Duration
Free cancellation
Book now, pay later
Guided tour
Explore Rome’s nightlife and dark history, enjoy Italian drinks, and make memories with fellow travelers on the Tipsy Tour!
-
Ready for an unforgettable night? Begin your tour with a toast of local vino at the Colosseum and delve into scandalous tales of Roman emperors.
-
Experience the buzz of trendy bars with 4 refreshing drinks, including sambuca, Spritz, and limoncello.
-
Enjoy an evening of laughter, dancing, and tipsy fun as you explore Rome's vibrant areas with entertaining hosts.
-
Enjoy alcohol-free options for fun without a hangover!
-
Did you know? The charming Monti neighborhood was once a red-light district in the ancient city of Rome.
-
-
3 hour walking tour of Monti and Rome’s most iconic street, Via Fori Imperiali
-
Scandalous, dark history of Rome’s unsavoury past
-
Authentic Italian drinks Organised entry into local bars
-
Expert, fun-loving guide
-
Non-alcoholic beverages for sober travellers
-
- Food
You can cancel these tickets up to 24 hours before the experience begins and get a full refund.
- 10 reviews
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
90010What our guests say
Jonathan
Feb 2026Verified booking
Matthew
Feb 2026Verified bookingMaria
Jul 2025Verified bookingBenjamin
May 2025Verified booking
Marta
Nov 2024Verified booking
If you're on holiday in Rome and are looking to make friends over a couple of drinks, the Tipsy Tour is perfect for you. On this tour, you get to become familiar with Rome’s most famous sights after dark, experience vibrant nightlife, and learn forbidden history all the while tasting authentic Italian wine, cocktails, and shots.
Atmospheric bars
You’ll meet your guide in the quaint Piazza Madonna dei Monti where you and a group of fellow travellers will enjoy a tipsy toast over a glass of wine. After breaking the ice, you’ll head to more bars to try other Italian classics like refreshing aperol or campari spritz, sambuca, and limoncello.
Monti neighborhood
Throughout the tour you’ll explore the trendy Monti neighborhood, the former red light district of the city. Your guide will spill all of the city’s most scandalous secrets with stories of gangsters, gamblers, and sex workers galore. One thing’s for sure, you won’t hear any of this on a typical walking tour. We’ll finish the tour on Rome’s most iconic road, which was built by Mussolini: Via Fori Imperiali. The views are best enjoyed after dark with some ice-cold limoncello. Here you’ll learn about the city’s most hated building before continuing the night with your newfound friends!
What to bring
-
ID proof
-
Water bottle, in case you're all about the hydration
What's not allowed
- Pets
Additional information
- Individuals below the age of 18 years cannot participate in this tour
-
-
Your voucher will be emailed to you instantly.
-
Please display your mobile voucher along with a valid photo ID at the meeting point.
-
Kindly ensure that you arrive 10 minutes before the start time of your tour to avoid any delays.
Meeting Point
-
Meet your guide at Piazza della Madonna dei Monti, 00184 Roma RM, Italy
-
Please meet in Piazza della Madonna dei Monti, near the central fountain. Look for the guide holding a yellow Carpe Diem Tours flag or sign. Please arrive 10 minutes early, as we cannot offer refunds for late arrivals.
Get directions to the meeting point
Validity
This ticket is valid for the date selected during checkout.
-
Similar experiences you'd love
Top things to do in Rome
Nearby cities to explore
How Headout makes choosing experiences effortless
