The 11 Best Private Day Trips in Italy

1.Como Private Boat, Bellagio and Lugano Day Trip

★★★★★★★★★★4.8 · 6,271 reviews · 11 hours · from $78Our pick

Review of a $78 day trip from Milan to Como, Bellagio, Lake Como, and Lugano, with a private boat, guide, transport, and border tips.

“Monica & Manuela were AMAZING! So professional, kind, welcoming, and knowledgeable. The trip itself was well organised, very prompt, and pleasant, where you get to see quite a bit in the limited time. Very good tips were given in terms of where to eat, what to eat, shops to buy from. We were taken to great panoramic viewpoints by Monica, then left to wander freely in our own time.”

CHECK AVAILABILITY →Read our full review

2.Lake Como & Bellagio Day Trip with Private Boat Cruise

★★★★★★★★★★4.0 · 2,587 reviews · 10 hours (approx.) · from $120

Review of a Lake Como and Bellagio day trip from Milan, with a private group boat cruise, free time, guides, transport, value, and practical tips.

“It was an amazing day - I loved seeing lake como and Bellagio. The tour guide was lovely and made the day a fantastic experience!”

CHECK AVAILABILITY →Read our full review

3.Capri & Blue Grotto Semi Private Boat Day Trip from Sorrento

★★★★★★★★★★5.0 · 2,053 reviews · 7 to 8 hours (approx.) · from $216Top rated

Review of the Capri and Blue Grotto boat trip from Sorrento, with swimming, island time, grotto stops, costs, tips, and honest drawbacks.

“We enjoyed our day so much. We started in Sorrenti with the ride to Capri and had 4 hours on the island there. Then we got back on the boat and had the best time going around Capri, enjoy music, snacks, and drinks with our captain and guide. We had time to stop and swim in the ocean which was awesome. It was a terrific time and would do it again in a heartbeat.”

CHECK AVAILABILITY →Read our full review

4.Ancient Ostia Antica Semi-Private Day Trip from Rome by Train with Guide

★★★★★★★★★★4.5 · 579 reviews · 4 hours (approx.) · from $59Best value

Explore Ostia Antica from Rome by train in a small group, with entry, transport, and an engaging guide included.

“This was really an insightful tour into a complete Roman city ruin. Provided a very real understanding of how the Romans lived and thought. Our host Alberto provided a clear view of how The Romans lived and the history of this particular city. Highly recommend for anyone who wants to truly explore the Roman day to day experience. Family was initially skeptical of “archaeological” tour (I was quite excited) but they all found the tour enlightening and enjoyable - no regrets at all. If traveling with teenagers - maybe offer them option to continue trek after tour to go to Ostia beaches just 1-2 stops further down rail from Ostia…”

CHECK AVAILABILITY →Read our full review

5.Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

★★★★★★★★★★5.0 · 405 reviews · 8 hours (approx.)

Review of a private Tuscany day trip from Florence to Siena, San Gimignano, and Chianti, with wine, scenic drives, costs, and practical tips.

“Massimo was absolutely fantastic he went out of his way to shoe us part of Florence that was not included. He never rushed us, we took our time to see San Gimignanomi and Sienna and the wine tour. Definitely recommend Massimo and Viator. So far we have enjoyed all the services provided through Viator Tours. Thank you Massimo for an incredible experience.”

CHECK AVAILABILITY →Read our full review

6.Livorno Shore Excursion: Pisa and Florence Private Day Trip

★★★★★★★★★★4.5 · 198 reviews · 9 hours (approx.) · from $546

Review of a private Livorno shore trip to Pisa and Florence, with flexible transport, optional museum tickets, guides, timing tips, and value advice.

“It’s a long way from ship. Our driver was always close by so it allowed us to spend as little and as much time as we wanted at Pisa and various sites in Florence.”

CHECK AVAILABILITY →Read our full review

7.Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence

★★★★★★★★★★5.0 · 104 reviews · 10 hours (approx.) · from $462

Review of a private Florence day trip to Siena, San Gimignano, Chianti, and Pisa, with practical timing, value advice, and booking tips.

“We had the best time in this tour. Our driver Lucas is an amazing person and well-read for every detail you need to know about this trip. He made our experience fun and unforgettable.”

CHECK AVAILABILITY →Read our full review

8.Private Tour: Pompeii and Positano Day Trip from Rome

★★★★★★★★★★4.5 · 74 reviews · 11 hours (approx.) · from $550

Review of a private Rome day trip to Pompeii and Positano, with private transport, free time, guide options, costs, timing, and honest advice.

“Although not cheap, we felt the private tour was worth it. Our ride met us at our hotel in Rome right on time, and was friendly and informative on our ride to Positano. He provided helpful advice and recommendations, then left us to wander about the charming and breathtaking village for a couple of hours, visiting shops, having lunch, hanging out on the beach for a while. waded a little, but the water was too chilly to swim-March--but still a good time to go, as apparently traffic in the summer can be horrendous Then went to Pompeii, where our private tour guide was waiting, and we were able to skip…”

CHECK AVAILABILITY →Read our full review

9.Private Tour: Day Trip to Florence and Pisa from Rome with Lunch

★★★★★★★★★★4.0 · 65 reviews · 12 hours (approx.) · from $481

Review of Rome to Florence and Pisa day trip with lunch, guides, transport, timing, value, drawbacks, and practical booking advice.

“The transportation was in a small van with broken A/C. The tour guide had no guided aids and was hard to hear. He was nice and very helpful in navigating through Florence and took us to a nice restaurant for lunch.”

CHECK AVAILABILITY →Read our full review

10.Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip

★★★★★★★★★★5.0 · 64 reviews · 8 hours (approx.) · from $422

Review of a private Tuscany day trip from Florence to Siena and San Gimignano, with flexible driving, scenic stops, and optional winery lunch.

“We had a very enjoyable day with Marco. He picked us up at our VRBO. His van was comfortable for our family of 6 adults and very clean. He had water for us. We first stopped in Siena. There was a line to get tickets to the Duomo and the panoramic fortress (I would advise to get in line quickly or buy online before). The views were well worth it. We also had time to walk down to the piazza del Campo, which was also spectacular. We opted for the winery lunch and it was fabulous. We tried about 6 wines and had a 4 course Tuscan lunch that was…”

CHECK AVAILABILITY →Read our full review

11.Private Day Trip Rome to Pompeii & Amalfi Coast tickets included

★★★★★★★★★★5.0 · 61 reviews · 12 hours (approx.) · from $639

Review of a private Rome day trip to Pompeii, Sorrento, and Positano, with transport, Pompeii tickets, practical tips, costs, and honest drawbacks.

“This IS the oNLY way to see Pompeii and Amalfi. Our guide was Mido who was incredibly helpful with our private tour and getting us to the beach in Positano. Top driver/guide and a very cool and comfortable ride!!”

CHECK AVAILABILITY →Read our full review