Bookings are now open · 2027 & 2028 seasonGroup Hosted Trips · Reduced deposit of $499 per person · through Saturday, October 31 at 11:59 PM PacificEvery trip, every departure · Browse the seasonBookings are now open · 2027 & 2028 seasonGroup Hosted Trips · Reduced deposit of $499 per person · through Saturday, October 31 at 11:59 PM PacificEvery trip, every departure · Browse the seasonFOR TRAVEL AGENTS
CAVIAR IN THE AIRView Schedule

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 brochureThe Italy Experience
Rome, Venice & Sicily. A past Caviar in the Air journey.

The route

3 stops · 10 days

RomeVeniceSicily

Accommodations

Where You'll Stay

Grand Hotel Palace Rome

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

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

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 01Dinner

Welcome 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
Welcome to Rome, Italy!
Day 02Breakfast · Lunch

Exploring 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
Exploring Rome
Day 03Breakfast

Free 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
Free Day in Rome
Day 04Breakfast · Dinner

Venice

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
Venice
Day 05Breakfast · Lunch

Exploring 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
Exploring Venice
Day 06Breakfast

Free 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
Free Day in Venice
Day 07Breakfast

Welcome 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
Welcome to Sicily
Day 08Breakfast

Complimentary 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
Complimentary Spa and Rest Day
Day 09Breakfast · Lunch

Farewell 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
Farewell Sail and Snorkeling
Day 10Breakfast

No 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
No Goodbyes, Just See You Soon!

The Details

Your Investment

Pricing

Private trip · quoted for your group

Join the waitlist and we will be in touch to plan it around your dates and your group.

What's Included in Your Experience

Curated for You

  • 5-star hotels
  • Rome food tour with wine
  • Private Vatican & Sistine Chapel tour
  • Wine tastings
  • Cooking class

Not Included

  • International flights
  • Travel insurance
  • Personal expenses

Enhance Your Experience

  • Private gondola ride with a 50-photo photoshoot in Venice, $370 for the ride and $90 more for video (Days 5 and 6)
The Italy Experience

Make it yours

Want This Magic on Your Own Terms?

Love what you see but the dates don't work? Want to bring your own crew and make it a private affair? Say less. We'll recreate this entire experience tailored to YOUR timeline, YOUR people, YOUR vibe. Same incredible moments, completely customized for you.

Waitlist for a Group TripPlan a Private TripDownload the brochure

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

Got Questions?

Frequently Asked Questions

Keep the Energy Going

More Trips for Your Bucket List

The Portugal ExperienceLisbon & Porto, Portugal

The Portugal Experience

7 DaysPrivate trip · quoted for your group
The Egypt ExperienceCairo, Luxor & Aswan, Egypt

The Egypt Experience

9 Days
The Ghana ExperienceAccra & Cape Coast, Ghana

The Ghana Experience

8 Days