nowthingstodo
Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting
discount
DEAL
Gallery 2
Gallery 3
Gallery 4
Gallery 5

Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting

5.0(5 reviews)
12 hour(s)
Spanish (Spain)
Siena, Italy

Free cancellation

Up to 24 hours

Instant confirmation

Mobile ticket

Modify your booking anytime

No extra fees

Best price guarantee

No hidden fees

Free time to explore Monteriggioni and San Gimignano at your own pace

Visit a traditional Chianti winery for wine tasting and local tapas

Experience Tuscan culture, history, and stunning landscapes in one day

Perfect combination of sightseeing, culture, and gastronomy

REDUCEDSummer Madness
Price start from

$ 262.46

$ 249.34

Contact us 24x7

Adult

0

Infant

0

Child

0

July 2026

Sun
Mon
Tue
Wed
Thu
Fri
Sat
Reserve with peace of mind —
Enjoy unlimited changes and full refund options.
Excellent
star
Trustpilot

Exceptional flexibility

Free cancellation and unlimited rescheduling leads to total flexibility while you plan your travels

24/7/365 Customer support - When you need us we are here

Lowest Price Guarantee — no other provider offers this tour for less

Chat now

Experience the natural charm and timeless beauty of Tuscany on an unforgettable tour from Florence to San Gimignano, Chianti, Siena, and Monteriggioni, complete with a delightful wine tasting. Your day begins with a scenic drive through the rolling Chianti hills, offering breathtaking views of vineyards, olive groves, and cypress-lined roads. The first stop is Monteriggioni, a beautifully preserved medieval town with its ancient walls still perfectly intact, where you can enjoy free time to explore its quaint streets, historic towers, and charming atmosphere.

Next, the tour continues to Siena, where a guided tour of the historic center awaits. Visit the exterior of the Palazzo Pubblico, admire the Torre dei Mangia, and take in the iconic Piazza del Duomo, all steeped in centuries of history and culture. After Siena, head to San Gimignano, famously known as the City of Towers and a UNESCO World Heritage Site, to marvel at its medieval towers and picturesque old town during a free visit. The tour concludes in the scenic Chianti Hills, where you will visit a traditional winery to taste Chianti red wine accompanied by local tapas, providing the perfect ending to a full day of exploration, culture, and Tuscan flavors.

What's Included
  • Round-trip transfer bus
  • Free time in towns and Chianti wine visit
  • Wine tasting and some tapas
  • A guided tour of Siena
  • Round-trip train tickets
  • Florence-based tour leader for all Tuscany destinations
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities

Comfortable walking shoes

Water bottle

  • Travelers with Limited mobility impairments
  • Physically fit travelers
  • Nature enthusiasts
  • Couples
  • Wine lovers
  • Photography lovers

Wear comfortable walking shoes

Bring a water bottle to stay hydrated

Have a camera ready to capture every special moment

Confirmation will be received at time of booking

Address will appear once location is loaded.

Type in your hotel/accommodation to see how far the attraction or departure point is.

Loading pick up points...

Activity Provider: EnRoma.com

Customer Reviews

Explore More Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting
Explore More Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting
Explore More Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting
Explore More Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting
+1
Day In a City

Explore More Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting

Discover the wonders of Siena, Italy with this unforgettable experience. Experience the natural charm of Tuscany Highlights of your tour include: Free time to explore Monteriggioni and San Gimignano at your own paceVisit a traditional Chianti winery for wine tasting and local tapasExperience Tuscan culture, history, and stunning landscapes in one dayPerfect combination of sightseeing, culture, and gastronomy. Next, the tour continues to Siena, where a guided tour of the historic center awaits. Visit the exterior of the Palazzo Pubblico, admire the Torre dei Mangia, and take in the iconic Piazza del Duomo, all steeped in centuries of history and culture. After Siena, head to San Gimignano, famously known . This tour includes: Round-trip transfer busFree time in towns and Chianti wine visitWine tasting and some tapasA guided tour of SienaRound-trip train ticketsFlorence-based tour leader for all Tuscany destinations. Experience the natural charm and timeless beauty of Tuscany on an unforgettable tour from Florence to San Gimignano, Chianti, Siena, and Monteriggioni, complete with a delightful wine tasting. Your day begins with a scenic drive through the rolling Chianti hills, offering breathtaking views of vineyards, olive groves, and cypress-lined roads. The first stop is Monteriggioni, a beautifully preserve. Duration: 12 hours . Book your Day Trip from Rome to Tuscany by high speed train: Medieval Towns & Chianti Wine Tasting today and create memories that will last a lifetime!