29 days in Italy, Split & Dubrovnik Itinerary

29 days in Italy, Split & Dubrovnik Itinerary

Created using Inspirock Europe tour planner

Plan created by another user. Make it yours

Route & dates

1
Split, Croatia
— 3 nights
2
Dubrovnik, Croatia
— 4 nights
3
Salerno, Italy
— 4 nights
4
Positano, Italy
— 4 nights
5
Tivoli, Italy
— 1 night
6
Siena, Italy
— 4 nights
7
Florence, Italy
— 3 nights
8
Venice, Italy
— 4 nights

3
nights
Split, Croatia

Split ©
Experience an authentic Adriatic lifestyle in Split, the largest city along the sea's coast.
Palazzo di Diocleziano and Church Of St. Roch will appeal to history buffs. Get a sense of the local culture at Franciscan Monastery and Temple of Jupiter. Change things up with these side-trips from Split: Spanjola (in Hvar) and Dubovica Beach (in Zarace). Next up on the itinerary: pause for some photo ops at Cathedral of Saint Domnius, relax and float downstream with a rafting and tubing tour, and take in the spiritual surroundings of Church of St. Roko.

To find where to stay, other places to visit, and other tourist information, read our Split trip planner.

Toronto, Canada to Split is an approximately 14-hour flight. Traveling from Toronto to Split, you'll lose 6 hours due to the time zone difference. Traveling from Toronto in September, expect nights in Split to be about the same, around °C, while days are somewhat warmer, around °C. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Dubrovnik.

Things to do in Split

Historic Sites Outdoors Adventure

Side Trips

Hvar, Church Of St. Roch, Dubovica Beach
Find places to stay Sep 9 — 13:
Highlights from your plan
Palazzo di Diocleziano ©
Palazzo di Diocleziano
Spanjola ©
Spanjola
Franciscan Monastery ©
Franciscan Monastery

4
nights
Dubrovnik, Croatia

Dubrovnik ©
Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
Your cultural itinerary includes sights like Dubrovnik City Walls and Rector's Palace. We've included these beaches for you: Sunj Beach and Pasjaca Beach. There's still lots to do: stop by Old Town, examine the collection at War Photo Limited, take in the architecture and atmosphere at Church of Saint Blaise, and enjoy breathtaking views from Upper Corner Tower Foundry Museum.

To see traveler tips, other places to visit, photos, and more tourist information, use the Dubrovnik trip maker app.

You can drive from Split to Dubrovnik in 3.5 hours. Alternatively, you can fly; or take a bus. In September, daytime highs in Dubrovnik are °C, while nighttime lows are °C. Wrap up your sightseeing on the 17th (Tue) early enough to travel to Salerno.

Things to do in Dubrovnik

Parks Outdoors Beaches

Side Trips

Pasjaca Beach, Sunj Beach
Find places to stay Sep 13 — 17:
Highlights from your plan
Old Town ©
Old Town
Dubrovnik City Walls ©
Dubrovnik City Walls
Lokrum Island ©
Lokrum Island

4
nights
Salerno, Italy

Salerno ©
While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Your itinerary includes some good beach time at Spiaggia di castiglione and Marina Di Vietri. Step out of the city life by going to Sentiero dei Limoni and Rosa dei Venti. Get out of town with these interesting Salerno side-trips: Castello di San Nicola de Thoro-Plano (in Maiori), Spiaggia Lannio (in Cetara) and Basilica of Saint Trofimena (in Minori). There's much more to do: learn about winemaking at Le Vigne di Raito, appreciate the extensive heritage of Il Vecchio Centro Storico di Romagnano al Monte, take in the architecture and atmosphere at Duomo di Salerno, and explore the different monuments and memorials at Salerno War Cemetery.

To find where to stay, reviews, and other tourist information, you can read our Salerno trip itinerary maker tool.

Fly from Dubrovnik to Salerno in 4 hours. Alternatively, you can do a combination of ferry and bus; or do a combination of car and ferry. Traveling from Dubrovnik in September, you can expect nighttime temperatures to be a bit warmer in Salerno, with lows of °C. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Positano.

Things to do in Salerno

Outdoors Parks Beaches

Side Trips

Vietri sul Mare, Maiori, Spiaggia di castiglione, Spiaggia Lannio, Basilica of Saint Trofimena
Find places to stay Sep 17 — 21:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Spiaggia di castiglione ©
Spiaggia di castiglione
Sol’Art Ceramiche ©
Sol’Art Ceramiche

4
nights
Positano, Italy

Positano ©
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.
Visit Fornillo and Lido di Ravello for some beach relaxation. Visit Villa Rufolo and Centro Storico Ravello for their historical value. Venture out of the city with trips to Ravello (Cappella Sant'Angelo all'Ospedale, Villa Cimbrone Gardens, &more) and Duomo di Sant'Andrea (in Amalfi). Next up on the itinerary: get great views at Il Sentiero Degli Dei, pause for some serene contemplation at Parrocchia San Giovanni, take in the spiritual surroundings of Cloister del Paradiso, and enjoy the sand and surf at Bagni d'Arienzo Beach Club, Positano.

To find more things to do, maps, ratings, and more tourist information, refer to the Positano online trip planner.

Getting from Salerno to Positano by car takes about 1.5 hours. Other options: ride a ferry; or do a combination of train and taxi. In September in Positano, expect temperatures between °C during the day and °C at night. Finish your sightseeing early on the 25th (Wed) so you can drive to Tivoli.

Things to do in Positano

Historic Sites Parks Outdoors

Side Trips

Ravello, Amalfi, Parrocchia San Giovanni
Find places to stay Sep 21 — 25:
Highlights from your plan
Villa Rufolo ©
Villa Rufolo
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

1
night
Tivoli, Italy

Tivoli ©
Tivoli is a town and comune in Lazio, central Italy, about 30km east-north-east of Rome, at the falls of the Aniene river where it issues from the Sabine hills. Start off your visit on the 26th (Thu): delve into the distant past at Villa Adriana and then steep yourself in history at Villa d'Este.

To see maps, where to stay, reviews, and other tourist information, read our Tivoli trip itinerary planning website.

Getting from Positano to Tivoli by car takes about 3.5 hours. Other options: do a combination of taxi, subway, and train; or take a bus. Traveling from Positano in September, expect a bit cooler with lows of °C in Tivoli. Wrap up your sightseeing by early afternoon on the 26th (Thu) to allow enough time to drive to Siena.

Things to do in Tivoli

Historic Sites Parks
Find places to stay Sep 25 — 26:
Highlights from your plan
Villa Adriana ©
Villa Adriana
Villa d'Este ©
Villa d'Este

4
nights
Siena, Italy

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Deepen your sense of the past at sights like Duomo di Siena and Centro Storico di Siena. Do some cultural sightseeing at Guardastelle Vineyard and Fattoria di Montemaggio. Get out of town with these interesting Siena side-trips: Winery Solaria Patrizia Cencioni (in Montalcino), Leaning Tower of Pisa (in Pisa) and Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate). There's still lots to do: make a trip to Piazza del Campo, contemplate in the serene atmosphere at San Francesco, ponder the world of politics at Palazzo Pubblico and Museo Civico, and steep yourself in history at Battistero di San Giovanni.

To see photos, maps, more things to do, and tourist information, read our Siena tour builder website.

Traveling by car from Tivoli to Siena takes 2.5 hours. Alternatively, you can take a train; or take a bus. September in Siena sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to Florence.

Things to do in Siena

Historic Sites Wineries Museums

Side Trips

Montalcino, Fattoria di Montemaggio, Guardastelle Vineyard, Leaning Tower of Pisa
Find places to stay Sep 26 — 30:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Duomo di Siena ©
Duomo di Siena

3
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Deepen your sense of the past at sights like Cathedral of Santa Maria del Fiore and The Baptistery of St. John. Piazzale Michelangelo and Basilica of Santa Croce are good opportunities to explore the local culture. The adventure continues: admire the masterpieces at Florence Academy of Fine Arts, ponder the world of politics at Museo Nazionale del Bargello, step into the grandiose world of Palazzo Vecchio, and see the interesting displays at Pitti Palace.

To find photos, maps, where to stay, and other tourist information, refer to the Florence journey maker.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around °C in September, and nighttime lows around °C. Wrap up your sightseeing on the 3rd (Thu) early enough to drive to Venice.

Things to do in Florence

Historic Sites Museums Parks
Find places to stay Sep 30 — Oct 3:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

4
nights
Venice, Italy

Venice ©
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.
Your cultural itinerary includes sights like Piazza San Marco and Peggy Guggenheim Collection. Your inner history buff will appreciate Doge's Palace and Basilica of St. Anthony. When in Venice, make a side trip to see Scrovegni Chapel in Padua, approximately Padua away. There's still lots to do: explore the activities along Canal Grande, take a stroll through Campo del Ghetto, snap pictures at Ponte di Rialto, and make a trip to Basilica di San Marco.

To find photos, reviews, maps, and more tourist information, use the Venice tour planner.

Traveling by car from Florence to Venice takes 3 hours. Alternatively, you can take a train; or fly. When traveling from Florence in October, plan for a bit cooler days and about the same nights in Venice: temperatures range from °C by day to °C at night. Wrap up your sightseeing on the 7th (Mon) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Find places to stay Oct 3 — 7:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

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