Adventure Vacations in Italy 2026

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Flight and Adventure hotel deals in Italy

Price found within the past 48 hours. Click for updated prices.

Colombina Hotel

Castello

CA $1,382

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Venice (VCE)

9.4/10 Exceptional! (1,005 reviews)

Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts

Pinciano

Save 100% on your flight

CA $2,312

per person

Nov 23 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Rome (FCO)

9/10 Wonderful! (892 reviews)

So far so good

Reviewed on Sep 19, 2026

Plaza Hotel Lucchesi

Historic Centre of Florence

CA $1,445

per person

Nov 30 - Dec 5

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

9.4/10 Exceptional! (1,001 reviews)

Hotel Margherita

CA $2,070

per person

Nov 23 - Nov 28

found 13 hours ago

Roundtrip flight included

Toronto (YTO) to Naples (NAP)

9.8/10 Exceptional! (965 reviews)

Very clean, helpful staff and excellent food.

Reviewed on Sep 19, 2026

Grand Hotel Aminta

Priora

CA $1,679

per person

Nov 23 - Nov 28

found 13 hours ago

Roundtrip flight included

Toronto (YTO) to Naples (NAP)

9.4/10 Exceptional! (1,002 reviews)

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5* Adventure holidays in Italy

Price found within the past 48 hours. Click for updated prices.

Hotel Number Nine

Historic Centre of Florence

CA $1,705

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Florence (FLR)

9.6/10 Exceptional! (1,000 reviews)

Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts

Pinciano

Save 100% on your flight

CA $2,312

per person

Nov 23 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Rome (FCO)

9/10 Wonderful! (892 reviews)

So far so good

Reviewed on Sep 19, 2026

Don't see what you're looking for?

See all available trips from Columbus to Italy

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3 Night Adventure holidays in Italy

Price found within the past 48 hours. Click for updated prices.

A.Roma Lifestyle Hotel

Gianicolense Suburb

CA $1,070

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Rome (FCO)

9.2/10 Wonderful! (1,001 reviews)

The hotel looked fabulous and the room was awesome. We ate dinner in the restaurant and that was terrific as well. The breakfast buffet was the best I’ve ever had. The only issue was the shower. I couldn’t get the water temperature down but I adapted. This is an excellent hotel. You won’t be disappointed. I’d give it more that 5 stars if I could.

Reviewed on Sep 18, 2026

Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts

Pinciano

CA $1,801

per person

Oct 30 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Rome (FCO)

9/10 Wonderful! (892 reviews)

So far so good

Reviewed on Sep 19, 2026

Grand Hotel Aminta

Priora

CA $1,472

per person

Oct 24 - Oct 26

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Naples (NAP)

9.4/10 Exceptional! (1,002 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Italy

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4 Night Adventure holidays in Italy

Price found within the past 48 hours. Click for updated prices.

Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts

Pinciano

CA $1,607

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Rome (FCO)

9/10 Wonderful! (892 reviews)

So far so good

Reviewed on Sep 19, 2026

Plaza Hotel Lucchesi

Historic Centre of Florence

CA $1,765

per person

Oct 24 - Oct 27

found 16 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

9.4/10 Exceptional! (1,001 reviews)

Grand Hotel Aminta

Priora

CA $1,686

per person

Oct 24 - Oct 27

found 16 hours ago

Roundtrip flight included

Montreal (YMQ) to Naples (NAP)

9.4/10 Exceptional! (1,002 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Italy

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Adventure Hotels in Italy

Residenza Il Campanile

Corso Italia, 103 Sorrento NA

17 hours drive from Dolomites

CA $237

CA $274 total

Oct 18 - Oct 19

includes taxes & fees

Stay at this B&B in Sorrento. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.6/10 Exceptional! (287 reviews)

"Great central location to everything in town. The staff was wonderful."

Reviewed on Sep 21, 2026

Borgo Pignano Volterra Tuscany

Localita Pignano 6 Volterra PI

8 hours drive from Dolomites

CA $724

CA $804 total

Oct 22 - Oct 23

includes taxes & fees

Book a stay at this luxury farm stay in Volterra. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Castelvecchio and Castelvecchio ...

10/10 Exceptional! (102 reviews)

"Beautiful location, vast grounds, stunning food with the local produce. The rooms are old fashioned - very much the intent. Very attentive staff."

Reviewed on Sep 4, 2026

Hotel Number Nine

Via dei Conti, 9 Florence FI

7 hours drive from Dolomites

CA $477

CA $551 total

Oct 20 - Oct 21

includes taxes & fees

Book a stay at this luxury hotel in Florence. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

See all 282,431 properties in Italy

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.