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Cycle. Wine. Explore. Italy – escSeekers
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Cycle. Wine. Explore. Italy

September 3-8, 2023 | 6 days/5 nights

CycleBar San Mateo hits the road in Tuscany, Italy

CycleBar San Mateo your way on a memorable bike adventure in Tuscany Italy. Explore picturesque landscapes, charming medieval towns and stunning vineyards. Sample the best Italian wines and indulge in fine Italian cuisine. Stay at the luxury resort, Borgo Scorpeto Wine & Country Relais where you can lounge by the pool, relax at the Spa, or stroll through the gardens.

Tour Chianti and Montalcino by bike and a private guided tour of Siena and San Gimignano

Wine tastings and lunch at local wineries in Chianti and Montalcino

Welcome and Farewell dinners plus cooking class with dinner


4287€ (Euro) double occupancy LAND package only
Euro to USD conversion approx. $4716*

Single supplement is 1671€ add-on LAND package only.
Early-bird pricing ends April 30, 2023.

COST after April 30, 2023
Full price is 4487€/ ($4891 approx.) double occupancy
Single supplement is 1671€ add-on LAND package only.(Minimum of 10 guests to depart)

RESERVE YOUR SPOT: $1400 per person non-refundable deposit and service fee.

Due 90 prior to departure.

Custom pre- and post-tour and lodging options available upon request.   

Available from Travel Insured.  Please contact info@escseekers.com for further information.

* Prices quoted in Euros. Fluctuations may occur based on conversion rates on date of paymen

3-Sept Private 2 x vans transfer from Florence airport to Chianti
Welcome 4-course dinner ( beverages not included ) at a restaurant in Borgo Scopeto
Overnight in Borgo Scopeto
4-Sept Breakfast at Borgo Scopeto
E-bike private guided tour in Chianti and winery lunch
Return in the late afternoon – Independent dinner
Overnight in Borgo Scopeto
5-Sept Breakfast at Borgo Scopeto
Full day excursion to Siena & San Gimignano ( max 10 h ) with pick up at 11:30 and return 9.30 pm
Time on own in San Gimignano for independent lunch and walking
Afternoon private walking tour of Siena with guide along with dinner at Enoteca Vinattieri or similar.
Overnight in Borgo Scopeto
6-Sept Breakfast at Borgo Scopeto
E- bike private guided tour in Montalcino area with winery lunch and Brunello Tasting
Return to Borgo Scopeto in the afternoon
Evening cooking class + dinner including roundtrip transportation
Overnight in Borgo Scopeto
7-Sept Morning Yoga session by the grounds/ property garden 7.30-9 am
Breakfast at Borgo Scopeto Leisure morning guided hike and cheese maker visit with pic nic lunch
Afternoon free and farewell dinner at Borgo Scopeto 4 course dinner ( beverages not included )
Overnight in Borgo Scopeto
8-Sept Private 2 x vans transfer to Florence airport

Jen Tipton, Fitness InstructorJennifer (Jen) Tipton knows it takes more than a list of credentials to be a good fitness instructor. It takes passion, patience, and a deep commitment to helping others be the best they can be. With over 15 years experience teaching fitness and movement, she enjoys sharing the benefits of fitness and yoga with clients of all ages and backgrounds. With an emphasis in safety, she encourages each client to honor his or her own pace and comfort level.

Jennifer holds a Masters of Science in Exercise Science and Sport Psychology. She worked as a YogaFit Master Trainer for over six years and currently has her own 200 hour yoga school, Get Zen School of Yoga.  Jennifer was the Director (Lead Trainer) of the Yoga Teacher Training Program at Miramar College from 2017-2018. She enjoys writing for industry publications such as Yogi Times, Elephant Journal, IDEA Fitness Journal, and Spinning ® News.

An ambitious traveler with insatiable curiosity, Jennifer has explored over forty countries around the world. She speaks English, Spanish, and Portuguese. In 2016 she became C0-Founder of Yoga Pilates Travel, a luxury adventure retreat business. Jennifer continues to explore on her own and in 2018 traveled to Costa Rica to assist her yoga teacher, Shiva Rea.

Jennifer is excited to share her passion for indoor cycling as the owner of CycleBar San Mateo, a premium boutique indoor cycling studio in the San Francisco Bay Area.


  • 5 nights at Borgo Scorpeto Wine & Country Relais, Siena
  • Welcome dinner (beverages not included)
  • Farewell dinner at Borgo Scopeto – 4 course dinner (beverages not included)
  • Roundtrip transfers to/from Florence airport


  • International flights to Italy
  • Trip Insurance
  • Tips/Gratuities for guides, drivers, etc
  • Transportation, tours not listed
  • Pre- or Post- tour travel
  • Additional city, region or VAT taxes