The BEST Wine Tours of Tuscany

Book your Tuscany day trips & wine tours now: unforgettable views & sips are waiting!

Tuscany’s got it all, charming towns, epic views, and legendary wines; but navigating it solo can totally throw off your vibe. Ditch the stress, and let us take care of the logistics while you dive into all the best bits. From cruising through vineyards on a vintage Vespa, sipping Chianti wine, or exploring hidden gems in a rugged 4x4, we’ve got your back.

Whether you're hitting up Pisa and Lucca or living the dream with a helicopter tour over Montalcino, each tour is designed to make sure you’re living your best life in Tuscany. Forget the planning, just show up and let us make it unforgettable!

Tuscany is famous for its wines and views, but exploring solo can mean missing hidden gems. Our expert-led tours take you straight to the best wineries and stunning spots.

The Tuscany Wine Tour by Vespa offers a fun countryside ride with wine tastings. One traveler said, "Riding a Vespa with vineyards as our backdrop was magical. The wine was fantastic!"

The Pisa and Lucca Day Trip blends history and charm. A guest shared, "Seeing Pisa and Lucca in one day was amazing—our guide made it so fun and informative."

From vineyard lunches to 4x4 safaris, our tours bring Tuscany’s best right to you.

The BEST Wine Tours of Tuscany

Book your Tuscany day trips & wine tours now: unforgettable views & sips are waiting!

Tuscany’s got it all, charming towns, epic views, and legendary wines; but navigating it solo can totally throw off your vibe. Ditch the stress, and let us take care of the logistics while you dive into all the best bits. From cruising through vineyards on a vintage Vespa, sipping Chianti wine, or exploring hidden gems in a rugged 4x4, we’ve got your back.

Whether you're hitting up Pisa and Lucca or living the dream with a helicopter tour over Montalcino, each tour is designed to make sure you’re living your best life in Tuscany. Forget the planning, just show up and let us make it unforgettable!

Tuscany is famous for its wines and views, but exploring solo can mean missing hidden gems. Our expert-led tours take you straight to the best wineries and stunning spots.

The Tuscany Wine Tour by Vespa offers a fun countryside ride with wine tastings. One traveler said, "Riding a Vespa with vineyards as our backdrop was magical. The wine was fantastic!"

The Pisa and Lucca Day Trip blends history and charm. A guest shared, "Seeing Pisa and Lucca in one day was amazing—our guide made it so fun and informative."

From vineyard lunches to 4x4 safaris, our tours bring Tuscany’s best right to you.

Travel Flexibly

21 results found

Day Trip

Day Trip

Florence Day Trip to Tuscany: Siena, San Gimignano & Winery Lunch

Relax on this Tuscan day trip with a 3-course lunch and 6 wine tastings

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

New Tour

New Tour

Semi-Private Cinque Terre Day Trip with Boat Ride from Florence

Discover the best of Cinque Terre with seafood lunch, wine tasting, and transportation included

New Tour

New Tour

Tuscany in a Day Tour from Florence

Visit Siena, dine at a Chianti vineyard, explore San Gimignano, and see the Leaning Tower of Pisa!

New Tour

New Tour

Pizza and Gelato Making Cooking Class with Unlimited Wine in Florence

Create the authentic food of Italy with an expert pizzaiolo chef, homemade lunch, and wine

New Tour
Up to 15% off

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

Chianti Vineyards 3-Course Dinner with Transportation from Florence

Chianti Vineyards 3-Course Dinner with Transportation from Florence

Escape to Tuscany for an evening of wine tastings, savoring 4 exquisite wines and local cuisine

New Tour

New Tour

Florence: Chianti Wineries Tour with Food and Wine Tasting

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