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Cruise Dates

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October 2026

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Disney Treasure

Disney Cruise Line

Mar 25, 2028 - Apr 1, 2028 (7 Nights)

Port Canaveral (Orlando), Florida • St. Thomas • Tortola • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

$2,789pp

Jim's Onboard Credit

Norwegian Aqua

Norwegian Cruise Line

Dec 6, 2026 - Dec 13, 2026 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

$709pp

Jim's Onboard Credit

Norwegian Escape

Norwegian Cruise Line

Apr 30, 2028 - May 7, 2028 (7 Nights)

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

Average Starting Price

Mar 4, 2028 - Mar 18, 2028 (14 Nights)

Philipsburg, St. Maarten • Soper's Hole, Tortola • St. Kitts • Trois Ilets, Martinique • Bequia Island, Saint Vincent • Grenada • Bridgetown, Barbados • Rodney Bay, Saint Lucia • Little Bay, Montserrat • St John's, Antigua • St. Kitts • Great Harbor Jost Van Dyke, British Virgin Islands • Philipsburg, St. Maarten

Average Starting Price

54% OFF

May 10, 2027 - May 17, 2027 (7 Nights)

La Romana, Dominican Republic • Catalina Island, Dominican Republic • Bridgetown, Barbados • Fort-De-France, Martinique • Pointe-à-Pitre, Guadeloupe • Tortola • La Romana, Dominican Republic

Average Starting Price

$637pp

Jim's Onboard Credit

Norwegian Prima

Norwegian Cruise Line

Apr 1, 2028 - Apr 8, 2028 (7 Nights)

San Juan, Puerto Rico • Tortola • St. Kitts • Bridgetown, Barbados • St. Lucia • Philipsburg, St. Maarten • St. Thomas • San Juan, Puerto Rico

Average Starting Price

Dec 10, 2027 - Dec 17, 2027 (7 Nights)

Bridgetown, Barbados • San Juan, Puerto Rico • Tortola • St. Kitts • Martinique • Dominica • Bridgetown, Barbados

Average Starting Price

$1,549pp

Jim's Onboard Credit

Norwegian Aura

Norwegian Cruise Line

Apr 22, 2028 - Apr 29, 2028 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

Feb 27, 2027 - Mar 13, 2027 (14 Nights)

Philipsburg, St. Maarten • Soper's Hole, Tortola • Great Harbor Jost Van Dyke, British Virgin Islands • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • Gustavia, St. Barts • Road Bay, Anguilla • Falmouth (English Harbour), Antigua & Barbuda • Philipsburg, St. Maarten • Charlestown, Nevis • Roseau, Dominica • Mayreau Island, Saint Vincent and the Grenadines • Les Saintes, F.W.I. • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten

Average Starting Price

$6,280pp

Jim's Onboard Credit

Norwegian Aqua

Norwegian Cruise Line

Dec 20, 2026 - Dec 27, 2026 (7 Nights)

Miami • Puerto Plata, Dominican Republic • St. Thomas • Tortola • Great Stirrup Cay • Miami

Average Starting Price

$1,089pp

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 Escape

Norwegian Cruise Line

Aug 6, 2028 - Aug 13, 2028 (7 Nights)

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

Average Starting Price

Jan 2, 2027 - Jan 9, 2027 (7 Nights)

Port Canaveral (Orlando), Florida • St. Thomas • Tortola • Disney Castaway Cay, Bahamas • Port Canaveral (Orlando), Florida

Average Starting Price

$1,924pp

Jim's Onboard Credit

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