10 Best Mediterranean Multiday Tours in May 2026

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Premium Sicily and Puglia - May 2026

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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Go Local - Highlights Of Greece, Private Tour - May 2026

15% OFF TODAY

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Go Local - Highlights Of Greece, Private Tour - May 2026

Trip customizable

Best price guaranteed

Explore the rich history of Classical Greece on an eight-day tour departing from Athens. Led by an expert guide, see UNESCO-listed sites such as the Sanctuary of Asclepius and discover the Delphi Archaeological Museum.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, french, italian, german

Destinations

Athens, Kalambaka

15% OFF TODAY

Duration8 days

From

USD 3,209

USD 2,727

Saving

USD 481

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Scenic Islands of Malta - May 2026

Trip customizable

Best price guaranteed

Begin an unforgettable adventure by exploring the beauty of Gozo and Valletta. Start in Gozo, where you can visit breathtaking sites like the Church of St. John The Baptist, Sanap Cliffs, and Xlendi Beach. Savor a traditional Gozitan lunch before moving on to Valletta. In Valletta, immerse yourself in the rich history and culture by visiting landmarks such as Upper Barracca Gardens and St. John’s Co-Cathedral. Discover the vibrant street food scene and delve into the Grand Harbour area’s history by visiting the Three Cities and the picturesque fishing village of Marsaxlokk. Finally, explore the historic city of Mdina, known for its narrow streets and medieval architecture, and enjoy the stunning views from the Dingli Cliffs. Create lasting memories as you enjoy this leisurely and culturally rich journey.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Valletta, Gozo

Duration7 days

From

USD 1,627

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30% OFF TODAY

Zagreb to Dubrovnik - 8 days - May 2026

No booking fees

Best price guaranteed

Begin your Croatian journey in Zagreb, soaking in its European allure and visiting landmarks like the Church of St. Mark and the Cathedral. Continue to Split, pausing at the stunning Plitvice Lakes and historic Trogir. In Split, explore the Diocletian’s Palace before moving to Hvar, renowned for its nightlife and natural beauty. Discover Korčula’s medieval charm, and conclude your adventure in Dubrovnik, famed for its majestic city walls and rich heritage.

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Dubrovnik, Zagreb, Split, Hvar

Dubrovnik, Zagreb, Split, Hvar, Korčula

30% OFF TODAY

Duration8 days

From

USD 3,655

USD 2,559

Saving

USD 1,097

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30% OFF TODAY

Croatia Lakes & Island Hopping from Zagreb - 10 days - May 2026

No booking fees

Best price guaranteed

Explore Croatia, starting in Zagreb with its European charm. Travel to Split, stopping at the breathtaking Plitvice Lakes and historic Trogir. In Split, delve into Diocletian’s Palace before heading to Hvar for vibrant nightlife and scenic beauty. Move to Korčula, known for its medieval architecture. Conclude in Dubrovnik, with its majestic walls and rich history.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Dubrovnik, Zagreb, Split, Hvar

Dubrovnik, Zagreb, Split, Hvar, Korčula

30% OFF TODAY

Duration10 days

From

USD 4,045

USD 2,832

Saving

USD 1,214

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Best of Sicily (Small Group Tour) - May 2026

(1 review )

Trip customizable

Best price guaranteed

Everything we expected and more. Everything was perfecto.

Food toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Palermo, Catania, Taormina, Syra

Palermo, Catania, Taormina, Syracuse, Sicily, Mt Etna, Noto, Island Of Ortigia, Agrigento

Duration8 days

From

USD 4,690

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13% OFF TODAY

Super Sales

Splendours of Italy - May 2026

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

13% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,361

Saving

USD 364

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Puglian Villages Tour, Self-drive - May 2026

15% OFF TODAY

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Puglian Villages Tour, Self-drive - May 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable eight-day self-drive adventure through the stunning Puglia region, where you can explore at your own pace and immerse yourself in Italy’s rich culture, fascinating history, and mouthwatering cuisine. Indulge in authentic local flavors, visit UNESCO World Heritage sites, and experience the warm hospitality that makes Puglia a truly special destination.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Bari, Martina Franca, Otranto

Bari, Martina Franca, Otranto, Lecce

15% OFF TODAY

Duration8 days

From

USD 991

USD 842

Saving

USD 149

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In The Footsteps Of Caravaggio, Private Tour - May 2026

15% OFF TODAY

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In The Footsteps Of Caravaggio, Private Tour - May 2026

Trip customizable

Best price guaranteed

You will explore the historical hidden gems in the city of Florence and Naples thanks to our expert tour guide that will tell the story of the most important UNESCO World Heritage highlights in these cities. Enjoy an intimate introduction to the iconic art collections including Caravaggio! Visit one of the most important Art Galleries in the world and enjoy the Italian Architectural Masterpieces in Florence and Naples.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish, french, italian, german

Destinations

Florence, Naples, Rome

15% OFF TODAY

Duration6 days

From

USD 2,173

USD 1,847

Saving

USD 326

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17% OFF TODAY

Super Sales

Greece Undiscovered - May 2026

4.9

(17 reviews )

No booking fees

Best price guaranteed

More time is needed in Acropolis Delphi and Dion, the museum of the Acropolis was not on the itinerary which is a shame especially that there was not free time to see it by ourself

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Chania

17% OFF TODAY

Duration15 days

From

USD 5,575

USD 4,638

Saving

USD 937

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Iconic Rome and Amalfi - May 2026

Trip customizable

Best price guaranteed

Immense yourself on this captivating self-driven odyssey from Rome to Amalfi, traversing scenic routes, this journey unfolds amidst picturesque landscapes and historic marvels. Departing Rome's vibrant cityscape, the drive leads through charming villages and past ancient ruins, offering glimpses into Italy's rich heritage. As the road winds along the dramatic cliffs of the Amalfi Coast, the azure expanse of the Tyrrhenian Sea provides a breathtaking backdrop. Experience the charm and beauty of Amalfi, a coastal gem with colorful architecture, a storied cathedral and a relaxed atmosphere. Admire the stunning cliffs, azure waters and picturesque villages. Explore Iconic landmarks like Positano and Ravello which epitomize Mediterranean charm. This self-drive experience encapsulates the essence of Italy, blending cultural richness with natural beauty.

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Amalfi Coast & Campania, Amalfi

Duration6 days

From

USD 734

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Sicilian Fantasy: Small Group Tour - May 2026

Trip customizable

Best price guaranteed

Journey across the Mediterranean's largest island to sample local olive oils and citrus fruits from ancient royal towns, stand among the ruins of proud empires, and venture across Mount Etna’s otherworldly lava fields. Experience a land where medieval villages cling to mountainsides and twisting lanes invite you to stroll down unexpected paths. There’s nothing like your first taste of Sicily—just pair a local dessert wine with a fresh coastal breeze, and you’ll understand how life is truly meant to be savoured

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Agrigento, Sicily

Duration7 days

From

USD 1,648

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Northern Greece With Meteora, Delphi And Thessaloniki, Private Tour - May 2026

15% OFF TODAY

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Northern Greece With Meteora, Delphi And Thessaloniki, Private Tour - May 2026

Trip customizable

Best price guaranteed

Join this seven-day tour and discover the remarkable history of one of the oldest civilizations in the world. This tour provides you with the opportunity to explore Macedonia – the Land of Alexander the Great – and Athens, the cradle of modern democracy. Unveil the secrets of predicting the future at the ancient religious sanctuary of Delphi, home of the Oracle, and discover the sacred tranquillity in the sky-high monasteries of Meteora. This tour offers a unique adventure that will introduce you to the key locations in the foundation of Western civilization.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, french, italian, german

Destinations

Athens, Kalambaka, Thessaloniki

15% OFF TODAY

Duration7 days

From

USD 4,727

USD 4,018

Saving

USD 709

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Sensational Sicily - May 2026

Trip customizable

Best price guaranteed

Allow your senses to be enraptured by the breathtaking sceneries that unfold before you. From the rugged coastline to the serene countryside, Sicily's beauty knows no bounds. Indulge your palate with an array of traditional delicacies, each bite a tribute to Sicily's distinctive culinary heritage. From mouthwatering street food to sumptuous feasts, every meal will be a culinary adventure in itself. Traverse picturesque hill towns and UNESCO-listed cities, each one a living testament to the diverse ancient works of art and archaeological wonders that have shaped this island's history

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Palermo, Catania, Campania, Sici

Palermo, Catania, Campania, Sicily, Agrigento

Duration10 days

From

USD 2,071

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All Mediterranean Tours in May 2026

Page 28 of 570 Trips in Mediterranean during May 2026 with 5,794 Reviews

Premium Sicily and Puglia - May 2026

Go Local - Highlights Of Greece, Private Tour - May 2026

Scenic Islands of Malta - May 2026

Zagreb to Dubrovnik - 8 days - May 2026

Croatia Lakes & Island Hopping from Zagreb - 10 days - May 2026

Best of Sicily (Small Group Tour) - May 2026

Splendours of Italy - May 2026

Puglian Villages Tour, Self-drive - May 2026

In The Footsteps Of Caravaggio, Private Tour - May 2026

Greece Undiscovered - May 2026

Iconic Rome and Amalfi - May 2026

Sicilian Fantasy: Small Group Tour - May 2026

Northern Greece With Meteora, Delphi And Thessaloniki, Private Tour - May 2026

Sensational Sicily - May 2026

Page 28 of 570 Trips in Mediterranean during May 2026 with 5,794 Reviews

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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 Mediterranean Tours in May 2026

Page 28 of 570 Trips in Mediterranean during May 2026 with 5,794 Reviews

Page 28 of 570 Trips in Mediterranean during May 2026 with 5,794 Reviews