Italy
Tuscany · Lake Como · Portofino — luxury experiences, supercar tours and wine tasting in Italy's most iconic destinations
Italy is one of the world's great travel destinations — and some of its most extraordinary experiences are found off the beaten tourist trail. Krakow Planner partners with Rocca d'Italia to bring a handpicked collection of luxury experiences to visitors: supercar and classic car tours through the Val d'Orcia, wine tasting at Casanova di Neri, sailing in Portofino, and vintage car drives around Lake Como.
These are not standard tours. Browse by destination below.
Italy — Browse by Destination
Tuscany
Tuscany is Italy's most celebrated region — rolling hills, medieval hilltop towns, world-class wine and one of the great driving landscapes on earth. Krakow Planner offers supercar and classic car experiences through the Val d'Orcia and around Siena, combined with wine tasting at Casanova di Neri — one of the most acclaimed estates in Brunello di Montalcino country — and visits to Castello di Brolio in the Chianti Classico zone. These are experiences designed for those who want to feel Italy rather than simply see it.
Lake Como
Lake Como is Italy at its most glamorous — a deep glacial lake flanked by Alps, lined with belle époque villas and the playground of the international elite. Krakow Planner offers supercar and vintage car tours around the lake, with optional lunch at Villa Flori — one of Como's finest lakeside restaurants. The route winds through Bellagio, Varenna and the lake's most scenic shores, with the Alps as a backdrop.
Portofino
Portofino is one of the most recognisable places in the world — a tiny fishing village on the Ligurian coast that somehow became a byword for elegance. The best way to experience it is from the water. Krakow Planner offers a 2-day sailing boat experience departing from Portofino — covering the Riviera coastline, hidden coves and the dramatic landscape of the Cinque Terre, with all meals and accommodation on board.
Frequently Asked Questions
What luxury experiences does Krakow Planner offer in Italy?
We partner with Rocca d'Italia to offer three categories of experience: supercar and classic car driving tours in Tuscany (Siena, Val d'Orcia, Chianti Classico) with wine tasting at Casanova di Neri and Castello di Brolio; supercar and vintage car tours around Lake Como with optional lunch at Villa Flori; and a 2-day sailing boat experience along the Ligurian Riviera departing from Portofino.
Do I need a special licence for a supercar or classic car experience?
A standard driving licence is sufficient. You drive the car yourself on selected scenic roads with a guide — no racing circuit, no special permits required. The experiences are designed for enthusiasts of all levels.
What is included in the Tuscany car and wine experiences?
The Tuscany experiences combine a private driving route through the Val d'Orcia or Chianti countryside with a guided wine tasting at one of the region's most acclaimed estates — Casanova di Neri (Brunello di Montalcino) or Castello di Brolio (Chianti Classico). All experiences start from Villa Ermellina in Siena.
What is the Portofino sailing experience?
A 2-day private sailing boat experience along the Ligurian Riviera — covering the coastline between Portofino and the Cinque Terre, with meals and accommodation on board. It is designed as an exclusive escape combining sailing, scenery and Italian coastal culture.
Are these experiences available year-round?
Tuscany and Lake Como experiences run from spring to autumn (approximately April to October). The Portofino sailing experience is seasonal. Check individual product pages for live availability and booking.