About this trip

Women Only Tuscany Small Group Tour

Dates: March 31 - April 9, 2027
Destinations: Rome, Cortona, San Gimignano
Trip length: 10 days / 9 nights

Overview
Spend 10 unforgettable days exploring Italy with a small group of like-minded women. This Tuscan escape blends the energy of Rome with the rolling vineyards, hilltop towns, and peaceful countryside of Tuscany.

We begin in Tuscany with seven nights in the charming hilltop town of Cortona. From this relaxing home base, we’ll explore some of the region’s most scenic towns and landscapes, including San Gimignano and the stunning Val d’Orcia.

We will then head to Rome for our final two nights! Highlights include a guided street food tour and a sunset golf cart ride through some of the city’s most iconic landmarks.

Expect incredible food, local wine, breathtaking views, and meaningful connections with a group of women traveling together.

Who this trip is for
Women who want connection, culture, and comfort — without early mornings or constant hotel changes.

Perfect for solo travelers who want companionship and independence.

Trip highlights
🤍 Welcome dinner & drink in Cortona
🤍 Street food tour through historic Roman neighborhoods
🤍 Sunset golf cart tour through Rome’s iconic landmarks
🤍 Villa stay in the Tuscan countryside near Cortona
🤍 Chianti wine tasting experience
🤍 Val d’Orcia day trip with visits to Pienza and Montepulciano
🤍 Cooking class with local ingredients
🤍 Thermal spa day at Terme di Saturnia
🤍 Day trip to the medieval town of San Gimignano
🤍 Farewell dinner in Rome

Where we stay
🏨 Rome: Boutique hotel in the historic center
🏨 Cortona: Beautiful Tuscan countryside villa for a relaxed week exploring the region

What’s included
✔️ 9 nights boutique accommodation (single or double occupancy*)
✔️ Daily breakfast after Day 1
✔️ Select group lunches and dinners
✔️ All listed tours, tastings, and entry fees
✔️ Ground transportation throughout the trip
✔️ Local expert guides for select experiences
✔️ Group Airport transfers on arrival and departure days

What’s not included
International airfare, required travel and medical insurance, tips for guides, alcohol unless noted, and meals not listed.

Group size and pace
Maximum 12 women for intimacy and flexibility. Expect easy-paced days with about 8,000–10,000 steps per day, balanced with free time each afternoon.

A €500 non-refundable deposit secures your spot.

Payment plans available on request.

Balance due 45 days before departure.

Comprehensive travel insurance required.

Why travelers love this tour
🍷 Slow travel in the Tuscan countryside
🍷 A beautiful villa stay surrounded by vineyards and rolling hills
🍷 Incredible food, wine, and local experiences
🍷 Thoughtfully planned days with flexibility built in
🍷 Hosted by an experienced solo female traveler who knows Europe

Ready to join us? Reserve your spot and receive the full itinerary, hotel details, packing list, and access to our private group chat after booking.

Read the Booking Terms and Conditions