Private Wine Tour in Florence — Romantic Evening Experience
An intimate 3-hour guided walk and wine-tasting that pairs Chianti and local crostini with the most romantic corners of Florence — from Ponte Vecchio across to Oltrarno, through the political heart at Piazza della Repubblica, finishing with a sunset/early-evening picnic in front of the Duomo.
In Collaboration with MAGELLINE. Updated on February 17, 2026.
This itinerary was created in collaboration with MAGELLINE, inspired by the tour Private Wine Tour In Florence. Please check the tour information during your booking process.
Highlights
- Private guided wine tasting of Tuscan whites and Chianti in Oltrarno
- Stroll across the iconic Ponte Vecchio at golden hour
- Insider stories at Piazza della Repubblica and a romantic picnic in front of the Duomo
Explore all itineraries in Florence.
Itinerary
Day 1
Late-afternoon private walking tour and wine tasting, timed to include golden hour on Ponte Vecchio and an atmospheric evening finish at the Duomo.
Meet your guide at Ponte Vecchio (arrive 15 minutes early)
Gather with your guide at the middle of Ponte Vecchio. This is the official meeting point — please arrive 15 minutes before the tour start for a prompt 17:00 departure.
Tips from local experts:
- Arrive 15 minutes early so you can take a quiet couple photo on the bridge before the tour crowd arrives.
- Hold valuables in front pockets—Ponte Vecchio is picturesque but can be busy at sunset.
- If you prefer, your guide can suggest the best nearby cafe for a pre-tour espresso; ask them on arrival.
Guided walk across Ponte Vecchio into Oltrarno and Piazza Santo Spirito
A relaxed 30-minute stroll led by your local guide — discover artisan workshops, quiet squares and the romantic spirit of Oltrarno while your guide shares local anecdotes and secret viewpoints.
Tips from local experts:
- Ask your guide to point out a less-crowded viewpoint on the Arno for a private moment or quick kiss-photo.
- Wear comfortable shoes — some cobbles are uneven; Oltrarno streets are charming but historic.
- If you want to buy a small handcrafted keepsake, the guide can recommend a trusted workshop with by-appointment demonstrations.
Private wine tasting & crostini at Pitti Gola e Cantina (Oltrarno)
Enjoy a seated, private-style tasting featuring Tuscan whites and several Chianti selections, each paired with artisanal crostini and other savory snacks prepared by a celebrated local merchant. This is the intimate 'special moment' of the evening — a romantic toast in a cozy enoteca atmosphere.
- Monday12:00 – 11:00 PM
- Tuesday12:00 – 11:00 PM
- Wednesday12:00 – 11:00 PM
- Thursday12:00 – 11:00 PM
- Friday12:00 – 11:00 PM
- Saturday12:00 – 10:00 PM
- Sunday12:00 – 11:00 PM
Tips from local experts:
- Ask the sommelier to reserve a particularly memorable Chianti for a second pour — perfect for a romantic toast.
- Tell the staff if you prefer low lighting or a corner table for more privacy — they are used to accommodating couples.
- If you want a takeaway glass to continue strolling later, request a sealed go-cup — the guide will help with discreet enjoyment on the move.
Walk toward Piazza della Repubblica — stories of Florence’s civic heart
A guided transfer through central streets to Piazza della Repubblica. Your guide will highlight Florence’s political and religious history and share hidden facts that bring the square to life.
Tips from local experts:
- Position yourselves to one side of the columned cafes for an iconic photo without blocking foot traffic.
- If you prefer a quieter route, ask your guide for the backstreet path that still offers historic views but fewer crowds.
- Use this stroll to ask your guide about evening restaurant recommendations; they often have bookings they can suggest.
Short storytelling stop at Piazza della Repubblica
A condensed 20-minute stop to absorb the square’s atmosphere while your guide narrates tales of Florence’s civic life and architecture — perfect prelude to the final Duomo picnic.
Tips from local experts:
- Listen for the guide to point out the best café to visit later for a late dessert or cocktail.
- If one of you wants to step away for a few minutes to freshen up, there are nearby restrooms inside some arcaded cafes (small purchase may be required).
- Keep an eye out for the old market façades — the guide can show you details often missed by other visitors.
Final picnic & last glass in front of the Duomo (sunset/nightlight)
Conclude with a relaxed picnic-style tasting of crostini and your final glass of wine on the steps or nearby piazza area of the Cathedral of Santa Maria del Fiore. Bask in the Duomo’s grandeur as the lights come on — a memorable romantic finale.
Tips from local experts:
- If you want a more private spot, request your guide to position you slightly off the busiest areas; they know quieter corners with great views of the Duomo.
- Bring a light wrap for the evening breeze; temperatures in September can dip after sunset.
- Avoid using large tripods in the piazza — a small handheld selfie stick or asking a friendly passerby for a photo usually works best.
Itinerary Attributes
| Days | 1 |
| Highlights | 3 |
| Season | - |
| Month | - |
| Persona | Couples |
| Transfers | - |
| Restaurants | 2 |
| Total Activities | 6 |
| Total Places | 6 |
| Activities Types | Attraction, Neighborhood, Restaurant, Culture, Meal |
Why this experience
No need to drive to Chianti for wine. Florence itself is a wine destination, and this evening walk proves it. You'll spend three hours with your partner and a wine guide who knows intimate corners — candlelit piazzas, renaissance alleyways, hidden wine bars where locals actually drink. At each stop, you'll taste Chianti, local crostini, and the guide will share stories of Tuscan winemakers, the Medici's wine collections, and why this region has been famous for centuries. The light fades as you move, the city quiets, and wine-tasting becomes what it should be: conversation, discovery, and romance.
This is wine education without pretense — just good wine, good food, good company, and your favorite person.
Before you go
- Best time: Spring or autumn — comfortable evening temperatures, golden light, and good wine availability
- Budget: Check the booking widget for current tour pricing. Wine tastings and crostini are included; budget extra for additional drinks if you'd like.
- Difficulty: Easy — 3 hours of gentle walking through flat historic streets at romantic pace
- What to bring: Comfortable walking shoes, light jacket or shawl, camera for evening light, water bottle, cash for tips
- Getting there: Meet your guide at a central Florence location (confirm with the operator); most tours start near a wine bar or piazza
- Accessibility: Inform the operator of mobility needs; the guide can choose quieter, more accessible wine bars along the route
Frequently asked questions
How many wines will we taste, and will they be Chianti? Typically 3–5 wines across 3–4 stops, mostly Chianti and Tuscan reds with some local whites. The guide chooses based on availability and your preferences; tell the operator if you have favorites or aversions.
Is food included, or just wine tastings? Crostini and small plates are typically included with tastings. If you'd like a full dinner, you might combine this tour with a restaurant booking.
Will we be in large groups or just couples? This is a private tour, so it's just you and your partner with the guide. Small, intimate groups of 2–4 couples may be possible depending on the operator.
What's included in this itinerary? This itinerary on TheNextGuide is free to read and follow at your own pace. The 3-hour guided evening wine walk, tastings at multiple locations, crostini and food pairings, and the guide's wine education are the bookable experience. Additional drinks or meals are your own cost.
Complete your trip in Florence
Pair wine tasting with other romantic experiences:
- Private 3-hour walking tour through highlights — Art and history by day
- Evening private walking tour from Santa Maria Novella — Walking tour without wine focus
- Chianti wine tour with two wineries and San Gimignano — Wine country day trip
Browse all Florence itineraries at TheNextGuide.
Last updated: April 2026
