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Your Italian Journey

Everyone is more or less familiar with Italian culture, from watching movies, learning about the Roman Empire, or simply eating pizza. But not until you arrive in the country do you realize that everything you thought you knew is really just the tip of an enormous iceberg. Every region—every town even—has a unique personality, so no matter how many times you visit Italy, you’re always left with the craving for more.

Ioanna Yiasemi
Scenset travel curator
Thursday, 15 – Tuesday, 27 May, 2025 · 12 nights
Journey to Italy
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Trip Overview

Tuscany | May 15 – 21, 2025 | 6 nights


Taormina | May 21 – 27, 2025 | 6 nights

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Weather

In Italy over the month of May expect daily high temperatures of around 78°F/25°C, rarely falling below 60°F/15°C or exceeding 86°F/30°C, and with low temperatures rarely falling below 50°F/ 10°C or exceeding 68°F/20°C.

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Travel Requirements

US passport holders are allowed to fly into Italy for Business or Tourism without visa requirements.

Official entry requirements can be sourced here

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These guidelines are for reference only. Scenset holds no responsibility for travel restrictions. Travelers are responsible for ensuring the right documentation to travel.

Thursday, 15 May, 2025
Day 1: Arrival to Italy

Thanks to decades of cinema, centuries of art, and millennia of history, everyone is more or less familiar with the fantasy of Italy. You think you know Italian food and Roman landmarks, but not until you arrive in the country do you realize that everything you thought you knew is really just the tip of an enormous iceberg. Every region—every town even—has a unique personality so no matter how many times you visit Italy, you’re always left with the craving for more.

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Flight

Your international flight arrives at Rome Fiumicino (FCO) airport today!

Booked independently.

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Private Transfer

Your private English speaking driver will be waiting for you at the arrivals area inside the airport. They will hold a sign with your name on it. Once you meet them you will be transferred to your hotel in a private luxury vehicle.

Booked by Scenset.

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Check-in

Check into your hotel and settle in. The afternoon is yours to explore the city.

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Restaurant Recommendations

Dining recommendations will be provided closer to your travel date, and reservations can be made on your behalf.

Things To Do

A list of recommendations of what to do in Italy will be provided closer to the time of travel.

Your Stay: Hotel Il Pellicano

Why we love it for you: Il Pellicano opened in the dolce vita era of the 1960s, yet it’s somehow managed to evolve over the years without losing its scenset charm. The location alone is reason enough to fall in love as it’s perched above the sea and isolated from nearby resorts, giving guests private access to the water below. But in case you need a little extra coaxing, details like custom bath products, the iconic beach bags, or the Michelin-star restaurant are sure to win you over.

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Hotel Il Pellicano

Nestled in our garden cottages, the Superior Rooms Garden View offer an evocative contrast between the greenery of their surroundings and the deep blue of the glittering sea in front.

  • Breakfast included


Booked by a guest.

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Scenset perks!

Il Pellicano is a close partner of ours and our guests get special treats and VIP treatment when staying there! During your stay, please enjoy:

  • one Spa Voucher (No cash value) and
  • Complimentary room mini-bar


Courtesy of Scenset

Friday, 16 May, 2025
Day 2: Truffle Hunting in the countryside
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What to wear

We recommend wearing long trousers, ensuring you have covered the ankles, and choosing a pair of boots or sneakers.

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Hunting for Truffles in Tuscany

Embark on an exhilarating truffle-hunting adventure in the picturesque countryside, with the convenience of a private car. Accompany skilled truffle hunters and their well-trained dogs as you traverse the beautiful Tuscan countryside, seeking out these highly sought-after culinary treasures. Gain insights into the art of truffle cultivation and savor the exquisite tastes of Italy's rural heartland.
This experience takes place in the woods, for an authentic research in nature.

Together with your guide and the dog you will go hunting for truffles in the fabulous woods of “Maremma Toscana”. After the excursion, we will go to a typical Tuscan farmhouse where we will taste the truffles found in traditional Tuscan foods.

Duration: 5 hours

  • The experience is a total duration of 5 hours: two and a half hours in search of truffles and two and a half hours tasting them at the farm.

Inclusions: English Speaking Guide, Private Round Trip Transfers, Lunch

Disclaimer: In case of adverse weather conditions (too hot, heavy rain,snow) the tour will be cancelled.

Booked by a user

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Hotel Il Pellicano


Booked by a guest

Saturday, 17 May, 2025
Day 3: Hitting the seas!
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What to pack

Remember to bring:

  • Sunscreen
  • Hat
  • Sunglasses
  • A change of Clothes
  • Your biggest smiles
Sailing Tour

Italy’s Argentario Coast is glitteringly gorgeous, breeze over in our Dinghy to discover its hidden coves and take a dip at the Grotta Azzurra.

The most southerly island of Giannutri is a half-moon of wild beauty, with more bedazzling snorkeling and wreck dives. You can also visit the Roman Villa Domizia created by the Imperial family. The aspect, terraces and steps down to the sea, show a similar appreciation for a Tuscan coastal location.

The Tuscan Archipelago is a natural paradise with islet jewels dotted through the sapphire seas, don't miss the opportunity to visit it!

Duration: 8 hours
Inclusions: English Speaking skipper, Private Transfers, boat hire ,VAT and fuel consumption.
Boat: For this trip we have quoted a boat for you!

Booked by Scenset.

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Hotel Il Pellicano


Booked by a person

Sunday, 18 May, 2025
Day 4: At Leisure

Today, enjoy the stunning views from your hotel, relax in the sun, or embrace the Italian Dolce far' niente!

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Hotel Il Pellicano


Booked by a guest

Monday, 19 May, 2025
Day 5: At Leisure

Enjoy the abundant riches of Tuscany’s Maremma region; wine tasting, medieval hilltowns and artistic gardens.

The Tarot Garden created by a modern artist consists of a series of huge sculptures depicting the twenty-two Greater Arcana featured in the original pack. By contrast, nearby Capalbio is a medieval village, surrounded by a double wall and crowned by the imposing Aldobrandesca Fortress.

Delightful Pitigliano rises out of the Tufa rock amidst beautiful countryside, has a labyrinth of medieval lanes, a Jewish quarter and fascinating Etruscan ruins. More sights are in nearby Sovana with a 12th-century cathedral and Etruscan tomb, and Sorano with its Orsini fortress. Then dip in Saturnia’s healing sulphuric waterfalls which gush out at 37 degrees.

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Hotel Il Pellicano


Booked by a traveler

Tuesday, 20 May, 2025
Day 6: Wines of the Maremma

Today discover the beautiful wines of the Maremma wine country.

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Private Transfer

Your private English speaking driver will greet you at the hotel lobby and transfer you to today's activities.

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Wine Tasting & Gourmet Lunch

With the comfort of your private transfer, you will reach the Maremma area, not far from the coast, rich in history and incredible landscapes.

Upon reaching the winery you will start your journey into delicious wines.
Enjoy an aperitif in the garden with a rosé wine, served with homemade focaccia.

A three-course lunch paired with wines will follow. During lunch enjoy a pairing of various wines, as well as a dessert wine, served in the garden on the terrace.

Duration: Approximately 6 hours
Inclusions: Private Round Trip transfers, 3 course lunch, 4 wine pairings

Booked by Scenset

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Hotel Il Pellicano


Booked by a person

Wednesday, 21 May, 2025
Day 7: Sicily beckons you!
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Check-out

This morning, enjoy your last cappuccino and say goodbye to the Tuscan countryside.

Check out of your hotel before your airport transfer.

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Private Airport Transfer

Meet your driver at the hotel lobby for your transfer to Pisa airport.

Booked by Scenset

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Flight

Board a direct regional flight from Pisa to Catania.

Booked by a travel agency.

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Private Transfer

Your private English speaking driver will greet you at the arrivals hall of the airport and transfer you to your hotel in a luxury vehicle.

Booked by Scenset

Check into your hotel and unwind!

Your Stay: Belmond Villa Sant'Andrea, Taormina

Why we love it for you: Built by a family in 1919 among lush, subtropical gardens, this secluded retreat retains all the charm of a private residence. Villa Sant’Andrea enjoys a reputation as one of the most romantic hotels in Taormina. Here you will settle into a sun-dappled seat and relax. Then, when action calls, a cable car whisks you in just three minutes to the town centre, with its many cultural attractions and sophisticated shopping scene.

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Belmond Villa Sant'Andrea, Taormina
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Scenset perks!

Villa Sant'Andrea is a close partner of ours and our guests receive special treats and VIP treatment when staying there! During your stay, please enjoy a food and beverage credit, once per stay.

Courtesy of Scenset

Thursday, 22 May, 2025
Day 8: At Leisure

Nowhere in Italy mixes landscape, culture, and history quite like Sicily. In the span of a day, you can hike a spewing volcano, go for a swim in the crystalline sea, take photos of Baroque architecture, and gawk at ruins so old that they make the Colosseum look young. Even Sicilian cuisine is something unique, where couscous is as common as pasta and gelato isn’t served in a cup or a cone but rather a freshly baked brioche bun—the ultimate ice cream sandwich.

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Day at Leisure

This day has been left for your to spend at leisure and enjoy the hotel's facilities. Dinner suggestions will be provided once booking is confirmed.

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Belmond Villa Sant'Andrea, Taormina

Friday, 23 May, 2025
Day 9: Exploring Etna with an expert volcanologist
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Etna Jeep tour

By many accounts, one of the most invigorating experiences you can have in Sicily!

A Jeep will pick you up at your hotel, and on board will be a nature guide ready to show you Mount Etna, the highest active volcano on the Eurasian plate, in all its wild beauty!

Breathtaking scenery, postcard views, a mix of colors, unspoiled sounds and far from the madding crowds, more than 400 craters and fairy tale trails: an adventure to be experienced in a blend of mind-body harmony, immersing you in one of the most intense environments nature has to offer. In this adventure, you will have the opportunity to reach an altitude of 2,900 meters (9,514 feet).

It's an experience to be lived if you are hiking enthusiasts and are sensitive to the extraordinary wonders that nature has to offer us! At the end of the tour, it's off to one of the best Etna DOC Winery for another special experience!

Duration: 7 hours
Inclusions: Naturalist Guide with Jeep, round trip transfers, wine tasting, winery visit and lunch

Booked by scenset.

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Belmond Villa Sant'Andrea, Taormina

Saturday, 24 May, 2025
Day 10: Gastronomic Day
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Savoring Sicilian Excellence, A Winery Journey at Cottanera

Renowned for its groundbreaking viticulture, Cottanera Winery stands as an epitome of excellence within both Italian and global winemaking. Nestled atop the northern slope of the volcano, its vineyards sprawl across lava stone, thriving 700 meters above sea level, unveiling the distinct essence of this prized territory.

Prepare for a captivating journey through the annals of Cottanera's history, intricately woven with tales of the local terrain.

Delve into the heart of the winery with a guided tour, navigating the wine cellar's secrets and wandering amidst the vine-covered landscapes.

The wine-tasting experience will be complemented by a sumptuous lunch featuring curated recipes sourced from the cherished Cottanera family cookbook. Get ready to savor not just wines but a flavorful narrative that intertwines tradition, history, and the finest Sicilian gastronomy!

Duration: 4 hours
Inclusions: Private English-speaking driver, round trip transfers, Private Cooking Class with a chef

Booked by scenset.

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Belmond Villa Sant'Andrea, Taormina

Sunday, 25 May, 2025
Day 11: At Leisure

This is a day of relaxation, but should you wish to add an experience, we recommend a boating activity. This can either take place in the early morning or in the afternoon.

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Optional: Taormina Bay Fishing Tour

This morning, sail away on a traditional gozzo onto the crystal clear waters of the bay of Taormina and immerse yourself in the Italian "dolce vita".

A private host will greet you at the hotel lobby in the late morning, and take you to the port to embark for your Taormina Bay Boat Tour. At your disposal you will have: skipper, crew, open bar with soft drinks, prosecco and fishing equipment. This unique experience will allow you to fish with the experienced crew, learning the tricks of the trade in the beautiful scenery of the Mediterranean.

Duration: 4 hours
Inclusions: Exclusive Taormina Bay Fishing Tour Experience, Dinner on board with BBQ, round trip transfers, boat hire, VAT, fuel.

Recommended by Scenset. This experience is currently not factored into the trip cost, but should you like to add it just let me know!

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Belmond Villa Sant'Andrea, Taormina

Monday, 26 May, 2025
Day 12: At Leisure

Perched like a stork’s nest on top of a hill, Taormina is as ancient as it is beguiling. The maze of tiny corridors are as irresistible as the most charming Italian towns, but none of the others come with Taormina’s panoramic bombshell. The Ancient Greeks built their amphitheater facing south toward the sun, a seemingly strange oversight. But once you’re standing on the steps and taking in the view of Mt. Etna and the Ionian Sea, it’s clear the Greeks knew exactly what they were doing.

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Enjoy this day at leisure, explore Taormina or relax in the private beach club of your hotel.

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Belmond Villa Sant'Andrea, Taormina

Tuesday, 27 May, 2025
Day 13: Departure Day

Time to say Arrivederci Italia. Don't worry, arrivederci doesn't mean goodbye- it means until we see each other again!

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Private Airport Transfer

This morning after breakfast, check out and meet your driver in the hotel lobby for your transfer to the airport.


Booked by Scenset

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Flight

Board your international flight back home from Catania International Airport

Booked by a travel agent.

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