Italy · EVENING EXPERIENCES

The 15 Evening Experiences in Italy Still Worth Queueing For

54 tours  ·  from $11

All 15 evening experiences below are bookable today, with the price, the running time and who each one actually suits. The first is first for a reason.

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Charcuterie in a 12th-century cellar
Evening Experiences, Florence Tours, Food & Drink, Food Tours in Florence, Tour Reviews, Tours, Wine Tours, Wine Tours in Florence

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

1.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149Our pick

Spend 3.5 hours walking Florence’s Oltrarno district with a local English-speaking guide such as Antonella, Dimitri, Sara, or Martino. Taste Prosecco, Chianti Classico, Super Tuscan wine, cheese, charcuterie, gnudi pasta, Tuscan soup, wild boar stew, a Negroni, and artisan gelato. Groups are capped at 13.

“This was a fabulous evening tour. We learned so much about the food, we’re taken to small and authentic places. I would suggest doing this early in your stay as you would go back to some of the restaurants for a meal. The little bits of food were more than satisfactory so don’t eat a big meal before you go.”

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Catania: Mount Etna Morning or Sunset Day Trip with Tasting - The ride from Catania to 2,000 meters
1-Day Tours, Day Trips in Sicily, Evening Experiences, Evening Tours in Sicily, Food & Drink, Food Tours in Sicily, Morning, Mount Etna Tours, Sicily Tours, Tour Reviews

Catania: Mount Etna Morning or Sunset Day Trip with Tasting

2.Mount Etna Morning or Sunset Day Trip with Tasting

★★★★★★★★★★4.8 · 4,028 reviews · 6 hours · from $70

Travel from Catania to Mount Etna in a comfortable minivan with a local guide such as Leonardo, Daphne, or Emilia. Walk around ancient craters at up to 2,100 meters, enter a lava cave with helmet and flashlight, taste cantucci and zibibbo, and finish at Monte Pomiciaro, with a sunset option available.

“We really enjoyed this experience. Our guide, Daphine, was spectacular. She provided a very safe and peaceful trip from Catania to Etna. She was super attentive and has spectacular knowledge about the region. We highly recommend this attraction!!!”

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Catania: Sunset Jeep Tour of Mount Etna and Lava Flow Caves - The ride uphill sets the scene
Evening Experiences, Evening Tours in Sicily, Mount Etna Tours, Off-Road Tours in Sicily, Quad & Off-Road Tours, Sicily Tours, Tour Reviews, Tours

Catania: Sunset Jeep Tour of Mount Etna and Lava Flow Caves

3.Sunset Jeep Tour of Mount Etna and Lava Flow Caves

★★★★★★★★★★4.8 · 2,113 reviews · 5 - 5.5 hours · from $71

Travel from Catania to Mount Etna in a small group of up to eight, stopping for Sicilian tastings, volcanic caves, old craters, and views across Valle del Bove. Guides such as Luca, Fabio, Gaetano, and Fabrizio lead the outing in several languages. The tour reaches about 2,000 meters for sunset, weather permitting.

“A must do tour! Guide has a deep knowledge about Etna and we were quite lucky to see the different perspectives of this fantastic place!”

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Rome: City Highlights Open-Top Bus Night Tour - Santa Maria Maggiore Begins the Evening
City Tours, City Tours in Rome, Evening Experiences, Evening Tours in Rome, Rome Tours, Tour Reviews, Tours

Rome: City Highlights Open-Top Bus Night Tour

4.City Highlights Open-Top Bus Night Tour

★★★★★★★★★★4.1 · 2,038 reviews · 45 min · from $22

Ride Rome after dark on an open-top double-decker bus with recorded commentary in eight languages. The one-loop route passes Santa Maria Maggiore, the Colosseum, St. John Lateran, the Spanish Steps, and Piazza Navona. It is a quick, wheelchair-accessible overview with onboard WiFi, but it does not stop for attraction visits.

“as it was night, it got quite cold on the top of the roof. bring something warm. It is a good introduction to a few places if you have not been yet.”

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Rome: Paranormal Night Walking Tour & Secret Backstreets - Giordano Bruno and Piazza Farnese
Evening Experiences, Evening Tours in Rome, Rome Tours, Tour Reviews, Tours, Walking Tours, Walking Tours in Rome

Rome: Paranormal Night Walking Tour & Secret Backstreets

5.Paranormal Night Walking Tour & Secret Backstreets

★★★★★★★★★★4.9 · 1,921 reviews · 2 hours · from $34

Follow an English-speaking guide through Rome after dark, from Campo de’ Fiori to Castel Sant’Angelo. Hear stories of executions, murders, popes, artists, and restless spirits while visiting Via Giulia, Ponte Sisto, a chapel linked to death, and quiet backstreets. Guides such as Antonio, Maham, Ana, and Yousef are known for strong storytelling and humor.

“Dina was great. Easy walk and good sight seeing. Grab a drink and check out the sights/stories!”

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Vespa Sidecar Tour By Night with Pickup - The Colosseum viewpoint, not a Colosseum visit
Evening Experiences, Evening Tours in Rome, Rome Tours, Tour Reviews, Tours, Vespa & Sidecar Tours, Vespa Tours in Rome

Vespa Sidecar Tour By Night with Pickup

6.Vespa Sidecar Tour By Night with Pickup

★★★★★★★★★★5.0 · 1,803 reviews · 3 hours (approx.) · from $146

Ride through Rome with a professional driver and guide, stopping at Piazza Venezia, the Colosseum, Aventine Hill, Trastevere, and Janiculum Hill. You will share a sidecar Vespa with one other person, or ride behind the driver. Gelato and coffee are included, and guides such as Manuel, Roberto, Andrea, and Simone bring local stories and humor to the three-hour route.

“Such a fun way to see Rome! One person on the back of the Vespa and one in the side car-you see the main highlights in a fun and efficient way to travel the city. Our guide was great fun and super knowledgable. We had a blast!”

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From Milazzo: Panarea and Stromboli Boat Trip by Night - Leaving Milazzo and settling into the boat
Boat Tours in Sicily, Cruises & Boat Tours, Evening Experiences, Evening Tours in Sicily, Sicily Tours, Tour Reviews

From Milazzo: Panarea and Stromboli Boat Trip by Night

7.From Milazzo: Panarea and Stromboli Boat Trip by Night

★★★★★★★★★★4.2 · 1,605 reviews · 10 hours · from $89

Spend about 10 hours sailing from Milazzo to Panarea and Stromboli. You get free time on each island, views of Panarea’s rocky islets, and a sunset stop offshore from Stromboli’s active volcano. The guide commentary is in Italian, and the boat can become crowded, so arrive early for a good seat.

“Vulcano is spectacular! The stay at the islands too long”

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Agrigento: Valley of the Temples Skip-the-Line Sunset Tour - Finding the guide at the Juno Temple entrance
Ancient Ruins, Ancient Ruins in Sicily, Evening Experiences, Evening Tours in Sicily, Sicily Tours, Skip the Line, Tour Reviews, Tours

Agrigento: Valley of the Temples Skip-the-Line Sunset Tour

8.Agrigento: Valley of the Temples Skip-the-Line Sunset Tour

★★★★★★★★★★4.5 · 1,512 reviews · 2 hours · from $51

Meet your guide under the olive tree by the Lemonade stand near the Juno Temple entrance. Over two hours, walk among five ancient Doric temples, including Concordia, Heracles, Zeus, and Hera Lacinia. Guides such as Rosanna, Liz, and Benedetto bring the site to life, while sunset light and evening illumination create excellent photo conditions.

“Our tour guide was excellent and informative throughout the tour.”

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Stromboli: Sunset Trekking at Sciara del Fuoco - Meeting Ashàra near Piazza San Vincenzo
Evening Experiences, Evening Tours in Sicily, Hiking & Trekking, Hiking Tours in Sicily, Sicily Tours, Tour Reviews

Stromboli: Sunset Trekking at Sciara del Fuoco

9.Stromboli: Sunset Trekking at Sciara del Fuoco

★★★★★★★★★★4.6 · 1,372 reviews · 5 hours · from $35

Meet Ashàra Etna & Stromboli Guides near Piazza San Vincenzo for a five-hour sunset hike to 400 meters on Stromboli. Guides such as Giuseppe, Giovanni, Nino, and Federico lead the group through island history and volcanic terrain before the sunset and eruptions at Sciara del Fuoco. Hiking shoes, water, and an overnight stay on Stromboli are essential.

“This is an amazing experience and we can't recommend it enough, we loved the trip and it was a big tick off the bucket list. The trek is a good 5hours in total but with plenty of stops for water and rest breaks and information about the volcano. It is quite a hike with a few narrow paths but don't be put off as there was a real mix of ages and everyone coped well. Be prepared to get sweaty though and to descend in the dark. Giuseppe our guide from Ashara was amazing, very friendly and knowledgeable and gave us loads of information about the volcano. You will see…”

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Catania: Etna Sunset Tour with Pickup and Drop-off - Leaving Catania in a small air-conditioned van
Evening Experiences, Evening Tours in Sicily, Mount Etna Tours, Sicily Tours, Tour Reviews, Tours

Catania: Etna Sunset Tour with Pickup and Drop-off

10.Etna Sunset Tour with Pickup and Drop-off

★★★★★★★★★★4.8 · 1,348 reviews · 5 hours · from $71

Travel from Catania to Etna with a multilingual naturalist guide such as Paolo, Simone, or Zelia. You will taste honey, wine, and olive oil near Zafferana Etnea, visit Bove Valley and a lava cave, then walk around lateral craters at about 2,000 meters for sunset. The hike is easy, but the summit is not included.

“We absolutely loved our guide Zelia. She was interesting and funny, and I think our experience was this amazing because of her. Would definitely recommend taking this tour, watching sunset from Etna's craters left us speechless.”

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Colosseum Sunset Tour with Entry - What the guide adds
Colosseum Tours, Evening Experiences, Evening Tours in Rome, Rome Tours, Tour Reviews, Tours

Colosseum Sunset Tour with Entry

11.Colosseum Sunset Tour with Entry

★★★★★★★★★★4.5 · 1,230 reviews · 1 - 1.5 hours · from $49

Enter Rome’s Colosseum with an English-speaking guide during the day’s later hours, when the stone can glow gold and crowds may thin. Your 45-minute guided visit covers the amphitheater’s architecture, games, gladiators, and ancient spectacles, followed by 15 minutes for photos. Choose from several starting options, and arrive 20 minutes early for security.

“Attilio was an amazing tour guide. I had been to the Coliseum before, but that was 40 years ago. Although I had prepared by learning as much as I could before the tour, I still managed to learn more. Mille gratzie Nathalie”

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Venice: Catamaran Sunset Jazz Cruise with Aperitivo - Finding the best seat on board
Boat Tours in Venice, Cruises & Boat Tours, Evening Experiences, Evening Tours in Venice, Sailing, Tour Reviews, Venice Tours

Venice: Catamaran Sunset Jazz Cruise with Aperitivo

12.Catamaran Sunset Jazz Cruise with Aperitivo

★★★★★★★★★★4.7 · 1,206 reviews · 1.5 hours · from $94

Spend 90 minutes on a roomy catamaran with host Andreas and his friendly crew, sailing from Riva dei Sette Martiri across San Marco Bay, the Giudecca Canal, and toward Lido. Enjoy live saxophone jazz, one included drink, Venetian cicchetti, and sunset views. Extra drinks are available, with cash often needed.

“Lovely music with live sax. amazing views. We enjoyed the snacks and drinks. Would have likes a little more food, and a lot less rain! but clearly they cannot control the weather”

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Rome: E-Bike Night Tour with Food and Wine Tasting - Capitoline Hill, the Forum, and Piazza Venezia
Bike Tours in Rome, Cycling Tours, E-Bikes, Evening Experiences, Evening Tours in Rome, Food & Drink, Food Tours in Rome, Rome Tours, Tour Reviews, Tours, Wine Tours, Wine Tours in Rome

Rome: E-Bike Night Tour with Food and Wine Tasting

13.E-Bike Night Tour with Food and Wine Tasting

★★★★★★★★★★4.9 · 1,131 reviews · from $89

Ride through Rome with a guide such as Adriana, Bruno, Felipe, or Eric, stopping at major sights from Saint Peter’s Basilica to the Trevi Fountain. You’ll pause at a local salumeria for wine, cheese, and cured meats, then continue through the illuminated center to the Colosseum. The four-hour tour is limited to eight people.

“The tour guide was so take care of us, beautiful and interesting bicycle, thank you”

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From Catania: Mount Etna Sunset Tour with Tasting and Cave - Entering the lava cave near the 1792 eruption
Evening Experiences, Evening Tours in Sicily, Food & Drink, Food Tours in Sicily, Mount Etna Tours, Sicily Tours, Tour Reviews, Tours

From Catania: Mount Etna Sunset Tour with Tasting and Cave

14.From Catania: Mount Etna Sunset Tour with Tasting and Cave

★★★★★★★★★★4.7 · 1,119 reviews · from $45

From Catania, explore Mount Etna by van and on foot with a multilingual guide. Taste honey, olive oil, jams, and wine at Enoteca dell’Etna, visit a lava cave when included, then watch sunset near the Silvestri craters. Guides such as Alessandro, Carmelo, and Giuseppe are praised for clear explanations and friendly care.

“simply fun and entertaining. Valentina showed great knowledge and took us to amazing sights”

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Venice: Lords of the Night Prison’s Palace Cells & Tortures - The courtroom and the machinery of Venetian justice
Evening Experiences, Evening Tours in Venice, Tour Reviews, Venice Tours

Venice: Lords of the Night Prison’s Palace Cells & Tortures

15.Lords of the Night Prison’s Palace Cells & Tortures

★★★★★★★★★★4.0 · 1,067 reviews · 1 day · from $11Best value

Enter Venice’s former prison beside Doge’s Palace and follow a small-group route through cells, courtrooms, torture displays, and the passage linked to Casanova’s escape. Choose a live guide in English or Italian, or an audio guide in four languages. Expect about 45 to 60 minutes, with some stairs and dark, narrow rooms.

“Guide was amazing and the stories and items they had to share were incredible and disturbing!”

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New in Evening Experiences

★ 5.0Florence Sunset Food Tour with Wine & Dine at a Tuscan farmhouseFrom $140194 reviews
★ 4.5Florence Evening Food Tour with Florentine Steak & Tuscan WineFrom $79376 reviews
★ 4.5Stromboli: sunset trekking to Sciara del Fuoco – AshàraFrom $36270 reviews
★ 5.0Sunset Boat Tour with Dolphin Watching & AperitifFrom $118454 reviews
★ 4.8Syracuse: Ortigia Sunset Cruise with AperitifFrom $71291 reviews
★ 4.9Sunset tour in search of dolphins with aperitifFrom $53449 reviews
★ 4.2Vatican Evening Tour with Sistine Chapel and MuseumsFrom $89364 reviews
★ 4.8E-Bike Sunset Tour with Pizza OptionFrom $71400 reviews
★ 4.9Jewish Ghetto & Campo de Fiori by Night Food Wine TourFrom $105265 reviews
★ 4.8Evening Golf Cart Tour with AperitivoFrom $153327 reviews
★ 4.9City Golf Cart at Night TourFrom $59428 reviews
★ 4.9Cannondale E-Bike Evening Tour with Optional DinnerFrom $85251 reviews
★ 4.9Spanish Steps, Trevi, Navona and Pantheon Sunset TourFrom $46522 reviews
★ 4.9Shared Sunset CruiseFrom $82185 reviews
★ 4.9Afternoon to Sunset Guided Tour with TicketFrom $58484 reviews

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