Leaving from · ITALY

15 Day Trips from Italy Worth Booking

65 day trips  ·  from $53 a head

The good day trips from italy fill up first in high season. Below: the 15 to book early, what each includes and how they differ.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Meeting the coach near Santa Maria Novella
Day Trips, Day Trips from Florence, Day Trips from Italy, Day Trips with Lunch, Tour Reviews, Wine Tasting Day Trips, Wine Tasting Day Trips in Florence, Wine Tasting Day Trips in Italy

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

1.Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Spend 11 to 12 hours touring Tuscany by air-conditioned coach with an English-speaking guide. Walk through Siena and enter its cathedral, eat lunch and taste four wines at Fattoria Poggio Alloro, explore San Gimignano, then visit Pisa. Guides such as Alex, Sara, Davide, and Manolo are frequently assigned.

“Our tour guide was very informative and she kept us all on time. We saw all of the sites and the lunch at the winery was delicious and the views were spectacular.”

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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Getting from Florence to the Tuscan towns
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Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

2.Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

★★★★★★★★★★4.6 · 9,771 reviews · 12 - 12.5 hours · from $58Best value

Spend 12 to 12.5 hours touring Tuscany from Florence, with free time in Pisa and San Gimignano, a Chianti winery lunch, wine tasting, and optional English-guided visits in Siena. Guides such as Val, Luca, and Leonardo have been praised for clear explanations and friendly help. Choose from transport-only, lunch, Siena tour, and cathedral options.

“I would recommend visiting San Gimignano first..we were too tired to enjoy and walk through the beautiful city. Our guide Alesseo was sweet and informative and our driver Michel was excellent!”

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From Naples: Sorrento, Positano & Amalfi Coast – Small Group Tour - Sorrento: a quick coastal introduction
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From Naples: Sorrento, Positano & Amalfi Coast – Small Group Tour

3.From Naples: Sorrento, Positano & Amalfi Coast – Small Group Tour

★★★★★★★★★★5.0 · 8,643 reviews · 8 hours (approx.) · from $76

Travel from Naples by air-conditioned minibus to Sorrento, Positano, and Amalfi, with free time in each town and a guide such as Gabriel, Marco, or Roberta offering commentary along the way. Pickup and port return are included. Add lunch or an optional €15 boat ride in Amalfi.

“Although we managed to be on 3 places, I felt that we didn’t had enough time at Sorento. And We arrived too early.. the place was just about to open. Beside that overall experience was good. The guide was great and pleasant.”

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Cinque Terre Day Trip with Optional Hiking or Pisa - Manarola begins the Cinque Terre story
Day Trips, Day Trips from Florence, Day Trips from Italy, Hiking Day Trips, Tour Reviews

Cinque Terre Day Trip with Optional Hiking or Pisa

4.Cinque Terre Day Trip with Optional Hiking or Pisa

★★★★★★★★★★5.0 · 8,486 reviews · 13 hours (approx.) · from $66

Spend about 13 hours visiting Cinque Terre from Florence by comfortable coach, with options for hiking, train travel, boat views, or a Pisa stop. Guides such as Claudia, Chris, JoJo, and Alessandro add local history and practical help. The hike is scenic but steep, uneven, and not suited to young children or anyone with walking difficulties.

“Best day trip to the region of cinque de terra. Well planned with very knowledgeable guide . Well worth a visit.”

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From Rome: Pompeii, Amalfi Coast, and Sorrento Day Trip - The coach ride from Rome and the Cassino breaks
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From Rome: Pompeii, Amalfi Coast, and Sorrento Day Trip

5.From Rome: Pompeii, Amalfi Coast, and Sorrento Day Trip

★★★★★★★★★★4.6 · 7,031 reviews · 12 - 13 hours · from $79

Travel from Piazza del Popolo to Pompeii, the Amalfi Coast, and Sorrento in a comfortable coach. An archaeologist guides you through Pompeii, then you get free time in Sorrento and a limoncello tasting. Guides such as Natascia, Marius, Laura, and Rob are known for clear explanations, good humor, and practical Italy tips.

“I booked this trip as part of my partners 50th birthday present on our 3 day trip to Rome. Our tour leader was Marius, he was so great! Friendly, funny and knowledgeable and his English was great. He gave us some great information as we left Rome and also whilst on our trip that you’d be unlikely to hear anywhere else. The trip itself was fantastic. A lot packed into the day but well worth it. There was so much to see in Pompeii it really was an incredible place and the pizza stop for lunch was great! Sorrento was beautiful despite the downpour for the last 30mins of our…”

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From Rome: Pompeii, Amalfi Coast and Positano Day Trip - Meeting the coach in Piazza del Popolo
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From Rome: Pompeii, Amalfi Coast and Positano Day Trip

6.From Rome: Pompeii, Amalfi Coast and Positano Day Trip

★★★★★★★★★★4.6 · 6,620 reviews · 12 - 13 hours · from $99

Travel from Rome to Pompeii and Positano on a 12 to 13-hour guided day trip. A local guide leads you through ancient streets, villas, and frescoes, followed by a scenic Amalfi Coast drive and free time in Positano. Guides such as Sabina, Jonathan, and Errica have earned praise for clear explanations, humor, and careful organization.

“I would do this again! We considered taking a train to Pompeii to see it on our own but wouldn’t have been able to make it to the Amalfi Coast. This trip was well organized and convenient. Our guide was Jonathan and he offered lots of information on the way there and back and was helpful and informative and funny. Unfortunately it was a very rainy day so it rained the entire time we were at Pompeii and some of the time at Positano. Even with the rain, it was worth the money and a good way to spend the day. The bus was comfortable with WiFi, and we had…”

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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

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

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

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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Pompeii, Amalfi Coast and Positano Day Trip from Rome - Pompeii: two hours among Roman streets and ash
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Pompeii, Amalfi Coast and Positano Day Trip from Rome

8.Pompeii, Amalfi Coast and Positano Day Trip from Rome

★★★★★★★★★★4.5 · 6,250 reviews · 13 hours (approx.) · from $101

Leave central Rome by air-conditioned coach for Pompeii, where an English-speaking guide explains villas, baths, theaters, restaurants, and plaster casts. Continue along the Amalfi Coast to Positano for free time among steep lanes and shops. Guides such as Flavio, Natasha, and Heather have helped make the long day lively and well organized.

“The trip to Pompeii was perfect. Perfectly timed and secure. The host, Flavio, did a gread work mainteined the group in order and well informed. The driver, Max, was very responsible driver.”

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Pompeii and Mount Vesuvius Day Trip from Rome with Pizza Lunch - Pompeii’s streets, shops, and painted walls
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Pompeii and Mount Vesuvius Day Trip from Rome with Pizza Lunch

9.Pompeii and Mount Vesuvius Day Trip from Rome with Pizza Lunch

★★★★★★★★★★4.5 · 6,151 reviews · 12 hours (approx.) · from $90

Travel from Rome by air-conditioned coach to Pompeii, where an official guide leads you through homes, shops, baths, and theaters buried by the AD 79 eruption. Add a three-course pizza lunch in Ercolano, then choose a steep crater hike or a geologist-led walk on Vesuvius. Guides such as Angela, Valentina, and Julia help manage the long day.

“Excellent tour with very knowledgeable guides. Would have liked more than 1.5 hours at Pompeii, as it's such a large place, and it felt quite rushed, but also understand that it's a long day from Rome fitting everything in. Disappointed we could not go up to the cone of Vesuvius, due to the weather, but we will be back! All in all would recommend the tour operator, and of you want to see Pompeii properly, you need toto book a day trip that focuses solely on that.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - A Tuscan winery lunch worth the time
Day Trips, Day Trips from Florence, Day Trips from Italy, Day Trips with Lunch, Tour Reviews, Wine Tasting Day Trips, Wine Tasting Day Trips in Florence, Wine Tasting Day Trips in Italy

Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

10.Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

Set out from Florence at 7:30 a.m. for Siena, San Gimignano, and Pisa. Choose a guided Siena visit and a three-course winery lunch with wine pairing, then enjoy free time in the hill towns and at Pisa’s Square of Miracles. Guides such as Constantino, Sara, Jacopo, and Simone have been praised for clear timing and friendly help.

“It is a wonderful tour and the price is reasonable. Make sure you return in time as the bus will leave without you!”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - San Biagio and the church beneath the hills
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

11.Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83

Spend about 12 hours traveling from Rome to Montepulciano and Pienza with an English-speaking guide. Walk Montepulciano, visit San Biagio, eat a three-course farm lunch, taste Tuscan wines, and enjoy free time in UNESCO-listed Pienza. The group is capped at 25, with private and small-group upgrades available.

“Thank you Anna and Pablo! We had a wonderful time in the country side. Anna was very knowledgeable and Pablo was an excellent driver.”

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From Rome: Pompeii Day Trip with Optional Vesuvius and Lunch - The coach from Rome and the Cassino break
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From Rome: Pompeii Day Trip with Optional Vesuvius and Lunch

12.From Rome: Pompeii Day Trip with Optional Vesuvius and Lunch

★★★★★★★★★★4.6 · 5,067 reviews · 9 - 12 hours · from $88

Travel from Rome by air-conditioned coach to Pompeii for a guided tour through homes, baths, shops, theaters, and streets frozen by Vesuvius. Add a Neapolitan lunch and Mount Vesuvius, choosing a crater hike or a gentler walk with a geologist. Guides such as Anna, Enrico, and Valentina bring useful local detail.

“Incredible and outstanding day trip, especially for the price! There is an exhilarating drive up to Mt. Vesuvius with daring slopes and turns, but our bus driver Cesare handled it so smoothly and I felt completely safe. Our guide at Pompeii, Ehnrico, was an absolute joy - he was funny and super knowledgeable. Our lead guide Natascia was very warm, friendly, and helpful with providing information about Rome and Pompeii. The lunch restaurant was beautiful and the food was filling and delicious. 100% recommend this day trip for anyone who doesn't wanna to stress over logistics!”

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Florence: Cinque Terre Day Trip with Optional Hiking or Pisa - The two-hour ride to La Spezia
Day Trips, Day Trips from Florence, Day Trips from Italy, Hiking Day Trips, Tour Reviews

Florence: Cinque Terre Day Trip with Optional Hiking or Pisa

13.Florence: Cinque Terre Day Trip with Optional Hiking or Pisa

★★★★★★★★★★4.9 · 4,848 reviews · 12 - 13 hours · from $65

Travel from Florence to Cinque Terre with Walkabout Tours, led by guides such as Chris, Joanne, Ado, Claudia, or Victoria. Choose the full five-village route with the Corniglia to Vernazza hike, or visit three villages and add Pisa. Expect trains, steep steps, free time, sea views, and a possible coastal boat ride.

“Gabriel and Luca were warm and welcoming from the minute we were in the queue and continued the energy and humour to the last moment. Their top tips for food and drink at each village were great and their lunch option was tasty. I loved the hike. A great tour to get a feel for the region with independent time without the stress of self-organising. Thanks guys! And the driver :)”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena: a guided start in the medieval heart
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

14.From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Spend 12 hours exploring Tuscany by comfortable coach, with a guided Siena walk, free time in San Gimignano and Pisa, and an optional organic winery lunch with four regional wines. Guides such as Sara, Alessandro, and Giancarlo are known for lively storytelling. Choose the lunch option for the most memorable part of the day.

“Really enjoyed the tour! Sara was knowledgeable and authentic and definitely displayed a love of her homeland. She was great with English and our limited Italian. Sara was very thoughtful of our comfort and answered questions of all on the tour! It was an excellent experience!”

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From Milan: Bernina Train and St. Moritz Day Trip - Starting early from Milan Centrale
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From Milan: Bernina Train and St. Moritz Day Trip

15.From Milan: Bernina Train and St. Moritz Day Trip

★★★★★★★★★★4.5 · 4,495 reviews · 12 hours · from $122

Set out from Milan with a live English or Spanish guide, ride the Bernina red train through Val Poschiavo past Morteratsch Glacier, then explore St. Moritz before returning by bus. Guides such as Lina, Carolina, Simona, and Andrea are praised for clear commentary. Expect a long, tightly planned day with spectacular views and limited free time.

“cGreat commentary from Simona and safe driving by Cosimo”

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