Cinque Terre & Tuscany Easygoing Walking Tour

Dolce Tempo Journey from Italy’s Seaside to Tuscan Villages

Wander. Linger. Sip. Repeat. Like a good Prosecco, this relaxed journey sparkles with la dolce vita. Stroll coastal paths in Cinque Terre. Picnic under the Tuscan sun. Find magic in life’s simple joys.

Luxury & Deluxe Hotels
5 nights, Deluxe Hotels

Learn more about where you'll stay.

Activity Levels 1-2
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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Couples, Friends & Solos

This trip is for:

  • Couples, Friends & Solos – Adults 18+

Snapshots from the Trip

Trip at a Glance

Highlights

  • Walk coastal trails connecting the colorful seaside villages of Cinque Terre, a World Heritage Site
  • Step into Portofino’s postcard‑perfect waterfront and immerse yourself in the Mediterranean landscapes of the Ligurian Riviera
  • Journey deep into Tuscany, picnicking among vineyards and sipping local wines at private tastings
  • Stroll quaint Tuscan villages like Greve and Radda, sipping espresso in piazzas and practicing your Italian in local boutiques
  • Stay in welcoming and well-appointed hotels like seaside retreats and country manor homes 

Sample itinerary. Trip details may vary by departure.

Start Pisa Airport & Travel Details

Description
  • Meet the magnificent coastline of the Cinque Terre, a World Heritage Site
  • Explore age-old trails and ride the train that connects these car-free villages to the world
  • Walk well-groomed paths lined with ancient stone walls en route from Riomaggiore to Monterosso al Mare
  • Wander the streets of Santa Margherita Ligure and Rapallo, vibrant summer destinations popular with Italians
  • Stroll the Parco all the way to Portofino’s picturesque waterfront
  • Enjoy an unforgettable Mediterranean dinner by the sea.
Accommodations
Hotel Continental

(Deluxe Hotel, 3 nights)

Nights 1-3

Hotel Continental
Santa Margherita Ligure

Deluxe Hotel

Just steps from the bay of Santa Margherita, this art-nouveau-style hotel delivers sweeping views of the Ligurian Sea from its panoramic perch. A path down through a garden shaded by pine and palm trees brings you to the hotel's private beach, where lounge chairs frame protected swimming coves. (pool, spa)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

Description
  • Take in striking vistas of Greve in Chianti and Montefioralle as you walk through the Chianti Fiorentino
  • Relax with a signature Backroads picnic and some local wine at a 1,000-year-old vineyard
  • Bask in the Tuscan sun, surrounded by vineyards and olive groves
  • Learn the history of Chianti Classico and sample regional wines
  • Explore Radda, the former capital of the ancient League of Chianti, and shop for local artisanal products
  • End your adventure in Florence, a perfect place to extend your stay.
Accommodations
Villa Le Barone

(Deluxe Hotel, 2 nights)

Nights 4-5

Villa Le Barone
Panzano in Chianti

Deluxe Hotel

Owned by the same family since the 1500s, this former manor house sits among olive groves and vineyards. Traditional Tuscan décor, lush gardens, tennis courts and a heated infinity pool overlooking the countryside create a relaxed setting after a day of biking quiet country roads. (pool)

Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.

End Florence Airport & Travel Details