Coast to Coast: Positano to Puglia
From the sun-drenched cliffs of Positano to the olive groves and whitewashed villages of Puglia, this journey reveals two distinct sides of southern Italy. Visit storied coastal towns, explore Alberobello’s fairytale trulli, and savor local flavors at family-run vineyards and olive presses. Every detail is thoughtfully tailored by your Destination Expert, so you can simply drink it all in.
- Duration
- 8 days, 7 nights
- Route
- Naples · Positano · Savelletri di Fasano · Bari
- Style
- Private and tailor-made: your own guide and driver throughout
- From
- $11,550 per person, hotels, guides and transfers included
- Check off your bucket list with guided exploration of coastal stunners: Amalfi and Ravello.
- Ascend Mt. Vesuvius with a guide for a slope-side wine tasting and panoramic views of Naples.
- Discover Puglia's olive oil heritage on a private tour of ancient groves and oil tastings.
- Explore the UNESCO-listed trulli houses of Alberobello and Ostuni with a private guide.
- Let your Destination Expert tailor activities like Capri by boat or a Baroque tour of Lecce.
Every day, already yours.
The Adventure Begins
For your added comfort, an English-speaking assistant will be waiting for you upon arrival, holding a sign with your name. They will escort you to your waiting private driver and accompany you to your accommodation in Naples. Please note: If your journey continues beyond Naples, the assistant will ensure a smooth handover before you continue on with your private driver.
- Airport Meet & Greet
- Naples Airport to Positano, 1 hr - Private Transfer
- Italy Welcome Package
- Dinner Reservation at Palazzo Murat: Restaurant al Palazzo

Mountain Heights & Winery Delights
Volcanic vineyards, regional flavors, and sweeping views of the Bay of Naples set the scene for this memorable journey from the Amalfi Coast. Travel by private transfer to a winery on the slopes of Mount Vesuvius, where rich volcanic soils produce distinctive local wines.
- Mount Vesuvius & Winery (with Wine Tasting, 7 hrs)
- Positano Sunset Stroll

A Sight To Behold
Pastel villages clinging to dramatic cliffs, centuries-old landmarks, and sweeping Mediterranean vistas define this private exploration of the Amalfi Coast. Accompanied by your private guide, follow one of Italy's most scenic coastal roads to Amalfi, where narrow lanes, sun-washed piazzas, and the striking Cathedral of St. Andrew reflect the town's rich maritime heritage.
- Amalfi & Ravello (7 hrs) - Private Tour

From Coast to Coast
Meet your driver for a private transfer between Positano and Savelletri Di Fasano. Approximate travel time is 4.5 hours.
- Positano to Savelletri di Fasano, 4.5 hrs - Private Transfer
- Dining Reservation at Due Camini

Strolling the Magical Streets
Alberobello's iconic trulli, whitewashed limestone homes topped with distinctive cone-shaped roofs, create one of Italy's most enchanting and recognizable landscapes. Travel by private transfer to this UNESCO World Heritage Site, where a local guide reveals the history behind these remarkable structures and the traditions that have shaped the town for centuries.
- Timeless Alberobello Discovery (6 hrs) - Private Tour
- Borgo Egnazia at Leisure

Tastes and Traditions
Brindisi and Gallipoli showcase two distinct sides of Puglia, where centuries of history meet the sparkling waters of southern Italy. Accompanied by your private driver and guide, begin in Brindisi, an important Roman port whose story unfolds among ancient monuments, elegant piazzas, and winding streets. See the Roman Columns that marked the end of the legendary Appian Way, visit the Romanesque Cathedral, and explore the city's historic center.
- Coastal Towns of Brindisi & Gallipoli (8.5 hrs) - Private Tour

Coastal Wonders
Ostuni's dazzling whitewashed streets and centuries-old olive groves offer an unforgettable glimpse into the heart of Puglia. Accompanied by your private driver and guide, explore the "White City," perched above the Adriatic and celebrated for its maze of narrow lanes, historic piazzas, and beautifully preserved architecture.
- Ostuni Heritage & Olive Oil Discovery (4.5 hrs) - Private Tour

Until Next Time…
Meet your driver for a private transfer between Savelletri di Fasano and Bari Airport. Approximate travel time is 1 hour.
- Savelletri di Fasano to Bari Airport, 1 hr - Private Transfer
Where you will wake up.
Palazzo Murat
Hidden behind Positano’s lively pedestrian lanes, Palazzo Murat is a refined five-star retreat set within an 18th-century palace once associated with the Murat family.
Borgo Egnazia
The luxurious Borgo Egnazia is located in the heart of Puglia, in Savelletri di Fasano, a traditional fishing village with small white houses and colorful clotheslines, only steps away from the crystal blue Adriatic Sea, the slopes of the Murgia, and the Itria Valley.