Complete Day-by-Day Itinerary
The Amazing Amalfi Coast journey begins in Positano and unfolds across Capri and Sorrento, revealing the beauty, culture, and rhythm of southern Italy along the way. This is a journey designed not to rush — but to immerse.
Chapter 1: Amalfi Coast Welcomes You!
DAY 1: WELCOME TO POSITANO
Your journey begins in Positano — a village that seems to cascade effortlessly down to the sea. Known for its colorful architecture, vibrant beach, and unmistakable energy, it’s the perfect introduction to the Amalfi Coast.
Discovery Walk: Positano
This afternoon you will meet your fellow travelers and your Now Journey Tour Captain for an included Discovery Walk of Positano to learn your way around this lovely (and vertical) village. Then enjoy some time at leisure before meeting later for a wonderful dining experience Amalfitana style.
Welcome to Positano Dinner
Now Journey dinners are more like dining "events" featuring all inclusive premium beverages and ordering from the menu. Tonight, we introduce you to one of Positano's famous chefs to enjoy his culinary arts.
Now Journey Cuisine is authentically Italian: Family-owned restaurants farm to table
Now Journey’s approach to dining is unique in the travel world (just like the regions of Italy). We include Premium Beverages (wine, soda and cocktails) and you choose your dinner from the menu. The Italian chefs and families are proud of their delicious dishes which hail from each of the regions in which Journey travels. From Lombardia and beautiful Lake Como to the Veneto region with Venice all the way through to the Amalfi Coast and Campania, you will enjoy a variety of dishes featuring pasta, seafood combined plates, vegetable inspired contorni and of course Tuscan inspired dishes. While in Italy we will enjoy locally grown produce where the concept of nostrale, or home-grown, is so evident.
Where We Stay in Positano, 2 Nights with breakfast
Deluxe Hotels Collection —
Hotel Buca di Bacco, Villa Franca, Hotel Miramare, Villa Magia or Similar (Sea View based upon availability at booking)
— Our collection features 4 to 5-Star properties including entry-level room categories in 5-Star, and one category above entry-level in 4-Star. Full, hot breakfast (buffet and table service), air-conditioned guestrooms and ensuite bathrooms.
Classic Hotels Collection —
Hotel Talamo or Similar (Sea View based upon availability at booking)
— Our collection features 3+ Star properties including entry-level room categories. Continental breakfast, seasonal air conditioning and private bathrooms.
Exploring Ravello
DAY 2: EXPLORING RAVELLO & AMALFI AND THE JET SET HISTORY
Breakfast included daily
Today's Adventure: Secrets & Traditions of Ravello
Today, we step into the quiet elegance of Ravello, a village suspended high above the Amalfi Coast where time seems to slow and every view feels like a painting. Our walking tour winds through peaceful lanes, hidden gardens, and sunlit terraces, leading us to two of Ravello’s most iconic treasures.
At Villa Rufolo, once a favorite of composer Richard Wagner, we wander through lush gardens that open to sweeping views of the coastline below—an inspiring blend of history, music, and natural beauty. From there, we continue to Villa Cimbrone, where the famed Terrace of Infinity awaits. Here, statues stand watch over one of the most breathtaking panoramas in all of Italy, where sky and sea seem to merge endlessly on the horizon.
🏞️ Amalfi & Ravello Discovery
Descending from Ravello, we arrive in the vibrant heart of Amalfi. We visit the striking Duomo di Amalfi, with its dramatic staircase and intricate façade that tells the story of this once-powerful maritime republic. Inside, history and devotion intertwine in a space that has welcomed travelers for centuries.
Afterward, take time to soak in Amalfi’s lively piazzas, perhaps enjoying a refreshing granita or wandering along the waterfront before returning to Ravello’s peaceful heights. Today is a celebration of contrast—coastal energy and mountain serenity—woven together into one unforgettable experience along the Amalfi Coast.
We return to Positano for the balance of the day free. Tonight consider our optional dinner at the 2 Michelin Star restaurant.
Optional Michelin Dinner for Consideration: 2 Michelin Stars' Experience
This evening, delight your palate with an extraordinary culinary journey at a prestigious 2-Michelin-starred restaurant. Join us for an optional dining experience where you'll savor a symphony of flavors, showcasing the exquisite cuisine of the Campagna (Campania in English) region. Indulge in the artistry of renowned chefs and let each course transport you deeper into the heart of Italian gastronomy. — $350 per person.
Or explore Positano at your leisure.
Chapter 2: The Isle of Capri
DAY 3: ARRIVAL IN CAPRI
Arriving by boat, Capri reveals itself slowly — dramatic cliffs rising from impossibly blue water.
Today's Adventure: Isle of Capri
Upon arrival, we’ll check in and freshen up before setting out to explore. Your experience begins with Capri’s iconic open-air taxi ride, winding along scenic roads before continuing on foot through the island’s most captivating corners.
With your Tour Captain leading the way, you’ll discover the lively Piazzetta, hidden viewpoints, and sweeping panoramas over the Tyrrhenian Sea. Along the way, subtle storytelling brings Capri’s past to life — from Roman retreats to its golden era as a haven for creatives.
Following the tour, enjoy time at leisure to experience Capri your way — perhaps a relaxed seaside lunch, boutique shopping, or simply soaking in the island’s effortless beauty.
Welcome to Capri Dinner
As evening approaches, we gather once more for a special Welcome to Capri Dinner, set from one of our favorite perspectives on the island.
An evening of exceptional cuisine, perfectly paired wines, and premium beverages awaits — all included with Now Journey.
Where We Stay on Capri, 3 Nights with breakfast
Deluxe Hotels Collection —
Hotel Scalinatella or Similar (Sea View based upon availability at booking)
— Our collection features 4 to 5-Star properties including entry-level room categories in 5-Star, and one category above entry-level in 4-Star.
Classic Hotels Collection —
Hotel Gatto Bianco Hotel or Similar (Sea View based upon availability at booking)
— Our collection features 3+ Star properties including entry-level room categories. Continental breakfast, seasonal air conditioning and private bathrooms.
DAY 4: ENJOY CAPRI AT LEISURE
Today is yours to experience Capri at your own pace — a chance to settle into the rhythm of island life.
You may choose to ascend to Anacapri via the chairlift to Monte Solaro, where sweeping views stretch across the Bay of Naples. Others may be drawn to Capri’s Roman past, wandering the ruins once favored by emperors, or setting out on a scenic coastal walk.
For a more relaxed pace, consider a spa experience, time by the pool, or a leisurely afternoon exploring Capri’s elegant boutiques and cafés. And for those looking to see the island from the water, the famed Blue Grotto offers an iconic perspective.
The beauty of today lies in its flexibility — whether you seek discovery, relaxation, or a bit of both.
Now Journey is Different
Your Tour Captain is here to shape the day around you — from arranging memorable experiences to offering guidance or securing the perfect dinner reservation this evening.
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DAY 5: ANOTHER DAY IN CAPRI — YOUR WAY
With Capri now familiar, today invites you to go deeper — to revisit a favorite spot or discover something new.
Perhaps return to Anacapri for a quieter morning, linger longer over a seaside lunch, or explore hidden corners you may have missed. This is the day to slow down, follow your instincts, and fully embrace the island’s effortless charm.
Whether it’s one more breathtaking view, a final walk through the Piazzetta, or simply time to unwind, today is about enjoying Capri on your terms.
Now Journey is Different
Your Tour Captain remains at your service — ready to refine plans, suggest something unexpected, or ensure your final evening on Capri is exactly as it should be.
Chapter 3: Song of Sorrento
DAY 6: ONWARD TO SORRENTO: THE SIREN'S SONG
This morning we will enjoy a leisurely start with breakfast and then we will make our way back to the mainland. We will arrive Sorrento, check-in and freshen up.
Discovery Walk
On the Discovery Walk we will orient you to our 'home away from home' which is the seaside village of Sorrento. Your Now Journey Tour Captain will walk you into the heart of Sorrento which is vibrant and boasts many shops and sights. The town's heart of Piazza Tasso is always alive with people dining, meeting for coffee, shoppers and those escaping to the coast.
Enjoy the balance of the afternoon at leisure until our special welcome dinner tonight.
Welcome to Sorrento Dinner
Your Now Journey Tour Captain hosts an amazing welcome dinner in Sorrento at one of our favorite restaurants in all of Italy.
Where We Stay in Sorrento, 3 Nights with breakfast
Deluxe Hotels Collection —
Grand Hotel Capodimonte, Hotel Continental, Hilton Sorrento Palace or Similar (Sea View based upon availability at booking)
— Our collection features 4 to 5-Star properties including entry-level room categories in 5-Star, and one category above entry-level in 4-Star.
Classic Hotels Collection —
Hotel Uliysse or Similar (Sea View based upon availability at booking)
— Our collection features 3+ Star properties including entry-level room categories. Continental breakfast, seasonal air conditioning and private bathrooms.
DAY 7: SORRENTO SECRETS & TASTES
Today's Adventure: Sorrento Secrets & Tastes
This morning, join your Tour Captain for an easygoing walk through the heart of Sorrento — a perfect introduction to this charming coastal town. As you wander its inviting lanes, you’ll begin to feel the rhythm of daily life here, from quiet piazzas to vibrant local corners.
Along the way, your Tour Captain will share stories of Sorrento’s past — from its Greek and Roman roots to its long-standing connection with travelers drawn to the beauty of the Bay of Naples.
A highlight of the walk is a visit to a local limoncello producer, where you’ll enjoy a complimentary tasting of this iconic regional liqueur. Made from the fragrant lemons that thrive in this coastal climate, it’s a simple yet memorable taste of place.
The remainder of the day is yours to enjoy as you wish. Perhaps continue exploring Sorrento’s boutiques and cafés, relax with a seaside view, or consider an optional culinary experience along the Amalfi Coast.
Many options are available including our Adventure to Old Town Naples and the ancient ruins of Herculaneum.
Your Now Journey Tour Captain will invite you to an optional dinner tonight or you can explore Sorrento at leisure.
DAY 8: SORRENTO AT LEISURE
Enjoy a full day at leisure to explore Sorrento, consider an optional tour of nearby Ravello and Amalfi, rent a Vespa or perhaps a cooking class on the Amalfi Coast? There are so many sights to see in Sorrento proper — just drop us a line and let us know what you're thinking.
Many options are available including our Adventure to Old Town Naples and the ancient ruins of Herculaneum.
Our Special Now Journey Finalé
Later tonight, we will gather on the terrace for our special Apericena to celebrate our time together. It has been a Journey of Adventure and Discovery, along with making new friends! Until our next Journey — Arrivederci!
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Day 9: DEPARTURE DAY: Arrivederci Italy!
We say Arrivederci to the coast today or perhaps you might want to extend your stay. Inquire with us about adding another night or more on the Amalfi Coast or extending to Sardegna, Sicily or other points.
Departure Transfer optional and not included. Transfer from the Sorrento hotel to the Naples NAP airport $125 per person. (2 guest minimum. Price is per person, $250 for solo traveler.)
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