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Italy

Tuscany Explorer

Active

Classic

Tuscany Explorer

Pedal La Bella Toscana: Chianti to Volterra

Bid farmers “Buongiorno!” from the saddle of your Trek bike as you tour the roads of Tuscany.

Awash in the rich sights and smells of the endless vineyards, the quiet, rolling roads of the Tuscan countryside offer gorgeous terrain that's a joy to pedal for cycling experts and novices alike. Sample a Chianti Classico in Radda, or stop in the walled town of Monteriggioni to enjoy a delicious white truffle. Discover the remains of Etruscan life and the spectacular Roman ruins in the hilltop town of Volterra. The seductive, relaxed pace of "la dolce vita" is nowhere more evident—you're sure to fall under its spell on this cycling vacation of a lifetime.

From

$2999PP

Group Discounts [?]

Rider Type [?]

3

Active

Hotel Style [?]

Explorer

 

Day-to-day

View Itinerary

Duration

6 days | 5 nights
See All Dates

Make it Private [?]

Go Private!

Start | End

Florence, Italy

Dates

2015
Apr
May
Jun
Jul
Aug
Sep
Oct
2016
Apr
May
Jun
Jul
Aug
Sep
Oct


Day

1

Today's Ride:

Castellina in Chianti to La Piazza Loop Ride
Approximately 25 miles with 1,700 feet of climbing

Description:

After a one-hour shuttle, you'll arrive at your starting point for today's ride, a pizzeria set among the vineyards of Chianti. After a delicious lunch of hand-made pizza and salads, your Trek Travel guides will ensure that you have an excellent fit to your Trek bicycle while offering specific cycling tips for riding in Italy. We’ll then start with a rolling, scenic loop ride to Castellina in Chianti, an ancient medieval city where you’ll spend the next three nights in a palace hotel. Explore the cobblestone streets, medieval walkways, and defensive architecture of this fascinating town. This evening, you and your companions will gather for an Italian aperitif on the hotel terrace as our chef Francesco prepares seasonal delights for our first Tuscan dinner at the Bistro Squarcialupi.

VIEW MEETING AND DEPARTING INFORMATION»  

Hotel:

Palazzo Squarcialupi
Visit Website

Included Meals:

Lunch | Social Hour | Dinner


Day

2

Today's Ride:

Castellina to Radda in Chianti Return
Approximately 38 miles with 3,600 feet of climbing

Short Option:

Castellina to Radda in Chianti
Approximately 30 miles with 2,800 feet of climbing

Avid Option:

Castellina to Radda in Chianti with San Donato Loop
Approximately 48 miles with 4,700 feet of climbing

Description:

This morning, you'll climb high up above the vineyards, where you'll be rewarded by rich panoramic views of rolling Tuscan hills wrapped in vines and discreetly chaperoned by the ubiquitous cypress. As you gently descend you'll cruise through tiny medieval hamlets and into the shadow of the grand Castello di Brolio. For lunch, enjoy a selection of fresh Tuscan specialties at Bar Dante in Radda in Chianti. Fabrizio and Carolyn pride themselves on serving the best bruschetta in Radda, so be sure to try some, washed down with a glass of local Chianti! Following lunch continue your ride to the tiny village of Lucarelli and join locals for the ritual of mid-afternoon espresso - or maintain your momentum and head back uphill and return to the quiet serenity of the vineyards. Alternatively you can choose to wander the tiny streets of Radda and shuttle back to the hotel to relax and enjoy the Palazzo's extensive spa facilities. This evening is yours to explore as you wish: enjoy a family-style dinner in town on the piazza, or perhaps something a little more romantic, while savoring the picturesque views and unique atmosphere of this charming village.

Hotel:

Palazzo Squarcialupi
Visit Website

Included Meals:

Breakfast | Lunch


Day

3

Today's Ride:

Castellina to Monteriggioni
Approximately 34 miles with 2,600 feet of climbing

Short Option:

Castellina to Strove
Approximately 27 miles with 2,300 feet of climbing

Avid Option:

Castellina to Monteriggioni Loop
Approximately 41 miles with 3,900 feet of climbing

Description:

Don’t forget your camera today as you descend into the valley, enjoying stunning views of Siena’s towers amid the vine-covered hills. As you ride, vines and olive trees give way to shady chestnut trees as the landscape subtly shifts and changes. Surrounded by ancient stone walls, wildflowers and the scent and shade of the forest, you leave the 21st century far behind. Pause a while to take in the sight of your mid-day destination, the walled town of Monteriggioni, perched on a hilltop and dominated by 14 dramatic towers. For lunch take your pick of the many al fresco options lining the piazza, before embarking on an exploration of this enchanting city. Shuttle back to the hotel from here, or alternatively continue riding through some of the leading wine-growing districts in Chianti. This evening, join your fellow travelers for a private tasting in the “Via della Volte”, an impressive underground tunnel used by the Etruscans in the 12th century and which is now a fascinating walkway filled with artisanal boutiques and restaurants. You’ll taste the famous Chianti Classico wines together with olive oil and balsamic vinegars of the region and also explore the tastes of the renowned ‘super Tuscan” wines that are becoming as notable as the famous Brunello. Finally on to enjoy a sumptuous dinner and more Tuscan hospitality in our favorite trattoria just next door.

Hotel:

Palazzo Squarcialupi
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner


Day

4

Today's Ride:

Castellina to Casole d'Elsa via Mensano
Approximately 34 miles with 2,700 feet of climbing

Short Option:

Castellina to Casole d'Elsa
Approximately 19 miles with 1,400 feet of climbing

Avid Option:

Castellina to Casole to San Gimignano
Approximately 52 miles with 4,500 feet of climbing

Description:

The breathtaking Elsa Valley awaits you today. The quiet roads offer rich colorful vistas of golden hills dappled with silver grey olive groves and framed by the dark green cypress. After a beautiful morning ride, you’ll enjoy a stop for lunch and a wander round Casole d'Elsa. An ancient Etruscan settlement, this village sits atop a ridge commanding magnificent views of the surrounding countryside. Stroll through the main square and be sure to visit La Rocca, easily Italy's most beautiful town hall! Feast at a family-run osteria in town featuring dishes made of the finest local seasonal ingredients. Later, ride up to San Gimignano, to the hotel or shuttle back for a refreshing dip in the outdoor swimming pool. This evening you are free to wander in the myriad of cobbled streets to shop for some souvenirs or taste a new Chianti before dinner at your choice of San Gimignano’s many lovely trattoria.

Hotel:

Hotel La Collegiata
Visit Website

Included Meals:

Breakfast | Lunch


Day

5

Today's Ride:

San Gimignano to Volterra Loop
Approximately 45 miles with 5,000 feet of climbing

Short Option:

San Gimignano to Volterra
Approximately 24 miles with 3,000 feet of climbing

Today's Activity:

Private walking Tour of Volterra

Description:

After a descent from San Gimignano to the valley below, you’ll ride through the vine covered slopes and up to the medieval town of Volterra, where Etruscan roots and Roman influences are still evident along its steep cobblestone streets. You're invited for a historical walking tour guided by a local expert before a lunch of your choice of in town. This afternoon, choose to shuttle back to the hotel to enjoy some time to relax by the pool or ride back through the breath taking Tuscan countryside. This evening, meet your traveling companions by the hotel pool for an aperitif as you survey the glory of the evening light over the panorama of the Tuscan countryside. Dinner will be an intimate and exclusive affair, as we toast a week of great riding, warm fellowship, and truly phenomenal food!

Hotel:

Hotel La Collegiata
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner


Day

6

Today's Ride:

San Gimignano to San Benedetto Loop
Approximately 12 miles with 1,200 feet of climbing

Description:

It’s sadly time to bid farewell today. Get up bright and early this morning to make the most of the stunning light and watch a bright new day unfurl over the classic Tuscan countryside. Or linger a while over a hot cappuccino and enjoy a more leisurely paced morning in the hotel. However you say goodbye to Tuscany, you’re sure to take a little of this destination with you.

VIEW MEETING AND DEPARTING INFORMATION»  

Included Meals:

Breakfast




Day

1

Today's Ride:

Castellina in Chianti to La Piazza Loop Ride
Approximately 25 miles with 1,700 feet of climbing

Description:

A one-hour shuttle will deliver you to your starting point for today's ride, a countryside pizzeria set among the vineyards of Chianti. After a delicious lunch of handmade pizza and salads, your Trek Travel guides will ensure that you have an excellent fit to your Trek bicycle while offering specific cycling tips for riding in Italy. We’ll then start with a rolling, scenic loop ride to Castellina in Chianti, an ancient medieval city where you’ll spend the next three nights in a palatial hotel. Explore the cobblestone streets, medieval walkways, and strategic architecture of this fascinating town. This evening, you and your companions will gather for an Italian aperitif on the hotel terrace as our chef Francesco prepares seasonal delights for our first Tuscan dinner at the Bistro Squarcialupi.

VIEW MEETING AND DEPARTING INFORMATION»

Hotel:

Palazzo Squarcialupi
Visit Website

Included Meals:

Lunch | Social Hour | Dinner


Day

2

Today's Ride:

Castellina to Radda in Chianti Return
Approximately 38 miles with 3,600 feet of climbing

Short Option:

Castellina to Radda in Chianti
Approximately 30 miles with 2,800 feet of climbing

Avid Option:

Castellina to Radda in Chianti with San Donato Loop
Approximately 48 miles with 4,700 feet of climbing

Description:

This morning, you'll climb high up above the vineyards, where you'll be rewarded by rich panoramic views of rolling Tuscan hills wrapped in vines and discreetly chaperoned by the ubiquitous cypress. As you gently descend you'll cruise through tiny medieval hamlets and into the shadow of the grand Castello di Brolio. For lunch, enjoy a selection of fresh Tuscan specialties at Bar Dante in Radda in Chianti. Our hosts, Fabrizio and Carolyn pride themselves on serving the best bruschetta in Radda, so be sure to try some, washed down with a glass of local Chianti. Following lunch continue your ride to the tiny village of Lucarelli and join locals for the ritual of mid-afternoon espresso - or maintain your momentum and head back uphill and return to the quiet serenity of the vineyards. Alternatively, you can choose to wander the tiny streets of Radda and shuttle back to the hotel to relax and enjoy the Palazzo's extensive spa facilities. This evening is yours to explore as you wish: enjoy a family-style dinner in town on the piazza, or perhaps something a little more romantic, while savoring the picturesque views and unique atmosphere of this charming village.

Hotel:

Palazzo Squarcialupi
Visit Website

Included Meals:

Breakfast | Lunch


Day

3

Today's Ride:

Castellina to Monteriggioni
Approximately 34 miles with 2,600 feet of climbing

Short Option:

Castellina to Strove
Approximately 27 miles with 2,300 feet of climbing

Avid Option:

Castellina to Monteriggioni Loop
Approximately 41 miles with 3,900 feet of climbing

Description:

Don’t forget your camera today as you descend into the valley, enjoying stunning views of Siena’s towers amid the vine-covered hills. As you ride, vines and olive trees give way to shady chestnut trees as the landscape subtly shifts and changes. Surrounded by ancient stone walls, wildflowers and the scent and shade of the forest, you leave the 21st century far behind. Pause a while to take in the sight of your mid-day destination, the walled town of Monteriggioni, perched on a hilltop and dominated by 14 dramatic towers. For lunch, take your pick of the many al fresco options lining the piazza, before embarking on an exploration of this enchanting city. Shuttle back to the hotel from here, or alternatively continue riding through some of the leading wine-growing districts in Chianti. This evening, join your fellow travelers for a private tasting in the “Via della Volte”, an impressive underground tunnel used by the Etruscans in the 12th century and which is now a fascinating walkway filled with artisanal boutiques and restaurants. You’ll taste the famous Chianti Classico wines together with olive oil and balsamic vinegars of the region and explore the flavors of the renowned "Super Tuscan” wines that are becoming as notable as the famous Brunello. Finally, it's on to enjoy a sumptuous dinner and more Tuscan hospitality in our favorite trattoria just next door.

Hotel:

Palazzo Squarcialupi
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner


Day

4

Today's Ride:

Castellina to Casole d'Elsa via Mensano
Approximately 34 miles with 2,700 feet of climbing

Short Option:

Castellina to Casole d'Elsa
Approximately 19 miles with 1,400 feet of climbing

Avid Option:

Castellina to Casole to San Gimignano
Approximately 52 miles with 4,500 feet of climbing

Description:

The breathtaking Elsa Valley awaits you today. The quiet roads offer rich, colorful vistas of golden hills dappled with silver grey olive groves and framed by the dark green cypress. After a beautiful morning ride, you’ll enjoy a stop for lunch and a wander round Casole d'Elsa. An ancient Etruscan settlement, this village sits atop a ridge commanding magnificent views of the surrounding countryside. Stroll through the main square and be sure to visit La Rocca, easily Italy's most beautiful town hall. Feast at a family-run osteria in town featuring dishes made of the finest local, seasonal ingredients. Later, ride up to San Gimignano, to the hotel or shuttle back for a refreshing dip in the outdoor swimming pool. This evening you are free to wander in the myriad of cobbled streets to shop for some souvenirs or taste a new Chianti before dinner at your choice of San Gimignano’s many lovely trattoria.

Hotel:

Hotel La Collegiata
Visit Website

Included Meals:

Breakfast | Lunch


Day

5

Today's Ride:

San Gimignano to Volterra Loop
Approximately 45 miles with 5,000 feet of climbing

Short Option:

San Gimignano to Volterra
Approximately 24 miles with 3,000 feet of climbing

Today's Activity:

Private walking Tour of Volterra

Description:

After a descent from San Gimignano to the valley below, you’ll ride through the vine-covered slopes and up to the medieval town of Volterra, where Etruscan roots and Roman influences are still evident along its steep cobblestone streets. You're invited for a historical walking tour guided by a local expert before a lunch of your choice of in town. This afternoon, choose to shuttle back to the hotel to enjoy some time to relax by the pool or ride back through the breath taking Tuscan countryside. This evening, meet your traveling companions by the hotel pool for an aperitif as you survey the glory of the evening light over the panorama of the Tuscan countryside. Dinner will be an intimate and exclusive affair, as we toast a week of great riding, warm fellowship, and truly phenomenal food!

Hotel:

Hotel La Collegiata
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner


Day

6

Today's Ride:

San Gimignano to San Benedetto Loop
Approximately 12 miles with 1,200 feet of climbing

Description:

It’s sadly time to bid farewell today. Get up bright and early this morning to make the most of the stunning light and watch a bright new day unfurl over the classic Tuscan countryside. Or linger awhile over a hot cappuccino and enjoy a more leisurely paced morning in the hotel. However you say goodbye to Tuscany, you’re sure to take a little of this destination with you.

VIEW MEETING AND DEPARTING INFORMATION»

Included Meals:

Breakfast



OPTIONAL ROME ADD-ON PACKAGE


Join

Us

Explore the city of Rome

3 days | 2 nights

$1099 per person

Based on double occupancy.

About:

Italy’s capital city is a must see for any traveler. Rome's stunning architecture and history, beautifully told through its ruins - provides a glimpse of ancient times amongst the modern bustle and energy of this stunning metropolis. Gain access to some of the most important cultural attractions in the world as you explore the Coliseum, Forum, Vatican City, or the Pantheon with your own private guide.

We feel it’s invaluable to have a local guide in Rome! That’s why we’ve included 2 unique city tours with a local expert. For your first day your guide will introduce you to Rome’s most famous monuments and help you get oriented in the Eternal City! On day 2 you’ll have your choice of either a special tour of The Colosseum & Forum or The Vatican which includes the Sistine Chapel & St. Peter’s Basilica.

  • 2 Nights Accommodation at a 4 star property in downtown Rome
  • 1 Arranged dinner reservation at a hand-picked Italian trattoria
  • 2 Scheduled private city tours with a local guide
  • Train tickets arranged accordingly to or from your Trek Travel trip
  • Detailed list of our recommended area attractions and restaurants
  • Dedicated travel coordinator to assist with connections and reservations for your entire Trek Travel trip at no additional fee ($200 value)

How to get there

Choose the Rome add-on package before or after your Tuscany, Ride Across Italy, Cinque Terre, or Puglia trip package.

Suggested Area Attractions:

  • Colosseum
  • Vatican Museums
  • Sistine Chapel
  • St. Peter’s Basilica
  • Trevi Fountain
  • Pantheon
  • Roman Forum



Join

Us

Travel Coordinator Services:

Rome, Italy

Description:

As your dedicated travel coordinator I’ll make sure your travel arrangements are seamless. Assistance with arranging flights and full advisory services are included with your add on package. Once booked, you will receive a confirmation with exact dates, hotel and restaurant details along with a detailed list of suggested attractions & city guide.

Lindsay Juley

Please note: Gratuity is not included for any part of the package. Please tip at your own discretion.




OPTIONAL FLORENCE ADD-ON PACKAGE


Join

Us

Explore the city of Florence

3 days | 2 nights

$1099 per person

Based on double occupancy.

About:

Visit the Renaissance city of Florence in the heart of Tuscany. Stroll the interesting streets and piazzas while visiting monuments like the Il Duomo, Uffizi and Michelangelo’s David. Florence has some of Italy’s best museums and stunning cathedrals mixed amongst the trattoria’s and squares where locals congregate.

Experience all the best of Florentine culture and architecture with our favorite local guide. Your private city walking tour will begin with a morning visit to the San Lorenzo area, where you'll see and taste local food as you walk through the covered market. Visit the Church of San Lorenzo and Palazzo Mediciÿ in addition to the religious centre of Florence where you'll have option to enter the Duomo Stroll through the old city, and see the medieval tower houses where Dante Alighieri was born, but it's in the political centre, Piazza della Signoria, where you'll have a chance to see the courtyard of Palazzo Vecchio. The best replica of Michelangelo’s "David" is here, where the original stood until 1873. Finish the tour with a glance at the Uffizi and Ponte Vecchio as you return towards piazza della Repubblica, passing through the Straw Market and visiting the medieval church of Orsanmichele.

  • 2 Nights accommodation at a 4 star property in downtown Florence
  • 1 Arranged dinner reservation at a hand-picked Italian trattoria
  • 1 Scheduled private city tour with a local guide
  • Ground transportation arranged accordingly from FLR airport to your Florence hotel or from your Florence hotel to FLR airport
  • Detailed list of our recommended area attractions and restaurants
  • Dedicated travel coordinator to assist with connections and reservations for your entire Trek Travel trip at no additional fee ($200 value)

How to get there

Choose the Florence add-on package before or after your Tuscany, Cinque Terre, or Ride Across Italy trip package. One way private luxury transfer to or from FLR airport is included with your package.

Suggested Area Attractions:

  • Uffizi & Academia Galleries
  • Medici Chapel
  • Michelangelo’s David
  • PonteVecchio
  • Il Duomo
  • Piazza della Signoria
  • Boboli Garden



Join

Us

Travel Coordinator Services:

Florence, Italy

Description:

As your dedicated travel coordinator I’ll make sure your travel arrangements are seamless. Assistance with arranging flights and full advisory services are included with your add on package. Once booked, you will receive a confirmation with exact dates, hotel and restaurant details along with a detailed list of suggested attractions & city guide.

Lindsay Juley

Please note: Gratuity is not included for any part of the package. Please tip at your own discretion.




Dates & Pricing

THE EARLIER YOU BOOK, THE GREATER THE REWARDS

We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book, your price and date are guaranteed.

2015


Sep
6th - 11th / 6 days / 5 nights
$3599 / Person, $700 / Single OCC.
Guaranteed *
Sep
13th - 18th / 6 days / 5 nights
$3699 / Person, $700 / Single OCC.
Guaranteed *
Sep
20th - 25th / 6 days / 5 nights
$3699 / Person, $700 / Single OCC.
Guaranteed *
Sep
27th -
Oct
2nd
/ 6 days / 5 nights
$3699 / Person, $700 / Single OCC.
Guaranteed *
Oct
4th - 9th / 6 days / 5 nights
$3699 / Person, $700 / Single OCC.
Guaranteed *
Oct
11th - 16th / 6 days / 5 nights
$3699 / Person, $700 / Single OCC.
Guaranteed *

2016


Apr
24th - 29th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
May
1st - 6th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
May
8th - 13th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
May
15th - 20th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC. / Alternate hotel: Hotel Salivolpi
Guaranteed *
Value
May
22nd - 27th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jun
12th - 17th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jun
19th - 24th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jun
26th -
Jul
1st
/ 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jul
3rd - 8th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jul
10th - 15th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jul
17th - 22nd / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jul
24th - 29th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Jul
31st -
Aug
5th
/ 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Aug
7th - 12th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Aug
14th - 19th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC. / Alternate hotel: Hotel Salivolpi
Guaranteed *
Value
Aug
21st - 26th / 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Aug
28th -
Sep
2nd
/ 6 days / 5 nights
$2999 / Person, $650 / Single OCC.
Guaranteed *
Value
Sep
4th - 9th / 6 days / 5 nights
$3499 / Person, $700 / Single OCC.
Guaranteed *
Sep
11th - 16th / 6 days / 5 nights
$3499 / Person, $700 / Single OCC.
Guaranteed *
Sep
18th - 23rd / 6 days / 5 nights
$3499 / Person, $700 / Single OCC. / Alternate hotel: Hotel Salivolpi
Guaranteed *
Sep
25th - 30th / 6 days / 5 nights
$3499 / Person, $700 / Single OCC.
Guaranteed *
Oct
2nd - 7th / 6 days / 5 nights
$3499 / Person, $700 / Single OCC. / Alternate hotel: Hotel Salivolpi
Guaranteed *
Oct
9th - 14th / 6 days / 5 nights
$3499 / Person, $700 / Single OCC.
Guaranteed *

Hotels

TC_squarcialupifacciata

Palazzo Squarcialupi

Chianti, Italy

Located in the heart of Castellina in Chianti, a medieval city and one of central Tuscany's most charming villages. The hotel, a 14th century palace, boasts a remarkable view of the stunning Chianti hillsides and comfortable rooms that highlight the hotel's original structure.
La Collegiata Hotel on Trek Travel Tuscany bike tour

Hotel La Collegiata

San Gimignano, Italy

Originally a 15th century monastery, this luxurious 4 star hotel treasures its ancient Tuscan traditions, while at the same time offering all the comforts of a top modern hotel. Relax by the pool and enjoy a cocktail on the terrace or stroll into the medieval town of San Gimignano.

What's Included

We Include More

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that’s how we help you create more memories. See more

  • Gratuities for all scheduled special events, restaurants, hotels, local guides and transportation during your trip.
  • Private tours
  • Entrance fees to all group events/activities
  • All luggage transfers
  • All transportation during the trip, including private coaches
  • 5 nights of accommodation
  • In every region we travel, we uncover the area’s best, and most delightful accommodations. On our Tuscany trip, you will stay in a 15th century former noble residence in the heart of tiny Castellina in Chianti and a gracious hotel nestled in a park with outstanding views of the countryside.
  • Daily breakfast, 3 lunches, 3 social hours, 3 dinners, and all snacks and drinks for each day
  • On our Tuscany trip, the cuisine is characterized by fresh, seasonal ingredients, prepared in a simple, classic style. Lunch offers bountiful selections of local specialties. Dinners are enjoyed at local trattorias and feature hand-made pastas among other favorites, all highlighting the very best of the region and season. On other occasions, you’ll be free to choose your own restaurants to discover your own personal favorites!
  • The knowledge, support, and camaraderie of experienced guides
  • Daily route support
  • The use of Garmin Touring Plus GPS cycling computer
  • Paper route guides also available upon request
  • Comprehensive trip literature and complimentary Trek merchandise
  • The use of a Trek Domane 5.9 carbon road bike with Shimano Di2 electronic shifting, or Trek Domane 5.9 Women’s Specific Design carbon road bike with Shimano Di2 electronic shifting (limited selection), or Trek 7.6 FX Hybrid bicycle
  • Trek Electric Assist FX+ also available in a limited quantity
  • The use of Garmin Touring Plus GPS cycling computer
  • The use of Trek bike helmets and other gear and equipment to make your ride comfortable
  • Trek Travel water bottles
  • $300 USD off any 2015 5 Series or 6 Series Trek Domane including Project One and the Trek Emonda SL6 and SL8 models.
  • Trek Travel Bontrager RL jersey

Thank your Guides, by tipping

Gratuities for your Trek Travel guides are not included in your trip price. Industry standard is 5-10% of the trip price which will be divided by your guide team. Please tip your guides at your discretion, based on their level of professionalism, guest care and service.

  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.
  • Gratuities for your Trek Travel Guides may be given at your discretion in response to their professionalism and leadership.Industry standard is for each individual guest to tip the guide team 5-10% of the trip price.

FAQs

Trip Changes

Our itineraries are an approximation of our trips. Trek Travel strives to offer each and every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

  • Rider Type | 3
  • Average Daily Mileage | 40
  • Terrain | Hilly
  • Average Daily Elevation | 2,100

On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Tuscany is best suited for our Type 3 Riders. Our Trek Travel guides can also easily accommodate Type 2 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option–you still get a workout but can climb alongside even the strongest rider. Type 4 Riders will enjoy the extra mileage the avid route options offer. The terrain is consistently rolling, with quiet, narrow, and winding roads. Many towns sit atop hills and, although the ascents are not exceptionally steep, they are often upwards of 5km long. See Itinerary for specific daily ride distance and elevation options.

Fall in Tuscany is usually clear and sunny, with warm daytime temperatures (75F-90F) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your vacation.

On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. See Included In The Trip Price for more information. Some non-riding options on this trip are:

  • Explore the walled city of Castellina
  • Shop and explore the medieval villages of Radda, Lecchi, Montaione, Monteriggioni and San Gimignano
  • Take a side trip to Siena
  • Discover why Tuscan wines and olive oils are so renowned during our private wine-tasting
  • Opt to spend a half day at a local spa
  • Visit the museums of Volterra

For an additional fee you may request to upgrade to the brand new Trek Emonda SLR with Shimano Di2 Electronic shifting or Bontrager Aeolus carbon wheels for the ultimate riding experience. Contact our trip consultants for more details.

We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you will find our timeline. If you ever have a question, just give us a call, 866 464 8735. Read our cancellation policy.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don't necessarily pertain to a specific trip.

Meeting & Departing

How to get there

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Florence’s AmerigoVespucci Airport (FLR).The Florence airport is about 3 miles from the town center.You can take a taxi (~20 euros) directly to the hotel, or a bus which departs hourly.

You can also fly into Rome or Milan and take a train or flight from either city. From Rome’s Fiumicino Airport (FCO), you may take a direct train to Rome’s central station, Roma Termini. Follow the “Stazione/Railway Station” signs.Trains depart twice hourly.Tickets can be purchased at a Biglietteria office or from ticket machines.All tickets must be validated before getting on the train: do this by stamping your ticket at the yellow boxes near the platform.The ride takes 30 minutes. From Roma Termini, transfer to a train for Florence.The Eurostar trains depart frequently and are the quickest.The trip takes 1.5 hours and costs between 44-62 euros one way per person.In Florence, taxis are available to take you to your hotel.Taxi service is available from Rome Fiumicino Airport to central Rome for ~50 euros. For information about travel through Milan’s Malpensa Airport (MXP), consult the website www.airportmalpensa.com.

Hotel Palazzo Vecchio | Florence, Italy

Your Trek Travel guides will meet you at the Hotel Palazzo Vecchio (via Cennini 4, 50123, Florence, Italy) at 11:00 AM on the first day of the trip. You’ll then shuttle 90 minutes to your lunch spot for a taste of Tuscan cuisine. Have your first day’s cycling clothes and riding gear easily accessible, separate from your luggage. After lunch, your guides will do a bike fitting to ensure your comfort on your Trek Domane this week, before you take your first spin through the countryside.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Palazzo Squarcialupi (+39 0577 741186), and leave a message with your expected arrival time and contact details.

Hotel Palazzo Vecchio | Florence, Italy

You will say farewell to your guides at 11:00 AM at the Hotel La Collegiata, San Gimignano. You’ll depart by private shuttle for Hotel Palazzo Vecchio, Florence, arriving close to 12:30 PM. The hotel is a 5 minute walk from Santa Maria Novella train station where trains connect to many European cities. Please do not book seats before 2:00 PM. The airport in Florence (FLR) is 3 miles from the city. You can reach it by train, taxi, or shuttle bus; please do not schedule a flight prior to 4:00 PM. Visit www.TrenItalia.com for train information.

Before: Florence, Italy

Florence is the majestic heart of Renaissance art and intellect. Several days can be spent wandering the streets in the shadow of Brunelleschi’s Duomo and strolling beside the Arno. Along with the Duomo and Ponte Vecchio, the Uffizi gallery, a pillar of the Renaissance and Medici eras, merits a visit. Michelangeo’s David in the Galleria dell’Arte is not to be missed. Keep in mind while exploring Florence that opening hours vary and are quite often inconsistent. Different museums are open on different days and lines can be very long. It’s worthwhile to pay a few extra euros and pre-book your tickets—this will enable you to bypass long lines of visitors at the entrances. We recommend the following accommodations for your pre-trip hotel:

Hotel Palazzo Vecchio

This charming 3-star hotel boasts an ideal location in the heart of the historic center of the city, just steps away from the Santa Maria Novella train station. Built in the early 20th century and recently renovated to provide modern amenities,the PalazzoVecchio is the perfect choice for those seeking a comfortable and convenient option.

via Cennini 4,50123 Firenze | 39 055 212182 | www.HotelPalazzOvecchio. it | ~$130

Hotel Il Guelfo Bianco

This patrician home of the 16th century is close to the old market in the heart of downtown Florence, just a short walk to the Cathedral and principal museums.This 3-star hotel recently re-opened its doors to guests after having undergone a complete restoration.The Renaissance architecture and the refined furnishings reflect the Florentine character.

via Cavour 29 | +39 055 288 330 | www.IlGuelfoBianco.it | ~$190

Hotel Albani

Hotel Albani is a stately and impeccably restored early 20th century townhouse.A serene atmosphere completes the setting—perfect for those wishing to find an exclusive hideaway within walking distance of the Santa Maria Novella train station.

via Fiume, 12 50123 Firenze | +39 055 26030 | www.HotelAlbani.it | ~$200

After: ROME, Italy

Rome is a powerhouse of stunning architecture and ancient history, beautifully told through its ruins and buildings. It seems that every street you walk down provides another unexpected glimpse of ancient times, yet modern bustle and energy abounds as well.The Coliseum, the Forum,Vatican City, and the Pantheon are some of the must-see attractions. Be sure to linger on the Spanish Steps one afternoon and take advantage of great shopping and fantastic cuisine.We recommend the following accommodations for your post-trip hotel:

Hotel Barocco

This 37-room hotel is tucked away on central Piazza Barberini. It boasts a refined, simple style with all of the comforts and amenities needed for a relaxing Roman getaway.

via della Purificazione, 4 00187 Roma | +39 06 487 2001 | www.HotelBarocco. com | ~$285

Hotel Capo d’Africa

Located in the heart of Imperial Rome, between the Forum and the Domus Aurea, the Hotel Capo d’Africa boasts contemporary decor within a beautiful, early 19th century building. 64 rooms.

via Capo d’Africa, 54 00184 Roma | +39 06 772801 | www. HotelCapodAfrica.com | ~$350

Mecenate Palace

In front of the Basilica of Santa Maria Maggiore, this hotel is within walking distance of most of the important monuments and shopping areas found in Rome. Guests can enjoy a panoramic view of the city from the hotel’s roof garden. 62 rooms.

via C. Alberto, 3 00185 Roma | +39 06 44702024 | www.MecenatePalace. com | ~$260


* Hotels listed above are local properties we love. We do not have special rates available.

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Trek Travel Difference

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the full-carbon, ultra smooth Trek Domane 5.9, to the comfortable Trek 7.6 FX Hybrid–both included in the trip cost, to our numerous upgrade options, you deserve the best ride on your vacation.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.