Guided day trips from Firenze, Toscana to Cinque Terre, Chianti Classico, and the Arno — active, culinary, and scenic experiences.
Handpicked day trips from Florence to Cinque Terre, Chianti, and the Arno.
land-adventures · Florence
Hike the dramatic coastal trails of Italy’s Cinque Terre with expert guides from Out of the Box Florence. Discover colorful villages, local cuisine, and stunning Mediterranean landscapes on this full-day adventure.
Out of the Box Florence is a small-day-tour operator based in Firenze, Toscana, offering guided outdoor and culinary experiences across Tuscany and Liguria. The company organizes a range of curated trips including the Unexpected Cinque Terre Adventure, Florence Hike with lunch, Florence Wine Boat, Your Organic Wine Tour, and the Wine Hiking Chianti Classico Day. Each experience blends active exploration with regional food and wine, led by knowledgeable local guides who prioritize immersive itineraries and authentic encounters.
Guests can choose coastal hiking in the Cinque Terre, scenic hill walks above Florence in Fiesole, relaxed wine tastings aboard vintage boats on the Arno, or full-day excursions through Chianti Classico visiting organic and biodynamic wineries. The Wine Hiking Chianti Classico Day highlights an 8 km trek and visits to multiple wineries with tastings and local olive oil. The Organic Wine Tour focuses on organic and biodynamic winemaking practices and includes tastings at two wineries plus a traditional Tuscan lunch. The Florence Hike features a farm-to-table lunch and panoramic views of the Duomo. The Florence Wine Boat offers wine tasting on wooden vessels along the river.
Out of the Box Florence operates small, eco-friendly groups for a more personal experience and works with local producers to showcase regional ingredients and sustainable practices. Reservations and detailed itineraries are available through the company’s booking channels, and every tour emphasizes safety, local knowledge, and a connection to Tuscany’s landscapes and culinary heritage. Guests are encouraged to book in advance to secure preferred dates and customized experiences today.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Based in Florence, Italy
Hiking, wine, and boat experiences
Personalized attention on tours
Includes organic and biodynamic visits
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Out of the Box Florence listing.
Out of the Box Florence offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Reserve a seat on a guided hiking, wine, or boat tour from Firenze, Toscana — check availability and book today.
land-adventures · Florence
Escape the bustling streets of Florence and venture into the tranquil hills of Fiesole. Discover breathtaking vistas, sample local wine, and enjoy a farm-fresh Tuscan lunch—an experience that combines nature, culture, and cuisine in perfect harmony.
boat-charters · Firenze
Sail through Florence on a vintage wooden boat while sipping fine Tuscan wines. Enjoy history, hidden gems, and breathtaking river views on this private Arno River wine tour.
others · Florence
Discover Chianti Classico’s organic and biodynamic wines with Out of the Box Florence. Savor tastings, traditional Tuscan lunch, and rolling vineyards on this all-day wine adventure.
land-adventures · Firenze
Discover Tuscany’s iconic Chianti Classico countryside on foot while savoring exclusive organic wines and local delicacies. This 8 km guided hike blends moderate outdoor adventure with immersive vineyard visits just an hour from Florence.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.