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Tuscany: From the Hills to the Sea

This tour combines classic Tuscany (Florence & San Gimignano) with three days along the Mediterranean coast. Explore parts of the region that most tourists don’t see, from sandy beaches to renowned “Super Tuscan” wine producers. The tour was designed as a walking tour but we can run it as culture-only to suit all travelers.

Duration: 7 nights / 8 days
Dates: Available upon request, contact us for details
Trip starts/ends: Florence / Grosseto train station
Activity level: 2+ easy to moderate walking (other activity options available)
Group size: min 6 - max 14

Highlights

  • walk around the historic center of Florence
  • enjoy 6 guided walks through the Tuscan Hills
  • visit the medieval towers of San Gimignano
  • try a wine-pairing lunch at a local producer of Vernaccia
  • visit the beautiful hilltop town of Volterra
  • have lunch and a visit of an organic farm that produces essential oils and medicinal herbs
  • relax at a natural thermal spa
  • treat your taste-buds with a wine-tasting in Bolgheri
  • stay 7 nights in charming accommodations

Trip price includes

  • 1 night Florence, 3 each in San Gimignano and Sassetta
  • 6 dinners & 2 lunches
  • wine tasting at a family-run winery
  • all other visits and transfers as per the itinerary

Not included

  • 5 lunches and 1 dinner
  • drinks other than water at meals
  • activities not listed in the itinerary

ITINERARY

Day 1: Arrival in Florence

Independent arrival in Florence. It’s the Birthplace of the Renaissance, a UNESCO World Heritage site, and one of the most beautiful cities in Europe. It’s also the home of Wild Sage, so we’d be happy to help you arrange a few extra days here! Overnight Florence. 

Days 2-4: San Gimignano Area

Explore the highlights of Florence this morning before heading south into the countryside. Spend the next 3 nights exploring “classic” Tuscany, including the famous town of San Gimignano, whose 14 Medieval towers still remain from an original 72. We also visit the nearby hilltop town of Volterra, which was an important Etruscan city 2,500 years ago. Then travel to fabulous Siena, which rivaled Florence for centuries in power, wealth, and the arts. Each day has a beautiful walk to accompany the cityscapes, though you could also do this tour as “light active” and add more cultural experiences instead of the walks. 3 nights near San Gimignano.

Day 5-7: Tuscan Coast

Transfer west today for 3 days along the Tuscan Coast. We explore more charming hilltop towns and also savor the powerful wines of the famous Bolgheri region, with views down over the glittering Mediterranean below. We’ve done a lot of research in these past years to find special experiences for a new itinerary that’s full of off-the-beaten-track surprises and unexpected visits. 3 nights near Sassetta. 

Day 8: Departures from the Grosseto train station

We offer one group transfer to the Grosseto train station this morning so you can hop a train back to Florence or down to Rome (or wherever your travel plans take you).


CONTACT US FOR A MORE DETAILED ITINERARY

If you like Tuscany you might also like our Classic Tuscany Walking tour plus these “combo” tours with Umbria and with Rome and the Cinque Terre!

Contact us for updated pricing

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