Leaving from · ITALY

8 Private Day Trips in Italy Worth the Early Start

8 day trips  ·  from $60 a head

The 8 best private day trips in Italy you can book, with what each costs, how long you are away and how much of it is spent on the road. Start at number one.

From Milan: Como Private Boat, Bellagio and Lugano Day Trip - Como: cathedral, waterfront, and a quick first look
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From Milan: Como Private Boat, Bellagio and Lugano Day Trip

1.From Milan: Como Private Boat, Bellagio and Lugano Day Trip

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

Travel from Milan to Como, Bellagio, Lake Como, and Lugano on an 11-hour guided day trip. You will have free time in three towns, take a private boat across Lake Como, and cross into Switzerland. Guides such as Amalia, Luca, Marina, and Monica are praised for clear explanations and humor, while coach transport keeps the day practical.

“Marina and Tadju were fantastic. It was an amazing trip! I highly recommend this - defo worth the value it was a fantastic day!”

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Lake Como & Bellagio Day Trip with Private Boat Cruise - Como, the first taste of the lake
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Lake Como & Bellagio Day Trip with Private Boat Cruise

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

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

Travel from Milan to Como, cruise Lake Como by private group boat, and spend free time in Bellagio and Como. The route changes by season, with a one-hour cruise from November to March and up to two hours from April to October. Guides such as Anna, Sara, Angelo, and Raffaele have earned strong praise, though group size and meeting details require care.

“Make sure you have arranged a way to be at the meeting point at the correct time, take an umbrella just in case.”

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Capri & Blue Grotto Semi Private Boat Day Trip from Sorrento - Grottos, cliffs, and the long blue view around Capri
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Capri & Blue Grotto Semi Private Boat Day Trip from Sorrento

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

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

Set out from Sorrento on a traditional gozzo with a skipper and a group of no more than eight. You’ll cruise past Roman ruins, grottos, the Faraglioni, and Villa Malaparte, with swimming, drinks, a Caprese sandwich, and time to explore Capri. Guides such as Francesca, Luca, Anna, and Francesco are known for lively commentary and practical island tips.

“Ana and Luca were wonderful. Ana had absolutely amazing energy for the tour, and Luca who took us to extra sites since Blue Grotto wasn’t open (high tides). Luca is also a very highly skilled captain, getting us so close to the amazing rocks! We drank, ate, and swam plenty, and saw beautiful sites and had a wonderful time. We went on 9/28 and the water for swimming was amazing - from someone who refuses to get in cold water! Great tour, great people, highly recommend.”

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Ancient Ostia Antica Semi-Private Day Trip from Rome by Train with Guide - Meeting Near Piramide And Taking The Train
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Ancient Ostia Antica Semi-Private Day Trip from Rome by Train with Guide

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

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

Travel from Rome to Ostia Antica by train with an English-speaking guide and a group of no more than 12. Spend about 2.5 hours walking ancient streets, viewing the Baths of Neptune, amphitheater, shops, apartments, and temples. Guides such as Alberto, Laura, Rob, and Cat have received especially warm praise, though guide quality can vary.

“This tour surpassed my expectations. Period. Firstly, I extend my gratitude to our exceptional tour guide Rob, through whom I engaged with, acquired knowledge, and experienced this segment of Rome's history! This tour was outstanding from start to finish! I enjoyed traveling by rail and experiencing Italy —specifically, regions I would not have visited independently! Due to Rob's extensive knowledge, artistic disposition, and excentional narrative skills. I have gained significant insights. Kindly arrange for the booking of this tour. Stroll among the ancient ruins that influenced our history!”

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Private Tour: Pompeii and Positano Day Trip from Rome - The Bay of Naples and Mount Vesuvius
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Private Tour: Pompeii and Positano Day Trip from Rome

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

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

Leave Rome at 7:30 a.m. in a private air-conditioned sedan or minivan with an English-speaking driver. Visit Pompeii for about two hours, then enjoy free time in Positano or choose Sorrento instead. Add a private Pompeii guide, such as Ida, Barbara, or Santiago, for a clearer look at the ruins.

“Max was promot, and got us safely to Sorento and Pompeii. Max pointed out the sights along the way, and we enjoyed our conversation. Great lunch in Pompeii before our amazing tour in Pompeii with Barbara. Both Max and Barbara were accommodating with my mom's limited mobility, and simply wonderful!”

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Private Tour: Day Trip to Florence and Pisa from Rome with Lunch - Ponte Vecchio and the walk through central Florence
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Private Tour: Day Trip to Florence and Pisa from Rome with Lunch

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

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

Leave Rome early for Florence and Pisa, with hotel pickup inside the Aurelian Walls, second-class train tickets, guided sightseeing, and lunch if you choose that option. Expect short stops at major sights, including Piazzale Michelangelo, the Duomo, Ponte Vecchio, Piazza dei Miracoli, and the Leaning Tower. Guides such as Lorie, Vittoria, Andrea, and Debora have led this route.

“A long day but the trade was well worth it for what we learned about the two locations. The only thing i would change was fo rate guide t provide some other insights to Florence that we found other people we met had been shown.”

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Private Day Trip Rome to Pompeii & Amalfi Coast tickets included - Pompeii: allow more than a quick look
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Private Day Trip Rome to Pompeii & Amalfi Coast tickets included

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

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

Leave Rome at 7:30 a.m. with an English-speaking driver such as Mido, Ahmed, or Matteo, then visit Pompeii, Sorrento, and Positano by private Mercedes. Pompeii entry is included, while a two-hour local guide costs extra. Expect a long day, flexible stops, a scenic lunch option, and hotel drop-off in Rome.

“Very good driver! He knew area well and made trip very enjoyable. His arrangements made things go smooth.”

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From Naples: Amalfi Coast Private Day Trip - Ravello and its famous villa gardens
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From Naples: Amalfi Coast Private Day Trip

8.From Naples: Amalfi Coast Private Day Trip

★★★★★★★★★★5.0 · 29 reviews · from $267

Spend eight hours with a private driver on the Amalfi Coast, visiting Ravello, Amalfi, and Positano from Naples. Expect hotel, port, airport, or station pickup, narrow coastal roads, photo stops, and time for lunch in Positano. Drivers such as Ciro, Marco, Domenico, and Fabio have helped shape flexible days, but no licensed guide or meal is included.

“Great day! so much traffic..... but he entertained us as we sat and made even the long lines positive. The scenery was beautiful and he topped off our trip with a surprise stop at Pompeii church. It was so very special. Thanks sooo much. Highly recommend.”

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