21 days in Italy & Santorini Itinerary

21 days in Italy & Santorini Itinerary

Created using Inspirock Europe planner

Make it your trip
Fly to Santorini, Bus to Kamari
1
Kamari, Greece
— 1 night
Bus to Santorini, Fly to Venice
2
Venice, Italy
— 5 nights
Fly
3
Positano, Italy
— 3 nights
Fly
4
Cinque Terre, Italy
— 3 nights
Drive
5
Florence, Italy
— 4 nights
Train
6
Milan, Italy
— 3 nights
Fly

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Kamari, Greece

— 1 night
Kamari is a coastal village on the southeastern part of the Aegean island of Santorini, Greece, in the Cyclades archipelago with a population of approx. Kick off your visit on the 11th (Fri): take an unforgettable tour with a helicopter tour. Get ready for a full day of sightseeing on the next day: explore the ancient world of Ancient Thera, then delve into the distant past at Akrotiri, and then enjoy the sand and surf at Red Beach.

To see photos, ratings, more things to do, and more tourist information, read our Kamari trip itinerary planner.

Vancouver, Canada to Kamari is an approximately 18-hour combination of flight and bus. You can also do a combination of flight, bus, and ferry; or do a combination of train, flight, and bus. The time zone difference when traveling from Vancouver to Kamari is 10 hours. Prepare for somewhat warmer weather when traveling from Vancouver in March: high temperatures in Kamari hover around 19°C and lows are around 13°C. Wrap up your sightseeing on the 12th (Sat) early enough to travel to Venice.

Things to do in Kamari

Outdoors · Tours · Historic Sites · Parks

Side Trips

Find places to stay Mar 11 — 12:

Venice, Italy

— 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 (Centro Storico di Padova, Basilica of St. Anthony, &more) and Verona (Basilica di San Zeno Maggiore, Museo di Castelvecchio, &more). And it doesn't end there: explore the activities along Canal Grande, explore the world behind art at Gallerie dell'Accademia, admire the landmark architecture of Basilica di San Marco, and examine the collection at Museo Ebraico di Venezia.

For photos, where to stay, traveler tips, and other tourist information, go to the Venice online trip itinerary builder.

Traveling by combination of bus and flight from Kamari to Venice takes 6 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of ferry and car. The time zone difference when traveling from Kamari to Venice is minus 1 hour. Traveling from Kamari in March, Venice is a bit cooler at night with lows of 5°C. Finish your sightseeing early on the 17th (Thu) to allow enough time to fly to Positano.

Things to do in Venice

Historic Sites · Museums · Shopping · Nature

Side Trips

Find places to stay Mar 12 — 17:

Positano, Italy

— 3 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.
Change things up with these side-trips from Positano: La Masseria Farm Experience (in Massa Lubrense), Valle delle Ferriere (in Amalfi) and Ravello (Duomo di Ravello, Villa Rufolo, &more). And it doesn't end there: kick back and relax at Spiaggia Grande, explore the world behind art at Museobottega della Tarsialignea, get great views at Il Sentiero Degli Dei, and appreciate the extensive heritage of Il Vallone dei Mulini.

To find maps, ratings, other places to visit, and more tourist information, read Positano day trip planner.

Getting from Venice to Positano by flight takes about 3 hours. Other options: drive; or do a combination of train and bus. Expect a bit warmer evenings in Positano when traveling from Venice in March, with lows around 11°C. Finish up your sightseeing early on the 20th (Sun) so you can catch the flight to Cinque Terre.

Things to do in Positano

Parks · Historic Sites · Nature · Outdoors

Side Trips

Find places to stay Mar 17 — 20:

Cinque Terre, Italy

— 3 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Explore Cinque Terre's surroundings by going to Genoa (Basilica di Santa Maria di Castello, Aquarium of Genoa, &more) and Baia del Silenzio (in Sestri Levante). There's still lots to do: discover the deep blue sea with Enjoy Cinqueterre Boat Tours and indulge in some personalized pampering at Cinque Terre Wellness.

To find photos, more things to do, ratings, and tourist information, go to the Cinque Terre trip planner.

Traveling by flight from Positano to Cinque Terre takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect little chillier evenings in Cinque Terre when traveling from Positano in March, with lows around 6°C. Wrap up your sightseeing on the 23rd (Wed) early enough to drive to Florence.

Things to do in Cinque Terre

Outdoors · Parks · Historic Sites · Spas

Side Trips

Find places to stay Mar 20 — 23:

Florence, Italy

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get out of town with these interesting Florence side-trips: Siena (Centro Storico di Siena, Piazza del Campo, &more). There's still lots to do: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, make a trip to Piazzale Michelangelo, take in the views from Ponte Vecchio, and take in panoramic vistas at Campanile di Giotto.

To find other places to visit, ratings, more things to do, and tourist information, go to the Florence day trip planner.

Traveling by car from Cinque Terre to Florence takes 2.5 hours. Alternatively, you can take a train. March in Florence sees daily highs of 17°C and lows of 6°C at night. Wrap up your sightseeing on the 27th (Sun) early enough to take a train to Milan.

Things to do in Florence

Historic Sites · Museums · Parks

Side Trip

Find places to stay Mar 23 — 27:

Milan, Italy

— 3 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.
Milan is known for historic sites, museums, and nightlife. Your trip includes some of its best attractions: contemplate in the serene atmosphere at Duomo di Milano, explore the world behind art at Museo Poldi Pezzoli, step into the grandiose world of Castello Sforzesco, and admire the landmark architecture of Galleria Vittorio Emanuele II.

For ratings, more things to do, and tourist information, use the Milan itinerary planner.

Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. March in Milan sees daily highs of 16°C and lows of 5°C at night. Wrap up your sightseeing by early afternoon on the 30th (Wed) to allow time for the flight back home.

Things to do in Milan

Historic Sites · Museums · Fun & Games · Nightlife
Find places to stay Mar 27 — 30:

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.

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.