10 Best Palermo Multiday Tours in May 2027

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Sicily Food & Wine - May 2027

4.7

(40 reviews )

No booking fees

Best price guaranteed

Sicily is a fascinating treasure trove of history and beauty. This trip allows you to experience the Sicilian way of life using food as a lure to explore its villages, towns and landscape as you move from one side of the island to the other.

Food tours

Tour Type

Small Group Tour

Accommodation

Lodge, Villa, Bungalow, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Marsala, Agri

Palermo, Taormina, Marsala, Agrigento, Sicily, Syracuse, Catania

Duration8 days

From

USD 3,525

USD 3,419

Saving

USD 106

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Sicily Grand Tour - May 2027

4.4

(12 reviews )

No booking fees

Best price guaranteed

The 15 day tour of Sicily was absolutely fantastic. The best tour guide ever, her name is Milena. A wonderful driver Alessandro. I felt that it was a pretty comprehensive tour of Sicily seeing all the highlights plus more. Fabulous food in restaurants where we ere taken by Milena. Verdict EXCELLENT.

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Taormina, Palermo, Cefa

Catania, Taormina, Palermo, Cefalu, Mount Etna, Syracuse, Sicily, Modica, Piazza Armerina, Trapani

Duration15 days

From

USD 4,800

USD 4,656

Saving

USD 144

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6% OFF TODAY

Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - May 2027

No booking fees

Best price guaranteed

Journey through a crossroads of civilizations in Sicily and on to the spectacular coastlines of Southern Italy. Uncover Sicily’s capital Palermo and its Moorish and Norman influences. Explore Agrigento’s ancient Valley of the Temples and the Ancient Roman mosaics of Piazza Armerina. Travel to the historic hilltop town of Taormina. Visit a local winery for a wine tasting and agriturismo dinner. Venture to the ancient cave dwellings of Sassi di Matera. Explore Sorrento and stunning Positano, the pearl of the Amalfi Coast. Walk in the footsteps of ancient Romans in the excavated Pompeii. Allow the unique culture to capture your heart and get a glimpse into an age-old heritage composed of ancient monuments and cultivated lands.

City sightseeing

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Palermo, Sicily

Rome, Sorrento, Palermo, Sicily, Agrigento, Giardini Naxos, Matera

6% OFF TODAY

Duration13 days

From

USD 3,949

USD 3,699

Saving

USD 250

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15% OFF TODAY

Super Sales

Grand Italy & Sicily - May 2027

4.7

(77 reviews )

No booking fees

Best price guaranteed

It covers so many areas in Italy We got exposed to so much history and culture

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Sorrento, Capri

Rome, Palermo, Sorrento, Capri, Alberobello, Giardini Naxos, Santa Margherita, Portofino, Lake Maggiore, Venice, Florence

15% OFF TODAY

Duration17 days

From

USD 8,250

USD 6,993

Saving

USD 1,257

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Super Sales

Premium Sicily and Puglia - May 2027

No booking fees

Best price guaranteed

Explore Sicily and unearth the natural and historical wonders of this scenic island, placed perfectly in the heart of the Mediterranean. Then, cross over to the heel of Italy's boot to find dreamy beaches, inspiring architecture and ancient wonders. This Premium adventure will take you on a deep dive through southern Italy with one of the most experienced locally based leaders to help uncover all the best sights and bites.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Polignano A Mare, Nardò

Palermo, Polignano A Mare, Nardò, Matera, Naples, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 11,416

USD 11,074

Saving

USD 342

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5% OFF TODAY

Sicily and Its Isles - May 2027

No booking fees

Best price guaranteed

Explore Sicily – an island paradise nestled amongst the deep blue waves of the Mediterranean. Sample specialties in Palermo’s colorful food market. Taste organic olive oil and learn how sustainable production methods support opposing the Mafia. Explore Agrigento’s Valley of the Temples (UNESCO) with a guide. Enjoy two nights on the Isle of Salina and visit a traditional caper farm. Spend two nights in Taormina, perched above the Ionian Sea. See Mount Etna from a different perspective on an off-road excursion. Discover how ancient traditions blend into modern society as you travel along Sicily and two of its beloved isles.

Country side and village visits

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, St Julian's, Cefalu, Sa

Palermo, St Julian's, Cefalu, Salinà, Taormina, Marsala, Agrigento

5% OFF TODAY

Duration14 days

From

USD 4,899

USD 4,649

Saving

USD 250

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22% OFF TODAY

Super Sales

Premium Sicily - May 2027

No booking fees

Best price guaranteed

Explore Sicily and see how much this island in the heart of the Mediterranean has to offer. Join an expert local leader on a fully immersive 10-day Premium journey – with a sprinkling of Arab, Norman, Greek and Roman influence, this region is a hive of history and culture. See intricate mosaics, towering palaces, crumbling ruins and marble-lined laneways. Head out of the main hubs to discover Mount Etna – Europe’s largest active volcano. Taste Genovesi, arancini, local dishes like caponata and cannoli, and take a traditional cooking class to get the most out of Sicily’s celebrated cuisine. With Exclusive Experiences and a gorgeous Feature Stay in the countryside, what are you waiting for?

City sightseeingAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Catania, Marsala, Agrig

Palermo, Catania, Marsala, Agrigento, Siracusa

22% OFF TODAY

Duration10 days

From

USD 5,975

USD 4,637

Saving

USD 1,338

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Super Sales

Country Roads of Southern Italy and Sicily - May 2027

4.6

(55 reviews )

No booking fees

Best price guaranteed

It’s a wonderful itinerary however going to Rome and not visiting the San Pedro Basilica makes the itinerary less attractive.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Catania, Taormina

Rome, Palermo, Catania, Taormina, Capri, Alberobello, Matera

Duration14 days

From

USD 6,225

USD 6,038

Saving

USD 187

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Super Sales

Premium Sicily and Italy in Depth - May 2027

No booking fees

Best price guaranteed

Traverse from top to toe of Italy's 'boot' and explore ancient ruins and iconic sites. Eat your weight in pasta and tuck into giant piazzas as you get lost in Venice and find yourself in the Tuscan countryside. This 24-day trip will take you to all the best spots and teach you all the most important parts of Italian culture – like how to roll pasta like the pros! Visit Mount Etna, as you drive up the northern flank of the volcano and take a walk through the spectacular Valle del Bove. Visit a family-run winery, learn about ancient Pompeii, visit Rome’s famous sites and write home about your three amazing Feature Stays – all with a local leader by your side.

AdventureSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Palermo, Bari, Nardò, Ma

Venice, Palermo, Bari, Nardò, Matera, Naples, Rome, San Gimignano, Florence, Marsala, Agrigento, Siracusa, Catania

Duration24 days

From

USD 16,870

USD 16,364

Saving

USD 506

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Super Sales

Premium Sicily and Tuscany - May 2027

No booking fees

Best price guaranteed

Make your way to the Mediterranean to discover all the natural beauty, warm hospitality and cuisine Italy and Sicily have to offer. On this 17-day adventure, you’ll travel from Rome to postcard-perfect Venice. From visiting one of the Seven Wonders of the World – the Colosseum – to driving up the flank of Mount Etna, Europe’s largest active volcano, this trip goes the extra mile to deliver experiences that go beyond the guidebooks. Visit the famous spots like the Spanish Steps and Trevi Fountain, then go off the path to a local’s favourite restaurant. Get ready to tuck into local eats, explore iconic sites and brush up on your ancient history, all with an experienced local by your side.

Sightseeing ToursWalking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Rome, Chianti, San Gimi

Palermo, Rome, Chianti, San Gimignano, Florence, Venice, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 10,714

USD 10,393

Saving

USD 321

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All Palermo Tours in May 2027

10 Trips in Palermo during May 2027 with 184 Reviews

10 Trips in Palermo during May 2027 with 184 Reviews

Sicily Food & Wine - May 2027

Sicily Grand Tour - May 2027

Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - May 2027

Grand Italy & Sicily - May 2027

Premium Sicily and Puglia - May 2027

Sicily and Its Isles - May 2027

Premium Sicily - May 2027

Country Roads of Southern Italy and Sicily - May 2027

Premium Sicily and Italy in Depth - May 2027

Premium Sicily and Tuscany - May 2027

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Palermo Tours in May 2027

10 Trips in Palermo during May 2027 with 184 Reviews

10 Trips in Palermo during May 2027 with 184 Reviews