Italy Adventure Vacations

Book a Adventure Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Adventure vacation packages in Italy

Price found within the past 48 hours. Click for updated prices.
Napoleon Hotel
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
A.Roma Lifestyle Hotel
Leon's Place Hotel
Hilton Garden Inn Rome Airport
Don't see what you're looking for?
See all available trips from Osaka to Italy
View all trips

5* Adventure vacations in Italy

Price found within the past 48 hours. Click for updated prices.
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Don't see what you're looking for?
See all available trips from Osaka to Italy
View all trips

3 Night Adventure vacations in Italy

Price found within the past 48 hours. Click for updated prices.
A.Roma Lifestyle Hotel
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Napoleon Hotel
Don't see what you're looking for?
See all available trips from Osaka to Italy
View all trips

4 Night Adventure vacations in Italy

Price found within the past 48 hours. Click for updated prices.
Napoleon Hotel
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
A.Roma Lifestyle Hotel
Don't see what you're looking for?
See all available trips from Osaka to Italy
View all trips

Top Adventure Italy Hotels

Residenza Il Campanile

Residenza Il Campanile

Corso Italia, 103, Sorrento, NA
  • 5 hours drive from Colosseum
Stay at this B&B in Sorrento. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (252 reviews)
"Windows were not sound proof so you could hear all of the noise happening on the main strip. Other than that, it was great :)"

Reviewed on Sep 1, 2025

Residenza Il Campanile
Borgo Pignano Tuscany

Borgo Pignano Tuscany

5 out of 5
Localita Pignano 6, Volterra, PI
  • 3 hours drive from Colosseum
The price is ¥79,426 per night from Oct 13 to Oct 14
¥79,426
¥88,243 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this 5-star luxury farm stay in Volterra. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Castelvecchio and Castelvecchio Natural ...
9.8/10 Exceptional! (85 reviews)
"Beautiful place with very attentive staff. Our favourite hotel on our trip in Tuscany."

Reviewed on Aug 24, 2025

Borgo Pignano Tuscany
Hotel Number Nine

Hotel Number Nine

5 out of 5
Via dei Conti, 9, Florence, FI
  • 5 hours drive from Colosseum
The price is ¥63,763 per night from Oct 27 to Oct 28
¥63,763
¥72,935 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this 5-star luxury hotel in Florence. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (997 reviews)
Lovely hotel
"Wonderful location and amenities were great. I felt at lease upon checking in and the staff took care of everything even bringing up our bags to our room. One thing that we would’ve liked was accesss to an iron and an ironing board in our room, which we had to make a request for a few times."

Reviewed on Sep 11, 2025

Hotel Number Nine
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.