10 Best Mediterranean Multiday Tours in May 2026

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Walk the Camino de Santiago - May 2026

(8 reviews )

No booking fees

Best price guaranteed

Excellent, it was such a memorable trip, I want to do it again! It was a great group, and our guide Daniel was very helpful.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Lugo, Santiago De Compostela, Sa

Lugo, Santiago De Compostela, Sarria, Portomarín, Palas De Rei, Melide, Arzúa, El Amenal

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Duration8 days

From

USD 1,649

USD 1,199

Saving

USD 450

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10% OFF TODAY

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Greek Island Explorer - May 2026

(2 reviews )

No booking fees

Best price guaranteed

All of our accommodations and transportation every place we visited in Greece on this trip were top notch. Comfortable and safe, and at each hotel location there was a lot to do within walking distance.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos

10% OFF TODAY

Duration10 days

From

USD 3,225

USD 2,905

Saving

USD 320

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Grand Journey of Italy - 11 Days - May 2026

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

Pompeii, Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Naples, Sorrento, Tuscany, Bologna, Padua

Duration11 days

From

USD 5,695

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Sailing Greece - Mykonos to Santorini - May 2026

(4 reviews )

No booking fees

Best price guaranteed

This was a great trip and has made me want to explore Greece further. We didn?t have much wind which had a lot of upsides actually, the group we went with were amazing and our captain Erwin was helpful, practical and entertaining. I would recommend bringing a driving licences so more exploration of the islands could be done. I?m not sure it would be a comfortable trip if you had to share a tiny cabin with a stranger, or didn?t like swimming, but my partner and I had an awesome time. Thanks all!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Naxos, Paros

Mykonos, Santorini, Naxos, Paros, Folegandros

Duration8 days

From

USD 1,699

USD 1,648

Saving

USD 51

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St Francis Way: Rieti to Rome - May 2026

(1 review )

No booking fees

Best price guaranteed

This was a wonderful walk through the Italian landscape following quiet trails peppered with villages and ancient hilltop towns. The walking provides a sense of achievement with occasional long days and steep rocky trails.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Rieti, Poggio San Lorenzo

Rome, Rieti, Poggio San Lorenzo, Scandriglia, Nerola, Sabina, Monterotondo

Duration8 days

From

USD 1,390

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Ionian Islands Bike & Boat - May 2026

4.9

(7 reviews )

No booking fees

Best price guaranteed

Excellent trip, fabulous guides, well-organized program and excellent food onboard.

Bicycle tours

Tour Type

Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Athens, Corfu, Nidri, Kefalonia

Athens, Corfu, Nidri, Kefalonia, Ithaca

Duration8 days

From

USD 3,390

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17% OFF TODAY

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Glories of Greece - May 2026

4.8

(42 reviews )

No booking fees

Best price guaranteed

Don't schedule a trip that includes May 1st. It packs too much into the next day.

Food toursLocal culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Kalambaka, Olympia

17% OFF TODAY

Duration7 days

From

USD 2,850

USD 2,366

Saving

USD 484

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8% OFF TODAY

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Italian Intermezzo - May 2026

4.6

(68 reviews )

No booking fees

Best price guaranteed

This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

8% OFF TODAY

Duration8 days

From

USD 3,225

USD 2,973

Saving

USD 252

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Walking in Sardinia - May 2026

4.6

(57 reviews )

No booking fees

Best price guaranteed

For anyone with coeliac disease, this trip is perfection. You get wonderful food, and lots of it. I managed to put on weight in spite of the energy expenditure, which was considerable!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

16-99 yrs

Operated in

english

Destinations

Sardinia, Dorgali, Gulf Of Orose

Sardinia, Dorgali, Gulf Of Orosei, Gorropu Gorge, Serra Orrios, Bue Marino Grotto, Tiscali

Duration8 days

From

USD 2,550

USD 2,474

Saving

USD 77

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Journeys: Discover Turkey - May 2026

4.9

(12 reviews )

No booking fees

Best price guaranteed

Another excellent tour. As always, the CEO and the other passengers can make or break the experience, and both were excellent here. The accommodation and meals were very good. Overall, a very enjoyable experience.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

Istanbul, Cappadocia, Canakkale

Istanbul, Cappadocia, Canakkale, Selçuk, Pamukkale, Antalya, Konya

Duration14 days

From

USD 3,449

USD 3,346

Saving

USD 103

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5% OFF TODAY

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Treasures of Italy - May 2026

4.8

(95 reviews )

No booking fees

Best price guaranteed

It was a fast paced trip. It is a bit difficult staying only one night in a few places, just the logistics of packing up several nights and having everything ready for the next day is challenging. But, that being said I thoroughly enjoyed seeing so many things through out Italy. That inconvenience was minor in comparison to the amount of ground we covered.

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice

5% OFF TODAY

Duration11 days

From

USD 5,125

USD 4,894

Saving

USD 231

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Greek Islands Bike & Boat - May 2026

4.6

(7 reviews )

No booking fees

Best price guaranteed

We thoroughly enjoyed our adventure. The crew was stellar, the food was amazing and fresh, the seas were smooth so we had no issues with motion sickness. The ship was beautiful and clean. The only issue we encountered was the fumes from the engine room, since our cabin was adjacent to it. It was the strongest on the first night after being in port.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Athens, Port Of Piraeus, Kythnos

Athens, Port Of Piraeus, Kythnos, Sifnos, Kea

Duration8 days

From

USD 5,290

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Mystical Egypt - May 2026

(4 reviews )

Trip customizable

Best price guaranteed

I almost didn’t book this trip, thinking I’d be “too old for a cruise tour” or that it would be rushed, crowded, or filled with too much sightseeing and not enough space to breathe. But let me tell you, this tour completely changed my mind. It wasn’t just doable it was deeply enjoyable. Everything was thoughtfully organized, accessible, and paced just right for someone like me in my early 60s who still loves to explore but isn’t looking to be on the go from dawn to dusk without a pause. We traveled as a group yes but it never felt like we were being shuffled from one place to the next. There was enough structure to feel secure and taken care of but also these little pockets of stillness that I didn’t expect... a quiet cup of coffee on the cruise deck while the Nile slowly moved past even a moment of meditation I did on my own by the river. Those little moments made all the difference. The temples were something else. Edfu and Philae in particular struck me, not just because of their size or detail, but their presence. There’s a certain quiet power in these places that you only feel by standing there in person. And then of course the Grand Pyramids. I thought I’d seen them already in books and documentaries, but being there… it gave me chills. There’s something about seeing them up close that stirs something ancient and humbling in you. I came home with more than just photos...I came back with a sense of connection to something much bigger than myself. This tour wasn’t just a vacation. It was an experience that touched me deeply, at just the right pace, and reminded me that it’s never too late to feel wonder again.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Cairo, Luxor, Aswan, Edfu

Duration8 days

From

USD 1,679

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Cycling in Sicily - May 2026

4.7

(58 reviews )

No booking fees

Best price guaranteed

This was one of my best Exodus Holidays. This was my first cycling one with Exodus and I can highly recommend this trip.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Syracuse, Modica, Marzamemi, Noto

Duration8 days

From

USD 2,700

USD 2,619

Saving

USD 81

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All Mediterranean Tours in May 2026

Page 26 of 1,067 Trips in Mediterranean during May 2026 with 15,555 Reviews

Walk the Camino de Santiago - May 2026

Greek Island Explorer - May 2026

Grand Journey of Italy - 11 Days - May 2026

Sailing Greece - Mykonos to Santorini - May 2026

St Francis Way: Rieti to Rome - May 2026

Ionian Islands Bike & Boat - May 2026

Glories of Greece - May 2026

Italian Intermezzo - May 2026

Walking in Sardinia - May 2026

Journeys: Discover Turkey - May 2026

Treasures of Italy - May 2026

Greek Islands Bike & Boat - May 2026

Mystical Egypt - May 2026

Cycling in Sicily - May 2026

Page 26 of 1,067 Trips in Mediterranean during May 2026 with 15,555 Reviews

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 2026

Page 26 of 1,067 Trips in Mediterranean during May 2026 with 15,555 Reviews

Page 26 of 1,067 Trips in Mediterranean during May 2026 with 15,555 Reviews