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Top Picks for Grosseto Experiences

Q: How many Experiences are available in Grosseto on Trip.com?

Trip.com offers 56 Experiences in Grosseto

Q: What are the top-rated Experiences in Grosseto?

In the Footstep of the Etruscans: Hike & Wine Tasting 1-day tour of Tuscany, Italy [Civita di Bagnoregio + Montepulciano + round-trip from Rome] Wine Tasting and Winery tour

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Discover 56 Experiences in Grosseto on Trip.com, updated November 5, 2025, with experiences lasting from 1 to 11 hours. Find the perfect adventure for your day!

From OMR 10.62 per person, with an average total of OMR 34.36. Choose the option that suits your plan.

With 4.795k verified reviews, Experiences Grosseto boast an average rating of 4.7.

This week's most popular Experiences: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", with 4.015k reviews and a 4.5 rating.

Now on Trip.com: "In the Footstep of the Etruscans: Hike & Wine Tasting", a 3-hour adventure in Grosseto!

The next available day tour departs on November 6, 2025. Book now to secure your spot!

Grosseto Experiences usually take about 3 hours — perfect for a relaxed, immersive experience!

85% of Grosseto Experiences now offer English-speaking guides

November is the perfect time to visit Grosseto! Choose from Experiences available day tours, including seasonal favorites like San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Search attractions or local attractions & tours

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56 Results for Grosseto Experiences

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Recommended

1-hour guided tour of the Orsini Fortress winery with final tasting
󱩳Retrace the history of wine production in the Tuscan Maremma
English
FromOMR 10.620
In the Footstep of the Etruscans: Hike & Wine Tasting
󱩳Enjoy a local wine tasting with cheeses & cured meats from Maremma inside
Duration: 3 hrs
Spanish
5.0/5
Excellent· 3 reviews
5% off
FromOMR 94.580OMR 99.56
San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Duration: 11 hrs
Spanish
4.5/5
Satisfactory· 4k reviews
FromOMR 35.690
Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
󱩳Have a professional wine tasting lesson
Duration: 7 hrs
4.8/5
Great· 22 reviews
5% off
FromOMR 71.880OMR 75.67
1-day tour to Val d'Orcia from Florence
󱩳Visit the charming towns of Montalcino and Montepulciano and taste their famous wines!
Duration: 7.5 hrs
English
FromOMR 51.000
Montefioralle Winery - Tour and Wine Tasting in Chianti
Duration: 75 mins
English
4.2/5
Good· 38 reviews
FromOMR 15.860
1-day tour of Tuscany, Italy [Civita di Bagnoregio + Montepulciano + round-trip from Rome]
󱩳Explore the magical Civita di Bagnoregio from Rome.
Duration: 9.5 hrs
English
5.0/5
Excellent· 2 reviews· 38 booked
FromOMR 60.000
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Duration: 9 hrs
English
4.9/5
Excellent· 347 reviews
FromOMR 81.130
Visit Best Wineries in Tuscany - Wine Tasting & Tour
Duration: 2 hrs
English
4.7/5
Great· 37 reviews
FromOMR 17.650
San Gimignano Romantic Dinner in the Vineyards
Duration: 150 mins
English
4.3/5
Good· 26 reviews
FromOMR 56.570
Private Tuscan meal with Wine and EVO oil tasting
Duration: 90 mins
English
4.8/5
Great· 21 reviews
FromOMR 24.890
Best Winery with Restaurant and wine tasting from Florence
Duration: 90 mins
English
4.9/5
Excellent· 32 reviews
FromOMR 22.590
Bolgheri: Classic Wine Tasting with Winery Tour
Duration: 75 mins
English
4.6/5
Satisfactory· 15 reviews
FromOMR 11.270
Montalcino: Brunello Wine Tasting Experience
Duration: 90 mins
English
4.4/5
Good· 44 reviews
FromOMR 14.650
Wine Tasting and Winery tour
Duration: 2 hrs
English
5.0/5
Excellent· 36 reviews
FromOMR 15.840
Casa Emma Wine Tasting
Duration: 75 mins
English
4.8/5
Great· 13 reviews
FromOMR 15.860
Winery tour and wine, cheese & charcuterie tasting
Duration: 2 hrs
English
5.0/5
Excellent· 27 reviews
FromOMR 27.110
Bolgheri: Sensorial Wine Tasting with Winery Tour
Duration: 75 mins
English
5.0/5
Excellent· 2 reviews
FromOMR 17.130
Montepulciano: Wine Tasting & Lunch in a typical winery
Duration: 90 mins
English
4.1/5
Good· 24 reviews
FromOMR 24.790
Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
Duration: 2 hrs
English
4.9/5
Excellent· 91 reviews
FromOMR 18.030

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Frequently asked questions about Grosseto Experiences

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What are the top-rated Experiences in Grosseto?

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Reviews/Trip Moments

★

Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

Guest User2025-10-22

Fede provided a lot of important context for all the cities we visited. He is very knowledgeable about the region and fluent in both languages (English and Spanish). The tour was very good, as was the bus driver.

★

Reviews: Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

Guest User2025-10-12

Giovanni was amazing! As a guide he really made the trip as he explained the region, the history, the wine and why it’s important to Florence. The wineries themselves were great! One a bit bigger and one a bit smaller but great to have contrasting experiences. Really easy to get to and from Florence making it an overall great day.

★

Reviews: Montefioralle Winery - Tour and Wine Tasting in Chianti

Guest User2025-10-07

Excellent experience with an estate located in a beautiful place, with very artisanal production techniques (therefore less commercial) with a wonderful result.