Tuscany

Tuscany Ready2Go

Tuscany Ready2Go is an itinerary designed to help you experience an unforgettable vacation in one of Italy’s most iconic and charming regions. Rolling hills painted with autumn colors, picturesque villages, rich history, delicious food, and captivating landscapes — this 10-day itinerary will guide you through Tuscany with practical tips and helpful suggestions to move around stress-free.

All the itineraries I create are built on the promise of offering you peace of mind and simplicity in planning, allowing you to explore this beautiful part of Central Italy calmly and enjoyably during the best months, from September to November.

This itinerary will take you day by day through some of the most beautiful towns and scenic routes in Tuscany, Umbria, and Lazio, including Perugia, Siena, Montepulciano, and Montalcino — exploring seasonal dishes, traditional festivals, and authentic cultural experiences that make autumn magical.

You’ll find plenty of practical information, a curated selection of restaurants, local experiences, and activities — all designed to help you avoid wasting time and make the most of your budget.

Who it’s for and when

This itinerary is perfect for those who want to discover Tuscany, Umbria, and Lazio in early autumn, from September to November. September and October offer milder and warmer weather, ideal for exploring the countryside and towns, while November is cooler but still a wonderful time to enjoy harvest festivals, seasonal foods, and the peaceful atmosphere of this region.

It’s ideal for couples seeking romance and tranquility, families looking for a safe and enriching holiday, or food and wine lovers eager to experience authentic flavors and cultural traditions.

If you’re looking for days filled with breathtaking views, charming villages, historic sites, autumn specialties, wine and olive oil tastings, visits to local wineries, truffle hunting, and the flexibility to choose between different activities and dining options — this program is made for you.

What’s included

• Guide with practical advice
  Always updated tips to travel worry-free: travel documents, internet connection, transportation, weather, and everything you need to get around easily.

• List of restaurants, wineries, and local spots
  A selection of dining options for every taste and budget, including recommendations for food intolerances or special dietary needs.

• Useful links list
  For booking guided tours, transfers, wine harvest experiences, museums, and major attractions — all verified to avoid mistakes or issues.

• Detailed daily program
  A 10-day optimized itinerary, including arrival and departure days, with suggestions on what to visit, how to get around, and when to pause to enjoy scenic views, seasonal moments, local experiences, and pure relaxation.

• Flexible options
  Possibility to personalize your days with extra activities, tips for families, special events, cooking classes, and much more.

• PDF format included
  You'll receive two downloadable PDFs:

  1. Your full itinerary

  2. A bonus travel tips guide with essential advice to prepare for your trip

     Simple revision included: one light revision is included in case you want to swap or replace an activity after receiving your itinerary.Simple revision included: one light revision is included in case you want to swap or replace an activity after receiving your itinerary.

Extra service available
If you'd like to extend your trip beyond 10 days, you can add extra days to the itinerary for $25 per day.