Tuscany Pickleball Trip - International Open Play | 09-16 May 2026

Tuscany Pickleball Trip May 2026 Italy vacation
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Tuscany - Open Play Trip | 09 - 16 May 2026

TRAVEL SNAPSHOT

15+ Pickleball hours
Challenge local Italians to unforgettable pickleball matches
The cradle of the Italian Renaissance
Many UNESCO World Heritage sites
Breathtaking Tuscany Landscapes
The richest History and Traditions
Unique towns, villages and countryside
The best wines in the World
Cooking lessons of typical Tuscany dishes

AIRPORT

Pisa-San Giusto (PSA) *more details in the section USEFUL INFO

WHAT IS INCLUDED

7 nights a handpicked authentic 4* Fattoria Resort with private pools, gym, sport center & spa
Pickleball Activities
Transportation to and from Pisa Airport (PSA)
Buffet special Handmade local breakfast every morning
7 Gourmet “Special Theme Typical Local Dinners’’
Private deluxe motor coach for excursions
Trips to Siena, Montalcino, and more
Half day Natural SPA Experience in Saturnia
Half day Butteri Experience (immersed in the unique Tuscany countryside & nature)
Hystorical UNESCO World Sites, Italian Renaissance, wild landscapes, unique villages, and more
1 Vineyard and wine experience
Bilingual tour leader
Travel insurance

WHAT IS NOT INCLUDED

Airfare, lunches, tips, extras, personal spending

OPTIONAL ACTIVITIES

Tours, trekking, e-bike, massages, yoga, equitation, etc.

WOW MOMENTS

Hit the Pickleball court immersed in the charming Tuscan countryside
Challenge local Italians to unforgettable pickleball matches
Feel the breeze of Tuscany on your skin
Smell the flavors of one of the most iconic places in the World
Learn how to cook traditional Tuscan dishes in a local kitchen and then savor your creation
Explore the stunning Piazza del Campo and immerse yourself in the rich history of Siena
Taste the world-renowned Brunello di Montalcino wine in the heart of this magical Land
Relax by the pool or SPA inside your Fattoria Resort after a morning of pickleball
Tour a local vineyard, learn about the Tuscan winemaking process, and sample among the most delicious wines in the world
Soak in the natural hot springs of Saturnia and rejuvenate
Spend a day with Butteri (Tuscan cowboys) and learn about this unique way of life
Be Italian for 8 days

PICKLEBALL

Immersed in the Tuscany countryside, prepare yourself to live a one-of-a-kind pickleball experience among endless fields, olive trees, and cypresses rows! Welcome to Tuscany!

Just 10 minute drive from our "Fattoria" Resort, you'll find a state-of-the-art pickleball complex featuring 5 brand new courts that have already hosted official International tournaments.

Here you will live your Italian pickleball experience:

Open Play: Unleash your skills and enjoy casual matches with fellow pickleball enthusiasts.
Matches with Italian Players: Connect with the local pickleball community and experience the joy of friendly competition.

TOUR LEADER

You will have a Worry-Free Journey with the experienced and professional Tour Leader of Pickleball Italy Trips. This expert will be your travel companion, ensuring a seamless experience at every step. Our Tour Leaders, with their deep knowledge of the area and exceptional coordination skills, will create an engaging and unforgettable journey for you, filled with relaxation and discovery.

TRIP DETAILS

Embark on an unforgettable pickleball journey through the heart of Tuscany, where ancient traditions meet modern sports. This exclusive tour is designed for pickleball enthusiasts seeking a unique blend of athletic pursuits, art and cultural immersion, and relaxation. We will be immersed in the Tuscan countryside, one of the most admired and celebrated places by poets and writers throughout centuries of history.

Imagine starting your days with invigorating pickleball matches on world-class courts, surrounded by the stunning beauty of the Tuscan countryside. After a morning of pickleball, indulge in authentic Tuscan cuisine, from freshly made pasta to world-renowned wines. Our 4* Resort is an ancient Fattoria (Tuscan Farm), located in the middle of endless fields, olive trees, and cypresses rows.

From this gorgeous place we will easily reach enchanting places such as: Siena, Montalicino, Orbetello, Argentario Region, the Etruschi Valley, the Natural SPAs of Saturnia and more.

We will visit an iconic vineyard and taste among the best wine in the world, we will learn how to cook authentic Tuscan culinary specialties, we will live a day together with Butteri (the Tuscan Cowboys), and much, much more.

Pickleball courts are 10 minutes away from our "Fattoria" Resort, Pickleball activities are scheduled for 5 days of the tour during the mornings.

Whether you're a seasoned pickleball player or simply looking for a unique vacation, this Tuscan adventure offers a wonderful experience for everyone.

Join us and discover the magic of Tuscany.

FULL ITINERARY

Day 1: From Pisa Airport (PSA) move to our "Fattoria" Resort in Maremma, ‘themed dinner’, check-in, relax and Welcome Dinner
Day 2: Morning pickleball. Afternoon tour at Grosseto City Center. Tuscany cooking lessons &; dinner
Day 3: Morning pickleball. Afternoon trip to Siena. ‘Themed dinner’
Day 4: Day-trip to to Saturnia Natural SPA and Etruschi valley. ‘Themed dinner’
Day 5: Morning pickleball, relax, vineyard & wine Experiences & Dinner
Day 6: Day-trip to Orbetello and Argentario. ‘Themed dinner’
Day 7: Butteri Experience in the Tuscan nature. Afternoon pickleball. ‘Farewell dinner’
Day 8: Move from Grosseto to Pisa Airport (PSA)

THE RESORT

Our Resort is a 4* totally restored ancient "Fattoria" (Italian Farm) located In the heart of Tuscany, one of the most iconic landscapes of Italy. Among endless fields, olive trees, and cypresses rows, the real estate promotes a unique infusion of dining, discovering & relaxing experiences.

Surrounded by unique hills of the Natural Park and the coast, our "Fattoria" Resort widens its borders for hectares of private gardens and fields. This unique natural vista gives a view into the most well-known area of Maremma.

THE MEALS

Prepare to embark on a culinary adventure through Tuscany's rich history. This land, home of the richest families during the Italian Renaissance, boasts a unique culture and a treasure trove of culinary delights.

The meals and Restaurants are carefully selected to offer the best in authenticity and taste. All the meals and culinary experiences will be a journey into Tuscany culture itself.

CANCELLATION POLICY

110+ Days prior to arrival – deposit always refundable
71 – 110 Days prior to arrival – deposit non-refundable
0 – 70 Days prior to arrival – 100% of the Total Price non-refundable

PLEASE NOTE: if the number of participants doesn’t reach the minimum number of participants, the trip will not be held and the full amount paid will be refunded.

TRAVEL INSURANCE

As a professional Tour Operator operating legally and in compliance with all current regulations, we always include travel insurance for participants in our trips.

In case you want to add additional travel insurances, we can suggest you to compare other policies with other well-known travel insurance providers, such as:

Travelex Travel Insurance and Travel Guard. You can also use InsureMyTrip.com to compare multiple companies’ plans.

USEFUL INFO

AIRPORT

The arrival and departure airport is Pisa-San Giusto (PSA) International Airport, which is 30 minutes driving from the Hotel in Pisa. The day of arrival must match the first day indicated and the day of departure with the last day.

We will provide the ground transportation to and from the Airport!

IMPORTANT: We recommend that you arrive at the Airport, on or before the first day indicated.

We’ll meet as a group on the first day indicated at 1pm (13:00) at the Airport (our private bus will leave at 1pm). Please ensure that your flight arrives at least 75 minutes before this time.

On the last day of your trip, the private bus will take you to the airport, arriving at 11am (11:00). Please ensure that your flight departure time is after this time (we suggest at least 3 hours after this time for international flights).

If you have any questions or need further information, please don't hesitate to contact us.

ADDITIONAL INFORMATION

You will need:

Your passport
An EU outlet adapter (available on Amazon)
Your Pickleball paddle (if not don’t worry you can write us)

Recommended:

A portable charger for longer tour days

Travel insurance — for this trip or any other trip you take! We do not have a specific recommendation for travel insurance; this is up to you.
50 - 200 Euros to have on hand. We recommend withdrawing Euros from an ATM once you arrive. Euros will be useful for street souvenirs, cash-only shops, tips, etc.

You will not need:

a Visa
a Covid test or vaccine

Tips are not expected by drivers/servers/staff in Europe. If you would like to tip, though, 5%-10% on your bill or a few Euros is the typical tipping range.

WEATHER

The average temperature in Tuscany in Spring is about 70 degrees Fahrenheit. Days are generally sunny and mild, with maximum temperatures that can reach 80 degrees Fahrenheit. Minimums, on the other hand, hover around 60 degrees Fahrenheit.

Rain is relatively rare in this period. The monthly average is about 2-3 inches, with a peak in the last days of the month.

In general, Spring is a pleasant period to visit Tuscany. The temperatures are mild and the days are long and sunny, making it ideal for outdoor activities such as hiking, picnics, and visiting historic villages.

PRICING & PAYMENT

Double Room - € 4,150 (per person when sharing a room) - initial deposit € 3,000 (€1,500 per person)
Single Room - € 4,750 (solo traveler with private room) - initial deposit €1,500
NO PICKLEBALL OPTION: if you are not playing Pickleball, just tell us, and you will receive a € 200 discount from the total price

Initial deposit will be always deducted from your grand total (listed above).

If you travel alone but you selected a double room (to be shared), please note that is possible to have two beds in one room (one bed for each person). Just write it in the additional notes so that we are aware.

After placing your initial deposit, your full payment is due 70 days prior to arrival.
The price in USD is for informational purposes only. All the transactions will be processed in the local currency (Euro). More info on our terms of service.