Small Group
Tuscany Wine Country Women's Multi-Active
A taste of la dolce vita
6 Days, 5 Nights
Maximum Group Size
16
Activity Level:
B&R Activity Levels
Priced per person from
$7,695 USD
Single Supplement: $1,900 USD
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Carbon Neutral Trip
Tuscany is where vineyard-laced hills meet timeless towns and every meal tells a story. Ride through Chianti’s golden landscapes, walk through vineyards guided by passionate female winemakers, and linger over long lunches with women who’ve perfected the art of Italian hospitality. From homemade pizza in the vines to private tastings in storied cellars, this is Italy at its most soulful.
Indulge in lunch at the private winery of our longtime friend, followed by a cellar visit led by her passionate female winemaker.
After a day of walking and riding, unwind at Shambhala Retreat, an incredible spa nestled in COMO Castello del Nero.
Italian food is world-renowned—learn its secrets as you try your hand at making crostata in a cooking class hosted in our friend’s home.
Preview the itinerary
No two trips are ever the same, but this will give you a taste of what your journey will be like.
Day 1
Our first ride takes us through the golden hills of Chianti to the gates of Castello del Nero, where Tuscany’s beauty begins to unfold. Savour your first bites of Tuscan cuisine at a local restaurant before we’re off to our first hotel. Tonight, toast the journey ahead with cocktails and dinner at the Pavilion.
Activity:
Morning ride | 38 km (24 mi.) | Elevation gain: 522 m (1,712 ft.)
Optional ride | 46 km (29 mi.) | Elevation gain: 742 m (2,435 ft.)
Day 2
Trade bikes for walking shoes as we hike the rolling Chianti hills past olive groves and ancient abbeys, capping it off with a terrace lunch and spa time back at the hotel. Tonight, Marta will host us at her family-run organic farm to feast on pizza and biodynamic wine under the stars.
Activity:
Morning walk | 9 km (6 mi.)
Day 3
Pedal through Tuscany’s iconic crete hills toward Siena, stopping for a memorable lunch with B&R friend (and past traveller) Margot at her beautiful estate, where she opens the doors just for us. Tonight, stroll the Renaissance streets of Pienza with a local guide before choosing your perfect dinner spot.
Activity:
Morning ride | 42 km (26 mi.) | Elevation: 700 m (2,300 ft.)
Optional Century Ride | 100 km (62 mi.)
Day 4
Stretch into the day with B&R sweetheart and Tuscan transplant Kim, then walk through the flower-filled Val di Chiana to the hilltop town of Cortona. Wander its cobbled streets and savour lunch on your own before arriving at the hotel for a poolside unwind. Tonight, enjoy dinner under the stars.
Activity:
Morning walk | 15 km (9 mi.)
Day 5
Pedal into peaceful Umbria through rolling countryside, followed by a hilltop lunch of homemade delicacies. After learning how to make a crostata with passionate Agnieska, we'll cap off the day with a private winery dinner and a million-euro view that won't be forgotten.
Activity:
Morning ride | 54 km (35 mi.) | Elevation 963 m (3,160 ft.)
Day 6
After breakfast together at the hotel, we'll drive you to the train station in Florence. Farewell and safe travels.
Laura Benn
Director, Small Group Trips
Get in touch
We always love to chat travel. Let’s see what trip is right for you.
Rendezvous
Airport City: Florence or Rome
Trip Start: Grand Hotel Minerva
Time: 9:30am
Farewell
Airport City: Florence or Rome
Trip End: Santa Maria Novella train station
Time: 12:00pm
* Itineraries are subject to change. Please confirm exact Trip Start and Trip End locations upon booking.
Featured stays
COMO Castello Del Nero
Location: Chianti, Italy
Casa Newton
Location: Tuscany, Italy
Villa di Piazzano
Location: Cortona, Italy
Dates & availability
Dates
Price
per person, double occupancy
Join
Join a group of up to 16 like-minded travellers.
Privatize
8+ people
Pricing depends on group size
Detailed Itinerary
Uniquely tailored for each date
Can't find your dates?
Get in touch to craft a Bespoke itinerary or request an additional date to Privatize.
What's included
Accommodation & dining
All breakfasts, lunches and dinners as indicated on the itinerary.
All accommodation as indicated on the itinerary.
Thoughtfully selected local wines, beers, cocktails or non-alcoholic beverages with all meals.
Active essentials
Choice of bike as appropriate for terrain (see below), equipped with handlebar bag and helmet.
Use of two lightweight, telescoping walking sticks, a backpack and a reusable B&R water bottle.
Use of a smartphone with downloaded GPS routes provided via RideWithGPS.
Guided services & gratuities
Services of B&R guide(s).
All special events, private tours, guest experts and entrance fees.
All gratuities for baggage, porters and hotel services.
Transportation & logistics
Transportation from pick up to drop off.
Baggage transportation.
Access to the B&R support van every step of the way.
What's Not Included: International flights, travel protection, gratuity for your B&R guides.
This trip is carbon neutral. Learn more about our Sustainability commitment.
Experience Designer
Good to know
Terrain
Tuscany and Umbria offer diverse terrain, including asphalt, dirt roads and cobblestone paths with some up and downhills. We recommend familiarity with walking in these conditions.
Driving
Due to the nature of this trip, transfers are required to and from the walks on most days.
Packing
Tuscany can have variable weather throughout the day in October. We recommend packing a Gore-Tex raincoat to stay comfortable and dry, and hiking boots or sneakers with a good grip for walking.
Rides
Our daily routes include plenty of challenging up and downhills. For non-avid cyclists, consider an e-bike for extra support.
Why choose a Small Group trip?
An Effortless Journey
Our expert Experience Designers are perfectionists, using first-hand knowledge of routes, restaurants and hotels to create an unforgettable experience. This means all the planning is taken care of for you. All you need to do is enjoy.
Active Exploration
From emerging destinations to iconic sights, B&R trips show you the world in a new way on our expertly developed cycling, walking and hiking routes. Travelling through historic villages and romantic vineyards and up to striking viewpoints, our routes offer a variety of challenges for every activity level.
Friends for Life
Your fellow travellers are as passionate and curious about the world as you are, which means the conversations and laughs will be as free flowing as your drink of choice. Don't be surprised if your group starts planning a reunion before the trip is done.
Room for Surprises
We love a plan, but we adore a spontaneous moment even more. Whether it’s an impromptu al fresco meal or a moon-lit musical performance, our advice is to expect the unexpected.
Speak to an Expert