Experience the tranquil beauty of Maremma, Tuscany, on a relaxing food and wine trip designed to immerse you in the region's rich culinary heritage. This journey will take you through rolling hills, scenic coastlines, and charming villages, all while indulging in the finest local wines and traditional dishes.
Your adventure begins at an exotic resort located next to Italy’s first WWF (World Wildlife Fund) Oasis located right on the Tuscan coast of Maremma. This resort is a short walk to the sea, with it’s own private beach club and heated pool. Our three nights here will include immersing in location traditions including cooking class, olive oil tasting and even meeting real Tuscan cowboys known as the Butteri! Yee-haw!
After three nights at sea level, we will journey north to with a short diversion to have a special tasting of Brunello di Montalcino. After our special lunch, we will go to our final homebase: Poggio ai Santi. This resort is run by a beautiful family who excels in hospitality, much like our friends at Fattoria Lavacchio. With a location that has an amazing view of the sea from up high - you can even see the Island of Elba on a clear day!
Our seven night itinerary for October 2025 is below, please note that this is ground only and the date of arrival is Sunday October 12, 2025 and departure flights should be booked no later than Saturday October 11th for the time difference. We always recommend extending your stay, if you can!
*Note that itinerary is subject to change
Day 1
Arrive in southern Maremma, near Capalbio, a charming medieval town nestled between hills and sea. Explore the property Terre di Sacra where you will stay for the first three nights on a wildlife oasis on the coast, steps away from the sea. Dinner will be held at the estate, featuring local products for a delightful first taste of the region.
Day 2
After farm fresh breakfast, we can take an e-bike ride (or drive for those not able) to meet the Butteri, the last Italian cowboys, who will showcase their ancestral cattle-handling skills. Here we will have an authentic lunch showcasing the ancient methods and ingredients.
In the afternoon, after some free time, we will offer an in-depth olive oil tasting and a cooking class where we will make traditional tortelli alla Maremmana for our dinner.
Day 3
Head to Pitigliano, known as “Little Jerusalem,” with its narrow streets and rock-carved architecture. After lunch & free time we will visit Via Delle Cave, Etruscan pathways carved into the stone. End the day at a Morellino di Scansano wine producer for a tasting of their prestigious wines with the owners.
Back at Terre di Sacra, we will enjoy a delightful dinner to conclude this enriching day.
Pitigliano
Day 4
Today, we leave Southern Maremma behind and journey north. Along the way, we take a slight detour to discover Castello di Argiano, a historic fortress built in 1200 that overlooks the Orcia Valley and is part of a network of defensive castles in Tuscany. Once an Etruscan-Roman site, it preserves an extraordinary medieval heritage. Since 1975, the Sesti estate has been producing exceptional wines, guided by lunar cycles and a deep respect for the terroir. Today, Elisa Sesti continues this tradition with iconic wines such as Brunello di Montalcino.
After this timeless experience, we will continue our journey to Poggio ai Santi, a truly special place, where we will settle in for the next four nights.
Dinner will be held at the estate.
Day 5
Francesca and her loyal friends
In the morning, we will meet Francesca, the owner of Poggio ai Santi, who will share her story and vision for this unique place. Together, we will take a stroll through the botanical garden, where she will introduce us to the fascinating topic of education in health through nutrition. Lunch will be enjoyed at Poggio ai Santi, offering a moment to savor the estate’s philosophy.
In the mid-afternoon, we will visit the spectacular Petra winery, an architectural masterpiece by Mario Botta, before continuing to Populonia to explore its historic charm and breathtaking views of the sea.
Populonia
For this evening, we take you to Il Bucaniere, an iconic venue perched above the Tyrrhenian Sea in San Vincenzo. This restaurant, led by Fulvietto Pierangelini, son of the legendary chef Fulvio Pierangelini (Il Gambero Rosso**), offers refined cuisine where the flavors of the sea are elevated with creativity and precision.
Day 6
After farm fresh breakfast, we travel to Bolgheri, renowned for its world-class wines and picturesque cypress-lined roads. We will visit a small family-owned winery Fattoria Chiappini, nestled among some of the most prestigious estates in the region, for an intimate and authentic tasting experience.
Leaving the vineyards behind, we head inland to a charming historic village, where we will enjoy lunch in the authentic Osteria magona. A true escape from time, this hidden gem offers a glimpse into the soul of traditional Tuscan hospitality, where simple, high-quality ingredients and timeless recipes create a meal to be savored slowly.
In the afternoon, we visit Peperita, a culinary revolution in the heart of Maremma. Here, over 50,000 organically grown chili plants are transformed into gourmet creations—sauces, powders, fresh chilis, and even beauty products, all made without additives or preservatives. Rooted in a family legacy of olive oil excellence, Peperita takes chili to an artistic level, blending heat, harmony, and creativity into every bite, from appetizers to desserts—even coffee and liqueurs.
The day concludes with dinner at the property, in a welcoming and relaxed atmosphere, reflecting on a journey filled with bold flavors, rich traditions, and unforgettable discoveries.
Day 7
Our last full day, the morning is yours to enjoy at your own pace. You will have the opportunity to personalize your experience by choosing from a selection of activities, whether it's a relaxing massage, a scenic trek, or an e-bike ride through the stunning landscapes of the region. You may also choose to unwind at the beach, where a reserved area awaits you. Whatever you choose, the experience will be followed by a delightful lunch, allowing you to savor the moment before the afternoon’s activities.
Later, take time to unwind at the property before joining a workshop on the art of crafting your own signature cocktail.
The day concludes with a farewell dinner at Bar Sale8, celebrating a week full of discoveries, flavors, and unforgettable moments.
PRICING
The cost is $6100 per person for double occupancy.
It is essentially all-inclusive! Price includes:
-Complimentary shuttle to/from fiumicino (Rome) airport at specific time for the group arrival/departure
-7 nights in award-winning resorts, each room equipped with en suites
-20 private meals with wine pairings (breakfast, lunch, dinner, and additional tastings included)
-Private transportation in Italy
-Several wine tastings including: Brunello di Montalcino, Morellino di Scansano, and other wines in the Bolgheri region
-Cooking class
-Cocktail class with herbs from the garden
-Herb & spice instructional excursions
-Specialty tours in several cities with professional guides
Once you sign up Cafe Capriccio will invoice you, note to hold your reservation we will require a minimum of half of the total payment. If you pay with credit card a 3-4% fee will be added depending on the card.