Cinque Terre & Tuscany Walking & Hiking Tour
Cinque Terre & Tuscany Walking & Hiking Tour
6 days
5 nights
Activity Levels 2-4
Casual Hotels
2025: Jul-Oct2026: Apr-Oct
Coastal Italy's Seaside Charm & Tuscan Villages
To prepare for this hiking tour in Cinque Terre and Tuscany, learn how to say beautiful in Italian. So you'll know what to say when you admire Cinque Terre’s spectacular views or Tuscany’s gorgeous landscape. It’s the simplest way to describe a journey with your fill of seafood, delectable wines, friendly people, warm sunlight, the azure sea, cypress trees and hill towns. Bellissimo.
Highlights
- Hike Cinque Terre's World Heritage coastline, with brightly colored cliffside villages and unbeatable views of the sea
- Savor seafood on the Mediterranean coast and simple hearty fare with the renowned local wine in Chianti
- Stroll through archetypal Tuscan villages, picturesque vineyards and peaceful tree-lined country lanes
- Delight in the subtleties of crisp Ligurian white wines and full-bodied Tuscan reds at enchanting family-run wineries
StartPisa
EndFlorence
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-3
Walk along coastal trails past terraced vineyards and olive groves • Get to know the Cinque Terre’s majestic coastline, a World Heritage site, by hiking and by train • Well-groomed paths lined with ancient stone walls lead from stunning Riomaggiore through cliffside Manarola, quiet Corniglia and vibrant Vernazza to inviting Monterosso al Mare • Venture into the rugged highlands to see this impressive region from a new perspective • Pass elegant villas en route to posh Portofino • A walk along Portofino’s postcard-perfect waterfront is a must • Explore Santa Margherita Ligure and the Golfo del Tigullio • Relax under the sun and swim at our hotel's private beach • Enjoy Mediterranean flavors and dinners by the sea.
Nights 1-3
Just steps from the bay of Santa Margherita, this art nouveau-style hotel is set atop a promontory, surrounded by oak, pine and palm trees. Take a dip in the sea from the hotel's private beach.
Days 4-6
Head inland to Chianti's quintessential Tuscan villages, vineyards and cypress-flanked lanes • Hike through the medieval villages of Greve in Chianti and Panzano • Stroll through the narrow streets of the historic ridgetop Radda, the epicenter of Chianti Classico • Walk to 1,000-year-old Castelvecchi wine cellars to enjoy a signature Backroads picnic with a glass of local wine • Soak up grand pastoral panoramas from the strada bianca (white road), surrounded by vineyards and olive groves • Sip regional wines at a fun and informative tasting • Unwind each night at our tranquil Tuscan oasis • Extend your walking tour in Cinque Terre and Tuscany with a visit to Florence, birthplace of the Italian Renaissance and our magnificent gateway city.
Nights 4-5
Owned by the same family since the 1500s, this former manor house offers vistas of the countryside, olive groves and vineyards of Chianti Classico. (pool)
What's Included
See moreStraight Talk
We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.
Cinque Terre is a popular tourist destination with busy peak seasons including summer months and on national holidays. During these periods, crowds are common. To access the best hiking areas in the Cinque Terre, we will sometimes be riding on state-operated regional trains alongside locals and other tourists. The trains can be subject to delays and crowded during peak seasons. Because the national park is still recovering from trail damage from previous years, closures may occur. In the event of a trail closure, your Backroads Trip Leaders will have alternate hikes and activities available. For more information on the park and trail closures, please visit www.parconazionale5terre.it.
Our routes through this captivating terrain are a combination of loop hikes and out-and-back trails that begin and end in the same location. In some cases our shuttles will get us to and from the trailheads, but due to the nature of these trails, we usually won’t see our vehicles along the route. Ample trail support in the form of water, snacks and encouragement is provided by your Backroads leaders and local guides.
Hotels
Adventure-Ready Hotels
Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-3
Casual Hotel
Just steps from the bay of Santa Margherita, this art nouveau-style hotel is set atop a promontory, surrounded by oak, pine and palm trees. Take a dip in the sea from the hotel's private beach.
Nights 4-5
Casual Hotel
Owned by the same family since the 1500s, this former manor house offers vistas of the countryside, olive groves and vineyards of Chianti Classico. (pool)
Gallery
Review Snapshot
by PowerReviews
Reviewed by 73 customers
Fantastic experience packs a lot into six days
We never would have been able to visit so many locations, find scenic hikes in each, and learn about the history, geography, and food without the Backroads itinerary and the guidance of our trip leaders.
Spectacular Vacation!
This was my sixth backroads trip but my first backroads trip to Europe. All my backroads trips have been wonderful. In general Backroads does a fantastic job providing delicious food options but the food on this trip was NEXT LEVEL!!! The hiking was also stunning. The coastal views from the Cinque Terre hikes were breathtaking. Hiking in Tuscany was an amazing way to experience the region! Our guides Daphne and Giordano were enthusiastic, knowledgeable and so fun to spend time with!!! They made an already great trip that much more special.
Take this trip!
This trip surpassed our expectations! Outstanding leaders, excellent itinerary, seamless logistics, tasty and plentiful food!
Super!!
Leaders were great! Views were amazing g
Fantastic trip with fantastic leaders
Absolutely lovely hiking tour in Cinque Terre and Tuscany. Our leaders, Emmeline, Annie and Klara were outstanding and added greatly to my trip experience. They were fun, interesting, well-organized and thoughtful leaders. I would go on another Backroads trip without hesitation.
Fantastic Experience
Going into this trip I was dubious about being latched to a gang of unknown fellow travelers (I hate cruises), but this was a wonderful group and the program allows enough flexibility that deviations from the regime and adaptations for each person's athletic aptitude are well accommodated. The accommodations were fine to amazing (the medieval Villa de Barone complex in Tuscany blew me away) and the food was fantastic - we ate at two Michelin starred restaurants before meeting the group, and the last dinner in Tuscany was WAY better. I loved the experience of knowing out bags would be waiting for us wherever we'd land, transportation was always ready and accommodating, and snack and a cold beer, spritz, or juice were always another hill or two away. Our guides were fun, informative, and very attentive. We'll be doing another BR adventure soon.
10 out of 10!
This was our first Backroads trip and it won't be our last! Fantastic trip leaders, delicious food, breathtaking scenery, fun and interesting group members, and perfectly executed logistics. Thanks for a first rate experience!
4th Backroads trip. All have been fantastic.
This was our first hiking adventure with Backroads. The scenery and variety of hikes was perfect. The locations we stayed, the food and wine were brilliant. All topped off with excellent Leaders who were a pleasure to get to know.
Seaside villages and rolling Tuscan hills.
The itinerary was a good blend of Mediterranean Sea villages and the rolling vineyards and olive groves of Tuscany. We saw beautiful sights, ate delicious food, and met wonderful people. Outstanding scenery and hiking through beautiful countryside. Our group leaders truly made this trip memorable. We were always given options for walking each day, and both guides were informative and supportive.
Amazing Experience!
The events, the travel, the food, the experience and our leaders were top notch! I can't say enough great things.
Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
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