Traveling to Siena in June 2026? We offer 25+ tours, trips and vacation packages to Siena in June 2026. Our Siena in June 2026 tour packages and trips have 470+ customer reviews. All the Siena June 2026 tour packages and trips are carried out by hand-picked, qualified local and international Siena tour operators.
This tour was an amazing way to experience the heart of Tuscany. The itinerary was perfectly balanced with cultural visits, delicious food and wine experiences, and plenty of free time to explore or relax. Some highlights for me were the guided tour of Siena, where we tasted incredible pastries made from unique local recipes, the pasta-making class in Chianti with a warm and welcoming family, and the wine tastings at beautiful family-run estates where we learned so much about what we were enjoying. Our day in Florence was equally wonderful. The hotel in Pancole was cozy and inviting and all the family and staff were so welcoming, and our tour leader made everything smooth and enjoyable. A fantastic trip filled with unforgettable memories!
Active and outdoor
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills
Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days.
You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession.
However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years.
Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels.
This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.
Trekking and Hiking
Tour Type
Private Tour
Accommodation
Hotel, Hostel
Age Range
18-99 yrs
Operated in
English
Destinations
Siena, Tuscany, Lucca, Altopasci
Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni
Indulge your senses on the "Italian Highlights" self-guided city sightseeing tour, a nine-day independent journey perfect for those who savor leisurely exploration and culinary delights. Depart from Rome, driving through Orvieto’s Gothic splendor and the sweet-scented hills of Perugia, the home of world-famous Baci chocolates. Tuscany’s scenic roads lead you to Montalcino and Bagno Vignoni, where spa traditions and local wines beckon.
Sample Pecorino cheese in Pienza and enjoy tastings in Montepulciano and the Chianti region before reaching Florence, the cradle of the Renaissance. Bologna’s gastronomic scene is next, with a visit to Modena’s vinegar factories and Parma’s culinary treasures. Explore the historic city of Ferrara and the artistic riches of Padua, including Giotto’s frescoes and the Basilica of St. Anthony.
The grand finale is Venice—sail a gondola along its storied canals and let the magic of the lagoon captivate you. The unique highlight of this trip is its self-drive format, blending freedom and comfort with curated experiences in Italy’s most evocative regions. Accommodations, transport, and select meals are arranged for a seamless adventure.
City sightseeing
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Drive through some of Italy's most iconic region on this eight-day tour that takes you through Lucca, Siena and Florence. Tuscany is brimming with secluded valleys, magnificent rolling hills and majestic medieval villages boasting bustling restaurants, piazzas and ancient narrow cobble-stoned streets. Its rich landscape is complemented by towns overflowing with Renaissance art and architecture.
Dreaming of the perfect European getaway? The "Barcelona to Rome" tour package blends iconic city sightseeing with leisurely discovery, guiding you through the vibrant cultures and landscapes of Spain, France, and Italy over 15 days. Start your journey in the bustling streets of Barcelona, where art, architecture, and tapas set the tone for an unforgettable adventure. Venture into the picturesque Spanish Pyrenees, then treat your senses to the flavors of Provençal cuisine and renowned wines along the sun-drenched French Riviera—famous for its glamorous atmosphere and Mediterranean charm.
This small group trip continues with a visit to the dramatic, cliff-hugging villages of the Cinque Terre, offering panoramic coastal views and a taste of authentic Ligurian life. In Florence, immerse yourself in Renaissance masterpieces, then capture the must-have photo at the iconic Leaning Tower of Pisa. Wander through medieval Siena’s enchanting streets before culminating your travels in the ancient city of Rome, where layers of history await at every turn.
Designed for travelers who appreciate a relaxed pace and easy physical activity, this tour includes comfortable hotel accommodations, seamless transport, select meals, and the guidance of experienced local leaders. Whether you’re a first-time visitor or a seasoned explorer, the itinerary ensures you enjoy ample free time to soak in local culture, cuisine, and stunning scenery at your own speed.
The unique selling point of this tour is its seamless blend of legendary sights and hidden gems—allowing you to experience three diverse countries and their highlights in one thoughtfully curated journey. With logistics handled and expert guidance at every step, you’re free to simply savor the magic of Europe’s most captivating regions.
City sightseeing
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Rome, Barcelona, Cinque Terre an
Rome, Barcelona, Cinque Terre and Liguria, Florence, Siena, Ribes De Freser, Toulouse, Provence, Nice
The 'Rome, Tuscany, Côte d’Azur, Provence and Barcelona' tour invites you to experience the best of Italy, France, and Spain over 11 gentle days. Perfect for those who prefer relaxed sightseeing, this guided group trip covers Rome’s historic marvels, the scenic beauty of Tuscany and Provence, and the lively atmosphere of Barcelona. With all accommodations, meals, and transportation included, the trip’s unique appeal lies in its wide-ranging yet comfortably paced itinerary, making it an exceptional choice for seniors eager to explore three iconic destinations in one go.
