Italy Chill out Trips in 2025/2026

Naples Express & Sorrento - Small-Group Tour

(1 review )

Trip customizable

Best price guaranteed

For those with limited time seeking the essence of the Amalfi Coast, this tour is tailored for you! Begin with a visit to the legendary Pompeii, frozen in time by Mount Vesuvius's eruption 2,000 years ago. Next, set sail for the idyllic island of Capri, a full-day excursion, before unwinding in the enchanting town of Sorrento on your Amalfi Coast express journey, offering ample free time for independent exploration

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Lazio, Naples, Sorrento, Rome

Duration4 days

From

USD 1,302

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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, Resort, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Venice, Palermo

8% OFF TODAY

Duration22 days

From

USD 4,695

USD 4,334

Saving

USD 361

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The Marco Polo

Trip customizable

Best price guaranteed

Travel from energetic Rome to Florence, Bologna, and soothingly romantic Venice on this four-day experience. You’ll marvel at Michelangelo’s gift for turning marble into skin as you gaze up at the perfection of the David in Florence, and dare to feed the pigeons in Venice’s St. Mark’s Square. With ample cobblestone alleys to roam, breathtaking monuments and churches to discover, narrow canals to float along, and tiny shops to dip into, you’ll experience the eternal beauty of each city on this unforgettable tour!

Art and architecture Chill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio

Duration4 days

From

USD 933

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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 4,695

USD 4,011

Saving

USD 684

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Amalfi Coast Dream - Small-Group Tour

(1 review )

Trip customizable

Best price guaranteed

Received excellent service and suggestions for a tour we planned for our son and daughter when they toured the Amalfi Coast in August. Hotels were all in great locations close to the action and all excellent 4 or 5 star. Would definitely use or recommend the tour operator to friends or family.

Countryside and village visits

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sorrent

Amalfi Coast & Campania, Sorrento, Campania, Rome

Duration4 days

From

USD 1,447

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Capri Escapade: Three Days of Mediterranean Bliss

Trip customizable

Best price guaranteed

Journey to the idyllic island of Capri in the south. Renowned for its picturesque coastline adorned with vibrant villas, Capri epitomizes romantic leisure. Immerse yourself in this unforgettable island, once inhabited by Roman Emperors, and still captivating visitors with its breathtaking natural splendor. Uncover ancient Roman gardens and villas, savor the delectable island cuisine, bask in the sun on the beach, and indulge in a myriad of other experiences!

Chill out Beach

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Lazio, Capri, Capri, Rome

Duration3 days

From

USD 724

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16% OFF TODAY

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Sicily in Depth

4.6

(29 reviews )

No booking fees

Best price guaranteed

Excellent tour venues . The tour director Francis was very knowledgeable and accommodating to all. The Driver and local guides were amazing. A couple of hotels were substandard but the optional tours were were mostly worth it

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa, Luxury Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Catania, Palermo, Sliema, Marsal

Catania, Palermo, Sliema, Marsala, Agrigento, Ragusa, Giardini Naxos

16% OFF TODAY

Duration14 days

From

USD 6,125

USD 5,140

Saving

USD 985

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Amazing Amalfi Coast - Small-Group Tour

Trip customizable

Best price guaranteed

Journey southward to the Gulf of Naples, making a stop at the UNESCO-listed ruins of Pompeii, preserved since the catastrophic eruption of Mount Vesuvius in 79 A.D., over 2,000 years ago. Next, embark on a ferry ride to the captivating island of Capri, a jewel of the Amalfi Coast, for a day of unforgettable exploration. Revel in the charm of Positano, adorned with vibrant cliffside villas and breathtaking scenery. This itinerary prioritizes ample free time, providing the ideal approach to discovering the wonders of the Amalfi Coast

Countryside and village visits

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sorrent

Amalfi Coast & Campania, Sorrento, Campania, Positano, Rome

Duration5 days

From

USD 2,728

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6% OFF TODAY

Rome & the Amalfi Coast

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.

Beach Chill out

Tour Type

Group Tour

Accommodation

Resort, Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, Amalfi Coast

6% OFF TODAY

Duration10 days

From

USD 4,399

USD 4,149

Saving

USD 250

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Italy Chill Out Tour: Premium Rome To Venice

27% OFF TODAY

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Premium Rome to Venice

No booking fees

Best price guaranteed

Uncover the warmth and richness of Italian culture as you journey from Rome to Venice on an eight-day Premium adventure. Travel through the rustic heart of Tuscany as you seek out culinary delights and tucked-away treasures among the rolling countryside. Explore the wonders of Venice’s Piazza San Marco, Pisa’s Leaning Tower and Rome’s Colosseum – one of the Seven Wonders of the World – with an expert local leader. From ancient monuments and lively cities to sprawling vineyards and traditional Tuscan cuisine – this adventure will make memorable moments for both the Italian novice and maestro.

Chill out

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Chianti, Florence

27% OFF TODAY

Duration8 days

From

USD 5,245

USD 3,816

Saving

USD 1,429

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Marvellous Amalfi

Trip customizable

Best price guaranteed

From the Eternal City of Rome, dedicating three days to savoring the best of the Amalfi Coast. Begin by exploring the ancient ruins of Pompeii, frozen in time by the abrupt eruption of Mt. Vesuvius 2,000 years ago. Traverse the breathtaking Sorrentine coastline, where each curve reveals picturesque villages adorned with vibrant colors, steep and narrow streets, and an ambiance of unforgettable Italian charm

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Lazio, Amalfi, Rome

Duration3 days

From

USD 1,377

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22% OFF TODAY

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Tuscan Escape

(2 reviews )

No booking fees

Best price guaranteed

Great trip overall. The day trip were great. I wish the hotel was near a town or close to restaurants, but overall very great trip

Chill out Local culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Lucca

Rome, Tuscany, Florence, Lucca, Montalcino

22% OFF TODAY

Duration7 days

From

USD 2,025

USD 1,571

Saving

USD 454

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Best of the Amalfi Coast

Trip customizable

Best price guaranteed

Journey from Rome to the Campania region and explore the haunting ruins of Pompeii, frozen in time by Mt. Vesuvius's eruption. In Sorrento, bask in the coastal air and enjoy the Bay of Naples views. A captivating excursion to Capri unveils the enchanting Blue Grotto. Marvel at the scenic beauty of Positano on the Amalfi Coast. Conclude your adventure in Naples, a vibrant city by the bay, captivates with its rich history, stunning architecture, and the iconic silhouette of Mount Vesuvius in the backdrop

Beach Chill out

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, N

Rome, Amalfi Coast & Campania, Naples, Lazio, Sorrento, Capri, Positano

Duration9 days

From

USD 3,312

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Sicily & Aeolian Islands Discovery

Trip customizable

Best price guaranteed

Embark on a journey that takes you from the mainland of Sicily to the enchanting Aeolian Islands. Set sail from Milazzo and let the beauty of this Mediterranean paradise unfold before your eyes. Immerse yourself in the rich history and breathtaking landscapes as you explore the captivating beaches and archaeological treasures from Palermo to Catania including the enchanting islands of Lipari, Panarea, and Stromboli. Indulge your senses with Sicily's culinary delights, and create memories that will last a lifetime in this remarkable corner of the world

Chill out

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Campania, Sicily, Lazio, Palermo

Campania, Sicily, Lazio, Palermo, Catania, Lipari, Taormina

Duration9 days

From

USD 2,460

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Combine your Italy Chill out Trips with Nearby Countries for an Unforgettable Trip

Explore Chill out Trips with itineraries going through multiple countries, including Italy

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Alternatively, explore other Top Activities in Italy: Cultural, religious and historic sites Tours, Art and architecture Tours or City sightseeing Tours.

All Italy Chill out Trips

15 Chill out Trips in Italy with 88 Reviews

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15 Chill out Trips in Italy with 88 Reviews

Naples Express & Sorrento - Small-Group Tour

Ultimate Italy

The Marco Polo

Italian Glory

Amalfi Coast Dream - Small-Group Tour

Capri Escapade: Three Days of Mediterranean Bliss

Sicily in Depth

Amazing Amalfi Coast - Small-Group Tour

Rome & the Amalfi Coast

Premium Rome to Venice

Marvellous Amalfi

Tuscan Escape

Best of the Amalfi Coast

Sicily & Aeolian Islands Discovery

Combine your Italy Chill out Trips with Nearby Countries for an Unforgettable Trip

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All Italy Chill out Trips

15 Chill out Trips in Italy with 88 Reviews

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15 Chill out Trips in Italy with 88 Reviews