10 Best Taormina Multiday Tours in May 2026

Super Sales

Tutta Italia To Sicily by Plane And Aeolian Islands - May 2026

No booking fees

Best price guaranteed

Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Agrigento, Siena, Florence, Genoa, Milan, Verona

Duration18 days

From

USD 3,612

View Tour

Super Sales

Tutta Italia With Beautiful Campania and Sicily - May 2026

No booking fees

Best price guaranteed

Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

Rome, Palermo, Venice, Perugia, Naples, Salerno, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration17 days

From

USD 3,232

View Tour

Super Sales

Beautiful Campania and Sicily - May 2026

No booking fees

Best price guaranteed

Dive into the heart of southern Italy with the Beautiful Campania and Sicily tour, a 5-day easy-paced city sightseeing adventure perfect for seniors. Begin in Rome and journey through Salerno, Taormina, and Palermo, all while enjoying group camaraderie and guided exploration. With accommodations, transport, and meals provided, you’ll have more time to appreciate the history, cuisine, and warm hospitality of each stop. The highlight of this tour is its efficient yet comprehensive route, ensuring you witness the best of Campania and Sicily without feeling rushed.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Salerno, Taormina

Duration5 days

From

USD 859

View Tour

Southern Splendours: Campania & Sicily Discovery - May 2026

Trip customizable

Best price guaranteed

Immerse yourself in the vibrant atmosphere of Naples, the gateway to Campania, where ancient history meets modern life. Visit the iconic Pompeii, frozen in time by the eruption of Mount Vesuvius. As you journey south to Sicily, witness the diverse beauty of the island. Marvel at the ancient Greek ruins in Agrigento's Valley of the Temples. Explore the charming streets of Taormina and take in the breathtaking views of Mount Etna, Europe's highest and most active volcano. This tour promises an enchanting blend of history, culture, and natural beauty, offering an unforgettable journey through two of Italy's most captivating regions

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sicily

Amalfi Coast & Campania, Sicily, Naples, Palermo, Agrigento, Taormina

Duration8 days

From

USD 3,091

View Tour

Super Sales

Sicily Explorer: 11 Days From Palermo To Palermo, Self-drive - May 2026

Trip customizable

Best price guaranteed

Discover the beauties of Sicily during this eleven days self-drive tour. Immerse yourself in rich Greek and Roman history, culture and architecture. Drive through several UNESCO Heritage Sites and unique towns, and admire splendid views and art masterpieces. Climb the magnificent Mt Etna volcano and enjoy lunch with the stunning views.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Syracuse, Not

Palermo, Taormina, Syracuse, Noto, Agrigento

Duration11 days

From

USD 1,817

View Tour

Super Sales

Sicily Art, Food & Wine Tour - May 2026

Trip customizable

Best price guaranteed

This 8-day tour of Sicily starts in the vibrant city of Catania and takes you on a journey through the island’s most stunning destinations. Begin by exploring the charming town of Tindari and the picturesque coastal village of Cefalu before heading to Palermo and Erice where you’ll enjoy a visit to a traditional winery for a delightful wine tasting. Continue your adventure with a visit to the ancient archaeological site of Selinunte, followed by a stop in Agrigento to marvel at the Valley of the Temples. The tour also includes stops in the baroque city of Noto, the historical treasures of Siracusa and Ortigia, and ends with a visit to Taormina, where you’ll indulge in a tasting experience while soaking in the scenic beauty of this iconic hilltop town.

Art and architectureFood tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Catania, Palermo, Agrigento, Cal

Catania, Palermo, Agrigento, Caltagirone, Taormina

Duration8 days

From

USD 3,216

View Tour

Super Sales

Athens, Peninsula and Sicily End Palermo - May 2026

No booking fees

Best price guaranteed

Begin in Athens and conclude in Palermo on this 10-day adventure through Greece and Italy, crafted for senior travelers. The itinerary takes you through Salerno, Naples, Taormina, and other top destinations, with an easy activity rating and all essentials—accommodation, transport, and meals—handled for you. The trip’s special highlight is its dual focus on Greek and Italian culture, allowing for enriching discoveries at a gentle pace.

AdventureWalking tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Athens, Patras, Brindis

Palermo, Athens, Patras, Brindisi, Naples, Salerno, Taormina

Duration10 days

From

USD 2,107

View Tour

Super Sales

Tutta Italia and Sicily with Aeolian Islands - May 2026

No booking fees

Best price guaranteed

Let the charm of Italy sweep you away on the 16-day Tutta Italia and Sicily with Aeolian Islands tour, crafted for those who appreciate a relaxed, insightful journey. Starting in Rome and ending in Palermo, this group tour weaves through Siena, Florence, and seven other captivating destinations. Senior travelers will appreciate the easy pace, comfortable accommodations, and seamless transport. The highlight is the opportunity to explore the picturesque Aeolian Islands—providing an idyllic contrast to Italy’s bustling cities and rich history.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration16 days

From

USD 3,236

View Tour

Super Sales

Beautiful of Puglia, Campania and Sicily - May 2026

No booking fees

Best price guaranteed

From Rome to Palermo, the Beautiful of Puglia, Campania and Sicily tour offers seniors an 8-day journey through southern Italy’s most captivating regions. This group sightseeing trip covers Palermo, Salerno, and four additional locales, balancing cultural discovery with comfort and ease. Accommodations, meals, and transport are all included, letting you sit back and savor each destination’s unique flavor. The USP is the thoughtfully curated route, which showcases both Puglia’s rustic charm and Sicily’s storied landscapes in one convenient tour package.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Bari, Brindisi, N

Rome, Palermo, Bari, Brindisi, Naples, Salerno, Taormina

Duration8 days

From

USD 1,464

View Tour

Super Sales

Sicily: Vino & Volcanoes - May 2026

No booking fees

Best price guaranteed

As one of our Independent Tours, Sicily's Vino & Volcanoes encompasses the must-see sights and tastes of this spectacular Italian island. Explore at your own pace, taking time to savour the local delicacies and pausing to create those moments that last a lifetime. As the name suggests, this exclusive tour includes a tasting of local wine, a boat tour from Ortigia island, and a guided group walk on the flanks of mighty Mount Etna, the most active stratovolcano in the world. Your island journey begins in the UNESCO World Heritage Site of Ragusa Ibla, an important city of the arts in Italy. The historic centre is brimming with architectural treasures dating back to the 17th century, with stunning churches and baroque style mansions perched on their own hilltop. Your next stop is Noto, another baroque beauty that's listed as a UNESCO World Heritage Site. Here, you'll enjoy wine tasting at a local enoteca and have two nights to discover Noto's famous buildings, some of the finest examples of Sicilian baroque style, not to mention the city's famous frozen granita - perfectly refreshing on a summer's day! Continue onwards to Syracuse, an exquisite coastal city where you'll stay for two nights on its small island of Ortigia. Wander the labyrinth of charming medieval streets, packed with history and an incredible local market bursting with colour, scents, and authentic Sicilian flavours; the ideal opportunity to sample homegrown produce. Your Italian adventure concludes on the northern tip of Eastern Sicily in the unmissable hilltop town of Taormina. Overlooking the beautiful bay below with Mount Etna commanding attention in the distance, Taormina is home to a remarkably well-preserved Greek Theatre from the 3rd century which we highly recommend visiting. Don't miss the small village of Castelmola, famous for its medieval castle, local almond wine, and panoramic views across Etna. From the coast, you can enjoy hidden coves and sandy beaches, rent kayaks, snorkels, or embark on a boat tour across the glistening Mediterranean. No trip to Sicily would be complete without visiting Mount Etna; we have included a guided group tour to this iconic volcano (includes return transfers) where you'll benefit from insider knowledge as you explore Etna's craters and lava flows - the highlight of your Sicilian Tour.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Catania, Noto, Island Of Ortigia

Catania, Noto, Island Of Ortigia, Taormina, Mount Etna

Duration8 days

From

USD 2,375

View Tour

Super Sales

Complete Greece, Puglia, Campania and Sicily - May 2026

No booking fees

Best price guaranteed

Delve into history on this 13-day cultural, religious, and historic tour from Athens to Palermo. Perfectly tailored for seniors, the easy pace ensures you can fully enjoy destinations like Salerno, Palermo, and Brindisi without rush. With all the essentials—accommodation, meals, and transport—included, the trip offers a worry-free exploration of Italy and Greece’s most important sites. The unique selling point is its focus on the cultural crossroads of the Mediterranean, making it a must for history enthusiasts.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Athens, Taormina, Kalab

Palermo, Athens, Taormina, Kalabaka, Nafplion, Patras, Brindisi, Naples, Salerno

Duration13 days

From

USD 2,800

View Tour

Super Sales

Italian Roundabout Complete End Venice - May 2026

No booking fees

Best price guaranteed

For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Siena, Florence, G

Rome, Venice, Siena, Florence, Genoa, Milan, Verona, Bari, Brindisi, Naples, Salerno, Taormina, Palermo

Duration19 days

From

USD 3,708

View Tour

Super Sales

Sicily and Eolic Islands - May 2026

No booking fees

Best price guaranteed

Sicily and Eolic Islands invites mature travelers to discover the wonders of Palermo, Agrigento, Taormina, and Milazzo over 8 relaxed days. This guided city sightseeing tour provides all the comforts—accommodation, transport, and meals—so you can focus on sampling local delicacies and admiring ancient sites. For those seeking a serene Mediterranean getaway, the tour’s unique appeal lies in its combination of Sicily’s history with the tranquil beauty of the Eolic Islands.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Milazzo, Taormina, Agrigento

Duration8 days

From

USD 1,356

View Tour

Super Sales

Sicilian Paradise - May 2026

No booking fees

Best price guaranteed

Savor four days of Italian splendor with the Sicilian Paradise tour, starting and ending in Palermo. Tailored for seniors, this guided group trip introduces you to Palermo, Milazzo, and Taormina through gentle sightseeing, authentic meals, and comfortable travel arrangements. The tour’s hallmark is its manageable pace, allowing ample time to enjoy Sicily’s rich culture and landscapes—a perfect escape for those who value both discovery and relaxation.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Milazzo, Taormina

Duration4 days

From

USD 742

View Tour

All Taormina Tours in May 2026

Page 2 of 28 Trips in Taormina during May 2026 with 250 Reviews

Get a customized trip to Taormina in May 2026

Page 2 of 28 Trips in Taormina during May 2026 with 250 Reviews

Tutta Italia To Sicily by Plane And Aeolian Islands - May 2026

Tutta Italia With Beautiful Campania and Sicily - May 2026

Beautiful Campania and Sicily - May 2026

Southern Splendours: Campania & Sicily Discovery - May 2026

Sicily Explorer: 11 Days From Palermo To Palermo, Self-drive - May 2026

Sicily Art, Food & Wine Tour - May 2026

Athens, Peninsula and Sicily End Palermo - May 2026

Tutta Italia and Sicily with Aeolian Islands - May 2026

Beautiful of Puglia, Campania and Sicily - May 2026

Sicily: Vino & Volcanoes - May 2026

Complete Greece, Puglia, Campania and Sicily - May 2026

Italian Roundabout Complete End Venice - May 2026

Sicily and Eolic Islands - May 2026

Sicilian Paradise - May 2026

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 Taormina Tours in May 2026

Page 2 of 28 Trips in Taormina during May 2026 with 250 Reviews

Get a customized trip to Taormina in May 2026

Page 2 of 28 Trips in Taormina during May 2026 with 250 Reviews