Curator’s statement
Italy is a fantastic destination for families, couples, and groups to enjoy. Start in Venice for a stay like no other city in the world. Then ski or hike in the Dolomite mountain range for some of the most amazing views in all of Italy. Finish your trip in Milan with some of the best shopping in the world!
The Fora Difference
Book with Caitlyn to access exclusive perks and experiences on your trip.
Killer perks
Free upgrades, spa credits and more—we got you
Personalized recs
Customized travel planning for your style
Insider knowledge
Expert advice from people who’ve actually been there
Where to stay
Sina Centurion Palace
A contemporary hotel with stylish rooms overlooking the Grand Canal.
Fora Perks
- ★
$50 food / beverage credit.
- ★
Upgrade & extended check-in/out whenever possible.
- ★
Breakfast daily.
The St. Regis Venice
Featuring idyllic views of the Grand Canal, this ultra-luxe Venetian-style hotel features beautifully appointed rooms plus a bar and two restaurants.
Fora Perks
- ★
$100 hotel / resort credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Faloria Mountain Spa Resort
Nestled in the breathtaking Dolomites, this alpine sanctuary seamlessly combines luxury and nature, providing an exclusive escape with panoramic mountain views and a rejuvenating spa experience.
Fora Perks
- ★
90 EUR hotel credit.
- ★
Complimentary bottle of wine.
- ★
Upgrade whenever possible.
Excelsior Hotel Gallia, A Luxury Collection Hotel, Milan
Luxe property set in a building from 1932 with grand rooms and suites.
Fora Perks
- ★
$100 hotel / resort credit.
- ★
Welcome amenities.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Four Seasons Hotel Milano
Sophisticated ex-convent turned into a garden hotel with high-ceiling rooms, authentic Italian dining on the airy veranda and a sleek, modern spa.
Fora Perks
- ★
$100 hotel / resort credit.
- ★
Breakfast daily.
- ★
Upgrade & extended check-in/out whenever possible.
Unlock perks by contacting Caitlyn to book your trip.
Day 1: Arrive in Milan
Arrive in Milan in the morning and take a private car or train to Venice. Ride in a water taxi to your hotel and take a tour of the city. Climb to the top of Champanile di San Marco for a fantastic view of the city. Go for an early dinner at Zanze XVI.
Day 2: Venetian Waterway Adventure
Hop on a water taxi to take a tour of the Murano Glass Tour museum. Visit San Giorgio Maggiore Island after your tour. Once back in Venice, visit the Rialto Bridge and grab a coffee or cocktail at Caffe Florian. Visit Basilica di Santa Maria Della Salute and climb the dome for another fantastic view of the city. Check out El Magazen for dinner before heading back to your hotel.
Day 3: Cortina Retreat Day
Grab a coffee and breakfast at Caffe Lavena before hopping in a water taxi and private car over to your hotel in Cortina. Check into your hotel and explore the area. Next, pay a visit Il Vizietto for a delicious dinner.
Day 4: Mountain Adventure
Spend three or four days (depending on your timeline) hiking or skiing throughout the mountains. In the evening you can find dinner at a few different restaurants in downtown Cortina including Ristorante Ariston, Sanbrite, Tivoli, Alajmo, Baita Fraina, or Ra Stua.
Day 5: Milanese Exploration
Take private transportation to your hotel in Milan. Explore and shop the streets of Milan while admiring all of the architecture and fashion in the city. Go on a tour of the Last Supper and the Duomo before heading to dinner at Paper Moon.
Travel Advisor
Caitlyn Johnston
Get in touch with Caitlyn
Did you like this guide? Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Caitlyn within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).
For more travel tips, check out Fora Advisor Scott Ritter’s guide, Best Places to Visit in Northern Italy. This itinerary is part of our ongoing series on travel to Italy.