Europe · 10 Days
The Italy Experience
La Dolce Vita: A Luxurious Journey Through Rome, Venice + Sicily
La Dolce Vita awaits, and you deserve every sweet moment. From Rome's ancient grandeur to Venice's romantic canals and Sicily's sun-kissed shores, this Italian adventure feeds your soul in ways you didn't know you needed. Explore the Colosseum, glide through gondola-lined waterways, and taste your way through the world's greatest culinary tradition. This is Italy at its finest—art, history, food, and wine in perfect harmony.
Dates
Private Trip
Duration
10 Days
Where
Rome, Venice & Sicily
Travel with
Your own crew, privately
Waitlist for a Group TripPlan a Private TripDownload the brochure
Rome, Venice & Sicily. A past Caviar in the Air journey.Accommodations
Where You'll Stay

Grand Hotel Palace Rome
On the prestigious Via Veneto, the Grand Hotel Palace is a meticulously restored historic palazzo designed by the architect Marcello Piacentini, with frescoes by the Venetian artist Guido Cadorin. This five-star hotel pairs Belle Époque grandeur with contemporary comfort: the acclaimed Cadorin Restaurant, the KAMI Spa, and rooms that put the whole of Rome within a short walk.

Ca' Bonfadini Historic Experience
Voted Best Luxury Art Boutique Hotel 2023, Ca' Bonfadini is a stunning 5-star palazzo in Venice's Cannaregio district. This historic residence features original 18th-century frescoes, contemporary art installations, and elegantly appointed suites overlooking the canals. A perfect blend of Venetian heritage and modern luxury.

Almar Giardino di Costanza Resort & Spa
Nestled in the stunning landscapes of western Sicily, Almar Giardino di Costanza is a luxurious 5-star resort offering Mediterranean elegance and tranquility. Features include the resort spa, beautiful gardens, gourmet dining, and a private beach club at Lido di Costanza. The perfect base for exploring Sicily's ancient ruins, vineyards, and coast.
A Sample Journey
A Sample Day-by-Day
This is a private trip, planned around your dates and your people, so every day below is a starting point rather than a schedule. Book a call and we will make it yours.
Day 01DinnerWelcome to Rome, Italy!
Touch down in Rome and transfer to the magnificent Grand Hotel Palace on the prestigious Via Veneto. This five-star hotel blends Belle Époque charm with contemporary comforts. Tonight, embark on a four-hour culinary adventure visiting beloved local eateries—taste homemade pasta, award-winning pizza, and artisanal gelato, all paired with free-flowing Barolo wine.
- Airport meet & greet
- Grand Hotel Palace check-in
- Rome food tour with wine
Day 02Breakfast · LunchExploring Rome
Private pasta making class with Tiramisu and wine—learn traditional techniques from a local chef. Afternoon brings a private tour of the Sistine Chapel and Vatican Museums, including the Gallery of Maps and Raphael Rooms. Culminating in Michelangelo's masterpiece ceiling frescoes.
- Private pasta making class
- Vatican Museums tour
- Sistine Chapel
Day 03BreakfastFree Day in Rome
This is your day to embrace the Italian lifestyle. Explore hidden gems off the beaten path or relax in an Italian café. Optional Colosseum VIP Arena tour with access to the arena floor and gladiator dungeons. Evening dinner on your own at acclaimed restaurants.
- Free day exploration
- Optional Colosseum VIP tour
- Rome at your pace
Day 04Breakfast · DinnerVenice
Check out and take the fast train to Venice. Check into the stunning Cà Bonfadini Historic Experience, a meticulously restored 16th-century palazzo on the Cannaregio canal with original frescoes and Murano glass chandeliers. Tonight you are welcomed into the home of a Venetian sailing family for a private dinner cooked the way the lagoon has always eaten: an ancient sardine recipe, tender cuttlefish, grilled prawns and the day's catch, then inland to Veneto's mountain cheeses and truffles, poured alongside wine and stories of maritime Venice.
- Fast train to Venice
- Cà Bonfadini check-in
- Private dinner in a Venetian sailor's home
Day 05Breakfast · LunchExploring Venice
Board a private boat from the steps of your hotel for a fifteen-minute glide across the lagoon to Murano's oldest and largest glassworks, where you step inside the working furnace room and watch master artisans shape molten glass by hand. Back in Venice, a walking tour leads you through the quiet alleys and serene campi of Cannaregio and Castello, secret gardens, hidden courtyards and ancient churches, ending at St. Mark's Square. The afternoon turns to four traditional bacari wine bars, with five cicchetti paired to four local wines including the region's famous Prosecco.
- Murano glass blowing experience
- Venice walking tour
- Bacari wine bar tour
- Cicchetti tasting
Day 06BreakfastFree Day in Venice
Indulge in the epitome of Venetian luxury. Take a private water taxi to San Giorgio Maggiore for the view from the bell tower, paint your own mask at a second-generation Venetian atelier, or glide past Giudecca, the gardens of Castello and the domes of San Marco on a sunset aperitivo cruise. Arrange a private cooking class with a Michelin-starred chef, or end the evening at a Michelin-starred table overlooking St Mark's Square.
- Free day in Venice
- Optional mask-painting atelier
- Optional sunset lagoon cruise
Day 07BreakfastWelcome to Sicily
Fly to Trapani and transfer to the Almar Giardino di Costanza Resort & Spa, an oasis of luxury nestled amid the Sicilian countryside. Surrounded by vineyards and olive groves, this resort offers a serene escape with expansive pools and world-class spa. Free evening to explore.
- Flight to Sicily
- Almar Resort check-in
- Sicilian countryside
Day 08BreakfastComplimentary Spa and Rest Day
A complimentary $125 spa credit per room is included for the tail end of the journey. Indulge in rejuvenating treatments at the resort's wellness centre, lounge by the pool, or explore the surrounding vineyards and olive groves. Dinner at your leisure at one of the resort's exceptional restaurants.
- $125 spa credit per room
- Resort relaxation
- Sicilian dining
Day 09Breakfast · LunchFarewell Sail and Snorkeling
Exclusive sailing excursion through the Egadi Islands Marine Protected Area—the largest in the Mediterranean. Snorkel in the crystal-clear waters of Cala Rossa and Cala Azzurra. Enjoy a Sicilian aperitivo with local wines, cured meats, and artisanal cheeses. Explore Favignana village and the historic Tonnara.
- Egadi Islands sailing
- Snorkeling at Cala Rossa
- Sicilian wine tasting
- Favignana village
Day 10BreakfastNo Goodbyes, Just See You Soon!
Enjoy one last delicious breakfast before checking out and departing for the airport. You leave Italy with a heart full of art, history, cuisine, and unforgettable memories.
- Final breakfast
- Airport transfer
- Departure

Words From Our Travelers
What travelers say about Caviar in the Air
Read more traveller reviews
"I have been on trips before with other groups. This was the most professional and best put together of all of them. I learned a lot about wine, travel, life abroad, and myself on this trip. All those things combined made it so worth every penny."
Heather Hunter
Luxury Travel
"I've traveled to many destinations before - some of which I have revisited. But, I always experience something new & exciting, and see things through a different lens. It's exactly the kind of luxury and FABULOUSNESS that every discriminating traveler deserves - delivered SEAMLESSLY - EVERY TIME!"
Lana Fountain
Luxury Travel
"I am a happy member of this tribe and always eager to support Claire and her team! I love them all! The mere fact that clearly they are committed to ensuring that every detail of our travel experience is on point is always evident."
Deborah Renee Smith
Luxury Travel