Pickleball

Play Among the Golden Hills

Dates: October 21–28, 2027

Group Size: 12–16

$5,495 per person

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7 Nights of Pickleball, Culture, Food in the Heart of Italy

Spend a week playing pickleball in the heart of Umbria, with time on the courts balanced by days exploring medieval hill towns, countryside, and the traditions that make this region unique.

Between matches, experience the best of Umbria with a hands-on ceramics experience in Deruta, an Italian cooking class, a hot air balloon ride, and a day exploring Assisi and Florence. Visit Cantina Blasi for a winery tour and Grand Feast lunch, and enjoy the food, wine, and local character that make the region so memorable.

Back at Hotel Fortebraccio, relax in the pool and spa, make use of the gym and e-bikes, or take out the Vespa or classic Topolino to explore on your own. Finish the day with a glass of wine overlooking the Upper Tiber Valley during Bar Braccio happy hour.

Make it more than a week in Umbria.
Add a few days in Rome before your stay or Venice afterward and turn your Umbria experience into a longer Italian adventure.

Arrive in Rome

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Vineyards & Clinics

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Siena

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Court to Table Living

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Florence

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Pickleball Bootcamp

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Sail Above the Hills

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Arrivederci Umbria

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What's Included

7-Night Stay
7 nights at Hotel Fortebraccio, a 4-star boutique hotel overlooking the Umbrian countryside.

Fortebraccio Hotel & Spa Amenities
Full access to the pool, spa, sauna, gym, e-bikes, Vespa, and classic Topolino, plus a complimentary massage.

Bar Braccio
A complimentary glass of wine during daily happy hour at Bar Braccio.

Pickleball
Professional instruction, low coach to player ratios, organized play, round robins, and open play throughout the week.

Italian Experiences
Enjoy a curated selection of experiences that bring Umbria and Italy to life including a golf-cart tour of Rome, a hands-on ceramics experience in Deruta, hot air balloon ride, Italian cooking class, guided tour of Assisi, Cantina Blasi winery tour and Grand Feast, and a private day exploring Florence.

Food & Drink
Daily breakfasts, complimentary coffee, soda, and water at the hotel bar. Select lunches and dinners, local tastings, aperitivi, and memorable meals throughout the week.

Private Driver & Transfers
Private driver service throughout the experience, including airport transfers from Rome Fiumicino (FCO) and transportation for scheduled excursions.

What's Not Included

Alcohol Beyond Happy Hour
One glass of wine during daily Bar Braccio happy hour is included. Additional alcoholic beverages are not included.

Flights
Airfare to and from Italy is not included. Airport transfers from Rome Fiumicino (FCO) or Florence Airport (FLR) are included.

Personal Expenses
Personal purchases, souvenirs, additional beverages, and other expenses outside the included experiences and amenities are not included.

Travel Insurance
Travel insurance is not included. We recommend coverage that protects your trip investment and provides medical and travel assistance.

Extend Your Italian Journey

Make your trip even more memorable with a few extra days before or after your time in Umbria.

Rome (Pre-Trip)

2 Nights

Two nights exploring the Eternal City before continuing to the heart of Umbria.

What's Included

  • 2 nights in a centrally located hotel

  • Private golf-cart tour of Rome

  • Daily breakfast

  • Private transfer from Rome to Montone

Venice (Post-Trip)

2 Nights

End your journey with two nights in the floating city.

What's Included

  • 2 nights in a centrally located hotel

  • Private boat experience through the Venetian canals

  • Daily breakfast

  • Private transfer to Venice Marco Polo Airport for departure

Make Umbria yours.

Make Umbria yours.

Make Umbria yours.

Reserve Your Place

Your Stay at Hotel Fortebraccio

Set just beyond the medieval walls of Montone, recognized as one of Italy’s Borghi più belli d’Italia (Italy’s Most Beautiful Villages), Hotel Fortebraccio is a boutique hotel that pairs comfortable luxury with the character of a historic Umbrian town. Perched above the Upper Tiber Valley, the hotel looks across rolling hills and farmland below, with birds circling overhead and the countryside stretching into the distance. Enjoy daily breakfast, the panoramic pool and spa, and explore the surrounding hills by Vespa, Topolino, or e-bike - all from a beautiful home base in the heart of Umbria.


Hotel Fortebraccio

Your Host

Glen White

Glen White

Pro Coach

Glen is a top coach in Florida who has taught thousands of players from the beginner to professional level. He dedicates his time to leading group clinics and private lessons while also helping the Orlando Squeeze and All Florida Pro League succeed. 

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Frequently Asked Questions

Can solo travelers join?
Absolutely. Solo travelers are very welcome, and each trip typically includes several guests traveling on their own.

What skill levels is the trip suitable for?
The trip is designed for players from approximately 2.5 to 4.5+ levels. Clinics are structured to provide personalized instruction and meaningful play for different skill levels.

Can I bring a non-playing partner or spouse?
Yes. Non-playing partners are welcome at a reduced rate and can enjoy the hotel, meals, excursions, and social experiences without participating in the pickleball program. Contact us for details.

Are flights included?
Flights are not included. Travelers should arrange their own flights to Rome Fiumicino Airport (FCO). We recommend arriving by 9:00 AM on April 29 to join the scheduled group transportation. To avoid missing your departure, consider adding the Rome pre-trip or arriving early on your own schedule. We can provide guidance on recommended flight times.

What should I bring for pickleball?
Bring your own paddle, court shoes, and athletic clothing. We provide high-quality balls for clinics and organized play. The coaches are happy to help with equipment recommendations before the trip.