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Positano's pastel houses climbing the cliff above the bay, with the tiled dome of Santa Maria Assunta in the foreground and boats on the sea

Trips by See Sight Tours

Italy small group trips

See the trips

Positano and the majolica dome of Santa Maria Assunta Photo: Nan Palmero, CC BY 2.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Positano_Beach_(42250212884).jpg)

At a glance

Italy trips at a glance

See Sight Tours has 31 small group trips in Italy, 7 to 14 days long, from CAD 3,385 (estimated) per person sharing. Groups are 7 to 12 guests. Trips start in Naples, Rome, Palermo, Bari, Florence, Venice, Milan, Genoa, Cagliari, Bologna, Paris, Geneva, Turin, Catania, Klagenfurt and Amsterdam.

Trips
31
Trip lengths
7 to 14 days
From prices
CAD 3,385 to CAD 9,490 per person sharing, estimated prices
Group size
7 to 12 guests
Activity levels
Easy, Moderate, Active
Start cities
Naples, Rome, Palermo, Bari, Florence, Venice, Milan, Genoa, Cagliari, Bologna, Paris, Geneva, Turin, Catania, Klagenfurt, Amsterdam

Europe

31 trips

Private trips

Plan a private trip

Any of our routes for your own group, on your dates.

When to go

Best time to go

Questions

Italy trips: your questions

When is the best time to go?

Late April to early June and mid September to mid October: warm enough to swim, cool enough to walk, and quieter than July and August. Boats and many hotels close or cut back from November to March, so we do not run in winter.

Answer for Amalfi Coast and Capri

How hard is the walking?

Moderate. The Path of the Gods on day 2 is about 7 to 8 km and three hours on uneven stone, mostly downhill, and there is an easier option on the day. The rest is easy walking, but the whole coast is built on steps, so good shoes with grip matter.

Answer for Amalfi Coast and Capri

I am travelling solo. What does a single room cost?

A room of your own is CAD 1,395 more for the whole trip, shown up front with no extra charge later. Solo travellers get the same rooms, seats and tables as everyone else. If you would rather share, tell us when you book and we will try to pair you with another solo guest of the same gender.

Answer for Italy: Rome, the Amalfi Coast, Tuscany and Venice

How big is the group?

The small-group trip runs with 7 to 12 guests, so the group fits on one small boat, around one table and on narrow paths without a long line.

Answer for Amalfi Coast and Capri

How does booking work and when do I pay?

Choose a start date and send a request to book; no payment is taken then. We confirm your place, hotels and timed entries within 24 hours, then send the payment schedule. The small group starts from CAD 8,235 per person sharing, taxes included, and the private trip from CAD 14,825.

Answer for Italy: Rome, the Amalfi Coast, Tuscany and Venice

Do I need a visa for Italy?

Canadian, US, UK and Australian citizens do not need a visa for tourist stays of up to 90 days in any 180 in the Schengen area. The EU's ETIAS travel authorisation is planned but has no confirmed start date; we tell you if it applies to your dates and how to apply before you fly.

Answer for Italy: Rome, the Amalfi Coast, Tuscany and Venice

When is the best time to go to Sicily?

April to June and September to October. Spring has wildflowers, green fields and days of about 18 to 26 C; autumn is warm with the sea at its warmest. We do not run in July and August, when inland Sicily often passes 35 C and the temple sites have little shade.

Answer for Sicily: Palermo, the Valley of the Temples, Etna and Taormina

How fit do I need to be?

Moderately. Expect 6 to 10 km a day on foot over cobbles, stairs and stepped bridges, long spells standing in museums, about 3 hours on rough paving at Pompeii and steep lanes in Ravello and Siena. Each demanding day has an easier option, and you can sit any part out.

Answer for Italy: Rome, the Amalfi Coast, Tuscany and Venice

I am travelling solo. Do I pay a single supplement?

Only if you want your own room. The single supplement is CAD 1,170, published up front, about 17 percent of the price, with no surprise at checkout. If you would rather share, ask us and we will try to match you with a roommate of the same gender for the whole trip, with no rotating.

Answer for Sicily: Palermo, the Valley of the Temples, Etna and Taormina

How big is the group, and will the sights be crowded?

The small-group trip runs with 7 to 12 guests, with quiet-guide headsets on the walks. We time the busy places early: the Sassi of Matera from about 8:30 am with a timed early entry, Alberobello by 10 am and Polignano at 9 am, before the day-trip coaches, where larger tours of 16 to 29 people wait in line.

Answer for Puglia and Matera: Trulli, Lecce and the Salento Coast

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