Italian Summer Escapade: Mountains, Markets, and Midnight Magic
10 days in Italy for a group of friends
Embark on a 10-day adventure through Italy, where majestic mountains meet vibrant cities. This itinerary takes you from the bustling streets of Milan to the serene beauty of the Dolomites, and finally to the romantic allure of Florence. Experience a perfect blend of nature, culture, and culinary delights with your friends. Whether it's shopping in fashion capitals, savoring Italian cuisine, or enjoying the nightlife, this trip promises unforgettable memories.
Route
Total Distance: ~1500 km
1 country • 10 nights
Your Stops:
Flights
Flight not found or not applicable to this trip
Itinerary
1st stop: MILAN
Begin your Italian journey in Milan, the global capital of fashion and design. Enjoy its vibrant nightlife and indulge in world-class shopping while savoring exquisite Italian cuisine.
Stay 3 nights
Shop Till You Drop in the Fashion District
Savor Authentic Italian Cuisine at Navigli
Dance the Night Away at Corso Como

🏨 Hotel
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3 nights, 1 adult
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N/A /night
🎯 Top Activities

Milan Duomo & The Last Supper Skip-the-Line Small Group Tour

Bernina Red Train, Swiss Alps & St Moritz From Milan

Best of Milan Experience Including Da Vinci's The Last Supper and Milan Duomo
Milan → Bolzano
Train • 4 hours
$50.00 per person
2nd stop: BOLZANO
Nestled amidst the Dolomites, Bolzano offers breathtaking mountain views and a gateway to stunning national parks. Discover its blend of Italian and Austrian cultures while enjoying outdoor adventures.
Stay 4 nights
Hike Through the Majestic Dolomites
Discover Local Flavors at Bolzano’s Food Markets
Explore South Tyrol Museum of Archaeology

🏨 Hotel
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4 nights, 1 adult
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🎯 Top Activities

Dolomites of Bolzano Winter Hiking & Sledding Experience

The most famous sledge slope in the Dolomites and a panoramic tour by car

One day private tour: The hidden Dolomites
Bolzano → Florence
Train • 5 hours
$60.00 per person
3rd stop: FLORENCE
Conclude your journey in Florence, where art meets romance. Stroll through its historic streets, enjoy its vibrant nightlife, and indulge in Tuscan culinary delights as you soak up Renaissance charm.
Stay 3 nights
Marvel at Renaissance Art in Uffizi Gallery
Experience Nightlife at Piazza Santo Spirito
Indulge in Florentine Cuisine at Mercato Centrale

🏨 Hotel
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3 nights, 1 adult
N/A total
N/A /night
🎯 Top Activities

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Best of Florence: Small Group Tour Skip-the-Line David & Accademia with Duomo

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe
Florence → Milan
Train • 3 hours
$60.00 per person


