Italy Pickleball Retreat

from $1,000.00

May 13–23, 2027 | Florence & Tuscany

Join Amy & Damon for an unforgettable 10-night pickleball retreat in the heart of Tuscany!

We'll begin with two nights exploring Florence before traveling to our private Tuscan villa outside of Lucca. Spend the week playing pickleball, exploring beautiful Italian towns, making pasta and pizza, tasting local wine, relaxing along the Tuscan coast, and enjoying plenty of time to simply soak in villa life.

We'll finish with one final night in Florence before heading home.

This will be an intimate, small-group retreat with very limited rooms.

What's Included

  • 10 nights accommodations

  • 2 nights in Florence upon arrival

  • 7 nights in a private Tuscan villa

  • 1 final night in Florence

  • Daily breakfast at the villa

  • Pickleball instruction & play with Amy & Damon

  • Pasta-making experience & dinner

  • Pizza-making experience & dinner

  • Tuscan winery tour & tasting

  • Afternoon exploring Lucca

  • Tuscan beach day

  • Spa/free day

  • Transportation for scheduled group activities

  • Transportation between Florence and the villa

  • Airport-to-hotel transportation for guests arriving on the designated group flight

A Taste of Our Week

Florence
Two nights to explore the food, shopping, history and beauty of Florence before heading to Tuscany.

Tuscan Villa Life
Breakfast and pickleball in the mornings, followed by afternoons exploring—or simply relaxing and enjoying the villa.

Food & Wine
Make authentic Italian pasta, learn to make pizza, and visit a local winery for a tour and tasting.

Explore Tuscany
Wander through Lucca, spend an afternoon along the Tuscan coast, enjoy a spa or free day, and experience the slower side of Italian life.

Final Night in Florence
We'll return to Florence for one final night before departing Sunday.

Exact activities and schedule are subject to change based on weather and availability.

Retreat Pricing

Early Bird

Double Occupancy: $4,195 per person
Single Occupancy: $5,495 per person

Early Bird pricing is available through November 1, 2026, or until the first 3 rooms are reserved—whichever comes first.

$1,000 per person deposit required to reserve your room.

Regular Pricing

Double Occupancy: $4,495 per person
Single Occupancy: $5,795 per person

Single occupancy is extremely limited.

Not Included

Airfare, most lunches and dinners, dinner at Da Benito, spa treatments, personal expenses, optional activities, travel insurance, and airport transportation for guests arriving separately from the designated group flight.

Ready for Tuscany?

Space is intentionally limited for this intimate retreat.

Come play pickleball, eat incredible Italian food, sip Tuscan wine, explore beautiful towns, relax at the villa, and experience Italy with us.

Reserve your room with a $1,000 per person deposit.

Final itinerary and activities are subject to change as we work with our local hosts to create the best possible experience for our group.

Single/Double:
Deposit/Full:

May 13–23, 2027 | Florence & Tuscany

Join Amy & Damon for an unforgettable 10-night pickleball retreat in the heart of Tuscany!

We'll begin with two nights exploring Florence before traveling to our private Tuscan villa outside of Lucca. Spend the week playing pickleball, exploring beautiful Italian towns, making pasta and pizza, tasting local wine, relaxing along the Tuscan coast, and enjoying plenty of time to simply soak in villa life.

We'll finish with one final night in Florence before heading home.

This will be an intimate, small-group retreat with very limited rooms.

What's Included

  • 10 nights accommodations

  • 2 nights in Florence upon arrival

  • 7 nights in a private Tuscan villa

  • 1 final night in Florence

  • Daily breakfast at the villa

  • Pickleball instruction & play with Amy & Damon

  • Pasta-making experience & dinner

  • Pizza-making experience & dinner

  • Tuscan winery tour & tasting

  • Afternoon exploring Lucca

  • Tuscan beach day

  • Spa/free day

  • Transportation for scheduled group activities

  • Transportation between Florence and the villa

  • Airport-to-hotel transportation for guests arriving on the designated group flight

A Taste of Our Week

Florence
Two nights to explore the food, shopping, history and beauty of Florence before heading to Tuscany.

Tuscan Villa Life
Breakfast and pickleball in the mornings, followed by afternoons exploring—or simply relaxing and enjoying the villa.

Food & Wine
Make authentic Italian pasta, learn to make pizza, and visit a local winery for a tour and tasting.

Explore Tuscany
Wander through Lucca, spend an afternoon along the Tuscan coast, enjoy a spa or free day, and experience the slower side of Italian life.

Final Night in Florence
We'll return to Florence for one final night before departing Sunday.

Exact activities and schedule are subject to change based on weather and availability.

Retreat Pricing

Early Bird

Double Occupancy: $4,195 per person
Single Occupancy: $5,495 per person

Early Bird pricing is available through November 1, 2026, or until the first 3 rooms are reserved—whichever comes first.

$1,000 per person deposit required to reserve your room.

Regular Pricing

Double Occupancy: $4,495 per person
Single Occupancy: $5,795 per person

Single occupancy is extremely limited.

Not Included

Airfare, most lunches and dinners, dinner at Da Benito, spa treatments, personal expenses, optional activities, travel insurance, and airport transportation for guests arriving separately from the designated group flight.

Ready for Tuscany?

Space is intentionally limited for this intimate retreat.

Come play pickleball, eat incredible Italian food, sip Tuscan wine, explore beautiful towns, relax at the villa, and experience Italy with us.

Reserve your room with a $1,000 per person deposit.

Final itinerary and activities are subject to change as we work with our local hosts to create the best possible experience for our group.