10 Best Mediterranean Multiday Tours in October 2026

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Italian Escapade - October 2026

4.8

(76 reviews )

No booking fees

Best price guaranteed

It was a very busy itinerary but in knew it would be in order to see so many wonderful sites in Italy! Fantastic trip!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Capri, Florence

Rome, Sorrento, Capri, Florence, Lake Maggiore, Venice, Assisi

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Duration13 days

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Grand Italy & Sicily - October 2026

4.7

(77 reviews )

No booking fees

Best price guaranteed

It covers so many areas in Italy We got exposed to so much history and culture

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Sorrento, Capri

Rome, Palermo, Sorrento, Capri, Alberobello, Giardini Naxos, Santa Margherita, Portofino, Lake Maggiore, Venice, Florence

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Duration17 days

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Amazing Spain And Portugal - October 2026

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Amazing Spain and Portugal - October 2026

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

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Duration9 days

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Italian Intermezzo - October 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

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Duration8 days

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Country Roads Of Southern Italy And Sicily - October 2026

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Country Roads of Southern Italy and Sicily - October 2026

4.6

(74 reviews )

No booking fees

Best price guaranteed

It’s a wonderful itinerary however going to Rome and not visiting the San Pedro Basilica makes the itinerary less attractive.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Catania, Giardini

Rome, Palermo, Catania, Giardini Naxos, Sorrento, Alberobello, Matera

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Duration14 days

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Treasures Of Spain, Portugal & Morocco - October 2026

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Treasures of Spain, Portugal & Morocco - October 2026

4.4

(140 reviews )

No booking fees

Best price guaranteed

The amount of time spent each stop. Very informative places to see. Accommodation was excellent. Tour director organized well. Some places when meals on our own, poor food choices. Some places one night not enough.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Madrid, Lisbon, Tangier, Costa d

Madrid, Lisbon, Tangier, Costa del Sol, Granada, Seville, Fes, Marrakesh, Casablanca

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Duration16 days

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Italia Amore Mio - Venice To Milan - October 2026

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Italia Amore Mio - Venice To Milan - October 2026

4.9

(34 reviews )

No booking fees

Best price guaranteed

5/5. Using this service for your upcoming trip to Italy is highly recommended! The entire procedure went quite well. The drivers, guides, and tours they arranged for us were all wonderful, helpful. All of our questions received prompt responses from Sinan and Alex. I couldn't imagine returning to Italy without making use of this tour company once more! We had an amazing time!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

6-80 yrs

Operated in

english

Destinations

Venice, Pompeii, Florence, Perug

Venice, Pompeii, Florence, Perugia, Rome

10% OFF TODAY

Duration8 days

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Glories of Greece - October 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

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Duration7 days

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Best Of Greece And Turkey With 3-day Cruise (small Group) - October 2026

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Best Of Greece And Turkey With 3-day Cruise (small Group) - October 2026

4.8

(32 reviews )

No booking fees

Best price guaranteed

I found unique items in both countries and tried some unforgettable street food. The guide Ozgır was kind and knowledagble.

Cruise

Tour Type

Group Tour

Accommodation

Hotel, Ship Cabin

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Istanbul, Athens, Crete, Santori

Istanbul, Athens, Crete, Santorini, Izmir, Canakkale, Mykonos, Patmos, Ankara, Cappadocia, Pamukkale

6% OFF TODAY

Duration14 days

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Treasures Of Greece & The Islands - October 2026

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Treasures of Greece & The Islands - October 2026

4.8

(43 reviews )

No booking fees

Best price guaranteed

Wonderful trip with our guide Lisa. The itinerary was good, but many long bus rides-which is necessary to cover mainland Greece and get in as much as we did in 7 full days. Would have loved to have an overnight stay in Nafplio. Enjoyed staying in hotels within walking distance to the towns-made it really easy to just go during free times. The dinner buffets at the hotels were not my favorite but understand why since a couple nights we were getting into the hotels late due to traveling. Kalabaka and Meteora were a highlight for me. The Olive Farm and Cooking night were wonderful. Both the Santorini and Mykonos stays were wonderful. The optional catamaran excursion on Santorini was great.

Food toursLocal culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Kalambaka, Olym

Athens, Mykonos, Kalambaka, Olympia, Nafplion, Santorini

9% OFF TODAY

Duration14 days

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Hi there

Mediterranean Tours in October 2026

Page 2 of 197 Trips in Mediterranean during October 2026 with 2,785 Reviews

Italian Escapade - October 2026

Grand Italy & Sicily - October 2026

Amazing Spain and Portugal - October 2026

Italian Intermezzo - October 2026

Country Roads of Southern Italy and Sicily - October 2026

Treasures of Spain, Portugal & Morocco - October 2026

Italia Amore Mio - Venice To Milan - October 2026

Glories of Greece - October 2026

Best Of Greece And Turkey With 3-day Cruise (small Group) - October 2026

Treasures of Greece & The Islands - October 2026

Page 2 of 197 Trips in Mediterranean during October 2026 with 2,785 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

Hi there

Mediterranean Tours in October 2026

Page 2 of 197 Trips in Mediterranean during October 2026 with 2,785 Reviews

Page 2 of 197 Trips in Mediterranean during October 2026 with 2,785 Reviews