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Luxury VIP Itinerary: May 1‑15 2026 – Italy & Greece

Viewed by 80 travelers

Day 1: Arrival in Milan

Morning: A private limousine greets you at Milan Malpensa, whisking you to the Hotel Bulgari Milano for a swift check‑in.

Afternoon: A personal stylist escorts you through Galleria Vittorio Emanuele II and the Ferragamo boutique for exclusive fittings and a private shopping session.

Evening: Enjoy an exclusive, non‑alcoholic dinner prepared by a private chef in the hotel’s rooftop suite.

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Day 2: Milan Luxury & Speed

Morning: Experience a thrilling test drive at the Ferrari Museum, followed by a private Ferrari driving experience on a nearby track.

Afternoon: Continue the style theme with a high‑fashion consultation at Ferragamo’s flagship and a personalized styling session.

Evening: Savor a curated, non‑alcoholic tasting menu prepared by a Michelin‑starred chef in a private dining room.

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Day 3: Transfer to Florence

Morning: A private helicopter flies you from Milan to Florence in style, offering panoramic views of the Italian countryside.

Afternoon: Check‑in at a secluded Tuscan villa with a private pool and a dedicated concierge.

Evening: Private cooking class with a renowned Tuscan chef, focusing on local, non‑alcoholic cuisine.

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Day 4: Florence Art & Couture

Morning: Private guided tour of the Uffizi Gallery, focusing on masterpieces with a dedicated art historian.

Afternoon: A personal stylist leads a boutique‑hopping tour through Florence’s luxury ateliers, including a private session at Ferragamo and local designers.

Evening: An exclusive, non‑alcoholic dinner in the villa’s garden, paired with a live classical quartet.

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Day 5: Journey to Rome

Morning: Private luxury car transports you to Rome, with a welcome champagne‑free welcome kit.

Afternoon: Check‑in at a luxury boutique hotel near the Vatican, with a personalized welcome.

Evening: Dinner in an exclusive, non‑alcoholic tasting menu featuring Roman culinary traditions.

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Day 6: Rome – Papal Audience & Ancient Wonders (Wednesday, May 6)

Morning: Attend the papal audience at St. Peter’s Basilica, seated in a VIP balcony with an unobstructed view of the Pope.

Afternoon: Private tour of the Colosseum and the Roman Forum with a leading historian.

Evening: Private dinner with a personal chef, offering a non‑alcoholic culinary journey, followed by a private nighttime viewing of the Colosseum’s illuminated façade.

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Day 7: Transfer to Santorini

Morning: Private jet to Santorini, followed by a chauffeured transfer to a cliff‑side villa with an infinity pool.

Afternoon: A private, luxury sunset yacht cruise around the caldera, complete with a personal chef serving Mediterranean bites.

Evening: Exclusive dinner under the stars, curated by a private chef and featuring a non‑alcoholic wine pairing.

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Day 8: Santorini Culinary & Aerial Views

Morning: Private cooking class with a local chef, focusing on fresh, local ingredients and non‑alcoholic pairings.

Afternoon: Helicopter tour of the caldera and volcanic islands, offering breathtaking aerial perspectives.

Evening: Gourmet dinner in a private villa setting with live acoustic music.

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Day 9: Santorini Relaxation & Shopping

Morning: Spa treatment and private beach time at the villa’s private beach, followed by a private shopping session for local artis‑handmade pieces.

Afternoon: Exclusive sunset cocktail (non‑alcoholic) on the villa’s terrace, accompanied by a private violinist.

Evening: Private dinner featuring a tasting menu crafted by the villa’s chef.

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Day 10: Transfer to Mykonos

Morning: Private helicopter to Mykonos, followed by a chauffeured arrival at a luxurious beachfront resort.

Afternoon: Private yacht charter for a private island‑hopping adventure, with a personal chef preparing onboard delicacies.

Evening: Dinner at a renowned, non‑alcoholic fine‑dining venue featuring a modern Greek tasting menu.

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Day 11: Mykonos Luxury & Nightlife

Morning: Private boat tour of the Cycladic archipelago, including secluded beaches.

Afternoon: Personal styling session in Mykonos’s boutique district, with a private shopper at boutique luxury stores.

Evening: Exclusive, non‑alcoholic nightlife experience at a secret rooftop venue with live DJ and lounge seating.

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Day 12: Mykonos Culinary & Aerial

Morning: Private cooking workshop with a local chef, focusing on authentic Greek cuisine, non‑alcoholic beverages included.

Afternoon: Helicopter flight over Mykonos’s coastline and famed windmills.

Evening: Farewell dinner with a private chef, featuring a bespoke menu and a live performance.

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Day 13: Athens Arrival & Acropolis

Morning: Private jet to Athens, followed by a chauffeured transfer to a historic boutique hotel.

Afternoon: Private guided tour of the Acropolis and its surrounding monuments, led by an expert historian.

Evening: Rooftop dinner with a panoramic view of the city, featuring a non‑alcoholic gourmet menu.

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Day 14: Athens Shopping & Spa

Morning: Exclusive shopping in Kolonaki with a personal stylist, focusing on high‑end Greek designers.

Afternoon: Luxury spa treatment and a relaxing lounge session.

Evening: Final private dinner with a tailored tasting menu, concluding the luxury experience.

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Day 15: Departure

Morning: Private transfer to Athens International Airport for your flight home, concluding a memorable, luxurious journey.

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Time and Cost Estimates

  • Private limousine from Milan airport to hotel – 1 h – $500
  • Hotel Bulgari Milano (3 nights) – 3 nights – $3,600
  • Private shopping at Galleria & Ferragamo – 3 h – $2,000
  • Ferrari museum and test drive – 2 h – $2,500
  • Personal styling session – 2 h – $1,500
  • Private chef dinner (multiple evenings) – 2 h each – $5,000
  • Helicopter to Florence – 0.5 h – $5,000
  • Uffizi Gallery private tour – 2 h – $800
  • Tuscan cooking class – 3 h – $1,200
  • Tuscan villa (2 nights) – $5,000
  • Private transfer to Rome – 2 h – $800
  • Papal audience (donation) – 2 h – $200
  • Colosseum private tour – 2 h – $600
  • Sunset cruise in Santorini – 3 h – $3,500
  • Santorini cooking class – 3 h – $1,500
  • Helicopter over Caldera – 1 h – $4,000
  • Mykonos beachfront villa (3 nights) – $10,500
  • Private yacht charter – 4 h – $5,000
  • Island‑hopping boat tour – 4 h – $3,000
  • Exclusive nightlife (non‑alcoholic) – 3 h – $2,500
  • Helicopter over Mykonos – 1 h – $4,500
  • Hotel in Athens (2 nights) – $3,600
  • Acropolis private tour – 2 h – $600
  • Shopping in Kolonaki – 3 h – $2,500
  • Luxury spa day – 3 h – $1,500
  • Final dinner – 2 h – $1,200
  • Total Estimated Cost: $81,800

Tips

If you wish to extend your experience, consider adding a day in Milan for a Ferrari driving school or a second day in Santorini for a private vineyard tour. Conversely, you can compress the itinerary by combining the Florence and Milan visits into a single “Italian Elegance” day, using a private jet for rapid transfers, thus freeing additional days for extra leisure on the Greek islands. Regardless of adjustments, the luxury, personal‑styled itinerary ensures a seamless, exclusive experience without compromising any of the curated experiences.

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