15 days in Italy Itinerary

15 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Make it your trip
Fly
1
Florence
— 3 nights
Drive
2
Maiori
— 2 nights
Drive
3
Positano
— 2 nights
Ferry
4
Capri
— 2 nights
Ferry to Naples, Fly to Venice
5
Venice
— 5 nights
Fly

S M T W T F S
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Florence

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Step out of Florence with an excursion to Wine Tours & Tastings in Siena--about 1h 25 min away. Next up on the itinerary: explore the world behind art at Florence Academy of Fine Arts, take in the spiritual surroundings of Campanile di Giotto, admire the natural beauty at The Boboli Gardens, and make a trip to Piazzale Michelangelo.

To see other places to visit, more things to do, where to stay, and more tourist information, refer to the Florence holiday planner.

Chicago, USA to Florence is an approximately 14-hour flight. Due to the time zone difference, you'll lose 7 hours traveling from Chicago to Florence. In September, daytime highs in Florence are 78°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 11th (Sat) so you can travel to Maiori.

Things to do in Florence

Historic Sites · Tours · Wineries · Parks

Side Trip

Find places to stay Sep 8 — 11:

Maiori

— 2 nights
Maiori is a town and comune on the Amalfi coast in the province of Salerno . On the 12th (Sun), examine the collection at Museo della Carta, tour the pleasant surroundings at Villa Cimbrone Gardens, then steep yourself in history at Villa Rufolo, then contemplate the long history of Duomo di Ravello, and finally stop by Ceramiche D'Arte Pascal. Keep things going the next day: explore and take pictures at Amalfi Coast, awaken your taste buds at Amalfi Coast Drive, then take in the architecture and atmosphere at Duomo di Sant'Andrea, and finally get to know the fascinating history of Centro Storico.

For photos, more things to do, where to stay, and other tourist information, use the Maiori trip itinerary builder.

Getting from Florence to Maiori by car takes about 6 hours. Other options: do a combination of flight and car. Traveling from Florence in September, expect somewhat warmer with lows of 70°F in Maiori. Wrap up your sightseeing on the 13th (Mon) to allow time to drive to Positano.

Things to do in Maiori

Historic Sites · Outdoors · Museums · Scenic Drive

Side Trips

Find places to stay Sep 11 — 13:

Positano

— 2 nights
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
On the 14th (Tue), contemplate in the serene atmosphere at Church of Santa Maria Assunta, then take some stellar pictures from Il Sentiero Degli Dei, and then take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the 15th (Wed): view the masterpieces at Absolute Positano, get outside with Le Ali nel Vento - Birds of Prey Experience, and then kick back and relax at Fornillo.

For ratings, maps, where to stay, and more tourist information, read our Positano road trip tool.

You can drive from Maiori to Positano in 1.5 hours. In September, daytime highs in Positano are 80°F, while nighttime lows are 68°F. Finish up your sightseeing early on the 15th (Wed) so you can catch the ferry to Capri.

Things to do in Positano

Outdoors · Tours · Wildlife · Museums
Find places to stay Sep 13 — 15:

Capri

— 2 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 16th (Thu), take your sightseeing to a higher altitude at Monte Solaro, surround yourself with nature on Nesea Capri, don't miss a visit to Piazza Umberto I, then stop by Eco Capri, and finally enjoy breathtaking views from Belvedere di Tragara. Keep things going the next day: make a trip to Belvedere Cannone, admire the natural beauty at Giardini di Augusto, don't miss a visit to Via Krupp, make a trip to I Faraglioni, then step into the grandiose world of Castiglione, and finally contemplate the waterfront views at Marina Piccola.

To find where to stay, reviews, photos, and tourist information, refer to the Capri trip planner.

Traveling by ferry from Positano to Capri takes 1.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. In September, daytime highs in Capri are 80°F, while nighttime lows are 68°F. Cap off your sightseeing on the 17th (Fri) early enough to travel to Venice.

Things to do in Capri

Outdoors · Historic Sites · Parks · Wildlife

Side Trip

Find places to stay Sep 15 — 17:

Venice

— 5 nights

City of Romance

Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Venture out of the city with trips to Padua (Chiesa degli Eremitani - World Heritage Site, Scrovegni Chapel, &more) and Verona (Torre dei Lamberti, Piazza delle Erbe, &more). There's lots more to do: contemplate the waterfront views at Canal Grande, see the interesting displays at Museo Ebraico di Venezia, steep yourself in history at Squero di San Trovaso, and take in the views from Ponte di Rialto.

To find photos, ratings, other places to visit, and tourist information, use the Venice journey planning website.

Traveling by combination of ferry and flight from Capri to Venice takes 4.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry and car. Traveling from Capri in September, Venice is a bit cooler at night with lows of 59°F. Wrap up your sightseeing on the 22nd (Wed) early enough to fly back home.

Things to do in Venice

Historic Sites · Museums · Tours · Wineries

Side Trips

Find places to stay Sep 17 — 22:

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.