We noticed that you are based in the - click here to visit our USA website. US 

Cycling Tuscany: Florence to Montepulciano

From £1,399.00
8 Days & 7 Nights
4.8
Read 5 reviews

Cycling Tuscany: Florence to Montepulciano

  • Cycle Tuscany’s classic hills and winelands of Chianti & Montepulciano
  • Explore the cultural cities of Siena and Florence
  • Quintessential hilltop towns and villages amidst vineyards and farmland
  • Fresh Tuscan organic produce —olive oil, pasta, cheeses & wines
  • Hand-picked accommodations all in enchanting locations
Tuscany is one of the most romantic regions in Europe, with cypress tree-lined roads, olive groves, vineyards, and ancient hilltop towns and cities. Take on our cycling tour of Tuscany, from Florence through to the world-class winelands of Chianti and Montepulciano. Ride the rolling Chiantigiana to Radda in Chianti and Tuscany’s largest collection of wine, ‘Casa del Chianti’. Follow stages of Giro d’Italia to the towers of San Gimignano and the buzz of Siena’s Piazza del Campo (perfect for a post-ride vino rosso!) Ride the exquisite Val d’Orica and round off your tour with a glass of the reputed Vino di Nobile in medieval Montepulciano. Need some extra power for the Tuscan hills? Opt for an E-bike, allowing you more time for a dip in the pool once you arrive at your hotels.

Itinerary

Day 1 Arrive Florence Day 2 Cycle to Radda in Chianti 29 miles / 47 km Day 3 Optional Chianti Winelands Loop Ride 19 miles / 30 km Day 4 Cycle to Siena 35 miles / 57 km Day 5 Optional Siena loop ride in the Montagnola hills 36 miles / 57 km Day 6 Siena to Montepulciano 38 miles / 61 km Day 7 Optional Montepulciano loop ride 34.2 miles / 55.1 km Day 8 Onward Travel
THIS TRIP'S CARBON SCORE

This trip has a carbon score of 10kg per person per night, meaning it’s one of our best trips! For comparison, a carbon count of 10kg is equivalent to 18 lattes. Here at Macs, we pride ourselves on being a responsible travel company and continue to adopt, develop and innovate ways to positively impact the environment. Find out more information on how we've carbon counted our trips.

Reviews

Other Information

Is it for me? Accommodation & Meals Navigation What's Included When to go Travel & Transfers Info & FAQ
Featured
You May Also Like
  • Classic Routes
    Type Classic Routes
    11 Days 10 Nights

    Biking the Via Francigena: Lucca to Rome

    Cycle from Tuscany to Rome, following one of Europe's greatest pilgrim routes, the Via Francigena.
    Highlights
    • Cycle through Tuscany from Lucca to Rome
    • Sample Tuscan red wines and delicious fresh pasta
    • Explore iconic Roman sites such as the Colosseum
    From £1,745.00
    Grade
    Comfort
  • Slower Adventures
    Type Slower Adventures
    8 Days 7 Nights

    Wine Trails of Umbria By Bike

    Cycle through the "green heart of Italy", a hidden gem where fewer tourists venture.
    Highlights
    • Cycle through one of Italy's top culinary regions
    • Cappuccino breaks in medieval towns and villages
    • Mouth-watering cuisine and full-bodied wines
    From £1,395.00
    Grade
    Comfort
  • Slower Adventures
    Type Slower Adventures
    7 Days 6 Nights

    Cycle Sicily's South

    Cycling in Sicily, discovering its UNESCO listed Baroque towns and charming fishing villages.
    Highlights
    • Ride from the Mediterranean to the Ionian Sea
    • Discover the Baroque cities of Syracuse and Modica
    • Indulge in local cuisine; seafood is the specialty
    From £939.00
    Grade
    Comfort
  • Pilgrimages
    Type Pilgrimages
    15 Days 14 Nights

    Camino Portugués Coastal Way

    Walk along the Atlantic coast on an interesting variation of the Camino Portuguese central route
    Highlights
    • Spot varied birdlife along the coast
    • The medieval towns of Baiona and Pontevedra
    • Dine on fine seafood and sip on ruby port
    From £1,339.00
    Grade
    Comfort
  • Classic Routes
    Type Classic Routes
    8 Days 7 Nights

    South West Coast Path: St Ives to Penzance | Stage 4 | 8 Days

    Walk a rugged and remote section of the South West Coast Path via Lands End at a relaxed pace.
    Highlights
    • Walk from St Ives to Penzance at a relaxed pace.
    • The seaside towns of St Ives and Penzance.
    • Visit Lands End, the most westerly tip of Britain
    From £859.00
    Grade
    Comfort
  • Classic Routes
    Type Classic Routes
    6 Days 5 Nights

    South West Coast Path: St Ives to Penzance | Stage 4 | 6 Days

    Walk a rugged and remote section of the South West Coast Path via Lands End at a faster pace.
    Highlights
    • Exhilarating walking along clifftop paths.
    • The seaside towns of St Ives and Penzance.
    • Visit Lands End, the most westerly tip of Britain
    From £535.00
    Grade
    Comfort
  • 10 Days 9 Nights

    Stavanger to Bergen: Drive & Hike

    Drive from Stavanger to historic Bergen, via the Hardangervidda National Park Route
    Highlights
    • Hike the Trolltunga, Preikestolen and Kjerag
    • Explore Hardangervidda mountain plateau
    • The historic cities of Stavanger and Bergen
    From £1,499.00
    Grade
    Comfort
  • Slower Adventures
    Type Slower Adventures
    7 Days 6 Nights

    Loire Valley: The Châteaux Trail

    Walk through the beautiful Loire valley, taking in the grand Châteaux de la Loire along the way
    Highlights
    • Easy-going walking in the peaceful Loire Valley
    • Wine-tasting in famous vineyards, such as Sancerre
    • Classic chateaux of Chenonceau, Chinon and Amboise
    From £1,085.00
    Grade
    Comfort
  • Classic Routes
    Type Classic Routes
    8 Days 7 Nights

    Bavarian Alps: Hiking the Salt Trail

    Follow the Salzaplensteig, a historic salt trail, as it winds its way through the Bavarian Alps.
    Highlights
    • Follow the Salzalpensteig, a historic salt trail
    • Hike from the shores of Lake Chiemsee to Königsee
    • Discover picture-perfect Bavarian villages
    From £1,039.00
    Grade
    Comfort
  • Classic Routes
    Type Classic Routes
    5 Days 4 Nights

    Hadrian's Wall Path Short Break: East to West | 5 Days

    A short break exploring the central section of Hadrian's Wall, a UNESCO World Heritage Site.
    Highlights
    • Discover the highlights of Hadrian's Wall.
    • Wild and beautiful landscapes.
    • View forts, turrets and milecastles en route.
    From £499.00
    Grade
    Comfort
  • 42 Days 41 Nights

    Camino del Norte

    Walk from San Sebastian along the north coast of Spain to Santiago de Compostela
    Highlights
    • A dramatic, more challenging route to Santiago
    • Contrasting fishing villages and modern cities
    • Gaining your Compostela in Santiago
    From £3,880.00
    Grade
    Comfort
  • Classic Routes
    Type Classic Routes
    8 Days 7 Nights

    Amalfi Coast & Mountains

    Explore and walk this beautiful region of Italy, Amalfi, a UNESCO World Heritage Site.
    Highlights
    • Walk the mountains and coast of Amalfi
    • Charming town of Ravello and Isle of Capri
    • Breathtaking views over the Mediterranean
    From £699.00
    Grade
    Comfort
  • 4 Days 3 Nights

    Queen Charlotte Track

    Walk the Queen Charlotte Track, New Zealand’s most diverse coastal long-distance trail
    Highlights
    • The Queen Charlotte Track amidst Marlborough Sound
    • Walk skyline ridges with unsurpassed coastal views
    • Ship Cove, favourite anchorage of Captain Cook
    From £645.00
    Grade
    Comfort
  • Classic Routes
    Type Classic Routes
    8 Days 7 Nights

    Rota Vicentina: The Wild Algarve

    Walk the Rota Vicentina to Cabo Sao Vicente, and discover the authentic side of the Algarve
    Highlights
    • Experience an unspoiled side of the Algarve
    • Cross wild and rugged beaches
    • Explore the whitewashed village of Odeceixe
    From £879.00
    Grade
    Comfort

WHY MACS?

Reasons to believe in Macs Adventure:
The Biggest Choice

The Biggest Choice

Self-guided walking & cycling is all we do - we have hundreds of tried & tested trips.
Our Heritage

Around Since 2003

We’re still founder led & the world’s number one self-guided operator with mountains of experience.
Reviews

23,000+ Customer Reviews

Plus, with a Feefo Platinum Service Award & British Travel Awards, you know you're in good hands.
Positive Impact

Positive Impact

We use independent suppliers to support communities along our routes, as well as work with organisations to help maintain & restore paths.
Currency:
£ - GBP - Pound
Country/Region name:
UKUK