August 19, 2025
By: Thiago Cruz
Planning the perfect Positano itinerary can feel overwhelming. With so many villages to explore, world-famous boat trips, and cultural gems nearby, travelers often wonder how to fit it all into one trip.
That’s why we’ve created a clear, seven-day plan that balances discovery, relaxation, and unforgettable experiences.
In this guide, you’ll find practical answers to the biggest questions:
How long should you stay?
Which day trips are worth it?
Where can you combine luxury dining, authentic culture, and quiet downtime?
From private boat days to guided tours in Positano area, we’ve included insider tips that remove the stress from planning and maximize your time.
Whether you’re dreaming of Michelin-starred dinners, family-friendly adventures, or serene afternoons by the sea, this Positano itinerary is designed to help you enjoy the Amalfi Coast with ease.
By the end, you’ll know exactly how to experience Italy’s most iconic coastline without the guesswork, just seamless, memorable days tailored to you.
Your Positano itinerary begins the moment you arrive at your private villa. After the scenic drive from Naples, take time to relax with a welcome drink while admiring the town’s pastel houses spilling down the cliffs to the sea.
Ease into the Italian rhythm with a private in-villa massage and a dinner prepared by your chef. A curated menu featuring seafood, fresh pasta, and regional desserts is the perfect way to start the week.
This quiet evening lets you adjust, recharge, and get ready for the adventures ahead.
Morning – Guided tour.
After breakfast, meet your local guide for a walking tour through Positano’s winding streets. Discover artisan shops, the Church of Santa Maria Assunta, and hidden lanes that only residents know.
With insider tips, you’ll navigate the town with ease and avoid common tourist traps.
Afternoon – Seaside lunch and beach time.
Head to Lo Guarracino for lunch with views of the sea. Order spaghetti alle vongole or risotto and finish with a tiramisu. Then spend the afternoon on Fornillo Beach, a quieter option than Spiaggia Grande.
Rent a lounger and umbrella, or enjoy a swim in the calm waters.
Evening – Dining or boat option.
For dinner, book a table at Next2, a Michelin-recognized restaurant known for modern Mediterranean cuisine.
Alternatively, switch your afternoon for a private boat day to see Positano from the water—swimming, snorkeling, and sunset views add unforgettable variety to your first day.
Morning – Sail to Capri.
Start your day with a private boat to Capri. The journey takes about an hour, with stops to swim or explore sea caves along the way. Depending on conditions, you may visit the famous Blue Grotto.
Lunch – Lemon garden dining.
Once on the island, dine at Da Paolino, where tables are set under lemon trees glowing with lights. Signature dishes include lemon ravioli and grilled fish, paired with local wines.
Afternoon – Beach clubs and shopping.
Spend the afternoon at La Fontelina or Da Luigi ai Faraglioni beach clubs, where loungers face Capri’s iconic sea stacks. Later, stroll through the chic boutiques of Capri Town or Anacapri.
Evening – Return in style.
Your boat will be ready for a smooth transfer back to Positano. End the day with a private dinner in your villa—choose between a relaxed pizza night or a hands-on cooking class with your chef.
Morning – The Path of the Gods.
Lace up your shoes for a guided hike on the Sentiero degli Dei.
The seven-kilometer trail from Bomerano to Nocelle offers panoramic views of the Amalfi Coast. It’s a highlight for those seeking both activity and scenery.
Afternoon – Lunch and Sorrento exploration.
After returning to your villa for a quick refresh, take a private car to Sorrento. Enjoy lunch at Bagni San’t Anna, where seafood and pasta are served with sea views.
Then explore the old town—Piazza Tasso, artisan shops, and landmarks like the Cloister of San Francesco.
Evening – Rooftop dining.
Back in Positano, book a table at Il Tridente at Hotel Poseidon.
The rooftop terrace offers a panoramic view of the coastline, making it an ideal setting for a leisurely dinner.
After three active days, today is about slowing down. Begin with a yoga or Pilates session on your terrace, or choose a cooking class with your private chef.
Afternoon – Workshops or wine tasting.
Depending on your interests, the afternoon can include an art class, an outdoor fitness session, or a curated wine tasting. These activities bring Italian culture into your villa and create meaningful memories without leaving home.
Evening – Michelin-star experience.
Tonight, dress for dinner at Le Sirenuse, one of Positano’s most renowned restaurants.
Expect refined Mediterranean cuisine, live music, and panoramic views of the town lit up at night.
Morning – Pompeii ruins.
Travel by private car to Pompeii for a guided tour of the archaeological site. Walking among ancient streets and villas frozen by Mount Vesuvius is an unforgettable step back in time. Comfortable shoes are essential for this excursion.
Afternoon – Naples and pizza.
Continue to Naples for lunch at Sorbillo, celebrated for serving the city’s best pizza. Afterwards, explore highlights such as the Cappella Sansevero, the National Archaeological Museum, or the lively Via San Gregorio Armeno.
Evening – Authentic dinner.
Return to Positano and dine at Da Gabrisa, a restaurant close to the villa. Known for its traditional dishes and intimate setting, it offers a warm way to close out a day of history and culture.
Morning – Ravello gardens.
Take a private transfer to Ravello, a hilltop town known for its gardens and music festival. Visit Villa Cimbrone and its Infinity Terrace for some of the best views on the Amalfi Coast.
Afternoon – Lunch and Amalfi stroll.
Enjoy lunch at Villa Eva, followed by a transfer to Amalfi. Here, explore the cathedral of Sant’Andrea, the Paper Museum, or simply wander through piazzas with gelato in hand.
Evening – Zass restaurant.
For your final evening, book dinner at Zass, the Michelin-starred restaurant at Il San Pietro hotel. It’s a fitting finale, combining refined cuisine with panoramic sea views.
Enjoy one last breakfast overlooking the cliffs before your private transfer to Naples airport or train station.
As you leave, carry the memories of scenic boat rides, world-class meals, and the timeless charm of Positano—an itinerary designed to give you both structure and freedom.
A Positano itinerary should be more than a checklist, it should be a balance of culture, cuisine, and calm.
This suggested one-week plan blends private tours, boat days, and villa relaxation so you don’t have to spend time worrying about logistics. From Michelin-starred dinners to quiet beaches, every detail is designed to help you enjoy the essence of the Amalfi Coast: meaningful time with loved ones and lasting memories.
Of course, this itinerary is a starting point. It can be tailored to your group’s preferences, whether you’re traveling as a couple, with family, or with friends.
With Tripwix concierge services handling every arrangement, from reservations to unique local experiences, you can simply relax and let your journey unfold exactly as you imagine.
Discover more about Positano area and villas.
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Thiago Cruz
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