
October 25, 2025 - November 1, 2025
DAYS
8 days/7 nights
TRIP DATES
Courts & Culture in Chianti
Join The Next Chapter Travel for an unforgettable 8-day journey through Tuscany, where world-class tennis meets la dolce vita. From the medieval splendor of Siena to the rolling hills of Chianti, this all-women small-group trip offers an unparalleled experience combining active mornings on the court with afternoons savoring the finest pleasures of Italian life. Known for its rich culinary traditions, historic villages, and stunning landscapes, Tuscany provides the perfect backdrop for an authentic Italian retreat.
When you travel with The Next Chapter Travel, every detail is carefully curated to ensure a truly indulgent blend of luxury, culture, and adventure. Whether it’s savoring the local cuisine, relaxing at exquisite accommodations, or enjoying spontaneous discoveries during free time, throughout the journey, you can expect delightful surprises and exclusive experiences that immerse you in Tuscany's rich heritage and timeless charm.

Your curated trip…
Highlights:
Begin each morning honing your skills with professional tennis instruction and match play from top Italian tennis pros while surrounded by the breathtaking Tuscan countryside, and spend the afternoons immersed in the local culture
Discover the historic heart of Siena on a private walking tour, exploring winding medieval streets and local treasures
Indulge in a multi-course lunch and wine tasting overlooking the medieval hill town of San Gimignano
Experience the thrill of a traditional truffle hunt, then transform your findings into traditional delicacies in an intimate cooking class in a local home
Glide through the Chianti countryside on an E-bike tour, effortlessly traversing the rolling hills among historic vineyards and olive groves
Participate in the time-honored tradition of olive harvesting, followed by a memorable al fresco lunch
Join a local Italian mixologist in their home to master the art of authentic local cocktails, learning cherished recipes for classic aperitivi and contemporary creations
Shop the finest leather artisans of Florence with an optional private fitting for a custom leather jacket, a treasured souvenir of your Tuscan adventure
Savor multi-course dinners at authentic local restaurants, where regional specialties and carefully selected wines tell the story of the local cuisine
Enjoy time to relax at your historic Tuscan villa, whether getting a massage, strolling the estate grounds, or engaging in delightful conversations with fellow travelers
And while these highlights promise to be memorable, we've also reserved a few special moments that will unfold along the way, making your adventure truly unforgettable...
What is included:
Seven nights accommodation in a beautifully appointed Tuscan villa
Six mornings of tennis instruction and match play with professional coaches
All breakfasts, four lunches, and all dinners with wine
All transportation on chauffeured luxury coaches, including gratuities
Airport/Hotel group transfers for participants on suggested arriving flights
All excursions listed in the itinerary, including entrance and guide fees and gratuities
What is not included:
Massages and other fee-based activities not on our itinerary
Private tennis instruction (available for booking directly with pros)
Three lunches
Travel Insurance (Highly recommended)
Accommodations:
A sprawling Italian villa with a beautiful kitchen and numerous relaxing spaces to gather and connect, a jacuzzi, sauna, and massage room, and several terraces with gorgeous Tuscan views.
Transportation:
Luxury Coach with a Driver/Guide
Pricing:
Double Occupancy: $6,490 (3 double rooms available)
Single Occupancy: $6,990
Maximum 12 people
*A $1,000 deposit is due at booking, and the balance is due no later than 120 days prior to departure (6/24/25).
The deposit and final balance are non-refundable. Travel insurance is highly recommended.
We accept payments in the form of Credit Cards, Amazon Pay, Apple Pay, Cash App Pay, and Bank Transfers.
Cancellation Policy:
Cancellations made more than 120 days prior to the tour start date will receive a credit towards a future Next Chapter Travel tour commencing within a year of the canceled tour.
Cancellations made less than 120 days prior to the tour start date will receive no credits or refunds. Contact your travel insurance advisor to make a claim.