Florence in 1 Day for Couples - Photo stop at the Leaning Tower and Piazza dei Miracoli, Pisa
In Collaboration with My Tour in Italy. Updated on February 2, 2026.
A romantic full-day coach trip from Florence that combines iconic art and architecture (Pisa, San Gimignano, Siena) with a relaxed lunch in Piazza del Campo and a Chianti winery tasting — perfect for couples seeking culture, scenic views and a special wine moment together.
This itinerary was created in collaboration with My Tour in Italy, inspired by the tour Florence Day Trip: Pisa, San Gimignano, and Siena with Lunch. Please check the tour information during your booking process.
Highlights
- Photo stop at the Leaning Tower and Piazza dei Miracoli, Pisa
- Medieval skyline and tower views in San Gimignano
- Lunch and slow-paced exploration in Siena's Piazza del Campo
- Chianti wine tasting at a historic estate (romantic cellar moment)
Itinerary
Day 1
One full romantic day exploring Pisa, San Gimignano, Siena and ending with a Chianti winery tasting. Pace is unhurried with photo stops and time to enjoy scenic moments together.
Meet at Villa Costanza (Florence Coach Station) — boarding
Meet our staff at Villa Costanza tram stop / coach station to check in and board the coach. Look for staff in green t-shirts or white shirts with a green scarf (myTour).
Tips from local experts:
- Buy the tram T1 ticket (about €1.50) at the station machine before boarding; bring exact change or card — it's validated on the tram.
- Villa Costanza is largely step-free; ask staff for assistance if you have luggage — perfect for comfortable boarding together.
- Arrive 10–15 minutes early to grab a quick coffee at the station kiosk and secure a window seat on the coach for the best countryside views.
Coach transfer: Villa Costanza to Pisa (scenic Tuscan drive)
Relax on the air-conditioned coach with Wi‑Fi as you cross classic Tuscan hills and cypress-lined roads en route to Pisa.
Tips from local experts:
- Sit on the right-hand side of the coach for the best early-morning light on rolling hills and cypress-lined farmland.
- Bring a light jacket for the coach (mornings can be cool in May) and keep your camera ready for spontaneous vineyard views.
- Use this time to ask the tour leader for a couple-friendly photo spot recommendation in each town.
Pisa — Piazza dei Miracoli & Leaning Tower (self-guided)
Stroll together through the spectacular Piazza dei Miracoli to admire the white-marble Cathedral, Baptistery and the famous Leaning Tower — classic romantic photo opportunities.
Tips from local experts:
- For an intimate photo of the two of you with the Leaning Tower, step slightly off the central crowds and use a low angle to include more sky.
- Arrive early (we do) to avoid the largest crowds — if you want to climb the Tower, pre-booking is recommended; otherwise enjoy the piazza views together.
- There are shaded arcade walkways near the square; use them for a quick, cooler rest and gelato nearby (try a small artisan gelateria on the Via Santa Maria).
Coach transfer: Pisa to San Gimignano
Drive from Pisa toward the medieval towers of San Gimignano crossing Chianti-adjacent landscapes — perfect time to relax and enjoy the view.
Tips from local experts:
- Grab window seats on the left side of the coach for sweeping views of the countryside approaching San Gimignano.
- Use the coach time to plan a walking route in San Gimignano: head straight to the main square for the best panorama.
- If you both enjoy photography, ask the guide for the quiet alley leading up to the Torre Grossa for golden-hour framing tips later in the day.
San Gimignano — explore the towers & medieval alleys (self-guided)
Wander the charming lanes, visit Piazza della Cisterna and capture the skyline of stone towers — a postcard-perfect medieval village ideal for couples.
Tips from local experts:
- Walk up to the Rocca di Montestaffoli or around the town walls for a quieter viewpoint with sweeping valley views — very romantic at golden hour.
- Try a tasting of local Vernaccia wine in a small enoteca; share a flight to compare notes and buy a bottle as a memento.
- Wear comfortable shoes for the cobbled streets; stop at a café with a terrace table facing Piazza della Cisterna for people‑watching together.
Coach transfer: San Gimignano to Siena
Short scenic drive into the heart of Siena where you'll join the guided walking tour and enjoy a relaxed lunch in Piazza del Campo.
Tips from local experts:
- Siena has many steep streets; choose seats near the door on the coach for an easier step down if mobility is a concern.
- Ask the guide about a panoramic spot to visit at the end of the walking tour — perfect for a romantic photo together.
- Carry a small daypack with water and a folded sunhat; May days can warm up quickly between shade and sunlit squares.
Siena — Guided walking tour (Duomo area & Piazza del Campo)
Join the local guide for Siena's highlights: medieval streets, Piazza del Campo and stories of the Palio — perfect cultural context for your romantic lunch.
Tips from local experts:
- Ask your guide to point out a quieter corner of Il Campo for a private moment; the shell-shaped piazza has many tucked-away benches.
- If you opted for Cathedral entry, plan for a short interior visit (check opening times) — the marble floors and frescoes are breathtaking.
- Siena's center is mostly pedestrianised; take the slower alleys to discover artisan shops that make lovely couple gifts (ceramics, leather).
Lunch in Siena — relaxed meal in or near Piazza del Campo
Enjoy a leisurely Tuscan lunch (included) with local dishes — a chance to savor regional flavors together in a historic setting.
Tips from local experts:
- Request an outdoor table overlooking Piazza del Campo if available — it's the most romantic spot for people-watching and sipping local wine.
- Try sharing a selection of antipasti (bruschetta, crostini) and a house pasta to sample more flavors — ask for wine pairing suggestions.
- If you prefer a quieter setting, ask the guide for a tucked-away trattoria a few side streets from the piazza to avoid the busiest crowds.
Coach transfer: Siena to Castello di Verrazzano (Chianti) — winery visit
Scenic drive through Chianti vineyards to a historic estate for a guided wine tasting and cellar visit — a special couple's moment among the vines.
Tips from local experts:
- Sit on the left side of the coach for vineyard views approaching Greve in Chianti and Verrazzano's castle silhouette.
- Bring a light wrap for the winery cellar (often cool) and a camera for vineyard couple portraits during the tasting.
- If you want a keepsake, ask the winery about shipping bottles home — many estates offer international shipping for purchases.
Chianti wine tasting & short estate tour (Castello di Verrazzano)
Guided tasting of Chianti classics and estate-label wines; enjoy the vineyard views, learn winemaking notes and toast a memorable day together.
Tips from local experts:
- Ask the sommelier for a tasting pairing ideal for two — many estates offer small food bites (cheese, charcuterie) that make the moment intimate.
- Request a brief walk to the vineyard viewpoint for sunset-style photos; even in May the light is soft and very romantic.
- If you prefer a quieter tasting, request seating inside a small tasting room or the terrace away from group tables for a more private experience.
Return coach transfer: Castello di Verrazzano back to Villa Costanza (Florence)
Relax on the coach after the tasting as you travel back to Villa Costanza — expect an arrival around 20:00, completing the romantic Tuscan loop.
Tips from local experts:
- Keep a small bottle of water and a light snack from the winery for the drive back if you prefer a quiet moment on the coach.
- If you bought wine, store bottles upright and cushioned in your luggage during the ride; ask staff for protective packing suggestions.
- Plan a gentle end-of-day: a tram back into central Florence is quick from Villa Costanza — consider a short nightcap near your hotel.
Return / Disembark at Villa Costanza (end of tour)
Arrive back at Villa Costanza. From here you can take the tram into central Florence (about 20 minutes) or catch a taxi to your hotel — end of services.
Tips from local experts:
- Validate your return tram ticket or buy one at the Villa Costanza vending machines if you’ll continue into Florence; ticket machines accept cards.
- If you prefer a romantic last stop, catch the tram into the city center and stroll to Piazzale Michelangelo for a night view of Florence.
- Have the tour operator phone number handy (+39 0577 236330) in case of any last-minute questions or to confirm onward transfers.
Itinerary Attributes
| Days | 1 |
| Highlights | 4 |
| Season | - |
| Month | - |
| Persona | Couples |
| Transfers | 7 |
| Restaurants | 1 |
| Total Activities | 5 |
| Total Places | 5 |
| Activities Types | Transfer, Attraction, Culture, Meal, Experience |
