Caribbean cruises in October 2026

  • 48 sailings
  • 3 cruise lines
  • 5–21 nights
  • prices checked 2 Nov 2026

Sailings

Disney Cruise Line

7 nights · Caribbean

Aboard Disney Dream

2 Oct 2026 – 9 Oct 2026

Disney Lookout Cay at Lighthouse Point → Disney Castaway Cay → San Juan (Puerto Rico) → Puerto Plata, Dominican Republic

Balcony cabin cabin assigned by cruise line · Guarantee only

FromUS$1,060.15per person, 3 sharing · taxes includedView fares Checked 44 days ago
Disney Cruise Line

7 nights · Caribbean

Aboard Disney Destiny

17 Oct 2026 – 24 Oct 2026

Disney Lookout Cay at Lighthouse Point → Disney Castaway Cay → San Juan (Puerto Rico) → Puerto Plata, Dominican Republic

Ocean view cabin cabin assigned by cruise line · Guarantee only

FromUS$1,067.15per person, 4 sharing · taxes includedView fares Checked 30 days ago

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