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How PlanPretty Works

PlanPretty is a fully automated, personalized trip-planning website for Caribbean and U.S. travel. No human planner manually creates the itinerary — every plan is generated automatically from the details you provide and the options you choose.

  1. 1. Tell PlanPretty about your trip

    Enter your destination, dates, travelers, preferences, trip style and accommodation needs. Nothing is searched or generated at this stage.

  2. 2. Unlock your personalized plan

    Each plan is created for a single trip, built only from the details you provide.

  3. 3. PlanPretty gathers current options

    PlanPretty gathers current flight and accommodation options for your dates and shows them to you.

  4. 4. You choose your flight and stay

    You pick the flight and accommodation you prefer, or tell PlanPretty you'll arrange your own.

  5. 5. Your itinerary is generated automatically

    PlanPretty automatically builds a detailed, personalized day-by-day itinerary with activities, times, addresses, realistic travel times, estimated activity costs, photos, map links and relevant booking links.

  6. 6. You book independently

    PlanPretty does not book or sell flights, accommodations or travel packages. You complete every booking yourself with the third-party provider.

What's included in every plan

What PlanPretty is not

PlanPretty is not a travel agency or a booking provider, and it does not sell flights, accommodation or travel packages. It provides planning information and third-party links; you stay in control and complete every booking yourself.