Ultimate 6-Day Italy Journey: Dogliani to Venice, Florence, Pisa, Positano & Rome

Day 1: Wine & Heritage

Dogliani, Italy on June 7, 2025

8:30am

Breakfast at Enò Bistrot Dogliani

Enjoy a traditional Italian breakfast featuring fresh pastries and cappuccino at this local favorite from 8am to 11am.
EUR15, 1h

9:30am

Dogliani Vineyards Tour and Wine Tasting

Explore the renowned Dogliani vineyards to learn about Dolcetto grape production and enjoy sample tastings. Tours typically run 9am-5pm.
EUR30, 2h

12:00pm

Lunch at Trattoria Angolo Divino

Savor authentic Piedmont dishes paired with local wines in a cozy setting, open 12pm–3pm.
EUR25, 1h

2:00pm

Visit Dogliani Castle (Castello Falletti)

Discover the medieval history at Castello Falletti, open from 10am to 6pm. Enjoy panoramic views of the Langhe region.
EUR7, 1h30m

4:00pm

Relax at Piazza Martiri della Libertà

Spend the afternoon at the town square sipping coffee and watching local life unfold.
Free, 1h

7:00pm

Dinner at Ristorante Carlin

Indulge in slow-cooked Piedmontese specialties and fine wines. Dinner service is from 7pm to 10pm.
EUR40, 2h

Day 2: Venetian Magic

Venice, Italy on June 8, 2025

7:00am

Travel from Dogliani to Venice

Early morning train trip to Venice (approx. 5-hour journey) to maximize sightseeing time.
EUR60, 5h

12:30pm

Lunch at Osteria Bancogiro

Dine by the Grand Canal with Venetian seafood specialties in an atmospheric location, open 12pm–3pm.
EUR30, 1h

1:45pm

St. Mark's Basilica & Square

Visit iconic St. Mark’s Basilica (open 9:30am to 5pm) and enjoy the lively Piazza San Marco, the heart of Venice.
Free (Basilica entry some areas free, some paid EUR3), 1h30m

3:30pm

Doge's Palace Tour

Explore the gothic palace and its rich history. Open 9am–7pm, last admission 6pm.
EUR25, 2h

6:00pm

Gondola Ride

Enjoy a classic 30-minute gondola ride through Venice's enchanting canals, available until sunset.
EUR80, 30m

7:30pm

Dinner at Antiche Carampane

Taste fresh Venetian seafood in this hidden gem off the beaten path, open 7pm to 11pm.
EUR50, 2h

Day 3: Renaissance Art

Florence, Italy on June 9, 2025

8:00am

Travel Venice to Florence

Morning high-speed train to Florence, about 2 hours and 10 minutes, ideal for an early start.
EUR50, 2h10m

10:30am

Breakfast at Caffè Rivoire

Enjoy coffee and pastries at this historic café overlooking Piazza della Signoria.
EUR15, 45m

11:15am

Uffizi Gallery

Marvel at Renaissance masterpieces including works by Botticelli and Leonardo da Vinci. Open 8:15am to 6:30pm, closed Mondays.
EUR20, 2h

1:45pm

Lunch at Trattoria Mario

Experience authentic Tuscan cuisine at this bustling local favorite serving traditional dishes, open 12pm to 3pm.
EUR25, 1h

3:00pm

Duomo and Baptistery visit

Explore Florence Cathedral and its stunning dome; climb up for panoramic city views. Open 10am-5pm.
EUR18, 1h30m

5:00pm

Bridge of Sighs and Ponte Vecchio walk

Stroll across historic bridges and browse artisan jewelers and shops.
Free, 1h

7:30pm

Dinner at La Giostra

Savor refined Tuscan dishes in an intimate setting with a cozy atmosphere open 7pm–11pm.
EUR50, 2h

Day 4: Iconic Tower

Pisa, Italy on June 10, 2025

8:30am

Travel Florence to Pisa

Easy train ride to Pisa, approximately 1 hour, perfect for a quick morning trip.
EUR9, 1h

9:30am

Breakfast at Pasticceria Salza

Enjoy Italian pastries and espresso near Pisa train station from 7am to noon.
EUR10, 30m

10:00am

Leaning Tower of Pisa & Cathedral Complex

Visit the famous Leaning Tower along with the Baptistery and Cathedral in Piazza dei Miracoli. Climbing the tower requires advance booking, open 9am-8pm.
EUR25, 2h

12:30pm

Lunch at Ristorante La Buca

Dine on Tuscan specialties with local wine in a welcoming atmosphere, open 12pm–3pm.
EUR30, 1h

2:00pm

Travel Pisa to Positano

Travel by train and car or bus to Positano, approx 5-6 hours total, arriving in the evening.
EUR70, 5h

8:30pm

Dinner at La Sponda

Relax with dinner at a romantic Michelin-starred restaurant with stunning views of Positano, open 7pm to 11pm.
EUR80, 2h

Day 5: Coastal Relaxation

Positano, Italy on June 11, 2025

8:30am

Breakfast at Casa e Bottega

Enjoy healthy fresh juices and Italian breakfast fare in a beautiful garden setting, open 8am to 11am.
EUR20, 1h

9:30am

Beach time at Spiaggia Grande

Spend the morning relaxing on Positano’s main beach with scenic views and crystal-clear waters.
Free, 3h

12:30pm

Lunch at Chez Black

Famous beachfront restaurant offering fresh seafood and pizza, open 12pm–3pm.
EUR35, 1h

2:00pm

Path of the Gods Hike

Explore part of the stunning walking trail offering breathtaking views of the Amalfi Coast. Best done in early afternoon or morning; allow about 3-4 hours.
Free, 3h

6:30pm

Aperitivo at Franco’s Bar

Enjoy evening cocktails with an unforgettable panoramic sunset view.
EUR20, 1h

8:00pm

Dinner at Ristorante Max

Savor creative Mediterranean cuisine in an artsy, cozy atmosphere, open 7pm–11pm.
EUR50, 2h

Day 6: Historic Rome

Rome, Italy on June 12, 2025

7:30am

Travel Positano to Rome

Morning transfer via train and bus to reach Rome in roughly 3.5 to 4 hours.
EUR40, 4h

12:00pm

Lunch at Trattoria Da Enzo al 29

Authentic Roman lunch in Trastevere neighborhood, open 12pm–3pm.
EUR30, 1h

1:30pm

Colosseum and Roman Forum

Tour the iconic Colosseum and adjoining Roman Forum ruins. Open 9am to 7pm (last entry 6pm).
EUR18, 2h

3:45pm

Trevi Fountain & Spanish Steps

Visit these iconic landmarks for photos and to enjoy the lively Roman atmosphere. Open access 24/7.
Free, 1h

5:00pm

Pantheon Visit

Step inside the ancient Pantheon, a masterpiece of Roman engineering, open 9am–7pm. Admission is free.
Free, 45m

7:00pm

Dinner at Roscioli

Finish your trip dining on gourmet Roman dishes with an excellent wine selection, open 7pm–11pm.
EUR60, 2h