A Taste of Italy
Sep 2026

Price range: $4,000.00 through $5,200.00

Pay a 20% deposit per item

Description

A Taste of Italy
Sep 2026

BOOK NOW
Milan, Alba, Florence
Sep 18th – 26th, 2026
From $4200 Per Person

Join us for the ultimate pickleball tour of northern Italy, where expert coaching meets indulgent culinary delights and world-class wines in the most breathtaking destinations!

Experience the ultimate blend of sport, culture, and indulgence on our Northern Italy Pickleball Trip, traveling from the energy of Milan to the elegance of Lake Como and the timeless beauty of Florence. This one-of-a-kind adventure pairs top-tier pickleball instruction with unforgettable Italian experiences—think hands-on coaching on the courts, followed by world-renowned food, rolling Tuscan vineyards, private winery tastings, and guided tours through centuries of history. It’s an immersive journey designed for players who love pickleball as much as they love great wine, incredible meals, and iconic destinations. Come play, explore, and fall in love with Italy—one rally at a time.

Hrs. of Instruction: 8 ~ 12
Hrs. of Social Play: 5 ~ 10
MAX. GROUP SIZE: 16
PHYSICAL ACTIVITY LEVEL: 7/10
REMAINING SPOTS:

WHAT’S INCLUDED

  • 8 nights accommodation with complimentary breakfasts
  • All meals excluding two lunches and two dinners
  • All activities including tours, entrance and guide fees, pickleball clinics, transportation within Italy

EXTRAS

  • Airfare to Milan Malpensa Airport (MXP) or out of Florence Amerigo Vespucci Airport (FLR)
  • Alcoholic beverages outside of organized tastings
  • Travel insurance
  • Transportation from Florence to your onward destination

ACCOMMODATIONS

Starshotel Echo Milan

The Starhotels E.c.ho. – Ecological Contemporary Hotel – is one of the first hotels in Milan created to respond to the needs of a cosmopolitan, ecologically-aware clientele. The hotel boasts one of the city’s most strategic locations, only 100 metres from the Milano Centrale Train Station and not far from the stunning new skyline of Porta Nuova, the historic centre and the city’s main cultural, shopping and entertainment hubs. At Starhotels E.c.ho., every detail has been designed to give guests a pleasant stay in a relaxed, efficient environment.

Hotel Giacomo Morra Alba – Handwritten Collection

The recently opened Hotel Giacomo Morra was born from the skillful restoration of a historic hotel in the city of Alba founded by Giacomo Morra in the early 1900s. A few metres from Piazza Michele Ferrero and Via Vittorio Emanuele, it offers a unique mix of style and contemporary design in the heart of the city. Discover the city and the Langhe through itineraries among the wonders of the area. Located in Alba, very close to the historic centre, the Giacomo Morra hotel is ideal for exploring the Langhe area. Surrounded by picturesque vineyards and rolling hills, perfect for food, wine lovers.

 

Day Activity
Day 1

ARRIVAL IN ITALY

  • Please book your airfare to Malpensa Airport (MXP)
  • Self arranged pickup from airport, transfer and check into hotel
  • Welcome dinner and brief tour introduction at local restaurant
Day 2

TOUR OF LAKE COMO, BELLAGIO, LUGANO

  • Breakfast at accommodation
  • Breakfast at hotel
  • All day tour (10 hrs)
  • Lunch on your own in Bellagio
  • Return to Milan for group dinner
Day 3

TRANSFER TO ALBA, PBT CLINIC #1

  • Breakfast at the hotel
  • Van transfer to Alba (1.5 hrs)
  • Pickleball clinic in Alba (3 hrs)
  • Casual lunch in the club restaurant
  • Check in to hotel 
  • Walking tour in the city center of Alba with guide 
  • Group dinner in Alba
Day 4

REC PLAY WITH LOCALS, WINERY TOUR/TASTING IN LANGHE

  • Breakfast at the hotel
  • Recreational play with local club (3hrs) 
  • Lunch at local winery in Alba city 
  • Visit to the world famous Langhe and have dinner in a winery 
  • Return to Alba
Day 5

PBT CLINIC #2, FREE AFTERNOON IN ALBA

  • Breakfast at the hotel
  • Pickleball clinic in Alba (3 hrs)
  • Lunch on your own in Alba
  • Free afternoon in Alba to rest, shop, explore, etc
  • Dinner on your own in Alba
Day 6

TRANSFER TO FLORENCE, HISTORICAL WALKING TOUR

  • Breakfast at the hotel
  • 11:00 transfer to Florence (4hr)
  • Check into hotel
  • Afternoon walking tour of historical Florence city center
  • Group dinner in Florence
Day 7

PICKLEBALL TRIPS CLINIC #3, EXPLORE FLORENCE

  • Breakfast at the hotel
  • Morning pickleball Clinic (~3hrs)
  • Group Lunch in Florence 
  • Free afternoon to check out the city
  • Dinner on your own in Florence
Day 8

ALL DAY TUSCANY TOUR, REC PLAY WITH LOCAL CLUB

  • Tuscany tour – Pisa, Siena, San Gimignano
  • Breakfast at the hotel (early)
  • All day tour including lunch and wine tour
  • Optional evening rec play with local club
  • Group dinner in Florence
Day 9

DEPARTURE

  • Breakfast and check out from accommodation
  • Drop off at Amerigo Vespucci Airport (FLR) or Firenze Santa Maria Novella  Train Station
  • Please note that if you are booking your airfare out of Rome instead of Florence, you will need to allow plenty of time to take the train back to Rome. We will be happy to assist you if needed.
  • Tour ends in Florence

*Please note that this itinerary is subject to minor changes. Exact details may be updated based on changes in availability, unexpected events, etc.

Stephen Moore

Stephen Moore

Sep 18th - 26th, 2026

Gracie Tucker

Gracie Tucker

Sep 18th - 26th, 2026

CANCELLATION REFUND AMOUNT
91+ Days Prior to Start Date Full Refund Minus 20% Nonrefundable Deposit*
61 ~ 90 Days Prior to Start Date 50% Refund of Total Trip Cost
31 ~ 60 Days Prior to Start Date 25% Refund of Total Trip Cost
0 ~ 30 Days Prior to Start Date None (20% Deposit Transferable)

We strongly encourage all travelers to invest in travel insurance to both minimize your financial risks of traveling and provide you with peace of mind to fully enjoy the your trip. Travel insurance can provide many helpful resources including refunds or assistance for any of the following situations that may arise before or during a trip:

  • You need to cancel your participation on the tour
  • You need to cancel or change a flight
  • Lost baggage during the trip
  • Stolen items during the trip
  • Medical costs during the trip

We suggest you talk to your insurance provider to ask about the travel insurance plans available to you. You can also compare policies online. Here are two well-known travel insurance providers to consider:

Travelex Travel Insurance
Travel Guard

You can also use InsureMyTrip.com to compare multiple companies’ plans.

What Our Attendees Say:

“If you want a first class trip that also includes pickleball… take a trip with them… .you won’t be sorry… you WILL have a ton of fun!”

LynetteRhine Wine & Dine

“We had so much fun on Pickleball Trips’ awesome tour of Italy. Pickleball and exploring with guides was amazing. Planning on another one soon!”

SharonTaste of Italy

“The trips I’ve been on… Japan and The Netherlands… were amazing! Top notch accommodations, amazing food, super coaching and the staff are so kind and caring.”

JacqueAutumn in Japan, Dinking Dutch, The Rugged & The Royal