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Compare Tuscany: Cycle Siena & Chianti by Exodus Travels vs Northern Italy by Odysseys Unlimited

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Duration 8 days 15 days
Price From $ 2,925 $ 4,474
Price Per Day $ 366 $ 298
Highlights
  • Explore the cultural cities of Siena and Florence
  • Enjoy Tuscan cuisine and wine
  • Visit some of the most beautiful hilltop towns in the region
  • Ride along the scenic country roads of classic Tuscany
  • Enjoy Relaxing three-night stay on Lake Maggiore
  • Lake region touring, including medieval Orta San Giulio and Stresa
  • Cruise to Isola Bella, with palace and gardens tour
  • Explore Full-day Cinque Terre excursion featuring Vernazza
  • Visit to medieval Lucca
  • Explore Beautiful Florence
  • Enjoy Winery visit and tasting
  • Visit Venice and Majestic Dolomites
Trip Style Small group tour Small group tour
Lodging Level Standard Standard
Physical Level
  • 3- Moderate
  • 2- Easy
Travel Themes
  • Cultural
  • Cycling & Biking
  • Cultural
Countries Visited
Cities and Attractions
  • Florence
  • Siena
  • Tuscany
  • Bolzano
  • Cinque Terre
  • Dolomites
  • Florence
  • Lucca
  • Milan
  • Siena
  • Tuscany
  • Venice
  • Verona
Flights & Transport Ground transport included Internal airfare and ground transport included
Activities
  • Culture
  • Cycling
  • Culture
  • Historic sightseeing
  • History
  • Nature
  • Ruins & Archaeology
  • Short Cruise
  • Trains & Rail
  • Winetasting
Meals Included All breakfasts are included and are Continental in style, consisting of coffee or tea, cereals, cheese and cold meat, bread, pastries, yoghurt, jam and/or honey. Tuscan food is authentic and surprising – pizza and pasta are just the tip of the iceberg when it comes to the diverse cuisine on this trip. Starters may include antipasti of cured meats or a crostini di fegato made from toasted bread slices topped with chicken liver pâté . Soup options may include the classic bean dish of zuppa di fagioli or ribollita, a delicious, hearty vegetable and bread soup. For mains, you might try the truffle-infused pasta dish tagliatelle al tartufo or a mouth-watering T-bone steak delicacy known as bistecca alla Fiorentina. End your meal with cantucci biscuits dipped into a glass of the sweet dessert wine known as vin santo for a true taste of Tuscany. While Tuscan cuisine has a strong meat focus, vegetarians can be well catered for. Please inform us of any dietary requirements at the time of booking.

13 Breakfasts, 3 Lunches and 7 Dinners

Description

The Tuscan landscape is one of the most evocative and romantic in Europe, with cypress tree-lined roads, olive groves, vineyards, ancient hilltop towns and, of course, classic Renaissance cities. Our group cycling tour is carefully planned to take in the best of Tuscany without feeling rushed: part of the joy of the Italian lifestyle is sitting and watching the world go by with a glass of wine in your hand. We ride through historically diverse areas of Tuscany, such as the Chianti hills and beautiful countryside around Montepulciano. Riding north, we discover a wonderfully scenic region, home to some of Tuscany’s most beautiful towns and villages. We then enjoy the magnificent Piazza del Campo in Siena before biking past the towers of San Gimignano and on to our final destination in Florence. Following country roads wherever possible, we mix point-to-point and circular rides to make a perfect cycling tour of this region.Ride along the back roads of classic Tuscany­­

This leisurely exploration of Italy’s varied northern regions, from the romantic Lake District and dramatic Cinque Terre to beloved Tuscany, the majestic Dolomites, and canal-laced Venice, offers a refreshing perspective on a well-known land. In the company of our congenial small group, we celeb­rate the Italian penchant for hospi­tality, good food, and good living. In a word, splendido!

Itinerary: Tuscany: Cycle Siena & Chianti

Day 1 Start at your hotel in the Orcia Valley

We start in the Orcia Valley, staying in one the local hilltop towns, San Quirico D'Orcia or Pienza. There’ll be a welcome briefing at the hotel, where we gather as a group to go over the trip ahead.

Day 2 Circular ride through classic Tuscan countryside via the wine town of Montepulciano and thermal spa village of Bagno Vignoni

Today we enjoy a circular ride in the Orcia Valley. Taking in Pienza and San Quirico d'Orcia, we cycle to the beautifully situated wine centre of Montepulciano, best known for producing vino nobile. We then head towards the medieval village of Monticchiello and on to the well known thermal bath of Bagno Vignoni, before making our way back to the hotel.

Day 3 Ride through vineyards and the walled town of Murlo to Siena

A classic day's riding, showing Tuscany at its most picturesque. Following back roads, we head out of San Quirico with a first stop at Montalcino. We then descend on the road to Buonconvento and ride back up to Murlo, passing by Bibbiano. From here, we ascend the short but steep Rospatoio Pass and take a lovely road section via Ville di Corsano as we approach the splendid gothic city of Siena. If staying in Pienza (26 August 2023 departure), today's ride is an extra 6mi (10km).

Day 4 Free day in Siena to explore or relax

Siena is one of the best-preserved medieval towns in Italy and home to the grand Piazza del Campo. There is plenty to see in Siena and its sights are best explored on foot as the town is compact but hilly. There are many museums and buildings of interest to visit, such as the impressive duomo (cathedral). Alternatively, you may choose to head out for an unguided ride.

Day 5 Ride via Gaiole and Radda to Castellina in Chianti

From Siena, we head directly into the heart of Chianti. Our picturesque route takes us via some lovely small villages and hamlets, plus spectacular vineyards and castles, such as Castello di Brolio. Here there is the option to taste some of the finest regional wines. We then cycle on to Gaiole for lunch and, after a gelato stop in Radda, follow our final section to Castellina in Chianti, where we stay for two nights.

Day 6 Circular ride through the Chianti hills via towers of San Gimignano and Monteriggioni

From Castellina, we ride through rolling countryside before taking a scenic descent into the lower valley. From Poggibonsi, we head towards the distant towers of San Gimignano, nestled between hills and small hamlets. The Unesco-recognised town, famous for its towers, vernaccia wine and saffron, is one of the most visited and interesting sights in Tuscany. We spend a few hours enjoying the atmosphere, walking by the walls and admiring the high towers. Our return involves a long but beautiful climb before reaching Castellina and a well-deserved gelato.

Day 7 Cycle to Florence via Panzano and Greve in Chianti

Our final ride passes through Panzano towards the market town of Greve in Chianti. This is considered one of the most scenic roads in Tuscany, which links Florence to Siena via the Chianti hills. On arrival in Greve in Chianti, we have time to admire the triangular piazza that hosts the Chianti wine festival before heading towards Strada and Impruneta, known for their terracotta production. In Impruneta, we stop for lunch. We finish by taking a panoramic road towards Florence, cycling all the way to Piazzale Michelangelo. We will arrive in Florence in the early afternoon, giving you time to start exploring this wonderful Renaissance city, including the cathedral and Baptistery of Saint John. Don’t miss the Ponte Vecchio, a medieval stone bridge lined with jewellers, which connects the two banks of the river Arno.

Day 8 End Florence.

The trip comes to an end after breakfast. However, if you’d like a little longer to explore this magnificent city, please speak to your sales representative.

Itinerary: Northern Italy

Day 1

Depart U.S. for Milan, Italy

Day 2: Arrive Milan/Stresa

Meals: Dinner

After arriving in Milan, we drive to the international resort of Stresa on lovely Lake Maggiore, straddling the border be­­­tween Italy and Switzerland. This afternoon is at leisure before tonight’s welcome dinner.

Day 3: Stresa/Orta San Giulio

Meals: Breakfast

This morning we visit the lovely lakeside town of Orta San Giulio – dubbed “God’s watercolor” by Italian writer Piero Chiara – with its cobblestoned streets, 16th-century town hall, and medieval houses flanking the inviting town square. After lunch on our own here, we return to our hotel for an afternoon at leisure.

Day 4: Stresa

Meals: Breakfast and Lunch

We embark this morning on a cruise to Isola Bella, the beautiful Borromean island in the middle of Lake Maggiore. Fully occupied by 17th-century Palazzo Borromeo and its extravagantly landscaped gardens, the island offers lovely views of the lake and surrounding mountains. We take a guided tour of the palazzo, with its priceless works of fine art, and stroll through the flower-decked gardens then enjoy lunch together on the nearby Isola dei Pescatori.

Day 5: Stresa/Barolo/Santa Margherita

Meals: Breakfast, Lunch and Dinner

We leave the Piedmont region today, bound for Santa Margherita and the Cinque Terre, a UNESCO World Heritage Site. En route, we stop in the village of Barolo for lunch and to sample Barolo, the “king of wines," at Marchesi di Barolo, Italy’s premier vintner of its greatest wine. We continue on to the Italian Riviera resort town of Santa Margherita, with its palm-lined esplanade overlooking the harbor. Tonight we enjoy dinner together at our hotel.

Day 6: Santa Margherita/Portofino

Meals: Breakfast

This morning we travel by boat to the renowned – and beautiful – resort town of Portofino, a former fishing village where palatial yachts now crowd the port and the good life is celebrated. We have free time to wander the colorful streets and visit the chic boutiques and galleries here before we return to our hotel mid-day.

Day 7: Santa Margherita/Cinque Terre/Portovenere

Meals: Breakfast and Dinner

We depart this morning by train for the hour-long trip to the Cinque Terre (literally, “Five Lands”), the five cliff-clinging villages seemingly carved from the mountains. Originally medieval fishing villages, the Cinque Terre were inaccessible by land for centuries; even today, no road connects all five. We stop in scenic Vernazza then board a boat for a comfortable cruise along the rugged coastline to visit another village of the Cinque Terre. From here we cruise to the port town of Portovenere, with its cluster of colorful column-shaped houses. After a brief walking tour of the Old Town, we have time to explore and enjoy lunch on our own. We dine together tonight at our hotel.

Day 8: Santa Margherita/Lucca/Florence

Meals: Breakfast and Dinner

Moving on today, we travel south to beloved Tuscany, stopping first in the atmospheric medieval town of Lucca. We take a walking tour of this incredibly well-preserved gem, whose city walls and ramparts remain intact and a popular attraction. After time for lunch on our own, we continue on to our lodgings in the heart of Florence.

Day 9: Florence

Meals: Breakfast

We spend today touring and exploring wondrous Florence, a living monu­ment to the Renaissance and crown jewel of Tuscany. Our day includes a guided morning walking tour followed by free time. Together we visit the Galleria dell’Accademia to view Michelangelo’s sublime “David” and his pieces for the papal tombs; and the Duomo, with its stupendous dome by Brunelleschi. Then we're free to stroll the 14th-century Ponte Vecchio, with its many jewelry shops; visit renowned museums and churches; shop for leather goods and artful Florentine paper; and to enjoy lunch and dinner on our own at a typical Florentine restaurant.

Day 10: Florence/Siena

Meals: Breakfast

Today we visit the walled city of Siena, whose historic center is a UNESCO site and whose ochre-colored buildings and ancient ramparts vividly evoke its medieval past. Fan-shaped Piazza del Campo is one of Europe’s greatest public squares; its Duomo, with pillars of black and white marble, is one of Italy’s finest, with masterpieces by Donatello and Michelangelo. Following a guided walking tour that includes an inside visit to the Duomo, we have free time to explore on our own. We return to Florence mid-afternoon, with the remainder of the day at leisure.

Day 11: Florence/Verona/Bolzano

Meals: Breakfast and Dinner

As we travel north today, we stop in storied Verona, renowned as the setting of several Shakespeare plays, including, of course, “Romeo and Juliet.” A UNESCO site, Verona boasts well-preserved monuments from antiquity, including a 1st-century Roman amphitheater still in use today, as we see on our guided walking tour. After time for lunch and to explore on our own here, we continue our journey to the South Tyrol, Italy’s German-accented northern reaches bordering Austria and Switzerland. We’re bound for the regional capital of Bolzano, gateway to the Dolomites in the Italian Alps. Late afternoon we reach our hotel, where we dine together tonight.

Day 12: Bolzano

Meals: Breakfast and Dinner

Set in a basin surrounded by rounded forest-green hills, Bolzano boasts an enviable quality of life – and truly spectacular scenery. We take a cable car to a spot for views of the 18-peak Dolomites, their vertical walls and sheer cliffs presenting a magnificent backdrop to the surrounding woodlands, valleys, and pastures. Then we walk through Bolzano’s colorful historic center and visit the South Tyrol Museum of Archaeology, well known for housing the mummified corpse of Ötzi the Iceman, dating to 3300 BCE. This afternoon is at leisure to enjoy this surprisingly cosmopolitan city as we wish; tonight we dine at a local restaurant.

Day 13: Bolzano/Venice

Meals: Breakfast and Lunch

En route to Venice today, we travel through the Dolomites themselves, enjoying jaw-dropping scenery at every turn. When we reach Venice late this afternoon, we are free to begin savoring this wondrous city as we wish and enjoy dinner on our own.

Day 14: Venice

Meals: Breakfast and Dinner

This morning we take a guided walk through vast St. Mark’s Square. The afternoon is free for independent exploration; tonight we bid “arrivederci” to Italy and to our ­fellow travelers at a farewell dinner.

Day 15: Depart for U.S.

Meals: Breakfast

We depart early this morning for our connecting flights to the U.S.

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