16 days in Italy & Lake Maggiore (Italy & Switzerland) Itinerary
Created using Klarna Trips Europe trip planner
Start: San Juan, Puerto Rico
Fly
1
Rome, Italy
— 3 nights
Drive
2
Positano, Italy
— 3 nights
Fly to Rome, Train to Florence
3
Florence, Italy
— 3 nights
Train
4
Milan, Italy
— 2 nights
Drive
5
Locarno, Switzerland
— 2 nights
Drive
6
Tivoli, Italy
— 1 night
Drive to Leonardo da Vinci–Fiumicino Airport, Fly to San Juan
End: San Juan, Puerto Rico
Wed, Nov 15 - Thu, Nov 30
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Rome, Italy — 3 nights

Eternal City
Start off your visit on the 16th (Thu): admire the masterpieces at Vatican Museums, pause for some serene contemplation at St. Peter's Basilica, and then explore the world behind art at Galleria Borghese. Get ready for a full day of sightseeing on the next day: explore the ancient world of Palatine Hill, delve into the distant past at Colosseum, then get to know the fascinating history of Piazza Navona, then delve into the distant past at Pantheon, and finally admire the local landmark of Trevi Fountain.
To find where to stay, ratings, and tourist information, you can read our Rome trip planner.
San Juan, Puerto Rico to Rome is an approximately 14.5-hour flight. The time zone difference moving from Atlantic Standard Time (AST) to Central European Standard Time (CET) is 5 hours. Prepare for colder weather when traveling from San Juan in November: high temperatures in Rome hover around 20°C and lows are around 9°C. Finish your sightseeing early on the 18th (Sat) to allow enough time to drive to Positano.
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To find where to stay, ratings, and tourist information, you can read our Rome trip planner.
San Juan, Puerto Rico to Rome is an approximately 14.5-hour flight. The time zone difference moving from Atlantic Standard Time (AST) to Central European Standard Time (CET) is 5 hours. Prepare for colder weather when traveling from San Juan in November: high temperatures in Rome hover around 20°C and lows are around 9°C. Finish your sightseeing early on the 18th (Sat) to allow enough time to drive to Positano.
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Positano, Italy — 3 nights

Explore the numerous day-trip ideas around Positano: Ravello (Cappella Sant'Angelo all'Ospedale, Villa Rufolo, &more), Food Tours (in Sorrento) and Duomo di Sant'Andrea (in Amalfi). Next up on the itinerary: take some stellar pictures from Il Sentiero Degli Dei, enjoy the sand and surf at Spiaggia Grande, take in the exciting artwork at Absolute Positano, and pause for some serene contemplation at Chiesa di Santa Croce.
For traveler tips, other places to visit, ratings, and other tourist information, use the Positano trip itinerary planner.
You can drive from Rome to Positano in 3.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from Rome in November, Positano is somewhat warmer at night with lows of 15°C. Wrap up your sightseeing on the 21st (Tue) early enough to travel to Florence.
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For traveler tips, other places to visit, ratings, and other tourist information, use the Positano trip itinerary planner.
You can drive from Rome to Positano in 3.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Traveling from Rome in November, Positano is somewhat warmer at night with lows of 15°C. Wrap up your sightseeing on the 21st (Tue) early enough to travel to Florence.
Side Trips
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Florence, Italy — 3 nights

Birthplace of the Italian Renaissance
Change things up with these side-trips from Florence: San Gimignano (Duomo di San Gimignano & Guardastelle Vineyard) and Siena (Piazza del Campo & Torre del Mangia). And it doesn't end there: don't miss a visit to Piazzale Michelangelo, admire the masterpieces at Pitti Palace, admire the striking features of The Baptistery of St. John, and contemplate the long history of Palazzo Vecchio.
For other places to visit, ratings, more things to do, and other tourist information, refer to the Florence driving holiday planning tool.
You can do a combination of flight and train from Positano to Florence in 5 hours. Other options are to drive; or do a combination of bus and train. Traveling from Positano in November, expect a bit cooler with lows of 9°C in Florence. Finish your sightseeing early on the 24th (Fri) to allow enough time to take a train to Milan.
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For other places to visit, ratings, more things to do, and other tourist information, refer to the Florence driving holiday planning tool.
You can do a combination of flight and train from Positano to Florence in 5 hours. Other options are to drive; or do a combination of bus and train. Traveling from Positano in November, expect a bit cooler with lows of 9°C in Florence. Finish your sightseeing early on the 24th (Fri) to allow enough time to take a train to Milan.
Side Trips
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Milan, Italy — 2 nights

Fashion Capital of World
Milan is known for historic sites, sightseeing, and museums. Your trip includes some of its best attractions: take in the spiritual surroundings of Duomo di Milano, steep yourself in history at Il Cenacolo, get to know the fascinating history of Piazza del Duomo, and explore the different monuments and memorials at Monumental Cemetery.
To find where to stay, maps, traveler tips, and more tourist information, read Milan day trip planner.
Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. While traveling from Florence, expect a bit cooler days and about the same nights in Milan, ranging from highs of 15°C to lows of 6°C. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Locarno.
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To find where to stay, maps, traveler tips, and more tourist information, read Milan day trip planner.
Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. While traveling from Florence, expect a bit cooler days and about the same nights in Milan, ranging from highs of 15°C to lows of 6°C. Finish up your sightseeing early on the 26th (Sun) so you can go by car to Locarno.
Find places to stay Nov 24 — 26:
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Locarno, Switzerland — 2 nights
Start off your visit on the 27th (Mon): pause for some serene contemplation at Chiesa di Santa Maria Assunta, contemplate in the serene atmosphere at Sacromonte e Santuario Madonna del Sasso, then soak away your stress at Termali Salini & Spa, then make a splash at Lido Locarno, and finally make a trip to Piazza Grande. Keep things going the next day: steep yourself in history at Castello Bernese, take your sightseeing to a higher altitude at Cimetta, and then admire the engineering at Verzasca Dam.
To find where to stay, traveler tips, ratings, and more tourist information, you can read our Locarno road trip app.
Drive from Milan to Locarno in 2 hours. Expect a daytime high around 14°C in November, and nighttime lows around 4°C. Cap off your sightseeing on the 28th (Tue) early enough to go by car to Tivoli.
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To find where to stay, traveler tips, ratings, and more tourist information, you can read our Locarno road trip app.
Drive from Milan to Locarno in 2 hours. Expect a daytime high around 14°C in November, and nighttime lows around 4°C. Cap off your sightseeing on the 28th (Tue) early enough to go by car to Tivoli.
Side Trip
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Tivoli, Italy — 1 night
Kick off your visit on the 29th (Wed): take in the architecture and atmosphere at Chiesa di Santa Maria Maggiore and then take in the spiritual surroundings of Chiesa di San Francesco.
To find more things to do, traveler tips, reviews, and more tourist information, use the Tivoli trip itinerary builder website.
Getting from Locarno to Tivoli by car takes about 7.5 hours. Prepare for somewhat warmer weather when traveling from Locarno in November: high temperatures in Tivoli hover around 20°C and lows are around 9°C. On the 29th (Wed), you'll have the morning to explore before heading back home.
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To find more things to do, traveler tips, reviews, and more tourist information, use the Tivoli trip itinerary builder website.
Getting from Locarno to Tivoli by car takes about 7.5 hours. Prepare for somewhat warmer weather when traveling from Locarno in November: high temperatures in Tivoli hover around 20°C and lows are around 9°C. On the 29th (Wed), you'll have the morning to explore before heading back home.
Find places to stay Nov 28 — 29:
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Italy travel guide
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.