10 Best Mediterranean Multiday Tours in May 2027

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Tuscan Adventure: Rome To Florence - May 2027

22% OFF TODAY

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Tuscan Adventure: Rome to Florence - May 2027

(4 reviews )

No booking fees

Best price guaranteed

It was great and I am really glad I did it through a travel company, because planning it on my own would have taken so much time that i probably wouldn't be able to go.

Explorer

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Florence, Montepulciano

22% OFF TODAY

Duration7 days

From

USD 1,849

USD 1,435

Saving

USD 414

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22% OFF TODAY

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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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Splendours of Egypt, a Women-Only Tour - May 2027

(6 reviews )

No booking fees

Best price guaranteed

The only thing I would change is that the first day - coming right after most people had taken trans-oceanic flights and still had jet lag - was too demanding (flying to Luxor, touring Karnak before checking into ship). It would have been better to have a lighter Day One to allow for rest and time zone adjustment, and do Karnak on the way back. The all-women's tour group and the Tour Director were outstanding and hugely enhanced the experience. Tipping became a constant irritant and would be better if Tour Director handled tips and Insight appropriately raised the package cost, to alleviate that daily chore (ensuring correct currency & denominations, ATM visits, etc.). PS - bring American dollars in small bills. Overall, a fascinating country, knowledgeable and constantly helpful Tour Director, and a good balance of historic and current experiences. Aswan (and the Cataract Hotel) was a definite highlight, and don't pass on Abu Simbel. It is worth the cost; as is the Aswan boat tour of the Nile (two options worth doing).

Cruise

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Cairo, Luxor, Edfu, Aswan, Kom Ombo

Duration12 days

From

USD 5,395

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Active Morocco: Rif Mountains - May 2027

18% OFF TODAY

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Active Morocco: Rif Mountains - May 2027

(2 reviews )

No booking fees

Best price guaranteed

Going with G Adventures to Morrocco was the right choice, I got to experience the country and hiking while feeling taken care of and safe.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Marrakech, Tangier, Tetouan, Che

Marrakech, Tangier, Tetouan, Chefchaouen, Fes, Khenifra, Bin El Ouidane

18% OFF TODAY

Duration9 days

From

USD 1,249

USD 1,029

Saving

USD 220

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Secrets of Greece including Corfu - May 2027

(4 reviews )

No booking fees

Best price guaranteed

Ir was such a wonderful experience. was absolutely the best and attentive in every way. She made our trip so pleasurable, kept us up to date with everything. She is so very knowledgeable, friendly, funny, warm and caring. Thanks to her, our trip was fantastic.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Corfu, Delphi, Nafplion

Athens, Corfu, Delphi, Nafplion, Olympia, Ioannina, Meteora, Galaxidi

Duration11 days

From

USD 4,035

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Gems of Greece: Athens, Naxos & Crete - May 2027

No booking fees

Best price guaranteed

On an immersive journey through Greece, discover its ancient roots, iconic landmarks, and welcoming culture, from Athens to the islands of Naxos and Crete. Visit the iconic Acropolis and get to know Athens’ lively neighborhoods. Ferry to Naxos and dive into Greek island life and culture during a three-night stay. Explore Crete’s treasures from Heraklion and Chania, including Knossos Palace, the pottery village of Margarites, Chania’s old Venetian Harbor, and more. Delve into the traditions, flavors, and history of Greece, exploring unique corners of the country and meeting locals along the way.

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Chania, Naxos, Heraklion

Duration14 days

From

USD 5,349

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Highlights of Mainland Greece - May 2027

(4 reviews )

No booking fees

Best price guaranteed

Perfect mix of scenery and activity- operated as good small group tour.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Athens, Meteora, Delphi, Nafplion

Duration8 days

From

USD 1,999

USD 1,939

Saving

USD 60

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Super Sales

Best of Northern Italy: Florence to Venice - May 2027

(4 reviews )

No booking fees

Best price guaranteed

The overall experience was a lot of fun. We were busy the entire time, and with the great organization managed to see a whole lot of Northern Italy within such a small amount of time. We were very nicely taken care of by our CEO. She was extremely responsive and helpful when any questions came her way, and she absolutely loved when people asked questions about Italy and it's storied history. Great trip!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Florence, Venice, Cinque Terre, Lake Como

Duration8 days

From

USD 1,999

USD 1,939

Saving

USD 60

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Premium Puglia - May 2027

No booking fees

Best price guaranteed

Dreamy beaches, inspiring architecture and ancient wonders come together on an eight-day Premium adventure through Italy’s Puglia region. Understated and unbelievably beautiful, this lesser-visited corner of Italy delivers in historical, cultural and natural sights. Begin in the coastal town of Bari, admire unusual trulli buildings in Alberobello, stay in a former palace in Nardo, explore ancient sassi homes in Matera and discover the well-preserved ruins of Pompeii. With a local leader by your side and expert guides joining you along the way, you’ll really get a kick out of this adventure.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Naples, Polignano A Mare

Bari, Naples, Polignano A Mare, Nardò, Matera

Duration8 days

From

USD 4,890

USD 4,743

Saving

USD 147

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15% OFF TODAY

Best of Spain and Portugal - May 2027

4.7

(342 reviews )

No booking fees

Best price guaranteed

I loved the variety of things we were shown

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Madrid, Barcelona, Salamanca, Po

Madrid, Barcelona, Salamanca, Porto, Lisbon, Seville, Torremolinos, Granada, Valencia

15% OFF TODAY

Duration15 days

From

USD 4,595

USD 3,897

Saving

USD 698

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15% OFF TODAY

Amazing Spain and Portugal - May 2027

4.6

(92 reviews )

No booking fees

Best price guaranteed

This itinerary was perfect for me and my husband. It would be great if three nights would have been allotted to Lisbon by adding a day and making the tour 10 days instead of 9. Our tour director Sabrina was great!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Madrid, Granada, Seville, Lisbon

Madrid, Granada, Seville, Lisbon, Salamanca

15% OFF TODAY

Duration9 days

From

USD 2,475

USD 2,095

Saving

USD 380

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Super Sales

Highlights of Italy - May 2027

No booking fees

Best price guaranteed

Check off every bucket list dream on this highlight-packed adventure through the heart of Italy. Stand in awe of Rome’s ancient history as you explore landmarks that have shaped the world, then lose yourself in Florence’s Renaissance art and architecture that redefined creativity. Walk along Venice’s iconic canals, where every turn feels like a scene from a romantic postcard. And just when you think it can’t get better, indulge in Montepulciano’s rich culinary traditions and savor its world-renowned wines. From timeless history to indulgent flavors, this life-changing journey will leave you longing for just one more taste of Italy’s magic.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Montepulciano, Florence

Duration9 days

From

USD 2,149

USD 2,085

Saving

USD 64

View Tour

Super Sales

Journeys: Northern Italy, Venice to Florence - May 2027

(4 reviews )

No booking fees

Best price guaranteed

Amazing. Tour guide made the trip worth while!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Duration7 days

From

USD 2,999

USD 2,909

Saving

USD 90

View Tour

Super Sales

Journeys: Southern Italy, Naples to Rome - May 2027

(3 reviews )

No booking fees

Best price guaranteed

The trip was awesome and a once in a lifetime experience. We hope to book future trips like this, but it will be hard to live up to the quality of this trip, especially our CEO Elisabetta and our fellow ducklings.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Amalfi Coast

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

View Tour

All Mediterranean Tours in May 2027

Page 24 of 483 Trips in Mediterranean during May 2027 with 9,093 Reviews

Page 24 of 483 Trips in Mediterranean during May 2027 with 9,093 Reviews

Tuscan Adventure: Rome to Florence - May 2027

Premium Sicily - May 2027

Splendours of Egypt, a Women-Only Tour - May 2027

Active Morocco: Rif Mountains - May 2027

Secrets of Greece including Corfu - May 2027

Gems of Greece: Athens, Naxos & Crete - May 2027

Highlights of Mainland Greece - May 2027

Best of Northern Italy: Florence to Venice - May 2027

Premium Puglia - May 2027

Best of Spain and Portugal - May 2027

Amazing Spain and Portugal - May 2027

Highlights of Italy - May 2027

Journeys: Northern Italy, Venice to Florence - May 2027

Journeys: Southern Italy, Naples to Rome - 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 Mediterranean Tours in May 2027

Page 24 of 483 Trips in Mediterranean during May 2027 with 9,093 Reviews

Page 24 of 483 Trips in Mediterranean during May 2027 with 9,093 Reviews