Itinerary
- Day 1
Milan
You'll be picked up at the airport and driven to your hotel in Milan. After settling in, the rest of the day is open for you to wander around the city at your own pace and get a feel for Italy's fashion capital.
Optional Activities
- Explore Milan independently
- Day 2
St Moritz - Tirano - Milan
Following breakfast, you'll head to St. Moritz in Switzerland where you have time to walk around this resort town. Then comes the Bernina Express train ride, a scenic journey through the Swiss Alps with dramatic mountain passes, alpine villages, and tunnels along the way as you travel to Tirano. Your driver meets you there for the drive back to Milan.
- Meals
- Breakfast
Included Activities
- Travel to St. Moritz
- Free time to explore St. Moritz
- Ride on the Bernina Express train through the Swiss Alps to Tirano
Landmarks/POIs St. Moritz Bernina Pass Tirano - Day 3
Milan
This morning is yours to explore Milan however you like. In the afternoon, a local guide leads a three-hour walking tour starting at Porta Venezia and moving through Corso Venezia, taking you past Giardini Indro Montanelli, the Galleria d'Arte Moderna, Teatro alla Scala, the Cathedral, and finishing at Castello Sforzesco with an aperitivo.
- Meals
- Breakfast
Included Activities
- Guided three-hour walking tour through Milan
- Visit Porta Venezia
- Walk along Corso Venezia
- Explore Giardini Indro Montanelli
- View Galleria d'Arte Moderna
- See Teatro alla Scala (exterior)
- View Milan Cathedral/Duomo (exterior)
- Visit Castello Sforzesco
- Happy hour aperitivo
Optional Activities
- Explore Milan independently in the morning
Landmarks/POIs Porta Venezia Corso Venezia Giardini Indro Montanelli Galleria d'Arte Moderna Teatro alla Scala Milan Cathedral (Duomo) Castello Sforzesco - Day 4
Peschiera del Garda - Trento - Bolzano
You'll leave Milan and head to Peschiera del Garda on Lake Garda's shore, then continue to Trento to see Castello del Buonconsiglio and the Cathedral of Santa Maria Maggiore with time for lunch. After that, you'll follow Italy's oldest wine route to Caldaro, known for its lake and wine, before ending up in Bolzano for the night.
- Meals
- Breakfast
Included Activities
- Visit Peschiera del Garda
- View Castello del Buonconsiglio in Trento
- View Cathedral of Santa Maria Maggiore in Trento
- Travel along Italy's oldest wine route to Caldaro
Optional Activities
- Explore Peschiera del Garda
- Explore Trento
- Explore Caldaro
Landmarks/POIs Peschiera del Garda Lake Garda Castello del Buonconsiglio Cathedral of Santa Maria Maggiore Caldaro - Day 5
Merano - Vipiteno - Bolzano
After breakfast, travel to Merano to check out its Christmas market and old town, then grab lunch. Later, continue to Vipiteno, a medieval town worth exploring on foot. Back in Bolzano by evening, you'll see the Gothic Duomo and walk along Via dei Portici before having the rest of the night free.
- Meals
- Breakfast
Included Activities
- Visit Merano old town
- Visit Vipiteno
- View Bolzano Duomo (Gothic-style)
- Walk along Via dei Portici in Bolzano
Optional Activities
- Explore Merano Christmas market
- Explore Vipiteno
- Explore Bolzano in the evening
Landmarks/POIs Merano Vipiteno Bolzano Duomo Via dei Portici - Day 6
Bressanone - Brunico - Lake Braies/Anterselva - Cortina d'Ampezzo
Start in Bressanone in the Eisack Valley to see its 10th-century cathedral and soak in the Alpine atmosphere, with time to try local wines. Move on to Brunico with its colorful medieval streets and mountain views, then visit either Lake Braies or Lake Anterselva surrounded by Dolomite peaks. You'll arrive in Cortina d'Ampezzo for dinner and overnight at your hotel.
- Meals
- Breakfast, Dinner (Dinner at the hotel)
Included Activities
- Visit Bressanone
- View Bressanone cathedral
- Visit Brunico
- Visit Lake Braies or Lake Anterselva (scenic views)
Optional Activities
- Enjoy local wines in Bressanone
- Explore Brunico
- View Kronplatz mountain from Brunico
Landmarks/POIs Bressanone Bressanone Cathedral Brunico Kronplatz Lake Braies Lake Anterselva Cortina d'Ampezzo - Day 7
Lake Misurina - Lake Dobbiaco - San Vito di Cadore - Cortina d'Ampezzo
You'll spend the day exploring around Cortina d'Ampezzo with views of the Dolomites and Tre Cime di Lavaredo, visiting Lake Misurina with mountain backdrops and Lake Dobbiaco with its emerald waters. Stop in San Vito di Cadore nestled between UNESCO-listed peaks, then return to Cortina for free time before dinner at your hotel.
- Meals
- Breakfast, Dinner (Dinner at the hotel)
Included Activities
- Scenic drive around the lakes near Cortina
- View Tre Cime di Lavaredo
- Visit Lake Misurina
- Visit Lake Dobbiaco
- Visit San Vito di Cadore
Landmarks/POIs Tre Cime di Lavaredo Lake Misurina Lake Dobbiaco San Vito di Cadore Mount Antelao Mount Pelmo - Day 8
Bassano del Grappa - Milan
Leave Cortina and head to Bassano del Grappa, where you'll walk through cobbled streets past medieval towers and Venetian palaces. Check out the Ponte degli Alpini, a famous bridge designed by Palladio that crosses the Brenta River, then visit the Museo della Grappa to learn about Italy's distillate with a tasting included. From there, continue to Milan for your final night at leisure.
- Meals
- Breakfast
Included Activities
- Visit Bassano del Grappa
- See Ponte degli Alpini
- Visit Museo della Grappa
- Grappa tasting at Museo della Grappa
Optional Activities
- Explore Bassano del Grappa independently
Landmarks/POIs Bassano del Grappa Ponte degli Alpini Museo della Grappa Brenta River - Day 9
Milan
Your tour ends today. Have breakfast at the hotel, check out, and then your included transfer takes you to the airport.
- Meals
- Breakfast











