Cinque Terre & Tuscany Hiking & Walking Tour

Coastal Italy’s Seaside Charm & Tuscan Villages

How do you say beautiful in Italian? Bellissimo. Now you’ll know how to describe this hiking journey made of warm sunlight, the azure sea, hill towns, seafood and delectable wines.

6 days, 5 nights
Deluxe Hotels
5 nights, Deluxe Hotels

Learn more about where you'll stay.

Activity Levels 2-4
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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+

Also available for:

  • Women's Adventures – Women 18+
  • Families with Teens & 20s – Best for ages 16+ (min. age 14)
Also Available for:

From $4,599 - $4,899/person

Snapshots from the Trip

Trip at a Glance

Highlights

  • Hike trails framed by sea views and the iconic candy-colored villages of Cinque Terre’s UNESCO World Heritage coast
  • Taste your way through two distinctive regions, from the sea-to-table fare of the Mediterranean to Tuscany’s soulful red wines
  • Stroll through storybook Tuscan villages, past vineyard-draped hillsides and along serene tree‑lined country lanes
  • Step into Portofino’s postcard‑perfect waterfront, visit historic Radda and immerse yourself in the dramatic landscapes of the Ligurian Riviera
  • Stay in well-appointed family‑owned hotels, chosen for their location near Cinque Terre and Tuscany’s best trails

Sample itinerary. Trip details may vary by departure.

Start Pisa Airport & Travel Details

Description
  • Walk coastal trails through terraced vineyards and olive groves
  • Experience Cinque Terre’s spectacular World Heritage coastline on foot and by train
  • Follow well-maintained paths and ancient stone walls from Riomaggiore through cliffside Manarola, peaceful Corniglia and vibrant Vernazza to Monterosso al Mare
  • Venture into the rugged highlands for a fresh perspective on this remarkable region
  • Pass elegant villas en route to chic Portofino
  • Stroll Portofino’s postcard-perfect waterfront
  • Explore the Golfo del Tigullio towns of Santa Margherita Ligure or Rapallo
  • Unwind at our hotel’s private beach, with time to swim and soak up the sun
  • Cap off each day with Mediterranean cuisine and dinners 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
  • Head inland to Chianti’s quintessential Tuscan villages, vineyards and cypress-lined lanes
  • Hike through the medieval villages of Greve in Chianti and Panzano
  • Wander the narrow streets of historic Radda, the heart of Chianti Classico
  • Walk to a historic wine cellar for a picnic paired with local wine
  • Take in sweeping pastoral views from a strada bianca (white road), surrounded by vineyards and olive groves
  • Sample regional wines during a fun and informative tasting
  • Unwind each evening at our tranquil Tuscan oasis
  • Extend your adventure with a visit to Florence, birthplace of the Italian Renaissance and our magnificent gateway city.
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