Italy Adventure Vacations

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

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • 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.
A.Roma Lifestyle Hotel
Grand Hotel Aminta
Napoleon Hotel
Hotel Number Nine
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Don't see what you're looking for?
See all available trips from Tokyo to Italy
View all trips

5* Adventure vacations in Italy

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

4 Night Adventure vacations in Italy

Price found within the past 48 hours. Click for updated prices.
Colombina Hotel
Hotel Number Nine
Hotel Antiche Figure
Don't see what you're looking for?
See all available trips from Tokyo 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
The price is ¥18,601 per night from Jan 4 to Jan 5
¥18,601
¥20,461 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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! (260 reviews)
Spotless room. Friendly staff.

Reviewed on Oct 29, 2025

Residenza Il Campanile
Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany

5 out of 5
Localita Pignano 6 Volterra PI
  • 3 hours drive from Colosseum
Book a stay at this luxury farm stay in Volterra. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Castelvecchio and Castelvecchio Natural ...
9.8/10 Exceptional! (89 reviews)
Beautiful place with very attentive staff. Our favourite hotel on our trip in Tuscany.

Reviewed on Aug 24, 2025

Borgo Pignano Volterra 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 ¥43,970 per night from Jan 7 to Jan 8
¥43,970
¥51,288 total
Jan 7 - Jan 8, 2026
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. ...
9.4/10 Exceptional! (997 reviews)
Staff and front desk were really friendly and helpful . Hotel was clean , very homely energy also . Safe with the doorman there sometimes. Spa has a sauna steam cold plunge . Thankyou for a lovely time.

Reviewed on Nov 10, 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.