logo

TUSCANY 2027

October 29-November 6, 2027
TUSCANY 2027 image

AN ADVENTURE TO TUSCANY ... ITALY'S HEART & SOUL

Tuscany’s popularity stems from a rare combination: it is simultaneously the historical cradle of Western art and high culture, a world-renowned culinary destination, and one of the most visually iconic countryside landscapes on Earth.

This adventure may feel less like an ordinary vacation and more like moving into a slice of Italian history. A unique feature of this trip is a week long stay in a carefully restored private villa in the heart of the Tuscan countryside. All travelers will have their own ensuite bedroom and be able to enjoy many well appointed common areas and grounds featuring panoramic views. Meals (breakfast and dinner) will be prepared by and served at the villa by our own private cook staff.

With the villa as our home base for the week, we will enjoy day trips to Florence, many charming hill towns, and to the famous Cinque Terre along the Mediterannean coast. These are all included in your trip package as part of this ALL-INCLUSIVE adventure. You can read more details about each of these day trips below.

This trip has been carefully curated to allow you to feel the magic of Tuscany!

megaphone icon

There is a magic in Tuscany that can only be felt, not explained. It is a place that captivates your heart and never lets go. --From the travel memoir Bella Tuscany

Why GoEuro Adventures?

  • Small group size (Limited to only 12-14 travelers)

  • ALL-INCLUSIVE! (Trip price includes roundtrip airfare, a week stay at private villa, breakfast & dinner each day, ground transportation, admissions & tickets, etc.)

  • Trip organized and personally led by GoEuro's owner

  • Carefully crafted itinerary

  • Competitive pricing

Overview

Overview image
Loading Map…

MAP

1. Florence

Florence, Metropolitan City of Florence, Italy

2. Siena

53100 Siena, Province of Siena, Italy

3. Castellina in Chianti

53011 Castellina in Chianti SI, Italy

4. Montepulciano

53045 Montepulciano, Province of Siena, Italy

5. Cinque Terre

Cinque Terre, SP, Italy

6. Volterra

56048 Volterra, Province of Pisa, Italy

Day 1

Friday, October 29
Day 1 image

AFTER PRE-DEPARTURE CELEBRATION AT THE AIRPORT, BOARD OVERNIGHT FLIGHT TO FLORENCE

megaphone icon

COMPLIMENTARY CHAMPAGNE (OR BEVERAGE OF YOUR CHOICE) TOAST AT THE AIRPORT

Image 0
flight icon

Late afteroon/early evening overnight flight from Atlanta to Florence, Italy

It is too early yet to know the details ... Airlines do not release their schedules until about 10 months prior to our travel dates. Based upon current airline schedules, we will likely fly direct overnight to Paris or Amsterdam and then take a connecting flight to Florence. All flights are INCLUDED in your trip package.

DAY 2

Saturday, October 30
DAY 2 image

LATE MORNING ARRIVAL IN FLORENCE; ENJOY SPECTACULAR PANORAMIC VIEW OF CITY BEFORE WELCOME LUNCH

Florence, the capital of Italy’s Tuscany region, is universally recognized as the cradle of the Renaissance. Bisected by the Arno River and set against rolling Tuscan hills, it functions as an open-air museum filled with red-tiled roofs, cobblestone streets, and centuries of artistic genius.

megaphone icon

ENJOY THE BEST PANORAMIC VIEWS OF FLORENCE FROM PIAZZALE MICHELANGELO

Piazzale Michelangelo is Florence’s most famous lookout terrace, offering sweeping panoramic views of the city's red-tiled skyline, the Arno River, and the surrounding Tuscan hills.

Perched on a hill south of the Arno in the Oltrarno district, it was designed in 1869 by Florentine architect Giuseppe Poggi during a major urban renewal project when Florence was briefly the capital of Italy.

meal icon

WELCOME LUNCH AT ONE OF FLORENCE'S FINEST ... ZAZA TRATTORIA

Image 0
activity icon

Activity: LEISURELY WALKING TOUR OF FLORENCE; INCLUDING A STOP FOR AN ITALIAN TREASURE-- GELATO!

Image 0
accommodation icon

Accommodation: MEET PRIVATE MINIBUS TO TAKE US TO OUR VILLA OUTSIDE OF FLORENCE

NOTE: Villa pictured below are of Borgo Petragnano which GoEuro Adventures rented during it's 2025 Tuscany trip. A number of villas of similar quality and features are being considered for your adventure and a final determination will be made when more details become available as to the exact size of your group.

Image 0
Image 0
Image 1

ADVANTAGES TO STAYING IN A VILLA FOR THE WEEK

  • Most villas are centuries-old restored stone farmhouses, historic estates, or former aristocratic manors that have been extensively renovated to provide all of the modern comforts while still providing you an authentically Tuscan experience

  • Instead of having to move from hotel to hotel, the villa is our home base for the week allowing you to unpack, settle in, and unwind

  • Able to fully enjoy the villa's grounds, gardens, and spectacular Tuscan views

DAY 3

Sunday, October 31
DAY 3 image

RETURN TO FLORENCE TO SEE MICHELANGELO'S DAVID, TOUR THE DUOMO, AND ENJOY AMAZING FOOD TOUR

activity icon

Activity: Galleria dell'Accademia, Home of The David

Michelangelo’s David is widely regarded as one of the greatest masterpieces of High Renaissance sculpture. Sculpted between 1501 and 1504, the monumental 17-foot (5.17 m) marble statue depicts the Biblical hero David, standing as a symbol of youthful strength, focus, and Florentine civil liberty.

Image 0
meal icon

DISCOVER THE HIDDEN CULINARY GEMS WITHIN FLORENCE

On THE Secret Food Tour: Florence – Sant’Ambrogio, we’ll show you the most authentic side of Florence, as you eat, sip, and savour your way through the local market, taste olive oil, sample traditional salamis and cheeses paired with fine local wines, and more.

 By the end of your tour, you'll have tasted some of Florence's most delicious dishes and gained a better understanding of Italian culture and history.

Santa Croce and Sant’Ambrogio are the only two districts where you can still find real Florentine people. Away from the museums and the crowds, you'll find a moment to relax, experience a still thriving atmosphere, and meet local people in their shops.

 

Image 0
activity icon

Activity: 'SKIP THE LINE' ENTRANCE TO THE DUOMO, THE CITY'S ICONIC LANDMARK

The Cattedrale di Santa Maria del Fiore (commonly known simply as Il Duomo) is the architectural centerpiece and defining symbol of Florence. Construction began in 1296 in the Gothic style and was completed in 1436 with the addition of its famous Renaissance dome.

megaphone icon

Architectural Highlights

  • Brunelleschi’s Dome (Cupola): Designed by Filippo Brunelleschi, this octagonal engineering marvel remains the largest masonry vault in the world. Built without wooden scaffolding, it uses a double-shell structure and a herringbone brick pattern to support its enormous weight.

  • The Exterior Facade: Clad in geometric marble panels in shades of green (from Prato), pink (from Maremma), and white (from Carrara), reflecting the traditional Florentine Gothic design.

  • The Last Judgment Fresco: The interior ceiling of the dome features a massive 3,600 m² fresco painted by Giorgio Vasari and Federico Zuccari between 1572 and 1579, depicting the Last Judgment.

Image 0

DAY 4

Monday, November 1
DAY 4 image

A STUDY IN CONTRASTS .... A MORNING VISIT TO THE RENAISSANCE CITY OF SIENA VERSUS AN AFTERNOON STOP IN MEDIEVAL SAN GIMIGNANO

Though separated by only 25 miles of rolling Tuscan countryside, Siena and San Gimignano offer two vastly different windows into medieval Italy. One was a powerful, proud republic that rivaled Florence for regional dominance; the other was a prosperous trading outpost whose wealthy families built sky-high stone towers as status symbols.

Image 0

Siena: The Proud Medieval Powerhouse

Siena feels like a living, breathing city frozen in the 14th century. Built out of warm red-burnt brick (Sienna terra), its narrow streets fan out around the shell-shaped Piazza del Campo. Rather than feeling like a museum piece, Siena is energetic—home to one of Europe's oldest universities and 17 fierce neighborhood districts (Contrade) that maintain centuries-old rivalries centered around the bi-annual Palio horse race.

Image 0

San Gimignano: The Sky-Scraper Village

San Gimignano is defined by its dramatic skyline. During the Middle Ages, rival aristocratic families built over 72 stone tower-houses to flex their wealth and power. While only 14 towers remain, they create a distinct silhouette visible from miles across the Val d'Elsa. Inside the city walls, life moves at a slower, tourist-oriented pace centered on stone alleyways, artisan gelaterias, and sweeping views of olive groves

DAY 5

Tuesday, November 2
DAY 5 image

SAMPLING THE TREASURES OF TUSCANY: WINE, OLIVE OIL, AND BALSAMIC VINEGAR AT TUSCANY'S FINEST WINERIES

Tuscany’s culinary identity rests on three iconic liquid treasures: wine, extra virgin olive oil, and balsamic vinegar. Together, they represent centuries of agricultural heritage, strictly protected regional standards, and the foundation of Tuscan gastronomy.

meal icon

A VISIT TO POGGIO AMORELLI IN THE HEART OF THE CHIANTI REGION

Azienda Agricola Poggio Amorelli (often spelled Poggio Amorielli) is a family-owned estate and winery situated on the hilltops near Castellina in Chianti, in the heart of Tuscany’s prestigious Chianti Classico wine region.

Founded in 1997 by Tuscan oenologist and agronomist Marco Mazzarrini and his wife Adriana, the estate is renowned for its traditional Sangiovese-driven wines, panoramic views, and intimate culinary experiences.

In addition to wine, the Mazzarrini family produces high-grade extra virgin olive oil from their estate groves, alongside barrel-aged balsamic vinegars (Aceto Balsamico IGP/DOP) produced in partnership with artisan facilities in Modena.

Image 0
activity icon

THE VISION OF QUAINT & CHARMING: CASTELLINA IN CHAINTI

Castellina in Chianti is one of the premier historic hilltop towns of Tuscany’s famous Chianti Classico wine region. Situated high on a ridge along the scenic SR222 Chiantigiana highway, roughly midway between Florence (30 miles north) and Siena (16 miles south), it blends rich Etruscan history, 15th-century fortifications, and world-class wine production.

Image 0

DAY 6

Wednesday, November 3
DAY 6 image

THE ULTIMATE ITALIAN HILL TOWN: MONTEPULCIANO

Perched high on a limestone ridge between the Val d'Orcia and Val di Chiana, Montepulciano is one of Tuscany’s most majestic Renaissance and medieval hill towns. Famed for its elegant palazzi, underground wine cellars, and sweeping countryside views, it offers an authentic alternative to more crowded Tuscan destinations.

Important Distinction: The Place vs. The Grape

A common point of confusion for travelers and wine lovers:

  • Montepulciano (The Town): Produces world-class red wine called Vino Nobile di Montepulciano. This wine is made primarily from the Sangiovese grape (locally called Prugnolo Gentile).

  • Montepulciano (The Grape): A completely different grape variety grown primarily in the Abruzzo region of eastern Italy (used to make Montepulciano d'Abruzzo).

Top Sights & Attractions

1. Piazza Grande

The grand central square at the highest point of the town. Surrounded by imposing Renaissance structures, including the Palazzo Comunale (resembling Florence's Palazzo Vecchio, whose tower offers incredible 360-degree views) and the unfinished facade of the Duomo di Montepulciano.

2. Underground "Wine Cathedrals"

Carved directly into the tufa rock beneath the historic palazzi are massive, centuries-old cellar networks. Historic producers like Cantina Contucci, Cantina Ercolani, and De' Ricci allow visitors to walk past giant oak aging barrels in subterranean, cathedral-like vaults.

3. Temple of San Biagio (Tempio di San Biagio)

Located just outside the city walls at the bottom of the hill, this 16th-century Greek-cross church designed by Antonio da Sangallo the Elder is considered a masterpiece of High Renaissance architecture.

4. Caffè Poliziano

A historic 19th-century Art Nouveau coffee house along the main street (Il Corso), offering pastries, espresso, and an outdoor balcony perched over the valley.

meal icon

EVENING AT THE VILLA: TUSCAN CHEESE TASTING

Image 0

DAY 7

Thursday, November 4
DAY 7 image

A MEDITERRANEAN DAY TRIP: THE FIVE SEASIDE TOWNS OF THE CINQUE TERRE

Cinque Terre (literally "Five Lands") is a rugged stretch of coastline on the Italian Riviera in the Liguria region of northwestern Italy. Comprising five centuries-old fishing villages—Monterosso al Mare, Vernazza, Corniglia, Manarola, and Riomaggiore—it is famous for its colorful pastel houses, cliffside vineyards, and dramatic views over the Ligurian Sea.

A UNESCO World Heritage site and protected national park, Cinque Terre is virtually car-free, connected instead by a local coastal train line, ferries, and a network of cliffside hiking trails.

Image 0
transport icon

Transport: ALL-DAY PASS ON THE TRAIN LINE LINKING THE FIVE TOWNS OF THE CINQUE TERRE

  • Frequency: Trains run approximately every 15 minutes during the peak tourist season (mid-March to early November) and hourly during the winter months.

  • Travel Times Between Consecutive Stations:

    • La Spezia Centrale $\leftrightarrow$ Riomaggiore: 6 minutes

    • Riomaggiore $\leftrightarrow$ Manarola: 2 minutes

    • Manarola $\leftrightarrow$ Corniglia: 2 minutes

    • Corniglia $\leftrightarrow$ Vernazza: 3 minutes

    • Vernazza $\leftrightarrow$ Monterosso: 4 minutes

    • Monterosso $\leftrightarrow$ Levanto: 5 minutes

Image 0

DAY 8

Friday, November 5
DAY 8 image

KEEPING OUR HEADS IN THE CLOUDS: THE AMAZING VIEWS OF VOLTERRA

Volterra is a dramatic, hilltop medieval town in the province of Pisa, Tuscany. Perched nearly 1,800 feet (550 m) above sea level, it is famous for its ancient Etruscan roots, centuries-old alabaster carving tradition, towering stone walls, and commanding views over the surrounding Tuscan landscape.

Image 0

DAY 9

Saturday, November 6
DAY 9 image

RETURN FLIGHT TO ATLANTA

What’s Included

ALL-INCLUSIVE
What’s Included image

What's included

Roundtrip airfare

Ground transportation

Full week stay at luxury villa

All breakfasts and dinners

All day trip excursions

Admissions and tickets

Local guides

What's not included

Personal purchases

Lunch most days

Pricing

Pricing image

About Us

GoEuro Adventures specializes in leading small group trips to Europe and beyond. Owner and ;founder Joe McCall personally organizes and leads each adventure.

Reviews