Tuscany and the Cinque Terre

From Medieval Hill Towns to Seaside Villages

Trip Level

This trip is rated a Level 3 (Moderate) according to our trip grading system, While we do not see major elevation gain or loss, you will need to be comfortable hiking up to 6 miles a day and being on your feet for 4-5 hours a day. Trail conditions, weather, and the group’s level of fitness can affect hiking times and pacing.

Average Hiking Day
• 2.5 hours
• 4 miles
• 500-600 feet gain/loss

Challenge Day
• Day 2 – 6 miles, 3 hours, 900 feet gain, and 700 feet loss


We traverse a variety of terrains, from dirt roads through rolling hills in the southern part of Tuscany to steep, rocky sections on the coastal paths of Liguria where you will need to be able to hike on uneven surfaces and occasionally downhill over loose rocks. Some parts of the trails are ancient stone staircases which can be quite steep and hard on the knees. The coastal trails are narrow, have drop offs of varying heights, and often have passing hikers, so you will need good balance. On most days, we hike in the morning and visit a town or historical site in the afternoon.


The weather in Tuscany and Cinque Terre in late spring and early fall is usually very pleasant, with temperatures in the 70s°F (80s°F in Tuscany) during the day, and in the 50s°F and 60s°F at night. There can be cool breezes and occasional showers at any time during these seasons.


We spend most nights in small, picturesque inns, full of Italian charm and ambiance. Since they are often in historic buildings, the rooms are not always of uniform or international size. Our leaders do their best to assign rooms in a fair way so that all participants experience an equal advantage throughout the trip as a whole. Single rooms can be requested but are not always available, due to the limited space in the hotels. If you prefer a single room, please make your request as early as possible.


Our lunches will vary from picnics in a scenic spot to small trattorias known for their excellent local cuisine. Picnic lunches will include local breads, cheeses, fruits, and wines. On some days, we will have lunch at a local farm or in a home (agriturismo) where regional specialties are prepared. Dinners will be at our hotel or a restaurant in town. Please note that in Europe, the dinner hour is considerably later than what it is in the US. We do our best to secure early reservations for our groups, but most often the evening meal will be at 7:30 pm.


Our van will transport the group's luggage, so you only need to carry a daypack for items you need during the day (rain gear, sweater, camera, water bottle, etc.). Trip members are always free to skip a day's hike and travel to the next destination in the support vehicle (or remain at the hotel if we are not transferring that day).

Choosing the Right Trip

We work hard to help you choose the right trip for you, paying attention to your individual interests, abilities, and needs. If you have questions about the level of comfort or any of the activities described in this itinerary, please contact us.


We are proud to have an exceptionally high rate of repeat travelers. For more information, we would be happy to put you in touch with a client who has traveled with us.

Other Trips You Might be Interested in: