923pp

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!