33 days in Italy, Fira & Dubrovnik Itinerary

33 days in Italy, Fira & Dubrovnik Itinerary

Created using Inspirock Europe journey planner

Make it your trip
Fly
1
Milan, Italy
— 2 nights
Train
2
Venice, Italy
— 2 nights
Drive
3
Florence, Italy
— 1 night
Train
4
Rome, Italy
— 3 nights
Train
5
Sorrento, Italy
— 3 nights
Bus
6
Praiano, Italy
— 1 night
Bus
7
Pompeii, Italy
Bus
8
Naples, Italy
— 2 nights
Bus
9
Matera, Italy
— 1 night
Fly
10
Fira, Greece
— 11 nights
Fly
11
Dubrovnik, Croatia
— 5 nights
Fly

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Milan, Italy

— 2 nights

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
On the 4th (Sat), pause for some serene contemplation at Basilica San Lorenzo Maggiore, then don't miss a visit to Dialogo nel Buio, and then admire the striking features of Galleria Vittorio Emanuele II. Get ready for a full day of sightseeing on the 5th (Sun): take in the architecture and atmosphere at Duomo di Milano, then take in the architecture and atmosphere at Chiesa di Santa Maria presso San Satiro, and then take in the spiritual surroundings of Abbazia di Chiaravalle.

For where to stay, traveler tips, photos, and more tourist information, read Milan attractions planning website.

London, UK to Milan is an approximately 5-hour flight. You can also take a train; or do a combination of car and train. Due to the time zone difference, you'll lose 1 hour traveling from London to Milan. Prepare for a bit warmer weather when traveling from London in June: high temperatures in Milan hover around 33°C and lows are around 20°C. On the 6th (Mon), you're off to Venice.

Things to do in Milan

Historic Sites · Shopping
Find places to stay Jun 4 — 6:

Venice, Italy

— 2 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.
Discover out-of-the-way places like Food Tours and Centro Storico di Venezia. Next up on the itinerary: contemplate the waterfront views at Canal Grande, admire the landmark architecture of Basilica di San Marco, make a trip to Piazza San Marco, and take a stroll through Dorsoduro.

For maps, ratings, more things to do, and more tourist information, go to the Venice trip planner.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or take a bus. In June, plan for daily highs up to 32°C, and evening lows to 20°C. Wrap up your sightseeing on the 8th (Wed) to allow time to drive to Florence.

Things to do in Venice

Historic Sites · Tours · Neighborhoods · Museums
Find places to stay Jun 6 — 8:

Florence, Italy

— 1 night

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 9th (Thu): take in the local highlights with Walking tours, admire the striking features of Cappelle Medicee, then stop by Wine & Cheese shop, and finally admire the masterpieces at Florence Academy of Fine Arts.

To see reviews, where to stay, more things to do, and other tourist information, read our Florence trip planner.

You can drive from Venice to Florence in 3 hours. Alternatively, you can take a train; or take a bus. In June in Florence, expect temperatures between 33°C during the day and 21°C at night. Finish your sightseeing early on the 10th (Fri) to allow enough time to take a train to Rome.

Things to do in Florence

Tours · Shopping · Museums · Historic Sites
Find places to stay Jun 8 — 10:

Rome, Italy

— 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Step off the beaten path and head to Basilica di San Pietro in Vincoli and Parco Archeologico di Ostia Antica. There's lots more to do: steep yourself in history at St. Peter's Basilica, admire the local landmark of Fontana dei Quattro Fiumi, pause for some serene contemplation at Church of St. Louis of the French, and don't miss a visit to Villa Borghese.

To see where to stay, maps, more things to do, and other tourist information, use the Rome online route planner.

Traveling by train from Florence to Rome takes 2.5 hours. Alternatively, you can fly; or drive. In June, plan for daily highs up to 34°C, and evening lows to 21°C. Wrap up your sightseeing on the 13th (Mon) to allow time to take a train to Sorrento.

Things to do in Rome

Historic Sites

Side Trips

Find places to stay Jun 10 — 13:

Sorrento, Italy

— 3 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Step off the beaten path and head to St Francis Church and Convent and Piazza Tasso. And it doesn't end there: take a leisurely stroll along Marina Grande - Antico Borgo Marinaro, kick back and relax at La Solara, stroll through Il Vallone dei Mulini, and stop by Sapori e Colori Sorrento.

To find traveler tips, photos, maps, and more tourist information, use the Sorrento trip itinerary maker.

You can take a train from Rome to Sorrento in 3 hours. Other options are to drive; or take a bus. In June, plan for daily highs up to 32°C, and evening lows to 23°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to drive to Praiano.

Things to do in Sorrento

Outdoors · Museums · Shopping · Tours

Side Trip

Find places to stay Jun 13 — 16:

Praiano, Italy

— 1 night
Praiano is a town and comune of the province of Salerno in the Campania region of southwest Italy. Kick off your visit on the 16th (Thu): Head underground at Grotte di Suppraiano, then cruise along Amalfi Coast, then examine the collection at Museo della Carta, and finally brush up on your knowledge of spirits at Antichi Sapori d'Amalfi.

To see other places to visit, where to stay, ratings, and tourist information, read Praiano road trip planning website.

Traveling by car from Sorrento to Praiano takes an hour. Alternatively, you can take a bus. Expect a daytime high around 32°C in June, and nighttime lows around 23°C. Finish your sightseeing early on the 17th (Fri) to allow enough time to drive to Pompeii.

Things to do in Praiano

Parks · Outdoors · Nature · Scenic Drive

Side Trips

Find places to stay Jun 16 — 17:

Pompeii, Italy

Underground City

Pompeii has been a tourist destination for more than 250 years.
To see photos, maps, other places to visit, and tourist information, you can read our Pompeii trip planner.

Traveling by car from Praiano to Pompeii takes 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In June in Pompeii, expect temperatures between 32°C during the day and 22°C at night. You'll set off for Naples on the 17th (Fri).

Things to do in Pompeii

Tours · Historic Sites · Outdoors · Transportation
Find places to stay Jun 17 — 18:

Naples, Italy

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 17th (Fri): make a trip to Spaccanapoli, indulge your taste buds at Adolfo Scotto di Luzio Private Driver, then make a trip to Piazza del Plebiscito, and finally make a trip to Via San Gregorio Armeno. Here are some ideas for day two: don't miss a visit to Miglio Sacro, then examine the collection at Museo Archeologico Nazionale di Napoli, and then don't miss a visit to Oltre I Resti.

To see traveler tips, maps, ratings, and other tourist information, read our Naples travel route site.

Naples is just a stone's throw from Pompeii. June in Naples sees daily highs of 32°C and lows of 22°C at night. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Matera.

Things to do in Naples

Tours · Wineries · Museums
Find places to stay Jun 17 — 19:

Matera, Italy

— 1 night

Subterranean City

Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
Kick off your visit on the 19th (Sun): get a dose of the wild on a nature and wildlife tour, then see the interesting displays at MOOM Matera Olive Oil Museum, and then contemplate the long history of Antica Matera Casa Grotta.

For reviews, more things to do, and more tourist information, read our Matera online journey planner.

Getting from Naples to Matera by car takes about 3.5 hours. Other options: take a bus; or do a combination of train and bus. Traveling from Naples in June, you can expect nighttime temperatures to be slightly colder in Matera, with lows of 19°C. Finish up your sightseeing early on the 20th (Mon) so you can catch the flight to Fira.

Things to do in Matera

Historic Sites · Museums · Tours · Outdoors
Find places to stay Jun 19 — 20:

Fira, Greece

— 11 nights
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
You'll explore the less-touristy side of things at Wine Tours & Tastings and Helicopter Tours. When in Fira, make a side trip to see Aegean Divers Dive Center - Day Excursions in Pyrgos, approximately Pyrgos away. There's still lots to do: kick back and relax at Vlychada Beach, see the interesting displays at Wine Museum Koutsogiannopoulos, learn about winemaking at Vassaltis Vineyards, and contemplate the waterfront views at Amoudi Bay.

To see other places to visit, maps, photos, and tourist information, refer to the Fira trip tool.

You can fly from Matera to Fira in 5 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. You'll lose 1 hour traveling from Matera to Fira due to the time zone difference. Traveling from Matera in June, you can expect nighttime temperatures to be a bit warmer in Fira, with lows of 24°C. Wrap up your sightseeing on the 1st (Fri) to allow time to fly to Dubrovnik.

Things to do in Fira

Tours · Historic Sites · Museums · Outdoors

Side Trips

Find places to stay Jun 20 — Jul 1:

Dubrovnik, Croatia

— 5 nights

Pearl of the Adriatic

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.
Eschew the tourist crowds and head to Waterskiing & Jetskiing and Off-Road Tours. There's lots more to do: wander the streets of Old Town, see the sights as you ascend with a climbing tour, tour the pleasant surroundings at Zarkovica Animal Shelter, and head off the coast to Lokrum Island.

Planning Dubrovnik trip won't be overwhelming when you use Inspirock's itinerary maker.

You can fly from Fira to Dubrovnik in 6.5 hours. Other options are to do a combination of ferry and bus; or do a combination of ferry, taxi, and bus. You'll gain 1 hour traveling from Fira to Dubrovnik due to the time zone difference. Traveling from Fira in July, you can expect nighttime temperatures to be little chillier in Dubrovnik, with lows of 24°C. You will have some time to spend on the 6th (Wed) before leaving for home.

Things to do in Dubrovnik

Outdoors · Parks · Tours · Historic Sites
Find places to stay Jul 1 — 6:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.

Santorini travel guide

4.1
Beaches · Landmarks · Ruins
Wine Island
Known for dramatic views and romantic sunsets, the island of Santorini draws visitors with its long string of black, white, and red beaches. The largest and most significant of a small group of volcanic islands located just 200 km (120 mi) southeast of Greece's mainland, Santorini boasts just over 15,000 permanent residents. Created by a massive volcanic eruption that likely destroyed a single large island, the archipelago still features an active volcano, which saw its last eruption in the 1950s. The easiest way to explore Santorini's craggy coastline is on foot. Start by visiting the archaeological sites on the island's southwestern side, which offer a chance to discover the area's ancient past with unobstructed views of the famed volcano.