Tuscany

Italy

Fall Cycling Trip 2025
Monday October 13 - Saturday October 18

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Cycling Trip to Italy

Dear Friends, 


Tuscany during the Fall season is the perfect time to visit.  The summer crowds have departed,  the weather will be mild and the treasured olive harvest will be starting.  A romantic and dreamy time to visit the crowned jewel region of Italy. 


We will begin our 250 mile Tuscan journey in the northern thermal spa town of Montecatine Terme, then spiral our way down through the quintessential “Chianti Classico” region and finish five days later in a southern spa resort in Saturnia where we will rest our weary legs soaking in the local area thermal waters. According to Roman mythology, this ancient hot spring was created when the god Saturn sent a lightning bolt in an attempt to subdue warring humans – hence it’s name Terme di Saturnia.     


So if cycling in Tuscany is a “bucket list” destination for you, you might want to consider this comprehensive adventure through that magical region of Italy. As always, completely “all-inclusive” and first- come-first-served for the rooms we’ve managed to block.  Join us!   


Best Regards, 

John Profaci 


johnaprofaci@gmail.com

TUSCANY, ITALY | SCHEDULE

Florence to Montecatini Terme

Day 1: Monday October 13 2024

DAY 1

Monday October 13 - Florence airport to Tenuta San Vito,  Chianti Hills

The group flight leaving Newark Airport at 6:35pm Sunday (Oct  12) will arrive into Florence (FLR) Oct 13 at 11:00am.  Upon retrieving our luggage, we will be met by a private bus to take us to the nearby Tenuta San Vito - a family owned farmhouse where organic wine and olive oil is produced.  Those arriving separately can taxi or uber to our location to join us.  Upon our arrival, we will meet our cycling support team to set up our bikes, enjoy a relaxed lunch overlooking olive groves and then later depart on a 30 mile ride to Montecatini Terme hotel for the evening. 

Day 1:

Arrival Day!   Bus picks us up at Florence airport for a 12:00pm arrival to Tenuta San Vito: Via San Vito, 59, 50056 Montelupo fiorentino FL 

Garden Lunch

1:00pm outdoor lunch at this rustic organic wine & olive oil farm called Tenuta San Vito just outside of Florence         

First ride! 

3:00pm cyclists depart Tenuta San Vito

Evening Destination

Depart Florence region for Montecatini Terme:  30  miles/ 1700 elevation

Hotel

6:30pm arrive Grand Hotel Croce di Malta: Viale IV Novembre, 18, MT

Dinner

8:00pm  dinner at Grand Hotel Croce di Malta

DAY 2

Tuesday October 14 - Montecatini Terme to Pisa

Today we start our tour grinding up a northern Tuscan hillside and finish the day in the city of Pisa - our evening destination. We will enjoy lunch in the medieval town of Lucca. There is an alternate route for those who prefer a more relaxed ride. 

Day 2:

7:30am breakfast in hotel, bring luggage to lobby for delivery to our next hotel which will be in Pisa

Piazza dell’Anfinteatro in Lucca

Depart

8:30am - wheels up!   

Morning Ride

Cyclists depart for Lucca:  40 miles / 3500 elevation  (easier option available!)


Lunch

1:30pm lunch in Lucca

We will enjoy an outdoor lunch at Trattoria De Gherardo in Lucca’s famous Piazza dell’Anfiteatro.  Lucca is known as the "Città d'arte" thanks to its intact Renaissance-era city walls and preserved historic center dating back to the second half of the 1st century A.D.  After lunch, we’ll ride 15 miles into Pisa for our evening stay. 

  • Castello di Leonina Relais


Piazza dell’Anfinteatro in Lucca

Departure

3:00pm depart Lucca  

Evening Destination

Cyclists depart for Pisa:  15 miles / 261 elevation

Hotel  

4:00pm arrive to Grand Hotel Duomo -  Via Santa Maria, 94 , 56126  Pisa

Dinner

8:00pm dinner at La Pergoletta - Via delle Tori, 40, 56100

  • Pisa


Pisa

DAY 3

Wednesday October 15 - Pisa to Radda in Chianti

This morning we depart Pisa and head southeast toward the Chianti region famous for its wine and endless breathtaking views. We will finish in Radda in Chianti. 

Day 3

7:30am Breakfast in hotel, pack luggage and bring to lobby for pick-up.

Morning Ride

8:30am - wheels up!

Cyclists depart for Chianti region:  53.5 miles / 4095 elevation

Lunch

1:30pm in Chianti Region

Villa Lecchi - Staggia Senese 53036 Poggibonsi (Siena)

Hotel Villa Lecchi for lunch 

Depart

3:30 pm depart 

Evening Destination

Cyclists depart for Radda in Chianti: 15.5 miles / 2335 elevation

Hotel

5:00pm arrive to Relais Vignale - Via Piangiani, 9 , 53017.    Time to relax and stroll this charming town before dinner.    

Dinner

8:00pm dinner at La Loggia Del Chianti -  Via degli Ulivi, 1 ,53017 Radda in Chianti  

DAY 4

Thursday October 16  - Radda in Chianti to Montalcino

Today we continue our ride through Tuscany’s wine countryside and finish the day in Montalcino which is the small hilltop village known around the world for the very famous wine Brunello di Montalcino produced in the area.

Day 4

7:30am breakfast in our hotel, pack luggage and bring to lobby for pick-up

Morning Ride

8:30 - wheels up!

Cyclists depart for Chianti countryside: 50 miles / 4990 elevation

Lunch

1:30 pm   

Lunch at La Moscadella, 43, 53020 Castelmuzio

Depart

3:00pm depart

Cyclists depart for Montalcino 14 miles / 1500 elevation

Evening Destination

5:00pm arrive to Montalcino.  Time to relax and stroll this charming town before dinner.

Dinner 

8:00pm dinner at Hotel Il Griglio - Via Soccorso Saloni, 5 , 53024

DAY 5

Friday October 17 - Montalcino to Saturnia

We depart Montalcino and head south through enchanting and serene countryside that tourists rarely visit. Ancient Tuscan towns sitting on hilltops which dot the landscape as we ride to our final destination in Saturnia. 

Day 5:

7:30am Breakfast in our hotel, pack luggage and bring to lobby for pick-up. 

Morning Ride

8:30am - wheels up!

Cyclists depart: 33.5 miles / 4500 elevation

Lunch

1:30pm

Trattoria la Posta  -  Via Verdi, 9 , Cattabio (GR)

Depart to Final Hotel!

3:00pm Cyclists depart for final destination Saturnia 10 miles / 1100 elevation

Enjoy the Thermal Pools!

You can hear the fresh thermal waters bubbling up into the warm pool where we will soak at our Terme di Satrunia Spa resort.   At  8:00pm we will gather for our Farewell Dinner.

(Before or after dinner, you can also visit the nearby ancient Terme di Saturnia hot springs open 24/7) 

DAY 6

Saturday October 18  - Bus to Fiumicino Airport

We depart Montalcino and head south through enchanting and serene countryside that tourists rarely visit. Ancient Tuscan towns sitting on hilltops which dot the landscape as we ride to our final destination in Saturnia. 

Day 6: 

6:30am Breakfast in our hotel, bring luggage to lobby.   

Bus Departure

7:15am SHARP - bus departs

Arriverderci!

Board the bus heading to Fiumicino Rome Airport.  Arrival by 9:45am

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