The BEST Tuscany Tours & Day Trips

Book wine tours, vespa experiences, cooking classes, and more

Most travelers miss the real Tuscany—settling for crowded cities and generic experiences. Don’t make that mistake! With our tailored Tuscan journeys, you'll explore the authentic side of Tuscany: rolling hills, family-owned vineyards, and charming towns like Siena and Lucca. From Vespa rides through the countryside to exclusive wine tastings, we ensure you experience the true magic of Tuscany—guided by locals who know it best.

Many travelers visit Tuscany hoping to capture its magic but often find themselves stuck in crowded tourist spots, missing the charm and beauty of the region entirely. With us, you'll go beyond the typical attractions and straight to the heart of Tuscan culture. Our carefully crafted journeys, from vineyard lunches and scenic Vespa rides to exclusive wine tastings and day trips, are designed to immerse you in the authentic Tuscan way of life, making your adventure truly exceptional. The Tuscany Wine Tour by Vespa from Florence is perfect for those wanting an exhilarating adventure. Ride a vintage Vespa through the scenic Tuscan countryside, tasting Chianti wines along the way. "The Vespa ride made exploring Tuscany so much more exciting," shared one happy traveler. For a hassle-free exploration of two of Tuscany's iconic cities, the Pisa and Lucca Day Trip from Florence is ideal. Skip the stress and see the Leaning Tower of Pisa and the medieval streets of Lucca with an expert guide, bringing history to life before you. "It was a stress-free day with incredible sights," noted one guest. The Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting offers the perfect blend of history, culture, and culinary delights. Visit Montepulciano and Pienza, and enjoy an authentic vineyard lunch. "The lunch and scenery were simply amazing," said one reviewer. If you're looking for an off the beaten path adventure, our Tuscany Wineland Safari from Florence takes you by 4x4 to explore Tuscany's hidden gems—vineyards, castles, and local food spots. This safari reveals the unfiltered beauty of the region. "It was the highlight of our trip—so unique and beautiful," remarked one visitor. Immerse yourself in the tradition of winemaking with the Tuscany Wine Making Experience and Gourmet Dinner from Florence. Create your own Chianti blend and enjoy a gourmet dinner fit for royalty. "Becoming a winemaker for the day was an unforgettable experience," shared one participant. For those seeking luxury and extravagance, the Brunello di Montalcino Helicopter Tour from Rome or Florence provides an exclusive, once-in-a-lifetime journey above Tuscany. Fly in a private helicopter, land for wine tastings, and enjoy a gourmet lunch. "Flying over Tuscany was absolutely worth it," said one thrilled guest. If you prefer an intimate experience, the Private Wine Day in the Chianti Hills from Florence can't be beat. Enjoy organic wines from local farms and the scenic beauty of Chianti. "The personal touch made all the difference," shared one guest. The Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome offers a unique journey through the enchanting Umbrian hill towns. Discover local wines, breathtaking landscapes, and the fascinating history of the region on this exclusive adventure. "Our guide's stories brought the region to life," shared one participant, highlighting how this tour goes beyond the typical tourist experience for an unforgettable immersion. No matter which experience you choose, our tours are about more than just seeing Tuscany—they're about experiencing it fully, from every angle and at every height, with ease and excitement. Book with us, and make your Tuscan adventure one you'll always remember.

The BEST Tuscany Tours & Day Trips

Book wine tours, vespa experiences, cooking classes, and more

Most travelers miss the real Tuscany—settling for crowded cities and generic experiences. Don’t make that mistake! With our tailored Tuscan journeys, you'll explore the authentic side of Tuscany: rolling hills, family-owned vineyards, and charming towns like Siena and Lucca. From Vespa rides through the countryside to exclusive wine tastings, we ensure you experience the true magic of Tuscany—guided by locals who know it best.

Many travelers visit Tuscany hoping to capture its magic but often find themselves stuck in crowded tourist spots, missing the charm and beauty of the region entirely. With us, you'll go beyond the typical attractions and straight to the heart of Tuscan culture. Our carefully crafted journeys, from vineyard lunches and scenic Vespa rides to exclusive wine tastings and day trips, are designed to immerse you in the authentic Tuscan way of life, making your adventure truly exceptional. The Tuscany Wine Tour by Vespa from Florence is perfect for those wanting an exhilarating adventure. Ride a vintage Vespa through the scenic Tuscan countryside, tasting Chianti wines along the way. "The Vespa ride made exploring Tuscany so much more exciting," shared one happy traveler. For a hassle-free exploration of two of Tuscany's iconic cities, the Pisa and Lucca Day Trip from Florence is ideal. Skip the stress and see the Leaning Tower of Pisa and the medieval streets of Lucca with an expert guide, bringing history to life before you. "It was a stress-free day with incredible sights," noted one guest. The Tuscany Day Trip from Rome with Vineyard Lunch and Wine Tasting offers the perfect blend of history, culture, and culinary delights. Visit Montepulciano and Pienza, and enjoy an authentic vineyard lunch. "The lunch and scenery were simply amazing," said one reviewer. If you're looking for an off the beaten path adventure, our Tuscany Wineland Safari from Florence takes you by 4x4 to explore Tuscany's hidden gems—vineyards, castles, and local food spots. This safari reveals the unfiltered beauty of the region. "It was the highlight of our trip—so unique and beautiful," remarked one visitor. Immerse yourself in the tradition of winemaking with the Tuscany Wine Making Experience and Gourmet Dinner from Florence. Create your own Chianti blend and enjoy a gourmet dinner fit for royalty. "Becoming a winemaker for the day was an unforgettable experience," shared one participant. For those seeking luxury and extravagance, the Brunello di Montalcino Helicopter Tour from Rome or Florence provides an exclusive, once-in-a-lifetime journey above Tuscany. Fly in a private helicopter, land for wine tastings, and enjoy a gourmet lunch. "Flying over Tuscany was absolutely worth it," said one thrilled guest. If you prefer an intimate experience, the Private Wine Day in the Chianti Hills from Florence can't be beat. Enjoy organic wines from local farms and the scenic beauty of Chianti. "The personal touch made all the difference," shared one guest. The Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome offers a unique journey through the enchanting Umbrian hill towns. Discover local wines, breathtaking landscapes, and the fascinating history of the region on this exclusive adventure. "Our guide's stories brought the region to life," shared one participant, highlighting how this tour goes beyond the typical tourist experience for an unforgettable immersion. No matter which experience you choose, our tours are about more than just seeing Tuscany—they're about experiencing it fully, from every angle and at every height, with ease and excitement. Book with us, and make your Tuscan adventure one you'll always remember.

Travel Flexibly

19 results found

Day Trip

Day Trip

Tuscany Wine Tour from Florence to Siena & Chianti

Enjoy a luxury Tuscany day trip to visit Siena and San Gimignano then taste food and wine in Chianti

New Tour

New Tour

Chianti Vineyards Tour and Wine Tastings from Florence

See two luxurious wine estates, taste local wine, and sample delicious produce on this half day tour

New Tour

New Tour

Tuscany Wine Tour by Vespa from Florence

Taste the food and wine of Chianti as you ride through the Tuscan countryside on a vintage scooter

New Tour

New Tour

Authentic Tuscan Cooking Class in Florence with San Lorenzo Market

Create delicious pasta, tiramisu, and more with market-fresh ingredients and an expert local chef

New Tour

New Tour

Pisa and Lucca Day Trip from Florence

Book a stress-free trip to see the Leaning Tower of Pisa and Lucca's medieval walls in a day

New Tour

New Tour

Tuscany Wineland Safari from Florence

Get off the beaten track across vineyards, castles and Chianti wine and chees on this 4x4 experience

Private Tour

Private Tour

Private Wine Day in the Chianti Hills from Florence

Enjoy an intimate day trip tasting wine and organic food from local farms and vineyards in Tuscany

Private Tour

Private Tour

Orvieto, Civita di Bagnoregio & Winery Private Day Trip from Rome

Escape the city on a memorable journey through Umbria’s historic towns to taste fine local wines