Milan Lakes to Peaks

Italy14 days$$SpringSummerFall

About This Trip

The tram door hisses open onto a Milan sidewalk still damp from an early spray of street cleaners. Espresso cups clink inside the corner bar, scooters murmur past, and the glass needles of Porta Nuova catch the first real light of the day. You wheel your suitcase a few blocks, already knowing you won’t stay long in this city—just long enough to adjust, to taste a perfect sfogliatella, to watch the Duomo’s marble turn warmer as the afternoon fills in. Soon the skyline drops away in the rearview mirror. Motorway concrete softens into vines and terraced hillsides, and then the first glint of water appears: Lake Como, steel-blue and still. At Bellagio, narrow lanes climb between shuttered houses; laundry flutters above tiny wine shops. As the sun slides behind the mountains, you claim a table for aperitivo, Negroni or spritz in hand, watching the rooftops step down to the lake. Bells ring, ferries glide across to Varenna and Menaggio, and the whole shoreline seems to shift into a slower gear. Days settle into a gentle pattern. A morning ferry to wander another promenade. A gelato stop that becomes a small ritual. Children leaning over the rail, counting ducks and passing boats, while the older ones eye paddleboards and lake swims. Further east, the road curls around Lake Garda. In Malcesine, a cable car rises steeply to Monte Baldo, rotating as it climbs. At the top, cool air hits your face and the lake spreads beneath you, a long silver blade between mountains and vineyards. Paths lead off through wildflowers and grazing cows; even the quiet here feels expansive. Climbing into the Dolomites, the landscape sharpens. Gardena and Sella passes twist through rock towers and high meadows, each hairpin revealing another ridge. On Alpe di Siusi, trails cross rolling pastures where wooden huts lean into the slope and cowbells carry on the wind. The walking is easy, the scenery anything but. The journey finishes at sea level, where stone gives way to water streets. In Venice, you leave the main arteries behind, drifting through Cannaregio or Dorsoduro at twilight. A plate of cicchetti on a worn bar counter, a soft splash of an oar in a side canal, laundry lines silhouetted against the fading sky—an unhurried end to two weeks of lakes, peaks, and the quiet pleasure of the road between them.

Trip at a glance

See the route before diving into daily details.

Arrival And First Milan Stroll
Day 1
Arrival And First Milan Stroll
Milan
First glimpse of the Duomo’s marble spires
Brera Morning To Bellagio Sunset
Day 2
Brera Morning To Bellagio Sunset
Bellagio
Breakfast pastry in a classic Milanese bakery
Ferry-Hopping Lake Como Villages
Day 3
Ferry-Hopping Lake Como Villages
Bellagio
Short ferry ride from Bellagio to Varenna
Gardens And Greenway On Lake Como
Day 4
Gardens And Greenway On Lake Como
Tremezzina & Bellagio
Ferry across to Tremezzo
Last Lake Como Morning, Drive To Garda
Day 5
Last Lake Como Morning, Drive To Garda
Malcesine
Final Bellagio coffee and gelato ritual
Monte Baldo Cable Car And Alpine Views
Day 6
Monte Baldo Cable Car And Alpine Views
Monte Baldo & Malcesine
Rotating cable car ride up Monte Baldo
Easy Lake Garda Day In Malcesine
Day 7
Easy Lake Garda Day In Malcesine
Malcesine
Exploring Malcesine’s castle lanes
Drive Into Val Gardena And Ortisei
Day 8
Drive Into Val Gardena And Ortisei
Ortisei
Scenic drive from Lake Garda into the Dolomites
Alpe Di Siusi Meadows And Views
Day 9
Alpe Di Siusi Meadows And Views
Alpe di Siusi
Cable car ride from Ortisei to Alpe di Siusi
Gardena And Sella Passes At Golden Hour
Day 10
Gardena And Sella Passes At Golden Hour
Val Gardena Passes
Scenic drive over Passo Gardena and Passo Sella
Cortina Arrival And Alpine Town Stroll
Day 11
Cortina Arrival And Alpine Town Stroll
Cortina d'Ampezzo
Scenic drive from Val Gardena to Cortina d’Ampezzo
Lake Misurina And Cortina Peaks
Day 12
Lake Misurina And Cortina Peaks
Lake Misurina
Alpine scenery and reflections at Lake Misurina
Into Venice And Twilight Cicchetti
Day 13
Into Venice And Twilight Cicchetti
Venice – Cannaregio & Dorsoduro
Scenic drive from Cortina to Venice
Venice Bridges, Markets And Farewell
Day 14
Venice Bridges, Markets And Farewell
Venice – Rialto & Dorsoduro
Morning visit to Rialto Bridge and market area

Trip Highlights

Sunset aperitivo overlooking Bellagio’s terraced rooftops and Lake ComoFerry-hopping between Varenna, Menaggio, and Bellagio’s waterfront promenadesCable car to Monte Baldo for sweeping Lake Garda panoramasGentle meadow walks across Alpe di Siusi’s storybook alpine pasturesIconic drives over Gardena and Sella passes at golden hourTwilight canal and cicchetti stroll through Venice’s quieter sestieri

Trip Impressions

Your Journey — Preview

14 Days
28 Activities
6 Signature Experiences
Day 1
Arrival And First Milan Stroll

Arrival And First Milan Stroll

Milan
City Life
Easy Arrival
Family Friendly

You land at Malpensa and let someone else handle the driving into Milan, watching warehouses give way to tram tracks and glassy towers. After dropping bags, you ease into Italy with an espresso and sfogliatella before wandering toward the Duomo’s white spires and the covered arcades of the Galleria Vittorio Emanuele II. The afternoon stays gentle—time in Piazza Duomo, maybe a peek at Sforza Castle’s walls—before you ride a tram or taxi down to the Navigli canals for an early dinner and people‑watching along the water.

First glimpse of the Duomo’s marble spiresBrowsing under the glass roof of Galleria Vittorio Emanuele IIEvening canalside atmosphere in the Navigli district
2 activities · afternoon–afternoon
SightseeingWalk
Day 2
Signature Day
Brera Morning To Bellagio Sunset

Brera Morning To Bellagio Sunset

Bellagio
Road Trip
Lake Como
Sunset Views

Your second day starts slowly with coffee and pastries in a neighborhood bar before one last wander through central Milan. Late morning you leave the city behind, driving north past industrial edges that quickly soften into hills and glimpses of water. By early afternoon you’re rolling into Bellagio, unpacking at a lakeside base and getting your bearings along the promenade. As evening comes on, you climb Bellagio’s stone stairways to a terrace restaurant, spritz in hand, watching the rooftops and steel-blue lake step down toward the fading light.

Breakfast pastry in a classic Milanese bakeryScenic drive from Milan to Lake ComoSunset aperitivo over Bellagio’s rooftops and lake
Sunset Terrace Aperitivo In Bellagio
1 activity · afternoon–afternoon
Walk
Day 3
Signature Day
Ferry-Hopping Lake Como Villages

Ferry-Hopping Lake Como Villages

Bellagio
Lake Como
Family Travel
Slow Travel

Today you lean fully into lake life, timing your morning to the Bellagio ferry pier. A short hop carries you to Varenna, where pastel facades and a lakeside walkway set an easy pace before lunch at a waterside trattoria. In the afternoon another ferry takes you across to Menaggio for gelato, playground time, or a simple promenade. As late light begins to slide down the slopes, you cruise back to Bellagio, watching the three shorelines glow, and settle into a relaxed dinner close to the water.

Short ferry ride from Bellagio to VarennaWandering Varenna’s lakeside path and piazzasAfternoon stroll along Menaggio’s promenade
Classic Bellagio–Varenna–Menaggio Triangle
2 activities · morning–afternoon
Walk

Days 414 await in the full itinerary

Day-by-day schedules, places, and insider tips — personalized to you.