Begin your Tuscan adventure with an arrival in Florence, a city renowned for its rich history, stunning architecture, and vibrant culture. As you settle into your accommodations, soak in the atmosphere of this iconic city, known as the birthplace of the Renaissance. Explore the cobblestone streets, visit world-class museums such as the Uffizi Gallery and the Accademia Gallery, home to Michelangelo’s masterpiece, David, and indulge in irresistible Italian cuisine at local trattorias. With its breathtaking beauty and timeless charm, Florence promises to be an unforgettable starting point for your journey through Tuscany.
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Set out on a week-long adventure through the picturesque landscapes of Val d'Orcia on our hiking tour. Explore charming medieval towns, hike through rolling hills draped in patchwork quilt farmland, and marvel at historic landmarks along the way. With experienced local guides, quality accommodations, breakfasts, and luggage transfers provided, immerse yourself in the beauty of Tuscany. From Florence to Montalcino, Sant'Antimo, Pienza, Bagno Vignoni, and Rocca d'Orcia, this journey promises an unforgettable blend of nature, culture, cuisine, and active relaxation.
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Our day starts with a train ride from Florence to Torrenieri, a scenic ride that offers glimpses of the picturesque Tuscan countryside. From Torrenieri, our adventure continues with a delightful trek to Montalcino, a charming hilltop town famous for its exquisite wines, particularly the renowned Brunello di Montalcino. Wander through the narrow streets lined with medieval buildings, visit historic wineries for tastings, and savor the panoramic views of the surrounding vineyards and rolling hills. Montalcino’s timeless beauty and old-world charm make it the perfect destination to kick-start your hiking expedition in Tuscany.
Meals: Breakfast
Hiking: 10 km (6.2 miles)
Elevation: +500 m (+1640 ft) / -150 m (-492 ft)
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Today, we’ll Immerse ourselves in the tranquility of the Tuscan countryside as we go on a scenic hike from Montalcino to the enchanting Sant’Antimo church and back. Nestled amidst rolling hills and vineyards, the ancient abbey of Sant’Antimo is a true gem of Romanesque architecture and a peaceful retreat for contemplation. Take in the serene atmosphere and admire the timeless beauty of this spiritual haven. The picturesque landscapes and cultural heritage of Sant’Antimo promise another memorable hiking experience in the heart of Tuscany.
Meals: Breakfast
Hiking: 17 km (10.6 miles)
Elevation: +/- 400 m (+/-1312 ft)
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Today’s adventure takes us from Montalcino to the charming town of San Quirico d’Orcia. We’ll explore the historic streets, admire the architecture, and soak in the authentic Tuscan atmosphere. Meander through the quaint alleys, visit the Collegiate Church of San Quirico and the Horti Leonini, a Renaissance garden, and marvel at the panoramic views of the Val d’Orcia. The timeless beauty and cultural heritage of San Quirico d’Orcia make it a must-visit destination on our Tuscan itinerary.
Meals: Breakfast
Hiking: 14 km (8.7 miles)
Elevation: +250 m (+820 ft) / -400 m (-1312 ft)
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After breakfast, we’ll set out from San Quirico d’Orcia on a picturesque hike to Pienza and back. Discover the UNESCO World Heritage-listed town of Pienza, renowned for its Renaissance architecture and panoramic views of the Val d’Orcia. Explore the charming streets lined with historic buildings, visit the Piazza Pio II, and sample the local pecorino cheese, a specialty of the region.
Meals: Breakfast
Hiking: 16 km (9.9 miles)
Elevation: +/-500 m (+/-1640 ft)
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Today, we’ll embark on yet another delightful hike from San Quirico d’Orcia to the thermal village of Bagno Vignoni. Once there, we’ll take a relaxing break and rejuvenate your senses with a dip in the soothing thermal waters before returning to your accommodations. Explore the charming village center, admire the ancient thermal baths, and stroll along the scenic trails surrounding Bagno Vignoni.
Meals: Breakfast
Hiking: 8 km (5 miles)
Elevation: +150 m (+492 ft) / -250 m (-820 ft)
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Today, we’ll explore the scenic wonders around Bagno Vignoni as you hike to Rocca d’Orcia and back. Marvel at the rugged beauty of the landscape and capture breathtaking views of the surrounding valleys and hilltop villages. Discover the medieval fortress of Rocca d’Orcia, perched atop a hill overlooking the Val d’Orcia, and immerse yourself in the rich history and natural splendor of the region.
Meals: Breakfast
Hiking: 12 km (7.5 miles)
Elevation: +/-500 m (+/-1640 ft)
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As our unforgettable journey through Tuscany draws to a close, bid farewell to Bagno Vignoni and embark on your return journey to Florence. Reflect on the memories made and the breathtaking landscapes explored during your exhilarating Val d’Orcia hiking adventure in the heart of Italy’s stunning countryside. Arrive in Florence refreshed and rejuvenated, ready to continue your exploration of this timeless city or depart for home or your next destination!
Meals: Breakfast
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What you get on this adventure:
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- An experienced, local hiking guide and a local tourist guide with extensive knowledge of the area
- Week long Val d’Orcia hiking tour
- Accommodation in 3 or 4-star hotels and B&Bs for the duration of the tour (6 nights), based on double occupancy
- Breakfasts
- Train/bus ticket to reach/leave the starting/ending point of the tour
- Luggage transfers between hotels
What’s not included:
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- Transportation to Florence
- Accommodation in Florence before the Val d’Orcia tour (Day 0)
- Meals other than breakfast (your guide will organize dinners at high-quality local restaurants with incredible wines, but you’ll be able to go elsewhere)
- Guide gratuities — optional
- Travel and medical insurance — recommended
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To participate in our guided Val d’Orcia hiking tour in Tuscany, you should have a moderate level of fitness and be comfortable with full-day hikes. You should be able to maintain a stable and safe pace, as well as have no fear of heights. The tour involves covering between 5 and 10 miles (8-17 km) each day, with hiking durations of approximately 4 to 6 hours, sometimes over hilly terrain. While there may be some challenging sections along the way, you’ll always have a guide by your side to set the appropriate pace, ensure regular breaks, and ensure the safety and enjoyment of everyone in the group.
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Here’s a list of the equipment you need to bring:
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- Day pack large enough to carry all the items you may need during the day (around a 25-40L bag)
- Hiking poles — optional
- Water bottle or hydration bladder (2L capacity)
- Lightweight hiking boots or shoes with good ankle support
- Comfortable hiking clothes, both short-sleeved and long-sleeved, to last you for a week
- Midlayer or fleece
- Waterproof lightweight rain jacket
- Casual clothes for when you’re not hiking
- Swimsuit
- Sunhat
- Toiletries (sunscreen, hand sanitizer, bug spray, etc.)
- Sunglasses
- Camera — optional (but recommended)
Bring comfortable clothes appropriate for the season. We suggest checking the forecast and adjusting your list accordingly. Layers are best and don’t wear jeans.
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Group sizes and pricing
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- For this group adventure, the maximum client-to-guide ratio is 12:1. You will either be led by a hiking or a tourist guide, depending on the activity.
- It takes a minimum of 4 people for this tour to operate.
This hiking tour in Val d’Orcia can be arranged for private and for larger groups. Contact us to make arrangements.
Min. age requirements
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- If you are older than 18, you’re good to go.
- Minors younger than 18 may be permitted to join the hike on a case-by-case basis, but must be in the presence of a parent or legal guardian.
If your group has hikers under the age of 18, contact us prior to booking to make arrangements.
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To get to Florence, most people fly into Florence Amerigo Vespucci Airport, which is connected to the city center with a regular tram line.
Once you and your guide agree on the details of your itinerary, your guide will suggest the best time and place to meet in Florence, usually at the train station in the moring of Day 1.
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We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.
Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.
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