1 package match your search

• Cruise + Hotel · 9 nights

  Eastern Caribbean Cruise + Miami Beach Pre-Stay

  Two Miami nights before a 7-night sailing — cheap insurance against a winter flight delay.

  • Round-trip air
  • 2 nights South Beach
  • 7-night sailing
  • Pier transfers

  From Chicago, Detroit, BostonOct 2026 · Nov 2026 · Jan 2027 · Feb 2027

  Private-island beach day · St. Thomas · Ocean-view cabin upgrade windows

  $1,490$1,149pp

  ≈ $2,298 for 2 travelers

  Add to itineraryRequest this package

Package prices are advisor-verified starting prices, per person double occupancy, including the components listed. Air is priced from the gateway shown and confirmed live when you request the package.