FIT TOUR
ICONS WITH A TWIST
Italy's icons told through wine — and a day on the water at Capri.
The journey
Ten days through Italy's four icons — Venice, Florence, Rome, Sorrento — connected by high-speed train and private transfer. A Prosecco aperitivo on a hidden Venice rooftop, a guided wine walk through Florence's artisan streets, the Colosseum arena floor, a food and wine tour through Trastevere and the Jewish Ghetto, a wine tasting at a family-run Sorrento winery, and a full day on the water at Capri. The classic route, told through wine and the moments that surround it.
Highlights
- Venice from the rooftops An aperitivo on a hidden terrace above the lagoon. Prosecco, panoramic views, the city seen from the angle most visitors never find.
- 1-hour private gondola in hidden canals A full hour, not the standard 30 minutes. Through quiet side canals, away from the Grand Canal traffic.
- Cheers to Florence wine walk A guided walk through Florence's artisan streets with three wine pairings and local food tastings. The city told through what's in the glass.
- Colosseum arena floor Skip-the-line semi-private tour with arena access — standing where the gladiators fought. Plus Roman Forum and Palatine Hill.
- Rome through Trastevere and the Jewish Ghetto A guided food and wine tour through Rome's most authentic neighborhoods. Family-run trattorias, real Roman flavors.
- Wine tasting at Cantine De Angelis A curated tasting at a family-run winery near Sorrento. The wines of the South, where they're made.
- A full day at Capri By boat around the island — Marina Grande, the Faraglioni, the dramatic coastline. The Italy you can only see from the water.
Locations
Overnight stays
Venice
Florence
Rome
Sorrento
Itinerary
DAY 1 — VENICE
- Full day | Arrival and hotel check-in.
DAY 2 — VENICE
- AM | Venice from the Rooftops — aperitivo with Prosecco on a hidden terrace above the lagoon.
- PM | Private 1-hour gondola ride through hidden canals.
DAY 3 — VENICE → FLORENCE
- AM | High-speed train to Florence.
- PM | Free time.
DAY 4 — FLORENCE
- AM | Cheers to Florence wine walk — guided walk through artisan streets with three wine pairings and local food tastings.
- PM | Accademia Museum guided tour — Michelangelo’s David and the unfinished Slaves.
DAY 5 — FLORENCE → ROME
- AM | High-speed train to Rome.
- PM | Free time.
DAY 6 — ROME
- AM | Colosseum, Arena Floor, Roman Forum and Palatine Hill — semi-private guided tour with skip-the-line access.
- PM | Trastevere and Jewish Ghetto food and wine tour.
DAY 7 — ROME → SORRENTO
- AM | High-speed train to Naples, private transfer to Sorrento.
- PM | Wine tasting at Cantine De Angelis — a family-run winery near Sorrento.
DAY 8 — SORRENTO
- Full day | Free time to explore at your own pace.
DAY 9 — CAPRI
- Full day | Capri by boat — coastline, Marina Grande, the Faraglioni, and the Blue Grotto (subject to sea conditions).
DAY 10 — SORRENTO
AM | Breakfast and check-out.
Selling tips
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The wine theme that runs through the whole trip
Most Italy itineraries treat wine as one stop. Here it's the thread — Prosecco in Venice, a wine walk in Florence, a food and wine tour in Rome, a winery tasting near Sorrento. A clear angle for clients who travel through what's in the glass.
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Sorrento and Capri, not just Sorrento
Three nights in Sorrento with a full day on the water at Capri included — not as an optional, as part of the program. Most grand tours that reach Sorrento stop there. This one keeps going.
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Two icons clients always remember
The Florence wine walk and the Colosseum arena floor are the kind of inclusions that turn the trip into a story. One is local and intimate, the other is theatrical and historic — both go beyond the standard guided tour.
Accomodation
The hotels shown are our main partners in each destination. When you request a quote we'll confirm these or alternatives of the same level, location, and standard. You can ask us to change any hotel up until booking confirmation.
Signature collection
Our collection features high standards 4-star hotels. The hotels mentioned are for reference only.
Venice
Hotel Principe
Florence
C-Hotels Ambasciatori
Rome
Leonardo Boutique Hotel
Sorrento
Hotel Continental
Smart stay collection
A curated selection of 3* hotels where classification takes a back seat to quality. The hotels mentioned are for reference only.
Venice
Hotel Canaletto
Florence
Hotel La Fortezza
Rome
Hotel Canada
Sorrento
Unconventional Hotel
Terms & Conditions
Payment
- 10% deposit at booking
- 90% balance 45 days prior to departure
Departure date changes
- Free up to 90 days before departure
- From 89 days onward: changes subject to availability and third-party fees
Cancellation
- Up to 45 working days before departure: deposit non-refundable
- 44–30 days: 40% charge
- 29–15 days: 70% charge
- 14 days or less before departure: 100% charge
Not included
- Tips, extras, hotel city taxes (payable on spot), and anything not listed under ‘Price Includes.’
What’s included
Accomodation
- 9 nights in centrally located hotels
Meals
- Daily breakfast
- Aperitivo with Prosecco on a Venice rooftop
- Three wine pairings with food tastings during Florence wine walk
- Food and wine tour in Trastevere and the Jewish Ghetto
- Wine tasting at Cantine De Angelis
Activities
- Venice from the Rooftops — rooftop aperitivo experience
- Private 1-hour gondola ride in hidden canals
- Cheers to Florence guided wine walk
- Accademia Museum guided tour
- Colosseum semi-private guided tour with arena floor — Roman Forum and Palatine Hill
- Trastevere and Jewish Ghetto food and wine tour
- Wine tasting at Cantine De Angelis winery
- Full-day Capri boat excursion (Blue Grotto subject to sea conditions)
Transportation
- High-speed train premium class — Venice → Florence → Rome → Naples
- Private transfer between Naples station and Sorrento hotel
24/7 On-the-ground support — already in the price.
Every tour includes live assistance for the entire duration of your clients' stay. Not as an add-on — as a standard. When something happens on the ground, they don't call you. They call us.
On the ground in Italy
Real people, real locations.
Not a call center abroad.
24/7, arrival to last transfer
Covered for the full duration
— no gaps, no time zones.
You stay informed
We handle it and update you.
Your client never feels abandoned.
