14-Day Luxury Italy Tour: Venice, Florence, Tuscany, Rome, Amalfi Coast & Capri (August 21 to September 3, 2026)

Step into a world of timeless Italian elegance on this 14-day luxury journey designed for discerning travelers from the USA seeking privacy, comfort and unforgettable moments across Venice, Florence, Tuscany, Rome, the Amalfi Coast and Capri.

Who This Luxury Italy Tour Is For

This curated itinerary is perfect if you value five-star comfort, seamless private transfers and expert local guides who open doors to exclusive experiences across Italy.

It is ideal for couples, families or small groups who want to travel at a relaxed pace, enjoy authentic food and wine, and discover Italy’s most iconic destinations with skip-the-line access and tailored experiences.

• Small-group or private experience with English-speaking assistants and guides throughout Italy.
• Handpicked 4- and 5-star hotels in the heart of each destination, many with romantic views and refined design.
• Perfect balance between guided activities and free time to personalize your luxury escape.

Luxury Itinerary at a Glance (14 Days)

Enjoy a beautifully organized journey that combines iconic cities, coastal beauty and countryside charm in one seamless Italy vacation.

Venice – The Magic of the Lagoon

• Days 1–3: Venice – Private water taxi arrival to your central hotel, nestled between St. Mark’s Square and the Rialto Bridge. Explore the Doge’s Palace, St. Mark’s Basilica with skip-the-line access, and glide along the Grand Canal.
• Discover the colors of Murano and Burano on a private lagoon cruise with an exclusive glassmaking demonstration and time to wander the island streets.

Florence & Tuscany – Art, Wine and Countryside Bliss

• Days 4–5: Florence – Private transfer to Florence and check-in at a chic boutique hotel close to the Duomo. Enjoy an evening Aperitivo tour with premium Tuscan wines and local bites.
• Admire the highlights of Florence on a guided walking tour, including skip-the-line entrance to the Accademia Gallery to see Michelangelo’s David.
• Days 6–7: Chianti & Siena – Transfer to a refined countryside relais surrounded by vineyards and olive groves. Join a hands-on pizza and dessert cooking class, then explore Siena with a private guide and visit its magnificent Duomo. Savor a wine estate experience with a gourmet lunch paired with select Tuscan wines.

Rome – Eternal City in VIP Style

• Days 8–10: Rome – Private transfer to your stylish 4-star hotel in the historic center. Enjoy a curated Vatican experience with a guide through the Vatican Museums, Sistine Chapel and St. Peter’s Basilica, with skip-the-line access.
• See Rome in comfort on a golf cart city tour, stopping at the Trevi Fountain, Spanish Steps, Pantheon and Piazza Navona. Enter the Colosseum Arena through an exclusive gladiator entrance for a unique perspective.

Amalfi Coast, Sorrento & Capri – Coastal Glamour

• Day 11: Pompeii & Sorrento – Travel to Sorrento with a stop for a private tour of Pompeii, including skip-the-line tickets. Enjoy a winery visit with wine tasting and lunch before checking into your clifftop hotel overlooking the Gulf of Naples.
• Day 12: Amalfi Coast – Full-day private driver along the Amalfi Coast with time in Positano, Amalfi and Ravello, plus panoramic photo stops and relaxed exploration.
• Day 13: Capri by Private Boat – Step onto a luxury motorboat for a full-day cruise around Capri, admiring the Faraglioni, sea caves and crystal-clear bays. Swim, sunbathe and toast with chilled wine as you embrace the spirit of la dolce vita.
• Day 14: Departure – Private transfer from Sorrento to Naples Airport for your flight home.

What’s Included in Your Luxury Italy Escape

Every detail of this journey is carefully arranged so you can focus on enjoying Italy at its best, season after season.

Included

• 13 nights in carefully selected 4- and 5-star hotels in Venice, Florence, Tuscany (Chianti region), Rome and Sorrento, with breakfast.
• All private transfers between cities, including water taxis in Venice and a private transfer to Naples Airport at the end of the tour.
• Expert English-speaking assistants and licensed local guides for key tours and experiences in each destination.
• Skip-the-line entrance tickets for St. Mark’s Basilica, Doge’s Palace, Accademia Gallery, Siena Duomo, Vatican Museums, Sistine Chapel, St. Peter’s Basilica, Colosseum Arena and Pompeii.
• Private tours: Venice highlights, Murano & Burano cruise, Florence walking tour, Siena and Chianti, Rome Vatican experience, golf cart city tour plus Colosseum Arena, Pompeii guided visit, Amalfi Coast full-day tour and Capri full-day boat tour.
• Gourmet experiences: Tuscan pizza and dessert cooking class with lunch, wine estate lunch and tasting in Chianti, winery lunch and tasting near Pompeii, curated Aperitivo tour in Florence.
• One main meal included each day (either lunch or dinner), as per the detailed program.
• Luxury 55 ft motorboat in Capri with skipper, snacks, drinks, towels, snorkeling gear and port fees.

Not Included

• International and domestic air tickets.
• Meals not specifically mentioned in the itinerary.
• Personal expenses, extra drinks and optional activities.
• Gratuities for guides, drivers and hotel staff.
• Municipal city taxes payable directly at each hotel.
• Babysitting or additional concierge services (available on request).
• Any service not expressly listed in the “Included” section.

Plan Your Tailor-Made Luxury Italy Tour

Whether you are celebrating a special anniversary, planning a memorable family vacation or simply craving an immersive Italian escape, this itinerary can be personalized to your preferences—from hotel upgrades to adding extra nights or exclusive experiences.

Ready to create your own Luxury Italian Escape? Contact our travel designers and let us take care of every detail for you.

• Email: info@luxuryitalianescape.com
• Tel: +1 (305) 630-8433
• Instagram: https://www.instagram.com/luxuryitalianescape/

Checklist Before You Book

• Decide your preferred travel season for Italy (spring, summer, fall or winter escapes).
• Confirm how many travelers are in your party (ideal for up to 10 guests traveling together).
• Choose if you prefer more free time or additional guided tours in each destination.
• Let us know any dietary needs for cooking classes, winery lunches or Aperitivo experiences.
• Share special occasions (honeymoon, anniversary, birthday) so we can add extra touches.

Frequently Asked Questions

Is this tour suitable for first-time visitors to Italy?
Yes, this itinerary is ideal if it is your first time in Italy and you want to experience the classic highlights with premium comfort and curated guidance.

Can the itinerary be customized?
Absolutely. Our team can adjust hotel categories, add extra nights, include special tours or arrange private experiences to match your travel style.

Is this tour family-friendly?
Yes. The mix of hands-on activities, boat trips and flexible pacing makes it a great choice for families with older children or multigenerational groups.

When is the best time to travel?
Italy is beautiful year-round. Together we will select the season that best matches your interests—from blooming spring to warm summer or cozy winter escapes—keeping the itinerary open for all periods.

How do I book?
Simply email us at info@luxuryitalianescape.com or call +1 (305) 630-8433, and our specialists will guide you step by step.