Wine, Art & Sunset Dreams: A Luxurious Escape Across Italy and Santorini
12 Days of Culture, Romance, and Scenic Beauty from Tuscany to the Caldera Cliffs
General Trip Information
Trip duration : 12 days
Available Dates : Best time to travel
Destinations : Tuscany, Florence, Lake Como, Santorini
Starting From : €6,550 per person
Experience a perfect blend of Italian sophistication and Greek island charm on this elegant twelve-day journey designed for relaxation, culture, and scenic wonder. From the vineyard-lined hills of Tuscany and the Renaissance streets of Florence to the shimmering shores of Lake Como and the volcanic caldera of Santorini, this itinerary is curated for beauty and indulgence at every step. With handpicked boutique hotels, enriching cultural activities, and seamless connections, this journey by Be a Greek and Be an Italian promises a once-in-a-lifetime escape that brings together the best of two iconic Mediterranean destinations.


- Day 1Arrival in Rome and Transfer to Tuscany
Private transfer to Il Miraggio in Val d’Orcia Relais and Spa. Free afternoon to relax and enjoy the estate.
- Day 2Montepulciano Wine Tasting
Private full-day Montepulciano wine tour with visits to boutique wineries and a traditional lunch in an underground cellar.
- Day 3Medieval Towns of Tuscany
Explore Siena and San Gimignano with a private driver. Includes a winery lunch and free time in both towns.
- Day 4Florence Arrival and Walking Tour
Transfer to Florence and check in at Solo Experience Hotel. Afternoon small-group walking tour and visit to the Accademia Gallery
- Day 5Cooking Class in Florence
Join a hands-on small-group cooking class learning to prepare traditional pasta and gelato with wine and recipes included.
- Day 6Travel to Lake Como
Private transfers and a high-speed train from Florence to Milan, then on to Hotel Lago in Torno. Afternoon at leisure.
- Day 7Lake Como at Leisure
Free day to explore Bellagio, Varenna, or relax by the lake. Enjoy the tranquil luxury of your lakeside suite
- Day 8Fly to Santorini
Private transfer to Milan airport and flight to Santorini. Check in at Stella Rocca a Mare. Afternoon to unwind and soak in the caldera views.
- Day 9Free Day in Santorini
Relax on your private terrace or explore Imerovigli and Fira. Optional island tour with wine tasting available.
- Day 10Optional Catamaran Cruise
Join an exclusive small-group caldera cruise with BBQ, open bar, and multiple swimming stops, or enjoy the day at leisure
- Day 11Final Sunset in Santorini
Take it slow and soak up your final full day in Santorini. Optional romantic dinner or sunset stroll through Oia
- Day 12Departure
Private transfer to the airport for your flight to Athens and onward journey home
Please share some clues in order to meet your needs.
The Parthenon Wonder
Gourmet dining
Crete's Royal Palace
Santorini Island Exploration
The 36 m² / 388 ft² Junior Suite Deluxe “Botticelli” is an elegantly furnished room featuring a queen-size bed, a full-size sofa bed, and a cozy private living area.
The 32 m² / 344 ft² Deluxe Rooms feature elegant, nature-inspired finishes and breathtaking views of the enchanting lake landscape.
The 20m² (215ft²) room rests between the volcanic rocks and the infinite blue horizon with its sublime elegant design and outdoor heated Hot tub.