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  • Tuscany country road through Chianti vineyards — UpSerra Mototurismo

    TUSCANY • JULY 6–15, 2027

    Tuscany & Florence 2027

    A journey through the flavors, curves and landscapes of Italy. 10 days. Fly & Ride Premium.

    There are trips you take. And then there are the ones that stay with you forever. Tuscany is exactly that — a land where every road feels designed for motorcycles, every village carries centuries of history, every meal becomes an experience, and every curve reveals a new cinematic landscape.

    But UpSerra’s Tuscany goes beyond the postcards. Ten days connecting enjoyable riding, Italian gastronomy, legendary wines, technical roads, mountains, coast and the most authentic essence of Italy — from Chianti Classico to Brunello di Montalcino, from the Apennines to the Apuan Alps with their marble quarries.

    Fly & Ride Premium format: you fly into Florence, the BMW is waiting for you, and the next ten days are pure riding, wine and real Italy. Because in the end, it’s not about visiting Italy. It’s about feeling Italy on two wheels.

    Riding
    60% Flowing & Technical
    Gastronomy
    25% Wines & Truffles
    Daily average
    100–200 km/day
    Format
    Fly & Ride Premium

    THE ROUTE

    Florence → Chianti → Volterra → Val d’Orcia → Bolgheri → Lucca → Apuan Alps → Florence

    FLORENCE
    Day 1 · arrival
    POPPI
    Day 2 · Casentino
    CHIANTI
    Day 3 · ★ vineyards
    VOLTERRA
    Day 4 · medieval
    VAL D’ORCIA
    Day 5 · ★ UNESCO
    BOLGHERI
    Day 6 · ★ Super Tuscans
    LUCCA
    Day 7 · walled city
    APUAN ALPS
    Day 8 · ★ marble
    FLORENCE
    Day 10 · return

    🇮🇹 Italy

    THE ITINERARY

    10 days · Day by day

    Map Tuscany & Florence 2027 — UpSerra Mototurismo
    DAY 1 · MON JUL 6 · FLORENCE
    Official kickoff of the expedition

    UpSerra team welcome, technical briefing, bike fitting. First taste of Tuscany through the streets of Florence. Special welcome dinner at a hand-picked restaurant.

    DAY 2 · TUE JUL 7 · ~100 KM
    Florence → Poppi — The Italian Apennines

    The journey begins through the Apennines: climb on the first technical roads via Fiesole, Mugello and Passo della Consuma. Pristine asphalt, dense forests and Italian valleys opening up at every curve.

    Experience: typical lunch in the Consuma region
    DAY 3 · WED JUL 8 · ~110 KM
    Poppi → Chianti

    Down from the mountains into the heart of Tuscany. Crossing the historic Setteponti road to the first Chianti vineyards — an ancient Roman road, classic Tuscan landscapes and medieval villages.

    Tasting: Chianti Classico at a hand-picked winery
    DAY 4 · THU JUL 9 · ~140 KM
    Loop Chianti → Volterra

    One of the most complete days of the trip. Flawless curves along the legendary SR68 — one of Italian riders’ favorite roads — to Volterra and San Gimignano. Vineyards and hills in every direction.

    Experience: typical gastronomy with truffles, wild boar and artisan gelato
    DAY 5 · FRI JUL 10 · ~110 KM
    Chianti → Val d’Orcia

    Entering the most cinematic Tuscany. Roads lined with cypresses and golden hills, passing through Crete Senesi and Montalcino into Val d’Orcia — UNESCO World Heritage and Tuscany’s most iconic landscape.

    Tasting: Brunello di Montalcino
    DAY 6 · SAT JUL 11 · ~100 KM
    Val d’Orcia Loop → Radicofani

    A day of pure riding. Climb to the historic Radicofani fortress through some of the most enjoyable roads in Tuscany — SP24, Bagno Vignoni and medieval villages in pristine condition.

    Experience: rustic lunch in a historic thermal village
    DAY 7 · SUN JUL 12 · ~160 KM
    Val d’Orcia → Bolgheri

    Crossing Tuscany from the interior to the coast. A complete change of scenery: San Galgano Abbey, Massa Marittima and the legendary Viale dei Cipressi of Bolgheri — Italy’s most famous cypress boulevard.

    Tasting: Super Tuscans in Bolgheri
    DAY 8 · MON JUL 13 · ~100 KM
    Bolgheri → Lucca

    Along the Tyrrhenian Sea coast to the medieval walls of Lucca. Monte Pisano and the transition between coast and historic interior. Special dinner inside the city’s medieval walls.

    Experience: seafood lunch + dinner inside the walls
    DAY 9 · TUE JUL 14 · ~140 KM
    Lucca Loop → Apuan Alps

    The most technical day of the expedition. Climb to Passo del Vestito — narrow, dramatic and spectacular road through the marble mountains of Carrara. Tunnels carved into the rock, suspended quarries, premium riding.

    Highlight: Apuan Alps · Carrara · marble quarries
    DAY 10 · WED JUL 15 · ~200 KM
    Lucca → Florence — Closing

    Closing in grand style through the famous Passo della Futa and Passo della Raticosa — historic roads deeply rooted in Italian motorcycle tradition. Lunch at a classic biker spot and official closing dinner. Bike return.

    Closing: official farewell dinner in Florence

    TUSCANY IN IMAGES

    Vineyards, cypresses and roads that stay in your memory

    THE PACKAGE

    What’s included

    ✓ INCLUDED

    • Premium BMW motorcycle (Fly & Ride — waiting in Florence)
    • Superior standard accommodation — boutique hotels (9 nights)
    • Support vehicle with luggage transport and mechanical assistance
    • UpSerra specialized guides throughout the entire expedition
    • Curated tasting experiences (Chianti, Brunello, Super Tuscans)
    • Professional photography and filming
    • Complete route planning and logistics
    • Pre-trip assistance (documentation, equipment)

    ✗ NOT INCLUDED

    • International flights (home country → Florence / Florence → home)
    • Fuel during the tour
    • Meals not described in the program
    • International travel insurance (mandatory)
    • Personal expenses

    PRE-REQUISITES

    Who can join

    • Valid motorcycle license (Category A) + International Driving Permit — request from your country’s authority 1–2 months in advance
    • Passport valid through December 2027 or later
    • International travel insurance with coverage for Italy (mandatory)
    • Minimum experience: comfort riding a big motorcycle. Intermediate level — comfortable enjoyable pace, no extreme technique required
    • European summer gear: jacket with protections, riding pants, boots, gloves. July in Tuscany is hot (28–35°C / 82–95°F), but mornings in the Apennines may be cooler
    • Vaccinations: none required for Italy

    RESERVATION

    Reserve your seat — Tuscany & Florence 2027 · Jul 2027

    Leave your details and our team will reach out on WhatsApp to arrange payment and send documentation. Reply within 24 hours.

    Your data is safe. We only contact you about this tour.

    FREQUENTLY ASKED QUESTIONS

    Common questions

    Is this tour for beginners or do I need experience?

    Intermediate level. The pace is comfortable and enjoyable (100–200 km/day), with no extreme alpine passes. Anyone who has ridden a big motorcycle on a trip and feels comfortable in curves will adapt well. The most technical day is Passo del Vestito in the Apuan Alps — narrow and dramatic road, but nothing out of the ordinary for an experienced rider.

    Does Fly & Ride mean I fly with my motorcycle?

    No. Fly & Ride means you fly into Florence and your premium BMW is already waiting for you there. UpSerra takes care of all the fleet logistics. You just need to bring your flight luggage and riding gear.

    Isn’t July too hot in Tuscany?

    July is European summer — expect 28–35°C / 82–95°F in the cities and Val d’Orcia. On the moving roads it’s more pleasant. In the Apennines and Apuan Alps the mornings are cooler. Summer gear with protection (mesh or summer jacket with armor) is ideal. The initial briefing details the complete list.

    Are the wine tastings included?

    Yes. The selected tasting experiences (Chianti Classico, Brunello di Montalcino, Super Tuscans from Bolgheri) are included in the package. Additional purchases at the wineries are on the participant.

    Are there direct flights from home to Florence?

    Most international flights connect through Rome (FCO), Milan (MXP), Frankfurt or Amsterdam. Florence has its own airport (FLR), or Pisa (PSA) with transfer can be used. The UpSerra team helps choose the best options based on your origin city.

    Does the support vehicle carry the luggage?

    Yes. On Tuscany, unlike long expedition tours, the support vehicle transports the luggage between hotels. You ride light, with only the essentials in the bike’s bags.

    PRICING

    Investment — BMW motorcycle included

    ModalityPrice (BMW included)
    Solo (single room)€ 10,500 per person
    Twin (two riders — shared room)€ 9,900 per person
    Couple (rider + passenger — double room)€ 16,800 per couple

    Prices in Euros. USD reference values, final amount confirmed at sign-up. International wire, credit card or installments — check options with our team. Limited seats to keep the rhythm and full attention of the UpSerra team.

    Tuscany is waiting for you.

    Reserve your seat on Tuscany & Florence 2027.

    @UPSERRA_ · #ABOUTFRIENDSANDDESTINATIONS