10 Best Mediterranean Multiday Tours in May 2027

Greece: In the Footsteps of Paul the Apostle featuring a 3-night Greek Islands & Turkiye cruise - May 2027

No booking fees

Best price guaranteed

Follow the path of Paul the Apostle as you discover bucolic beauty and ancient history on this Grecian sojourn. Enjoy a 3-night cruise of the magical Greek islands of Mykonos, Patmos and Santorini. Visit the ancient Greek city of Ephesus, Turkiye. Explore the Acropolis in Athens. Discover the biblical town of Corinth and see the Agora and the Bema, where Paul was brought before the tribunal. Stop in Philippi, where Paul delivered his first sermon in Europe and baptized Lydia, the first Christian. On your journey, feel the spirit of the New Testament as you visit the places where the great apostle lived and preached.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Ship Cabin

Age Range

1-99 yrs

Operated in

english

Destinations

Athens

Duration11 days

From

USD 3,500

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15% OFF TODAY

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Country Roads of Croatia - May 2027

4.8

(206 reviews )

No booking fees

Best price guaranteed

A great way to experience Croatia. However, we feel that some of the optional experiences should be INCLUDED (specifically the lunch at the family-owned winery) and a little more time spent in the STON area would have been nice.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Dubrovnik, Zagreb, Korčula, Opat

Dubrovnik, Zagreb, Korčula, Opatija, Plitvice Lakes National Park, Split, Hvar

15% OFF TODAY

Duration14 days

From

USD 4,495

USD 3,802

Saving

USD 693

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Amazing Spain - May 2027

Trip customizable

Best price guaranteed

Experience the essence of Spain on this immersive tour, from the vibrant capital of Madrid to the cultural treasures of Andalusia. Begin in Madrid with a guided city tour and tapas dinner before traveling south to explore Mérida’s ancient Roman ruins and Cordoba’s iconic Mosque. Discover Seville’s captivating history and indulge in Andalusian cuisine, then journey through scenic villages to Jerez for an experience of wine and equestrian art. Delight in Ronda’s charm and savor organic olive oil, followed by a historical exploration of Málaga. In Granada, marvel at the majestic Alhambra and learn flamenco before a farewell dinner back in Madrid. This journey weaves together Spain’s history, culture, and cuisine, offering unforgettable memories at every stop.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

8-99 yrs

Operated in

english

Destinations

Seville, Madrid, Granada, Cordob

Seville, Madrid, Granada, Cordoba, Costa del Sol

Duration9 days

From

USD 2,939

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Premium Split to Dubrovnik - May 2027

No booking fees

Best price guaranteed

See Croatia’s Dalmatian coast on an eight-day Premium adventure from Split to Dubrovnik. Laze at hidden island beaches and soak in the sunshine, while medieval towns and fishing hamlets make for an incredible backdrops. Get in with the locals on the beautiful island of Korcula, where you’ll be treated to Exclusive Experiences, local tastings, history lessons, panoramic views and loads of free time to soak up the natural beauty at your own pace. Take a sunset cruise off the coast of Dubrovnik, visit Game of Thrones filming locations, take a sustainable Urban Adventure around Split and toast to a trip well-travelled over some local wine. Bursting with culinary delights and cultural wonders – Croatia’s bountiful coast has it all.

Art and architectureChill out

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Dubrovnik, Split, Lastovo Island

Dubrovnik, Split, Lastovo Island, Korcula Island

Duration8 days

From

USD 3,985

USD 3,865

Saving

USD 120

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Morocco Activity & Wellness Tour - May 2027

Trip customizable

Best price guaranteed

It is not just the history and culture of Morocco that intrigues travelers. The country is also endowed with natural beauty and an amazing variety of terrain, which add to its appeal. Book this seven-day, private tour and explore the rich cultural and natural diversity that Morocco has to offer. Your journey starts on arrival in Casablanca from where we will drive you to Rabat. Continue to Meknes, Volubilis, Fez and Chefcouaen followed by the Atlas Mountains. As part of this trip, you will also get the chance to learn more about the culture and lifestyle of Berber highlanders, enjoy a cooking class with an excellent Moroccan chef and relax in a hammam. Similarly, all your meals will be prepared with organic and natural produces. We understand that there is more to wellness than meets the eye. Therefore, we have designed this itinerary with as much attention to spiritual enrichment as physical. Delve into sufism during a hiking trip in Mount Zerhoune and meet the musicians of Joujouka, known for their sufi trance performances Since we want this trip to be ecologically friendly and sustainable in nature, we will prioritize reducing, reusing and recycling as much as possible. You will spend most of the nights in guesthouses and get plenty of opportunities to mingle with locals. For more details, please scroll down.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel, Guest House

Age Range

18-79 yrs

Operated in

english, french, german, spanish

Destinations

Casablanca, Fez, Rabat, Chefchao

Casablanca, Fez, Rabat, Chefchaouen, Moulay Idriss Zerhoun

Duration7 days

From

USD 1,665

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Premium Morocco Highlights with Essaouira - May 2027

No booking fees

Best price guaranteed

Take in the rich history and diverse culture of Morocco on a 12-day journey through this North African gem. Marvel at the Mosque of Hassan II in French-infused Casablanca, discover the charming streets of the Medina in magical Meknes, uncover ancient history at the Roman ruins of Volubilis, wander through the labyrinth of twisting alleyways in Fes el Bali, relax in the lakeside settlement of Bine el Ouidane and as the sun goes down, watch Djemaa el-Fna come to life with markets and magicians in Marrakech. End your adventure by relaxing in the coastal, European-inspired Essaouira where you can kick back, feast on fresh seafood and take it all in.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort, Guest House, Tent

Age Range

15-99 yrs

Operated in

english

Destinations

Marrakech, Casablanca, Meknes, F

Marrakech, Casablanca, Meknes, Fes, Bine El Ouidane, Essaouira

Duration12 days

From

USD 3,545

USD 3,439

Saving

USD 106

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27% OFF TODAY

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Exploring the Amalfi Coast - May 2027

(8 reviews )

No booking fees

Best price guaranteed

All in all this was a great week for us. We liked the itinerary and especially the fact it was two nights at each place. We did struggle with some of the other people in our group, but not so much that it impacted too much on our holiday. We just found them very loud and quite self centred which can be difficult in a group environment. We simply spent more time alone when we could. We would have liked some more detailed information about what to do in our free time as most of the group wanted to go shopping but that’s not our thing.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Naples, Sorrento, Amalfi

27% OFF TODAY

Duration7 days

From

USD 1,849

USD 1,344

Saving

USD 505

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Cycling the Mediterranean Coast in Spain - May 2027

(2 reviews )

No booking fees

Best price guaranteed

Such an amazing trip with an excellent guide!

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Barcelona, Valencia, L'ampolla

Barcelona, Valencia, L'ampolla, Sant Carles De La Rapita, Alcossebre

Duration8 days

From

USD 3,600

USD 3,492

Saving

USD 108

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14% OFF TODAY

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Rome and Tuscan Highlights - May 2027

4.7

(51 reviews )

No booking fees

Best price guaranteed

I chose this trip because of the 6 nights in Tuscany - Montecatini Terme. Cinque Terre, Lucca, Siena and San Gimignano were highlights of this tour. The food for the special dinners was amazing. Rosella and Massimo kept things on track. Organizing and coordinating tickets, transportation (2 ferries, train and bus) and firsthand knowledge of the areas visited was well exhibited by Rosella. The specialty tour guides were knowledgeable and added extra flair to the excursions. Enjoyed the trip immensely.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Montecatini, Florence, Vin

Rome, Montecatini, Florence, Vinci, San Gimignano

14% OFF TODAY

Duration9 days

From

USD 2,750

USD 2,357

Saving

USD 393

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Italy Coast to Coast by E-bike: Puglia to Amalfi Coast - May 2027

(4 reviews )

No booking fees

Best price guaranteed

This was the first time that this trip had been run using E-bikes, so everyone was keen to see how the trip would unfold. We were introduced to our bikes on the first evening, and because of a change of hotel we had the opportunity to cycle into Monopoli, and return in the dark after an amazing first meal. When I checked the itinerary I could see that the first two rides were going to be the most challenging in terms of ascent and distance, but I quickly realised that E-bikes are a great leveller. There are four levels of assistance, with turbo being the most powerful. The motor rewards effort, the faster you peddle, the more assistance it gives you, up to its maximum speed - these bikes are not chipped like the delivery cycles that whizz around around our streets bringing takeaways to the masses. Each person in the group decided how much effort to put in, getting up the many hills, but hats off to the one person in the group who rode the whole way on an ordinary bike . . . . and he was not at the back. Respect!! With uphills come downhills, and there were plenty of those. Long sweeping downhills that went on and on. Great fun. We were well fed and watered on this trip, both at lunchtime and in the evenings, and for the most part the weather behaved itself.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Sorrento, Monopoli, Matera, Cast

Sorrento, Monopoli, Matera, Castelmezzano, Monte Sant'Angelo, Paestum, Salerno

Duration8 days

From

USD 5,850

USD 5,675

Saving

USD 176

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Greece Island Hopper featuring Athens, Mykonos and Santorini - May 2027

No booking fees

Best price guaranteed

In Greece, discover a place where age-old legends and monuments intertwine with warm sunshine and island-style living. Tour Athens with a local guide. Explore the Acropolis, home to the famous Parthenon and the city’s best lookout. Enjoy three days at leisure on the island of Mykonos, an Aegean paradise of sandy beaches and bustling energy. Uncover the past at the excavation site of Akrotiri. Make the most of a free day on the picture-perfect island of Santorini. From to the ruins of Athens to the bright rooftops of Mykonos and Santorini – embrace the country at its best.

Chill outBeach Holidays

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

Duration11 days

From

USD 3,599

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Northern Italy Including Cinque Terre - May 2027

17% OFF TODAY

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Northern Italy Including Cinque Terre - May 2027

4.5

(98 reviews )

No booking fees

Best price guaranteed

Very enjoyable, with a variety of interesting locations.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Baveno, Italian Riviera

Milan, Baveno, Italian Riviera, Cinque Terre, Lake Maggiore

17% OFF TODAY

Duration8 days

From

USD 2,395

USD 1,976

Saving

USD 419

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10% OFF TODAY

Rome & the Amalfi Coast - May 2027

No booking fees

Best price guaranteed

From Rome to the rocky cliffs of the Amalfi Coast, take in the best of southern Italy. Uncover classic Rome’s myriad treasures and discover Pompeii’s ruins. Explore the breathtaking scenery of Italy’s coastline, from the dramatic beauty of the Amalfi Coast to the charms of seaside Sorrento. Stop at a winery for a taste of Lacryma Christi, learn how homemade cheese is made, and sip homemade limoncello. Featuring stays in two of Italy’s most beloved locales, experience the country’s renowned food, culture, history, and landscapes.

BeachChill out

Tour Type

Group Tour

Accommodation

Resort, Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, Amalfi Coast

10% OFF TODAY

Duration10 days

From

USD 3,549

USD 3,199

Saving

USD 350

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15% OFF TODAY

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Best of Italy and Sicily - May 2027

4.7

(55 reviews )

No booking fees

Best price guaranteed

The Hotel were ok but did not cater to the tourist. The rooms did not have the use of the fans and found the air stagnant. A little air moving would helped. The Hotel in Sicily in Jiardini Naxos, Caeser palace, found the hotel desk determinitly unhelpful.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Palermo, Assisi, L

Rome, Venice, Palermo, Assisi, La Spezia, Florence, Monreale, Agrigento, Taormina, Sorrento, Capri, Vatican City

15% OFF TODAY

Duration15 days

From

USD 5,225

USD 4,422

Saving

USD 803

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All Mediterranean Tours in May 2027

Page 20 of 482 Trips in Mediterranean during May 2027 with 9,010 Reviews

Page 20 of 482 Trips in Mediterranean during May 2027 with 9,010 Reviews

Greece: In the Footsteps of Paul the Apostle featuring a 3-night Greek Islands & Turkiye cruise - May 2027

Country Roads of Croatia - May 2027

Amazing Spain - May 2027

Premium Split to Dubrovnik - May 2027

Morocco Activity & Wellness Tour - May 2027

Premium Morocco Highlights with Essaouira - May 2027

Exploring the Amalfi Coast - May 2027

Cycling the Mediterranean Coast in Spain - May 2027

Rome and Tuscan Highlights - May 2027

Italy Coast to Coast by E-bike: Puglia to Amalfi Coast - May 2027

Greece Island Hopper featuring Athens, Mykonos and Santorini - May 2027

Northern Italy Including Cinque Terre - May 2027

Rome & the Amalfi Coast - May 2027

Best of Italy and Sicily - 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 20 of 482 Trips in Mediterranean during May 2027 with 9,010 Reviews

Page 20 of 482 Trips in Mediterranean during May 2027 with 9,010 Reviews