From Florence: 2-Day Combo Tour to Pisa, Cinque Terre & Tuscany

Explore Pisa, Cinque Terre, and Tuscany in a 2-day guided tour from Florence, including wine tastings, medieval towns, and iconic sights for $359.

Discover Italy’s Best in a 2-Day Florence Guided Tour

This 2-day combo tour from Florence offers an efficient way to experience Pisa, Cinque Terre, and Tuscany’s charming towns without the hassle of planning each step. Priced at $359.19 per person, the tour is designed for those who want an immersive taste of Italy’s coast and countryside. The tour is perfect for visitors who enjoy expert guides, comfortable transportation, and curated experiences, all within a manageable schedule of approximately 2 days.

What sets this tour apart is its ability to combine iconic landmarks like the Leaning Tower of Pisa with the colorful villages of Cinque Terre and the medieval allure of San Gimignano. The tour is ideal for travelers who prefer an organized experience with all logistics handled, leaving plenty of time for free exploration and photo opportunities. A key feature is the full coverage of two regions in one seamless itinerary, which is highly valued by those short on time but eager to see Italy’s highlights.

Key Points

  • Two regions in one trip: Pisa with its famous Leaning Tower, and the stunning villages of Cinque Terre
  • Includes wine tastings: Visit 2 wineries with up to 9 tastings, plus olive oil and snacks
  • Comfortable transport: Roundtrip train service and bus or van transfers in Tuscany
  • Expert guides: Knowledgeable leaders provide insightful commentary at every stop
  • Flexible free time: In San Gimignano, visitors can explore at their own pace
  • All-weather operation: The tour runs year-round, with dress accordingly

Starting Point and Early Morning Logistics in Florence

The tour begins at Santa Maria Novella train station, where the group gathers at the main entrance of the pharmacy inside the station at 7:30 am. The recognizable tour leader wears a purple T-shirt and offers a brief introduction before departure. This early start ensures ample time for sightseeing and travel across regions.

Travelers are transported by train from Florence, with the journey to Pisa scheduled for about 1 hour. The structure offers a smooth transition from Florence’s urban energy to Italy’s scenic countryside and coast, emphasizing the convenience of public transportation combined with guided support.

Exploring Pisa’s Iconic Leaning Tower and Piazza dei Miracoli

Upon arriving in Pisa, the group heads directly to the Field of Dreams, Piazza dei Miracoli, home to the famous Leaning Tower, Baptistery, and Duomo. The 10-minute walk with the tour leader offers an overview of these highlights, with free time to snap photos and admire the architecture.

Visitors have the option to go inside the Leaning Tower (own expense) or explore the Duomo. This flexibility allows for personalized experiences within the iconic square, which is easily accessible during the hour allocated for sightseeing. The free entry to the main sights makes this a cost-effective stop, though additional tickets are available if desired.

Journey from Pisa to Cinque Terre via La Spezia

After Pisa, the group reunites and takes a 1-hour train ride to La Spezia, the gateway to the Cinque Terre. This efficient transfer ensures minimal downtime, maximizing time for exploring the colorful villages. The train journey offers scenic views of Italy’s coastal landscape, setting the tone for the next segment.

Once in La Spezia, the tour moves to the five charming villages by train, starting with Riomaggiore. The group enjoys 1 hour of free exploration to wander through narrow streets and take in spectacular cliffside views. Riomaggiore’s vivid houses and coastal scenery are perfect for photos and relaxed strolling.

Discovering Vernazza’s Harbor and Manarola’s Clifftop Charm

The itinerary continues with visits to Vernazza, often considered the most picturesque of the five villages, with its tiny natural port and colorful houses. Tourists get 1 hour to soak up the seaside ambiance, explore the harbor, or relax on the sunlit rocks.

The final Cinque Terre stop is Manarola, perched on rugged cliffs overlooking the Ligurian Sea. Known for its breathtaking scenery and vibrant houses, this village provides a perfect backdrop for memorable photos. Tourists enjoy another hour of free time to experience the village’s charm at leisure.

Return to Florence via Train and Reflection

From Manarola, the group departs by train back to La Spezia or Pisa, followed by a 2-hour 30-minute ride back to Florence. The return journey offers a chance to relax, review photos, and share impressions of the day’s adventures. The tour concludes back at the starting point, leaving visitors with a camera full of images and a head full of stories.

Tuscany’s Vineyards and Medieval Town of San Gimignano

On the second day, the journey starts early with a full-day guided exploration of Tuscany. The group is picked up at Santa Maria Novella train station at 7:30 am. The first stop is a picturesque drive through Tuscany’s rolling hills, vineyards, olive groves, and cypress trees—a landscape synonymous with Italy’s wine country.

The tour visits two family-run wineries in Ulignano and near San Gimignano. At each estate, visitors enjoy guided wine tastings, sampling up to 9 wines, complemented by extra virgin olive oil tasting and snacks. These experiences highlight the region’s famous wines and olive oils, making it a highlight for wine enthusiasts.

San Gimignano’s Medieval Skyline and Free Exploration Time

Following the winery visits, the tour stops in San Gimignano, often called the “Medieval Manhattan” due to its well-preserved towers and medieval architecture. The 1.5-hour free time allows visitors to explore the narrow streets, climb towers, or simply enjoy the views of the Tuscan landscape. This town offers a blend of history and scenery, perfect for leisurely browsing and photo-taking.

Day Two Wrap-up and Return to Florence

After exploring San Gimignano, the group boards a bus or van for the return trip to Florence, arriving back around 8:00 pm. The schedule ensures a full day of sightseeing without feeling rushed, with plenty of opportunities to enjoy local flavors and medieval sights.

Included and Optional Experiences

The tour’s price covers a knowledgeable English-speaking guide on both days, full-day train travel, and roundtrip transportation in Tuscany. Highlights include visits to 2 wineries, with up to 9 wine tastings, and olive oil sampling. The experience also includes free time in San Gimignano and scenic drives through Tuscany.

Not included are meals, accommodation, and personal expenses. The tour operates in all weather conditions, so appropriate clothing is recommended. The group size is capped at 20 travelers, ensuring a personalized experience.

Who Will Appreciate This Tour Most

This two-day combination tour suits travelers seeking a well-organized and comprehensive overview of Italy’s coast and countryside. It’s ideal for those who want to visit multiple iconic sites without the stress of planning transportation or logistics. The wine tastings and free exploration time add personalized touches, making it suitable for food and wine lovers as well as history and scenery enthusiasts.

Final Thoughts on the Florence 2-Day Combo Tour to Pisa, Cinque Terre & Tuscany

This balanced itinerary offers an efficient way to see some of Italy’s most famous sights in a short period. The expert guides and well-curated stops help create a smooth experience, especially for those new to the region. The small group size enhances interaction and comfort, while the free time provides essential flexibility.

While the tour covers a lot in just two days, travelers should be prepared for early mornings and moderate walking. The inclusion of wine tastings and the opportunity to explore medieval towns makes this tour especially appealing for those looking for a mix of culture, history, and culinary delights.

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From Florence: 2-Day Combo Tour to Pisa, Cinque Terre & Tuscany



5.0

100% 5-star

“My husband and I went on this tour for our anniversary. It was absolutely incredible! We got to have our free time in each place and got great reco…”

— A Tripadvisor Reviewer, May 2025

Frequently Asked Questions

What is included in the tour price?
The tour covers full-day train travel, roundtrip transportation in Tuscany, two winery visits with up to 9 tastings, olive oil tasting, and guides on both days.

Are meals included?
No, meals are not included in the tour price. You will have free time to purchase food and drinks at your stops.

What is the best time of year to join this tour?
The tour operates in all weather conditions, but dress appropriately. The summer months include visiting two villages in Cinque Terre instead of three to allow more relaxation and swimming.

How physically demanding is the tour?
A moderate amount of walking is involved, especially in towns like San Gimignano and Cinque Terre, which have narrow streets and some uphill paths.

Can I visit inside the Leaning Tower of Pisa?
Yes, during your free time at Piazza dei Miracoli, you can choose to head inside the Leaning Tower if tickets are available (own expense).

Is the tour suitable for children or seniors?
The tour is accessible to most travelers, but those with mobility issues should be aware of the walking involved and the uneven terrain in some villages.

How many people are in the group?
The maximum group size is 20 travelers, ensuring a comfortable and personalized experience.

What should I bring?
Bring comfortable shoes, sun protection, and enough cash or cards for meals, souvenirs, or additional tickets.