Florence in 1 Day for Couples - Guided walking tour of Siena and Piazza del Campo
In Collaboration with Ciao Florence Tours & Travels Srl. Updated on March 28, 2026.
Full-day guided coach tour from Florence visiting Siena, a Tuscan wine estate and San Gimignano, then the Square of Miracles in Pisa. Options: three-course lunch with wine pairing at a family-run estate; guided walking tour and (subject to selection) entry to Siena Cathedral.
This itinerary was created in collaboration with Ciao Florence Tours & Travels Srl, inspired by the tour Pisa, Siena and San Gimignano Day Trip with optional Lunch & Wine Pairing. Please check the tour information during your booking process.
Highlights
- Guided walking tour of Siena and Piazza del Campo
- Optional three-course lunch and wine pairing at a family winery near San Gimignano
- Free time to explore medieval San Gimignano and panoramic viewpoints
- Visit the Square of Miracles and views of the Leaning Tower of Pisa
- Air-conditioned coach travel and multilingual escort
Itinerary
Day 1
Meet in Florence and spend the day visiting Siena, a Tuscan wine estate and San Gimignano, finishing at Pisa before returning to Florence.
Meet at Piazzale Montelungo Bus Terminal (Florence) — board coach and depart
Meet your multilingual escort and group at Piazzale Montelungo (5–10 minutes walk from Santa Maria Novella train station). Board the fully-fitted coach; the guide will provide orientation and commentary during the drive to Siena (about one hour).
Tips from local experts:
- Arrive 20 minutes before departure to check in with staff wearing a fuchsia jacket and holding a clipboard.
- Bring a small day bag (camera, water, light jacket) — coach luggage space is limited for quick access.
- If you need assistance finding the meeting point, use Santa Maria Novella train station as a landmark and allow the extra 5–10 minute walk.
Siena — guided walking tour
On arrival in Siena your group meets a local professional guide for an approximately 1-hour walking tour through the medieval streets and to the main sights. The walking tour covers the historic centre and leads toward Piazza del Campo.
Tips from local experts:
- Wear comfortable shoes; many streets are cobbled and slightly uneven.
- Carry a reusable water bottle — there are public drinking fountains in Siena’s historic centre.
- If you chose the semi-independent option, confirm meeting/place information with your escort before the local guide departs.
Piazza del Campo (Siena) — guided stop
Visit Piazza del Campo with your guide. Learn about the square’s history and the Palio horse race during a roughly 30-minute stop at Il Campo.
Tips from local experts:
- Stand on the lower side of the shell-shaped square for the classic panoramic photo of the piazza.
- Morning visits are usually less crowded — keep personal items secure in your bag while moving through the square.
- If you want coffee after the guided stop, ask your guide for a recommended nearby café in the piazza.
Siena Cathedral (Duomo) — visit and independent time
The guided portion finishes at the Cathedral square. Spend about 20 minutes independently outside the Duomo; if you selected the option that includes cathedral admission you may enter and visit the interior and the Piccolomini Library (tickets handled on site).
Tips from local experts:
- Cathedral interior has a dress code (shoulders and knees covered) — bring a light scarf if needed.
- If you wish to enter the Duomo, allow extra time for ticket lines; confirm inclusion of admission prior to travel if required.
- The cathedral square can be windy; keep cameras secure when photographing façades and details.
Chianti countryside — drive to family-run wine estate and optional lunch & wine pairing
Drive through the Chianti hills to a family-owned wine estate near San Gimignano. If you selected the lunch & wine pairing option, enjoy a typical three-course Tuscan meal accompanied by a tasting of local wines. Time here includes travel from Siena, the meal and tastings.
Tips from local experts:
- If you selected lunch, inform the operator in advance of any dietary restrictions or allergies.
- Expect uneven outdoor surfaces at rural wineries — choose stable footwear and consider a light layer for shade or breeze.
- Keep your camera ready for hillside vineyard views at the estate; late morning light is particularly flattering for photos.
San Gimignano — panoramic viewpoint and free time
A short drive brings you to the medieval hill town of San Gimignano. First stop at a panoramic viewpoint for countryside photos, then enter the town through its gates. You will have approximately one hour free to explore cobbled streets, squares and artisan shops on your own.
Tips from local experts:
- Head to the Rocca or the viewpoints just outside the walls for the classic postcard view of San Gimignano’s towers at golden hour.
- Streets are narrow and often stepped — consider limiting large bags and use comfortable footwear.
- For couples: choose a small artisan gelateria or enoteca inside the walls for a quiet moment together.
Transfer from San Gimignano to Pisa
Depart San Gimignano by coach and travel toward Pisa; the guide will share information about Pisa and its monuments en route.
Tips from local experts:
- Use this travel time to rest and enjoy views of the Tuscan hills; charging cables and small power banks are handy for phones.
- If you plan to climb the Leaning Tower, check current opening times during the transfer so you can decide while en route.
- Keep personal belongings with you on the coach; arrival in Pisa includes a short walk to the Square of Miracles.
Square of Miracles (Piazza dei Miracoli) — free time, optional climb of the Leaning Tower
Explore Pisa’s Square of Miracles: the Cathedral, Baptistery, Monumental Cemetery and the famed Leaning Tower. You will have free time to admire the monuments and take photos; tower climbing is optional and subject to queue and availability.
Tips from local experts:
- If you want to climb the Tower, be prepared for steps and narrow passageways — check for timed access or queues on arrival.
- For flattering photos of the Leaning Tower, step back toward the lawn for a frontal shot; be respectful of signs and restricted areas on the grass.
- Public restrooms and cafés are located near the square; plan a short coffee break if you need a relaxed moment before returning to the coach.
Return transfer to Florence (Piazzale Montelungo)
Board the coach in Pisa for the return drive to Florence, arriving back at Piazzale Montelungo. Relax on the coach and enjoy the final views of the Tuscan landscape at sunset.
Tips from local experts:
- Collect all personal items before leaving the Square of Miracles; coaches have limited space for last-minute purchases.
- If you need a taxi onward from Piazzale Montelungo, allow an extra 10–15 minutes for disembarkation and luggage retrieval.
- Evening temperatures can drop; bring a light layer for the short walk from Piazzale Montelungo to central Florence or your accommodation.
Itinerary Attributes
| Days | 1 |
| Highlights | 5 |
| Season | - |
| Month | - |
| Persona | Couples |
| Transfers | 3 |
| Restaurants | 1 |
| Total Activities | 6 |
| Total Places | 6 |
| Activities Types | Transfer, Culture, Attraction, Restaurant |
