Italian Summer: Villas, Vines & Flavors
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Preparing Italian Summer: Villas, Vines & Flavors

Italian Summer: Villas, Vines & Flavors

📍 Italy

📅 17th to 24th August

💲 2,5002,350

🏃‍♂️ Physical Rating: Low

🎭 Food, Wine & Cultural Immersion

Book Now

Your Trip Leader

Brynn Tweeddale

Food Enthusiast & Travel Creator

Hi, I'm Brynn! I'm a Denver-based content creator and photographer known for sharing hidden culinary gems and adventures all around the world. By seeking out experiences outside my comfort zone, I've travelled from the peak of Mount Kilimanjaro to the remote rainforests of Peru and all across Europe and Asia. I'm excited to be your host for this trip and can't wait to share what Italy has to offer with you!

Specialties:

  • Travel photography
  • Finding authentic experiences
  • Always having an itinerary

Fun Fact: I hiked almost 20,000ft to the peak of Kilimanjaro after only training for a month. Would not recommend!

Expedition Overview

This curated journey will take you across three of Italy's most iconic and delicious regions: Lazio, Umbria, and Tuscany. Each one offers its own rich culinary heritage, unique wines, and unforgettable landscapes. Along the way, you'll explore the soul of Rome, Orvieto, Florence and Siena four extraordinary cities that blend history, culture, and deep-rooted food traditions.

Led by local guides, you'll be introduced to hidden gems and authentic flavors, the kind Italian people grow up with, passed down through generations. From street food in Rome to countryside wine tastings in Tuscany, this experience goes far beyond tourist fare and dives into the true heart of Italian life.

We'll stay in a modern, brand new hotel in the heart of Rome to then move into a beautiful countryside villa on the Chianti's hills, chosen for its charm, views, and location.

Experience Italy's Culinary Magic

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Siena's historic skyline with the iconic Duomo cathedral rising above terracotta buildings
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Florence's Ponte Vecchio bridge spanning the Arno River with multiple bridges visible
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Tuscan hilltop village surrounded by vineyards in the Chianti region
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Hands making fresh pasta in Italian cooking class
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Evening light on the Roman Colosseum
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Traditional Italian wine cellar with oak barrels

Itinerary

Where You'll Sleep

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Elegant villa in Castelli Romani with garden views
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Infinity pool overlooking Tuscan hills at sunset
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Luxurious bedroom with terrace views in Italian countryside villa
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Boutique hotel nestled in the Chianti hills with vineyard views
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Outdoor dining terrace with panoramic views of Italian countryside
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Rustic elegant interior with fireplace in Tuscan villa

During this expedition, you'll experience two distinct styles of accommodation. In Rome, you'll stay at a modern, brand new hotel conveniently located in the city center, with a rooftop pool, providing easy access to all the major attractions and culinary hotspots.

For the second half of your journey, you'll be based at the stunning Castle and Wine Resort in the Chianti Hills, surrounded by vineyards and olive groves. This historic property offers a perfect blend of authentic Tuscan charm and modern comfort, with beautiful grounds where you can enjoy morning walks through the vineyards or evening aperitivos with panoramic views.

✅ What's Included

  • 7 nights in hotels/villas (shared twin/double rooms)
  • Daily breakfast
  • Welcome Dinner
  • Rooftop Aperitivo in Rome
  • Dessert Crawl in Rome
  • Lunch in Orvieto/Pitigliano
  • Wine tasting in Chianti
  • Farewell dinner
  • Guided tour in Rome (2 days)
  • Guided tour in Vatican (1 day)
  • Guided tour in Florence (1 day)
  • Guided tour in Siena (1 day)
  • Rome - Orvieto - Florence - Siena - Rome transfer in comfortable AC private minivan
  • Planning and on-site support
  • Translator
  • Travel insurance

🚫 What's Not Included

  • Flights to/from Italy
  • Transfer from Rome airport to hotel (easily reachable by metro/train, bus or taxi)
  • Meals outside of listed inclusions
  • Optional activities (e.g., rooftop drinks, museums)

Booking & Logistics

Experience & Expectations

Creative & Photography

Pricing & Insurance

Expedition Details

When

August 17 - 24, 2024

Duration

8 Days, 7 Nights

Price

$2,500$2,350

Group Size

8 travelers

Physical Rating

Low

Focus

Food, Wine & Cultural Immersion

Bases

Rome & Tuscany Countryside

Ready to experience Italy's treasures?

Book Now