Charming Capri & the Amalfi Coast

  • Sample Itinerary
  • Experiences
  • Pricing
  • Featured Hotels
  • Custom Quote

Let the radiance of Italy’s southern Mediterranean lull you into the sweetest of dreams while discovering the sundrenched riches of Capri, the Amalfi Coast, and Sorrento. From Ravello’s hilltop majesty and the Costiera’s most cerulean coves, to the sophisticated spirit of Capri and the pastel island beauty of Procida and Ischia, you will behold the timeless beauty of the Bay of Naples in all its grandeur.

Sample Itinerary

Day 1

Your getaway along Italy’s splendid Costiera Amalfitana will begin with arrival to Naples Capodichino airport, where you will be welcomed by your private chauffeur. Set off for the spectacular coastal town of Positano for check-in to your luxurious four or five-star stay. In the evening you’ll dine on seasonal, seafood specialties at a charming osteria in the center of town.

Day 2

Today your private chauffeur will transport you to the picturesque hilltop town of Ravello, beloved for its quaint center, sumptuous villas, and stunning views overlooking the Amalfi Coast. Tour Ravello’s impressive Villa Rufolo with a local expert before arriving at the workshop of a local artisan to learn about the region’s fine, hand-painted ceramics tradition. For lunch you’ll savor a meal accented by panoramic sea views at a gourmet restaurant. In the afternoon travel to the seaside hamlet of Atrani, known as one of the most beautiful villages in Italy, where your local expert will lead you on a walking exploration of the town. End the day on a sweet note with a traditional granita.

Day 3

Embark on a dazzling day at sea to discover some of the Amalfi Coast’s most scenic coves and grottoes during a private, captain-led boat tour. As you boat along the coastline, stop at such scenic spots as the Fiordo di Furore and Marina di Praia to swim in pristine, aquamarine waters and delight in the stunning scenery. Boat to the marina of Conca dei Marini for free time to enjoy lunch independently, before returning to Positano after your glorious day on the water. In the evening, you’ll dine at a chic eatery featuring exquisite views overlooking Positano.

Day 4

After breakfast, you’ll check-out and be greeted by your private boat captain, before whisking away on a stunning ride to the island of Capri. Following check-in to your five-star waterfront hotel, set-off to explore the many treasures of the island with your expert guide. Begin with lunch at a quaint seaside trattoria known for their fresh seafood and delicious pasta, then depart by private car for the sprawling botanical Gardens of Augustus to admire the natural flora of the island. Next, travel back in time to the year 27 AD with a visit to Villa Jovis, the ancient home of infamous Roman Emperor Tiberius. End the day with a walking tour of Anacapri, stopping to behold the exquisite majolica floor mosaics of the Baroque Chiesa di San Michele Arcangelo.

Day 5

Enjoy a leisurely free day to explore Capri independently. Sunbathe at the beach, sip Prosecco poolside, shop at the island’s many sophisticated boutiques, all at your own pace. In the evening dine at a dramatic cliffside restaurant awarded a Michelin-star for its gourmet cuisine and elegant atmosphere.

Day 6

In the late morning you’ll bid Capri farewell and depart by private boat for the stunning seaside town of Sorrento. Arrive for check-in at your five-star luxury hotel overlooking the sea, before traveling by chauffeur to an organic farm perched in the hills above the coastline. Tour the farm while learning about the area’s native plant life, before sampling the farm’s own olive oil and produce, as well other local gourmet products. Your visit will culminate with a special lunch paired with regional wines from Campania led by an expert sommelier.

Day 7

Experience two of the Bay of Naples’ most hidden treasures, the idyllic islands of Procida and Ischia, by private boat. During your exploration of these exquisite ancient islands, your boat captain will leave plenty of time for swimming and sunbathing along the way, before setting anchor so that you can discover Procida’s sherbet hued Marina Corricella, and Ischia Ponte’s watercolor waterfront and Aragonese Castle, independently.

Day 8

Today you will delve into the vibrant gastronomic traditions of Naples and its UNESCO designated center. Your local expert will lead you on an in-depth food tour to uncover the city’s rich culinary traditions. Along the way visit an antique caffe renowned for its delicious Neapolitan espresso corto, learn about traditional Southern Italian pastry like baba and sfogliatella at a family owned pastry shop, and discover the delights of truly typical Neapolitan pizza. You’ll return to Sorrento by chauffeur in the afternoon for free time, before celebrating the final evening of your trip with a special Michelin-starred dinner.

Day 9

After breakfast, check-out and depart Sorrento by chauffeur for Naples Capodichino Airport, in preparation for your return flight or the next leg of your adventure.

Experiences We Recommend

  • Hike along the scenic Sentiero Degli Dei coastal path
  • Bespoke sunglass making experience with local designer
  • Exclusive private boat tour along the Amalfi Coast
  • Private walking tour of Ravello with visit to historic Villa Rufolo
  • Visit to organic farm for sampling of locally produced delicacies from Sorrento & the Amalfi Coast
  • Privately guided tours of Capri’s Gardens of Augustus, Villa Jovis & Anacapri
  • Artisan ceramic workshop experience
  • Exclusive private boating along islands of Procida & Ischia


The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights

Pricing for our Italy Encounters begins at:

  • $850-$1,000/per person, per day* based on double occupancy and a travel party of two
Small group pricing available for travel parties of four or more

*The final price of your custom tour will be determined by your travel party size, departure dates, trip length, amount of meals included, percentage of guided time requested, cities chosen in your itinerary and signature CountryBred excursions selected. This sample itinerary can also be crafted for solo travelers.

Encounters Include

  • Stays at five & four-star boutique luxury hotels
  • Chauffeured transport for touring & transfers
  • Private touring with professional local guides
  • Engaging activities led by cultural experts
  • Signature experiences with insider access
  • Regionally authentic dining
  • Traveler Welcome Package
  • Taxes & base gratuities

Read Client Reviews

  • Gay B.

    Alentejo to Lisbon
    Above and beyond our expectations for an amazing well organized adventure for 26!!
  • Mark W.

    From Castilla to Basque Country
    Our third CountryBred travel experience guided us through the rich cultural history, food, wine & unique culture throughout central/northern Spain. Our selected experiences coupled with the region/city ambassadors throughout our trip were exceptional and made our experience GREAT! (hotels too!)
  • Barbara R.

    Getaway to Tuscany and Northern Italy
    CountryBred thought of every detail for our trip. We didn't have to think about or worry about anything because they had it all covered by professionals every step of the way. From the chauffeurs, to the private boats, to the ambassadors who were extremely knowledgeable and spoke good English, to the amazing hotels, to the selection of restaurants and wines...WOW!

Crafting the Experience

Experiential travel takes time, passion and local ingredients to make something truly special.

Read more


We turn travel inspiration into unforgettable journeys. Begin the trip design process by filling out the form below and a CountryBred specialist will contact you to get your next great adventure underway.


  • CountryBred Encounters begin at $750-$1,000/per person, per day
  • The minimum trip length for a CountryBred Encounter is 5 Days/4 Nights
  • All CountryBred Encounters are land touring experiences only and do not include airfare
  • Groups of four or more are eligible for small group pricing


What do you appreciate most when you travel? (Check all that apply)

How would you best describe your ideal travel pace?

(Early start denotes 8:30 AM; Later start denotes 10:30 AM)

What has been one of your favorite hotel stays & why?

Will you be celebrating any special occasions while on your CountryBred Encounter? (Check all that apply)

Are there any other considerations that you feel are important for us to know?