The 9 Walks & Hikes in Florence That Earn Their Price

1.Cinque Terre Day Trip with Optional Hiking or Pisa

★★★★★★★★★★5.0 · 8,486 reviews · 13 hours (approx.) · from $66Our pick

Travel from Florence with Walkabout Florence Tours to see Cinque Terre’s colorful villages, coastal paths, and beaches. Choose a guided hike through Corniglia and Vernazza, or combine boat rides with Pisa. Guides such as Claudia, Chris, JoJo, and Alessandro lead the day in English.

“We had an amazing day with Joann! She provided detailed information about each of the five villages along with favorites for each. Highly recommend booking this experience!”

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2.Cinque Terre Day Trip with Optional Hike

★★★★★★★★★★4.8 · 4,178 reviews · from $152

Spend 13 full hours exploring Manarola, Corniglia, Vernazza, Monterosso, and Riomaggiore with an English-speaking guide. You can hike the scenic Corniglia to Vernazza trail or take the train, then travel the coast by boat when weather allows. Guides such as Chris, Claudia, Emma, and Manuel keep the busy day moving.

“Walkabout tours is the best. Elite. We arrived early. Got in line and after discussing with my daughter the trip. She seemed nervous that she always gets “car sick” on buses. I let the woman know this while checking us in and she immediately went to “Manu” and they took my daughter to the head of the line and saved us 2 seats at the front of the bus. Tony and Manu were amazing. Funny, knowledgeable and they don’t take themselves too seriously yet you can tell by their clear direction during the day that they are very serious when needed. They are patient, as this tour was a busy…”

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3.Hiking Tuscany & Chianti wine 3 wineries and lunch

★★★★★★★★★★5.0 · 9 reviews · from $239

Spend eight hours hiking the Chianti Classico hills with a guide such as Lorenzo or Stefano, visiting three organic and biodynamic family wineries. Walk about 8 km, taste 11 wines, olive oil, cheese, and cured meats, and enjoy lunch before returning to Florence by minivan.

“Lorenzo was a fantastic tour guide. I can't say enough about how happy I am with our experience. The 3 wineries were incredible. There was heavy rainfall, so we couldn't do some of the hikes, but Lorenzo gave us many backup adventures and took us to his favorite small towns. The nature was remarkable, and it was great to meet local wine and olive oil makers. I would HIGHLY recommend this tour, as it is an amazing day. Lorenzo's flexibility and knowledge about the area and the wine was impressive. Meeting all kinds of people who have been creating wine and olive for decades was a very cool experience and…”

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4.Hike & Wine Tour

★★★★★★★★★★5.0 · 9 reviews · 3 hours (approx.) · from $143

Meet guide Simone in Vicchio, a medieval village north of Florence, for a moderate walk through Mugello vineyards and countryside. Finish at a local estate with Chianti wine, extra-virgin olive oil, Tuscan bread, salumi, cheese, and a light lunch. Groups are capped at 15.

“We had the most lovely afternoon with the host and her family. What a beautiful story about how they got started and we learned so much. The food was great, the olive oil was incredible and the wine was exquisite. Recommend this 1000%!!”

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5.Private Guided Hiking Cinque Terre Day From Florence

★★★★★★★★★★5.0 · 7 reviews · 10 hours 30 minutes (approx.) · from $600

Spend 10.5 hours with a private guide such as Stefano or Lorenzo, traveling from Florence to Cinque Terre by van, train, and boat. Hike rugged coastal paths between Corniglia and Vernazza, visit four villages, and enjoy lunch with a first course and wine included.

“We spent 2 days with Stefano - one in Cinque Terra and another in Chianti for wine tasting and lunch. He is very charismatic and engaging. He listens to what you would like to do, makes some suggestions and then you both decide. He cares about the culture and history of the region and is eager to share it. He loves to talk and laugh. It’s a lot of fun to be with him! He’s an avid runner and bicyclist and is also a certified wine sommelier. He drives a very nice 7 passenger van - very comfortable, and he’s an excellent driver!! We hope to spend more time with…”

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6.Fiesole Hike & Italian Aperitivo

★★★★★★★★★★5.0 · 6 reviews · 3 hours (approx.) · from $59Best value

Meet your English-speaking guide in Fiesole at 4 pm for an easy walk through olive groves, the Maiano Estate, and Monte Ceceri, linked to Leonardo da Vinci’s flying-machine experiment. The 3-hour outing ends with Tuscan wine and local snacks, in a group capped at 15 people.

“A pretty hike, just in the hills overlooking the city. With very beautiful views and a lot of cool history. Good guide would highly recommend.”

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7.Day trip to Cinque Terre by Deluxe minivan & Hiking

★★★★★★★★★★5.0 · 6 reviews · from $1,060

Leave Florence at 7:30 am in a private minivan with a driving guide, then trade the road for local trains in La Spezia. Stop in Corniglia, hike 40 minutes to Vernazza for lunch, and finish in Manarola. Guide Yaris has led some departures, but assignments can vary.

“Our guide was personable, knowledgeable, experienced & patient. Very familiar with the area & always aware of our needs. He was extremely fluent in English, which had been one of our main criteria.”

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8.Private Hiking Florence Tour with Wine and Lunch or semi-pri

★★★★★★★★★★5.0 · 4 reviews · from $203

Leave Florence by minivan for an 8-kilometer hike through cypress and oak woods, past Pietraserena quarries and Leonardo da Vinci’s square. Your local guide leads you to panoramic viewpoints, then serves wine and lunch at a small farm before returning via Fiesole.

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9.Wine Hiking Sip & Trek

★★★★★★★★★★5.0 · 3 reviews · from $137

Leave Florence at 8 a.m. for Montespertoli, then hike through Chianti vineyards, woods, and olive groves with a private guide such as Giuseppe. After 7.9 km, pause at a historic castle for a wine tasting before returning by private vehicle. Expect hills and a moderate fitness challenge.

“Guiseppe was an amazing guide! He provided lots of interesting information about this area and hiked us safely through the beautiful countryside. Lunch by Renato was magnificent…great conversation and hospitality! We would definitely recommend this tour but you should be quite fit before attempting the hills.”

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