16 GUESTS OR FEWER
Small enough to feel the difference.
Smaller groups create access to more personal hotels, local tables, flexible moments and conversations that larger tours simply miss.
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Now Journey · The Complete Southern Italy Adventure
Twelve days from Adriatic light to Capri blue.
Polignano → Matera → Lecce → Positano → Capri
Compare Puglia Journeys
For most travelers whose priority is Puglia itself, Now Journey recommends the focused eight-day Journey. Choose this 12-day route when the Amalfi Coast and Capri belong in the same southern Italian story.
Two seas. Five chapters. One unforgettable south.
Begin with Puglia’s white villages, olive country, ancient Matera and golden Lecce. Then cross the peninsula for the vertical beauty of Positano, the garden terraces of Ravello, Amalfi’s maritime soul and two nights on Capri.
This is a hosted, thoughtfully paced Journey with expert local guides, memorable meals, private small-vehicle travel and time for southern Italy to feel personal.
“The quiet discoveries of Puglia, followed by the cinematic finale of the Amalfi Coast.”The spirit of this Journey
Your Journey Ahead
Follow the route across Italy’s south—from cliff towns and cave cities to the Tyrrhenian blue.
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Why travelers choose Now Journey
A smaller group changes everything in southern Italy: nimble travel, more personal guides, locally chosen restaurants, beautiful central stays and fewer moments waiting for a crowd.
A warm, capable presence from the first welcome to the farewell toast.
Guides who bring the Sassi, trulli and Lecce’s Baroque artistry to life.
Authentic Apulian meals, local flavors and premium beverages at included dinners.
Mercedes vans and carefully planned transitions between coast, countryside and city.
The Journey Story
The Journey begins with Puglia’s quieter discoveries, crosses ancient Basilicata and golden Salento, then changes tempo as the Amalfi Coast and Capri rise from the Tyrrhenian blue.

Polignano a Mare and Alberobello reveal a region shaped by sea terraces, dry-stone traditions, olive country and villages built in luminous local stone.

The Sassi are a layered settlement of homes, chapels, cisterns and paths carved into the ravine. Here geology and human ingenuity become one continuous city.

Soft limestone curls into saints, flowers and fantastic creatures across the city’s façades. Beyond the piazzas, Otranto returns the Journey to the Adriatic for one last coastal day.

After crossing southern Italy, roads cling to cliffs, gardens float above the sea and villages descend toward the water. Ravello and Amalfi add history and calm to the famous view.

Arriving by water changes the rhythm once more. Open-air island travel, Roman history and a full unscheduled day give the Journey a finale shaped by choice.
12 Days from Puglia to Capri
See how twelve beautifully paced days unfold across five distinct chapters, linking the Adriatic, Basilicata, Salento, the Amalfi Coast and Capri.
Chapter One
Days 1–2 · 2 Nights
Where white stone meets the Adriatic: sea terraces, old-town lanes and a welcome that lets southern Italy arrive slowly.
Day 1
Arrive via Bari and settle into Polignano a Mare. Later, join your Tour Captain for a gentle Discovery Walk through the old town, crossing the Lama Monachile bridge and pausing at terraces above the sea. Tonight, the Journey begins around the table with a hosted welcome dinner.
Day 2
Explore Polignano through the foods locals love: warm focaccia, panzerotti, regional salumi and the unmistakable flavors of the Adriatic. The balance of the day is deliberately open for swimming, wandering, shopping or simply letting a long lunch become the afternoon.
Chapter Two
Days 3–4 · 2 Nights
Ancient stone and enduring spirit in a city of cave dwellings, rock-hewn churches and ravine views.
Day 3
Travel through Valle d’Itria to Alberobello, where an expert Local Guide introduces the UNESCO-listed trulli, their mysterious roof symbols and the story of ingenious dry-stone construction. Continue into Basilicata and arrive in Matera in time for an atmospheric apericena.
Day 4
With an expert guide, descend into the Sassi di Matera—a layered world of homes, chapels and passageways carved directly into limestone. Step inside restored cave dwellings, discover rock churches and take in views across the Gravina before an open afternoon.
Chapter Three
Days 5–7 · 3 Nights
Golden Baroque and Adriatic light, balanced with local flavor, open time and a coastal day in Otranto.
Day 5
Leave Matera and travel into the heel of Italy. After checking in, join your Tour Captain for an orientation through Lecce’s golden historic center, then gather for a traditional Apulian dinner—perhaps with the region’s signature orecchiette.
Day 6
An expert Local Guide reveals the theatrical carvings of Santa Croce, the harmony of Piazza del Duomo and the Roman Amphitheatre beneath the modern city. The pace leaves room for cafés, artisan workshops and the pleasure of looking up.
Day 7
Join your Tour Captain for an included coastal outing to Otranto, with time to walk its historic lanes and admire the Adriatic, or keep the day entirely your own in Lecce. Tonight, gather for a celebratory farewell apericena.
Chapter Four
Days 8–9 · 2 Nights
A vertical village and an endless horizon, with Ravello’s gardens and Amalfi’s maritime story along the way.
Day 8
After breakfast, leave Lecce and cross the peninsula toward Campania. Settle into Positano, then meet your Tour Captain for a Discovery Walk through this famously vertical village. Tonight, gather for an Amalfitana-style welcome dinner with premium beverages.
Day 9
Explore Ravello’s tranquil streets and celebrated garden landscapes, including the historic atmosphere of Villa Rufolo and the sweeping Terrace of Infinity at Villa Cimbrone. Continue into Amalfi before returning to Positano for an open evening. An optional two-Michelin-star dining experience may be offered.
Final Chapter
Days 10–12 · 2 Nights
Arrive by water, explore in open-air island style and keep a full day free for the Blue Grotto, Anacapri, Roman ruins, a pool or simply the view.
Day 10
Enjoy a relaxed morning before saying arrivederci to Positano and crossing to Capri by private boat; some departures may use the ferry. After check-in, discover the island by open-air taxi and on foot, then gather for a special welcome dinner.
Day 11
Shape the island day your way: ride the chairlift above Anacapri, explore Roman ruins, seek out the Blue Grotto, enjoy a spa or pool day, or join your Tour Captain for a walk toward Villa Jovis. Dinner can be independent or shared informally with the group.
Day 12
Depart Capri by private boat or ferry, with onward vehicle transfer to Naples Airport included. Extend on the coast, continue to Sorrento, Sardinia or Sicily, or carry the memories of southern Italy home.
What’s Included
Your twelve-day Journey combines dedicated hosting, eleven hotel nights, regional dining, expert sightseeing and planned transportation from arrival in Puglia through the final transfer toward Naples Airport.
Warm hosting throughout the Journey, coordinating transitions, sharing recommendations and supporting the practical details that arise along the way.
Deluxe Collection stays in Polignano a Mare, Matera, Lecce, Positano and Capri, with final assignments generally made about 60 days before departure.
Ten breakfasts, six dinners or apericena experiences, and one tasting or lunch, with premium beverages at included Now Journey dinners.
Itinerary-listed guided experiences and admissions, planned small-vehicle travel, island boat or ferry service, and the Day 12 onward vehicle transfer to Naples Airport.
International airfare, optional experiences and meals described as independent are not included.
Hotel Collections
Choose between DELUXE and LOTUS accommodations. The itinerary, Tour Captain services, sightseeing, transportation and included dining remain exactly the same.

Signature Collection
Carefully selected 4- and 5-star hotels emphasizing location, service, comfort and a strong sense of place.
At 4-star properties, Now Journey selects accommodations one category above the hotel’s entry-level room; at 5-star properties, accommodations begin with the standard category or better.

Lotus Hotel Collection
The Lotus Hotel Collection brings an elevated level of comfort and distinction to your Southern Italy Journey.
Thoughtfully selected premium accommodations, spacious rooms, Junior Suites, Suites, and preferred views or terraces where available. You can upgrade one or two hotels—or all of them—with availability confirmed in your Journey proposal.
Both collections enjoy the same itinerary, Tour Captain, expert local guides, sightseeing, transportation, admissions and included dining.
Collection images illustrate the accommodation atmosphere. Hotels pictured and named below are Deluxe Collection examples; final properties and Lotus room categories are confirmed in your Journey proposal.

Clifftop atmosphere, easy old-town access and the Adriatic close at hand. The confirmed property varies by departure.

Refined cave-hotel character woven directly into Matera’s ancient stone. Your confirmed property will be shared before departure.

Elegant comfort within easy reach of Lecce’s evening piazzas and Baroque heart, or a comparable collection property.

Coastal character and the vertical village close at hand; sea views depend on availability.

Island elegance, fragrant gardens and easy access to Capri’s celebrated evening atmosphere.
Hotel note: Our 4- to 5-star collection generally includes entry-level categories at 5-star properties and a category above entry level at 4-star properties. Final assignments are typically made about 60 days before departure.
Dates & Prices
Explore upcoming departures and choose the hotel collection that fits the way you want to travel. DELUXE is $11,770 per person, double occupancy, in U.S. dollars. LOTUS is $16,479 per person, double occupancy. International airfare is not included.
Consider the Mark Story-hosted early-summer Journey or a golden early-autumn departure.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Moderate temperatures, wildflowers and a relaxed start to the southern Italian season.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Warm summer temperatures make the beach amazing and the evenings linger late.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Beautiful weather, softer light and fewer summertime crowds.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Select a preference or let us help.
2. Request your personalized proposal
Request a Journey ProposalNo booking commitment · Prefer to upgrade only some hotels? Just ask.
Guest Reviews
Across Now Journey’s Italy journeys, guests return to the same themes: thoughtful planning, seamless logistics, beautiful hotels and the feeling of being genuinely cared for.
“I can’t say enough about our recent trip to Italy. It was perfection from beginning to end.”Esther P., Now Journey guest
“We all were made to feel special, almost like royalty, with skip-the-line access, personal service by fabulous chefs, and seamless check-ins at our gorgeous hotels.”
Teresa C.“Our hotel accommodations were all perfect. Now Journey did an exceptional job planning and we even got surprises along the way.”
Tammy A.Good to know
This itinerary involves walking on uneven stone, historic lanes, stairs and slopes. The pace is balanced rather than rushed, with open time built in, but guests should be comfortable walking in old-town environments.
For most travelers whose priority is Puglia itself, we recommend the eight-day Puglia & Basilicata Journey. Choose this 12-day Journey when you want Positano, Ravello, Amalfi and Capri to follow Puglia and Basilicata in the same trip.
Now Journey typically hosts 8 to 12 guests and limits the group to a maximum of 16—small enough for personal attention, nimble movement and a more natural shared experience.
Bari Airport is the best gateway for arrival. On Day 12, included boat or ferry service from Capri connects with onward vehicle transportation to Naples Airport.
Daily breakfasts and selected dinners, apericena and tasting experiences are included as described. At included Now Journey dinners, premium beverages are part of the experience.
Positano and Capri include slopes, steps and uneven historic lanes. Boat transportation is weather dependent; when conditions require it, scheduled ferry service may be used instead.
The named hotels show the standard and style of the collection. Final assignments are generally made approximately 60 days before the Journey and may use comparable properties.
Your next Journey
Tell a Now Journey Trip Planner your preferred dates and travel style. We’ll help with availability, arrival planning, room options and a no-obligation proposal shaped around you.
Request My Trip ProposalPuglia’s buildings often begin with local materials and practical responses to climate. Whitewashed towns reflect intense summer light, dry-stone walls divide olive country and trulli use carefully stacked stone without mortar.
Lecce adds a different expression. Its soft pietra leccese allowed sculptors to work façades almost like lace, giving the region one of Italy’s most distinctive Baroque languages.
Look forThe way pale stone changes character from Polignano’s sea cliffs to Alberobello’s roofs and Lecce’s carved churches.
Matera’s Sassi are a layered settlement of dwellings, churches, cisterns and passageways cut into limestone. What looks at first like a collection of caves is an ingenious urban system developed over centuries.
Your guided walk makes the city legible: roofs become streets, rock chambers connect to built façades and the ravine explains both the beauty and difficulty of life here.
A detail worth noticingWatch how doorways and terraces overlap. In the Sassi, the boundary between building and landscape is rarely simple.
The Amalfi Coast is shaped by mountains that meet the sea with very little level ground between them. Villages grew upward along ravines and terraces, while paths, stairs and cliff-hugging roads connected small pockets of habitable land.
That geography explains the coast’s drama and its physical character. Positano descends toward the water; Ravello occupies a high garden terrace; Amalfi gathers at the mouth of a valley with a long maritime history.
Look forThe working terraces above the road. They reveal how generations made agriculture and daily life possible on steep ground.
Capri’s celebrated social life is only one layer of the island. Roman emperors built villas here, Anacapri developed its own quieter identity and old paths still lead toward cliffs, gardens and archaeological remains.
A full open day lets the island become more than a view. The chairlift, Blue Grotto, Roman ruins, a pool or a long walk each offer a different way to understand the place.
Look forHow quickly the atmosphere changes when you leave the Piazzetta and follow the lanes away from the center.