Mediterranean Chill out Trips in 2025/2026

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Greece Island Hopper

4.9

(31 reviews )

No booking fees

Best price guaranteed

The Greek island hopper tour was everything I could have asked for and more! Lauren McLean (tour guide) was a true gem and made the trip so enjoyable along with a fantastic group of strangers who are now life long friends.

Beach Chill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-40 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos, Ios

Duration9 days

From

USD 2,195

USD 2,129

Saving

USD 66

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Mediterranean Chill Out Tour: Premium Turkey In Depth

27% OFF TODAY

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Premium Turkey in Depth

(1 review )

No booking fees

Best price guaranteed

I learned so much and saw so much more of Turkey. Way beyond just Ephesus.. our guide Attahan was wonderful. Very knowledgeable and did everything in his power to ensure a wonderful experience.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Istanbul, Konya, Cappadocia, Can

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

27% OFF TODAY

Duration15 days

From

USD 5,290

USD 3,848

Saving

USD 1,442

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Greek Island Hopping

4.8

(40 reviews )

No booking fees

Best price guaranteed

I had the most fantastic time island hopping through Greece. The views were absolutely beautiful, but a lot of it was due to our fantastic trip manager, *Personal details removed by Feefo*, who made sure that we were having a fantastic time all the time no matter what we were doing no matter where we went. He went above and beyond and made sure that even during our free time when he didn’t need to that, we were having reservations at dinner or going out somewhere fun and having drinks and he just did a really absolutely fantastic job. And although my group was smaller than the average and made it so it was really intimate and that we were able to connect with the other travellers on the group, and I made some lifelong friends. And of course Greece is absolutely and incredible country and has some many amazing things to see.

Beach Chill out Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Athens, Mykonos, Paros, Santorin

Athens, Mykonos, Paros, Santorini, Ios

Duration11 days

From

USD 1,735

USD 1,683

Saving

USD 52

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Greece Highlights: Athens, Mykonos & Santorini

(2 reviews )

Trip customizable

Best price guaranteed

I referred to this tour company for a last minute service and Anthony was unbelievable helpful and informative. He attended to my needs in a very timely manner and was very professional the entire time. overall a 10/10 experience. Someone give Anthony a raise!

Beach Chill out

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

Duration8 days

From

USD 2,046

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16% OFF TODAY

Athens, Mykonos & Santorini

4.9

(7 reviews )

No booking fees

Best price guaranteed

Amazing sunset view and beautiful Santorini blue domes.The Acropolis tour is very informative and awesome tour guide.I love Mykonos too,it has its own magic.The town has its own character.Over all its a wonderful and must do tour experience.

Chill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini

16% OFF TODAY

Duration7 days

From

USD 2,580

USD 2,175

Saving

USD 405

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Mediterranean Chill Out Tour: Premium Greece

13% OFF TODAY

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Premium Greece

No booking fees

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Much like baklava, Greece is layered with history so rich that the only way to do it justice is with a knowledgeable local leader. Travelling from Athens to the Meteora Mountains and back along the coast, you’ll learn how Meteora’s hanging monasteries protected modern Hellenic culture from invading Turks, uncover the stories of the Oracle of Delphi and explore the site of the first Olympics. With Exclusive Experiences – like visiting beekeepers to discover the secrets of Greek honey – and a Feature Stay in a traditional stone mansion, this well-rounded adventure brings Greece’s past and present to life.

Beach Chill out

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Kalambaka, Itea, Dimitsana

13% OFF TODAY

Duration8 days

From

USD 3,495

USD 3,051

Saving

USD 444

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Sailing Croatia - Dubrovnik to Split

(7 reviews )

No booking fees

Best price guaranteed

It was my first trip with G and it exceeded my expectations

Chill out

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

16-100 yrs

Operated in

english

Destinations

Dubrovnik, Split

Duration8 days

From

USD 1,949

USD 1,891

Saving

USD 58

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Mediterranean Chill Out Tour: Ultimate Italy

8% OFF TODAY

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Ultimate Italy

(1 review )

No booking fees

Best price guaranteed

I met some amazing people and saw so many incredible sights in Italy! This trip exceeded my expectations!

Chill out Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Venice, Naples, Amalfi, Ca

Rome, Venice, Naples, Amalfi, Catania, Taormina, Syracuse, Cefalu, Florence, Palermo, Cinque Terre, Milan

8% OFF TODAY

Duration22 days

From

USD 4,485

USD 4,140

Saving

USD 345

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Best of Greece

4.8

(86 reviews )

No booking fees

Best price guaranteed

Excellent trip but one should be aware of a lot of walking and climbing.

Chill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Athens, Delphi, Nafplion, Olympi

Athens, Delphi, Nafplion, Olympia, Kalambaka

Duration8 days

From

USD 2,095

USD 2,032

Saving

USD 63

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40% OFF TODAY

Sailing Split Premium Plus - 8 days

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Best price guaranteed

SAILING HOLIDAY: Sail the stunning Dalmatian coast on this 8-day cruise round-trip from Split. Discover ancient towns, sun-soaked islands and crystal-clear waters as you visit Makarska, Mljet, Dubrovnik, Korcula, Hvar and more. Wander through Diocletian’s Palace, swim off secluded beaches, and explore medieval walled cities like Dubrovnik and Korcula. Enjoy fresh seafood, sample local wines, and relax with plenty of swim stops along the way—including at Zlatni Rat, one of Croatia’s most famous beaches. With overnight stays on board and time to explore at your own pace, this is an easygoing island-hopping escape packed with history, culture and coastal charm.

Sailing, yachting and motor boating

Tour Type

Group Tour

Accommodation

Yacht Cabin

Age Range

18-80 yrs

Operated in

english

Destinations

Split, Makarska, Mljet, Dubrovni

Split, Makarska, Mljet, Dubrovnik, Sipan, Korčula, Hvar, Brac

40% OFF TODAY

Duration8 days

From

USD 2,105

USD 1,263

Saving

USD 842

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Charming Provence : a barge cruise in Southern France (port-to-port cruise)

No booking fees

Best price guaranteed

From Arles to Sète, join us on a cruise through breathtaking sceneries. Discover 2,500 years of history in Arles before visiting Aigues-Mortes, a medieval fortified town with a prestigious heritage in the heart of one of the most beautiful natural sites of Provence. You will also have a chance to explore the Camargue and Saint-Guilhem-le-Désert, one of the jewels of the Languedoc known as one of the Most Beautiful Villages of France.

Cruise City sightseeing

Tour Type

Cruise Tour

Accommodation

Ship Cabin

Age Range

18-79 yrs

Operated in

english

Destinations

Provence, Southern France, Galli

Provence, Southern France, Gallician, Aigues-Mortes, Sète

Duration7 days

From

USD 3,429

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Mediterranean Chill Out Tour: Northern Spain

13% OFF TODAY

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Northern Spain

4.5

(10 reviews )

No booking fees

Best price guaranteed

Starting in Madrid and visited Segovia, Santiago de Compostela, Oviedo, Santillana del Mar, Santander, Bilbao, Pamploma, San Sebastian and Barcelona! Each town/city had an amazing uniqueness about it. We had wonderful tour guides along with our incredible tour director. was incredible and made the tour a dream of a lifetime.

Adventure Chill out

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Madrid, Barcelona, Santiago De C

Madrid, Barcelona, Santiago De Compostela, Oviedo, Santander, Donostia-San Sebastian

13% OFF TODAY

Duration11 days

From

USD 3,675

USD 3,208

Saving

USD 467

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Mediterranean Chill Out Tour: Italian Glory

15% OFF TODAY

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Italian Glory

4.8

(55 reviews )

No booking fees

Best price guaranteed

Great itinerary and tour director. Suggest: a slightly slower pace - limiting yourself to 1 optional experience/ day to avoid too/ long days -exhaustion, provide more suggestions for authentic food / restaurants on ‘free’ days.

Chill out Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Como, Ve

Milan, Rome, Lake Como, Como, Venice, Florence, Amalfi Coast & Campania

15% OFF TODAY

Duration13 days

From

USD 4,575

USD 3,880

Saving

USD 695

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Super Sales

Greek Island Hopping: Paros, Ios & Santorini Sunsets

(6 reviews )

No booking fees

Best price guaranteed

It was a great trip. There was a lot of fun’s things to do both included and optional. Ten CEO was also really good.

Adventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Hostel

Age Range

18-39 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Ios

Duration7 days

From

USD 1,499

USD 1,454

Saving

USD 45

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All Mediterranean Chill out Trips

Page 2 of 60 Chill out Trips in Mediterranean with 502 Reviews

Greece Island Hopper

Premium Turkey in Depth

Greek Island Hopping

Greece Highlights: Athens, Mykonos & Santorini

Athens, Mykonos & Santorini

Premium Greece

Sailing Croatia - Dubrovnik to Split

Ultimate Italy

Best of Greece

Sailing Split Premium Plus - 8 days

Charming Provence : a barge cruise in Southern France (port-to-port cruise)

Northern Spain

Italian Glory

Greek Island Hopping: Paros, Ios & Santorini Sunsets

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 Chill out Trips

Page 2 of 60 Chill out Trips in Mediterranean with 502 Reviews