Multiday Tour - Tuscany Highlight Journey

Discover the best that Tuscany has to offer in one complete offer!


Day 1 Highlights:

  • Private Guide, Driver and State-of-the-Art Minivan throughout the day
  • Guided Visit of Siena
  • Local specialty tasting in Siena
  • Explore and shop: free time in San Gimignano
  • Typical Tuscan specialty dinner at Relais Villa Olmo’s restaurant
  • spend the night at Relais Villa Olmo 


Day 2 Highlights:

  • Private Guide, Driver and State-of-the-Art Minivan throughout the day
  • Guided Visit of Le Cinque Terre
  • Typical Lunch, and regional wines, at a Seafront Restaurant
  • Walk/hike along splendid cliffside paths and vineyards
  • Typical Tuscan specialty dinner at Relais Villa Olmo’s restaurant
  • spend the night at Relais Villa Olmo 

Day 3 Highlights:

  • Private Guide, Driver and State-of-the-Art Minivan throughout the day
  • Sommelier-led Visit and Wine Tasting at 3 different wineries
  • Wine-pairing Lunch at Relais Villa Olmo’s restaurant


Everyday at 2:00 PM


Approx. 3 days






Discover the best that Tuscany has to offer with the privilege of traveling in a small group, aboard a comfortable minivan, led by our expert guides. Wander through ancient cobblestone-paved streets to uncover the treasures of Siena and San Gimignano, admire Le Cinque Terre’s spellbinding coastline and sample the amazing seafood. Journey along country roads to stunning wineries, taste precious blends and fine specialties.

Relish Tuscany’s authentic colors and flavors, discover its soul!

DAY 1 – Siena, San Gimignano and Tuscan Dinner: Welcome to Tuscany!

Meet your dedicated private guide and driver in Florence and set off to discover two of Tuscany’s most remarkable jewel towns (our staff will take care of your luggage, delivering it directly to your Hotel).  Your first stop will be Siena. Set in a beautiful landscape, surrounded by vineyards and olive groves, it is one of the most enchanting medieval cities in Italy. Led by your specialized knowledgeable guide discover the town's most striking sights, admire Piazza del Campo - where twice a year dashing horses compete in the heart-rendering Palio race - and enjoy a flavorful surprise: a tasting of a local specialty.

Then travel on to San Gimignano, UNESCO World Heritage Site and one of the most splendid examples of an ancient walled town. Renowned as “the city of beautiful towers” it boasts an exceptional skyline, is certainly one of the and most well-preserved, towns in the whole of Italy and has, in fact, been used as a background in many movies. Stroll the maze of quaint cobblestone streets at leisure, discovering the many tall towers, once homes, which characterize the town.

Then journey on to your Hotel, to check in and relax enjoying the view of the vineyard-clad Chianti hills before savoring a scrumptious genuine Tuscan dinner on the property. Enjoy the mouthwatering flavors of an authentic typical meal splendidly paired with different excellent wines.

Sweet dreams at Relais Villa Olmo 



DAY 2 – Breathtaking vistas, cliff villages and outstanding seafood:  Le Cinque Terre

After a delicious breakfast at the Hotel, and a brief drive, meet your dedicated guide, private minivan and fellow travelers and depart for Le Cinque Terre, one of the world's most spectacular coastal areas. Enjoy the privilege of exploring this fairytale destination in a small group, led by the knowledge and personal attention of your dedicated private guide.


Unveil the secrets and authentic charm of the area off-the-beaten tourist path, relish the flavors of ancient typical cuisine and aromas of sensational wines. Set amid some of the most dramatic coastal scenery on the planet le Cinque Terre, five ingeniously constructed fishing villages, are a Unesco World Heritage site since 1997, and still today look very much like a version of a seafront garden of Eden! Travel in full comfort aboard our comfortable minivan, lay back and admire the scenery: sinuous paths run across stunning cliffsides, and a 19th-century railway line cut through a series of coastal tunnels ferries the footsore from village to village. Learn all about the Cinque Terre's history and unique feature from your guide: the steeply terraced cliffs bisected by a complicated system of fields and gardens hacked, chiseled, shaped and layered over the course of nearly two millennia. So marked are these artificial contours that some scholars have compared the extensive “muretti” (low stone walls) to the Great Wall of China! And all enhanced by the charming villages - Riomaggiore, founded in the 8th century by Greek settlers fleeing persecution in Byzantium, Vernazza, Corniglia, Manarola and Monterosso - which look onto the gleaming pristine waters of the sea. Lose yourself in the gorgeous scenery, hike/walk along the famous trails and explore a few of the fascinating villages traveling by boat, train and on foot.

Crown your day with a memorable typical Ligurian seafood feast, and exquisite regional white wines, in a lovely seafront restaurant.

Learn about the area's one-of-a-kind grape harvesting techniques enjoying an exclusive leisurely hike through luxuriant seafront vineyards: nobody in sight apart from the deep blue sea, verdant vines, your group and guide. Weather and sea conditions permitting you will also admire the scenario from the water during a fabulous cruise.

At the end of the tour travel back to the Hotel and enjoy more luscious Tuscan flavor: the chef’s daily specialties!

Sweet dreams at Relais Villa Olmo 

DAY 3 – Vineyards & Cellars: sommelier-guided wine experience

After enjoying breakfast and checking out meet your dedicated guide and private minivan and get ready to discover the soul of Tuscany through your senses with an enlightening firsthand wine-focused experience. We will lead you down the vineyard-lined country roads of the Chianti hills, into the cellars of ancient mansions and innovative boutique wineries, to unveil the secrets of the world's most exceptional wines: the Supertuscans. Get behind the labels, and straight into the ruby red bottles full of precious blends!

Blessed by a bountiful soil and exquisite climate the Chianti region is where the ideal percentage of different grapes used to make the area's namesake wine was discovered. Learn all about the marvelous realm of wine in its birthplace, explore different tastes visiting three different wineries, all famous for their own Supertuscan production, led by an exceptional guide: an expert sommelier. Wineries visited will include two famed world-class wineries and the boutique cutting-edge winery from Relais Villa Olmo. Understand about acidity, aroma and scent, learn what makes a blend a "Chianti Classico", and how to pair foods with wine to bring out the best. And get to know all about the most precious wines of all, Supertuscans. Created by committed and passionate vintners and progressive producers these exceptional blends are the quintessence of oenological excellence. Get behind the scenes and see how the three estates differ in their techniques and approaches, how they apply ancient tradition and combine it with modern technology. And taste the results, savoring a variety of the wineries' best blends led by the expertise of your dedicated sommelier.

Finally get back to your hotel enjoy a genuine Tuscan wine-pairing lunch: scrumptious flavors paired with the excellent estate wines.

Travel back to Florence at the end of this full-scented and flavorful experience.  Arrivederci!




  •   accommodation for 2 nights included
  •   all transportations are included
  •   2 lunches and 2 dinners with local products and wines
  •   licensed guide is provided
  •   3 different wine tastings
  •   insurances included
  •   3 different excursions

People on this tour:

  • min1 - max 16 on Siena and San Gimignano tour
  • min1 - max 16 on 5terre tour
  • min1 - max 8 on Wine Experience




Meeting Point

FLORENCETOWN TOURS & NEWS STAND - Piazza della Repubblica (next to the APPLE STORE under the loggias, corner with Via Pellicceria) - Florence - SEE ON MAP


Please let us know in advance any special need or impaired mobility of the clients and we will do our best to accomodate them.
We regret to inform that this tour is not suitable for guests with wheelchairs or with impaired mobility.
Please inform us of any food intolerance or allergy in advance.

Rain Policy

This tour runs rain or shine.

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from 649

from EUR 649 p.p. (price based on a party of 2 pax in a double room)
EUR 799 p.p. ( for a single traveller in a double room for single use)

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