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 01DinnerCiao, Bella! Welcome to Capri!
Arrive in Naples, Italy (NAP), and join the group for your private transfer to the harbor where you'll take the ferry to Capri Island. Capri is a celebrity hotspot and is known as the place to be seen. After a seamless check-in at your luxurious Capri hotel, prepare for an unforgettable rooftop welcome dinner with breathtaking views.
- Ferry to Capri
- Hotel check-in
- Rooftop welcome dinner
Day 02BreakfastExploring Anacapri Like a Star
Today, immerse yourself in the charm of Anacapri, a hidden gem on the island. Your expert guide will lead you through the enchanting streets and historic spots, including the iconic Piazzetta, the Church of Santo Stefano, and the prestigious Quisisana Hotel. Option to explore Villa San Michele or embark on an exhilarating Segway tour of Mount Solaro.
- Anacapri walking tour
- Piazzetta
- Mount Solaro option
Day 03Breakfast · LunchBlue Grotto Magic
Get ready for an aquatic adventure like no other. Step aboard a luxury speed boat for a picturesque sail from Capri to the mesmerizing Blue Grotto. Witness the magic of this natural wonder as the cave glows with a fluorescent blue hue. Savor a gourmet lunch on the boat as you continue your journey to Sorrento.
- Blue Grotto visit
- Luxury speed boat
- Gourmet lunch
Day 04Breakfast · LunchCooking Like an Italian Nonna
Indulge your culinary passions with a hands-on cooking class. Learn the art of creating authentic Italian dishes that will tantalize your taste buds. Afterward, venture to a local mozzarella farm where you'll gain insights into the cheese-making process. The reward? A delectable meal made with your own two hands.
- Cooking class
- Mozzarella farm
- Italian feast
Day 05BreakfastOptional Pompeii Adventure
Today is yours to explore at your own pace. For those seeking a journey back in time, an optional tour to the historic city of Pompeii is available. Wander the ancient streets and marvel at the well-preserved ruins, a testament to the city's fascinating history.
- Free day
- Optional Pompeii tour
- Relaxation
Day 06Breakfast · DinnerPositano Photoshoot Goals
Buckle up for a stylish adventure as you explore the picturesque town of Positano in a vintage car. A professional photographer will capture your most memorable moments against the backdrop of Positano's charming streets and stunning coast. Evening farewell dinner savoring the flavors of the Amalfi Coast.
- Vintage car tour
- Professional photoshoot
- Farewell dinner
Day 07BreakfastArrivederci, Amalfi!
It's time to bid farewell to this captivating corner of Italy. Check-out from your Sorrento hotel and make your way to your next adventure. We hope you've enjoyed the opulent experiences and unforgettable moments during your luxury journey. Until next time, arrivederci!
- 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