Mediterranean Chill out Trips in 2025/2026

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

No booking fees

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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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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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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Premium Greece Cyclades Islands

No booking fees

Best price guaranteed

Let the charm of the Cyclades wash over you on this 9-day Premium island adventure in Greece. Start off in the storied city of Athens, explore the villages of Paros, uncover ancient riches in Naxos and soak up the views in Santorini. Hike a caldera, tour wineries, sample local kitron and take a cooking class with organic ingredients. Travel with a passionate local leader who’s eager to share the magic of their country as you discover fascinating histories, incredible food and welcoming locals.

Beach Chill out

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Naxos

Duration9 days

From

USD 4,030

USD 3,909

Saving

USD 121

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Journeys: Discover the Balkans

(12 reviews )

No booking fees

Best price guaranteed

My wife and I could not have asked for a better experience. If all of your trips are of the same standard and your other CEO,s come close to Christian we"ll be back and spread your company to our friends!!

Chill out

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Dubrovnik, Zagreb, Plitvice Lake

Dubrovnik, Zagreb, Plitvice Lakes National Park, Split, Sarajevo, Kotor

Duration12 days

From

USD 3,799

USD 3,685

Saving

USD 114

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9% OFF TODAY

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini

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Best price guaranteed

Discover the magnificent ruins of ancient Greece and bask in the brilliance of the Mediterranean. This comprehensive journey explores Greece's most important ancient monuments, including the famed Temple of Zeus, the archaeological site of Olympia and ancient artifacts of Delphi. Explore Athens on a comprehensive tour of the incredible Acropolis. Visit a local farm in the countryside to see how olive oil and wine are produced. Learn how to cook traditional Mediterranean cuisine during a cooking demonstration. Wander the winding streets, vineyards, marketplaces and beaches of Mykonos and Santorini. Explore the excavations of the ancient city at Akrotiri, the most important prehistoric settlement found anywhere in the Eastern Mediterranean. Learn the history of this fascinating country from local experts on guided tours of Athens, Metéora, Delphi, and Olympia. Throughout your journey, experience the iconic sights of Greece's Classical age with ample time to explore on your own.

Beach Chill out

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Athens, Chora, Mykonos, Oia, San

Athens, Chora, Mykonos, Oia, Santorini, Kalambaka, Arachova, Olympia, Tolo

9% OFF TODAY

Duration16 days

From

USD 5,199

USD 4,749

Saving

USD 450

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Premium Greece in Depth

No booking fees

Best price guaranteed

Embark on a 16-day Premium journey exploring very the best of mainland Greece and the Cyclades. Whether it’s tracing a path through ancient ruins in Delphi, visiting secluded monasteries high in the Meteora Valley, or watching as the sun sets over the whitewashed buildings of Santorini, this is a country where the weight of history makes its presence felt. With plenty of opportunities to mingle with the locals, savour traditional Aegean cuisine and visit the acclaimed sites, this is a complete adventure into Greece’s sun-kissed heartland.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Resort, Luxury Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Santorini, Paros, Naxos

Athens, Santorini, Paros, Naxos, Kalambaka, Itea, Dimitsana

Duration16 days

From

USD 7,270

USD 7,052

Saving

USD 218

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Premium Split to Dubrovnik

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 architecture Chill 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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All Mediterranean Chill out Trips

Page 2 of 51 Chill out Trips in Mediterranean with 487 Reviews

Page 2 of 51 Chill out Trips in Mediterranean with 487 Reviews

Athens, Mykonos & Santorini

Premium Greece

Sailing Croatia - Dubrovnik to Split

Ultimate Italy

Best of Greece

Sailing Split Premium Plus - 8 days

Northern Spain

Italian Glory

Greek Island Hopping: Paros, Ios & Santorini Sunsets

Premium Greece Cyclades Islands

Journeys: Discover the Balkans

Exploring Greece and Its Islands featuring Classical Greece, Mykonos & Santorini

Premium Greece in Depth

Premium Split to Dubrovnik

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 51 Chill out Trips in Mediterranean with 487 Reviews

Page 2 of 51 Chill out Trips in Mediterranean with 487 Reviews