Capri Itinerary 14 Days: Island of Dreams (2026)

Arrive in Capri and check into your accommodation. Spend the day exploring Marina Grande, the island's main port. Stroll along the waterfront, admire the colorful fishing boats, and soak up the lively atmosphere. Enjoy a delicious seafood lunch at one of the many restaurants overlooking the harbor. In the afternoon, take the funicular up to Capri town and wander through its charming streets. Discover the Piazzetta, the heart of the island, and enjoy an aperitivo while people-watching. As the sun sets, find a romantic spot to enjoy the breathtaking views of the Gulf of Naples.

Today, you'll visit the world-famous Blue Grotto, a sea cave where the sunlight creates a magical blue light. Take a boat trip from Marina Grande and be mesmerized by this natural wonder. After the Blue Grotto, head to Anacapri, the quieter and more authentic part of the island. In Anacapri, take the chairlift up to Mount Solaro, the highest point on the island, for panoramic views of Capri and the surrounding sea. Explore the charming streets of Anacapri, visit the Villa San Michele, and enjoy a traditional lunch at a local trattoria.

Spend the day exploring the beautiful Gardens of Augustus, a botanical garden with stunning views of the Faraglioni rocks and Marina Piccola. Wander through the fragrant flowers and enjoy the peaceful atmosphere. From the gardens, you can see the famous Via Krupp, a winding path carved into the cliffside. After visiting the gardens, take a leisurely stroll along Via Camerelle, Capri's most exclusive shopping street. Browse the designer boutiques and art galleries, and perhaps indulge in some retail therapy. In the evening, enjoy a romantic dinner at a restaurant with a view.

One of the best ways to experience Capri's beauty is from the water. Take a boat trip around the island and discover its hidden coves, grottos, and beaches. You'll see the Faraglioni rocks up close, swim in the crystal-clear waters of the Green Grotto, and admire the stunning coastline. Many boat tours also include a stop at the White Grotto and the Natural Arch. You can choose from a group tour or a private boat trip for a more personalized experience. Don't forget to pack your swimsuit, sunscreen, and a hat.

Today is a day for hiking and exploring the eastern side of the island. Start your hike from Capri town and follow the path to the Natural Arch, a magnificent rock formation that frames the sea. The hike is relatively easy and offers breathtaking views along the way. From the Natural Arch, continue your hike to Villa Jovis, the ruins of a grand Roman palace built by the Emperor Tiberius. Explore the archaeological site and imagine what life was like for the Roman emperors who once lived here. The views from Villa Jovis are simply spectacular.

Relax and soak up the sun at Marina Piccola, a beautiful bay on the southern side of the island. This is one of the most popular beaches in Capri, with crystal-clear water and stunning views of the Faraglioni rocks. You can rent a sunbed and umbrella, or simply lay your towel on the public beach. Marina Piccola has several beach clubs and restaurants where you can enjoy a delicious lunch or a refreshing drink. In the afternoon, you can go for a swim, try some water sports, or simply relax and enjoy the beautiful scenery. This is the perfect day to unwind and recharge your batteries.

Take a day trip to the ancient Roman city of Pompeii, which was buried under volcanic ash after the eruption of Mount Vesuvius in 79 AD. This UNESCO World Heritage site is one of the most important archaeological sites in the world. You can take a ferry from Capri to Naples, and then a train to Pompeii. Explore the well-preserved ruins of Pompeii, including the Forum, the amphitheater, and the villas with their beautiful frescoes. A guided tour is highly recommended to get the most out of your visit. This is a fascinating and moving experience that will transport you back in time.

Take a ferry from Capri to the stunning Amalfi Coast and visit the picturesque village of Positano. With its colorful houses cascading down the cliffside to the sea, Positano is one of the most beautiful and romantic places in Italy. Spend the day exploring its charming streets, browsing the boutiques, and relaxing on the beach. Enjoy a delicious lunch at a restaurant with a view of the sea, and perhaps take a dip in the crystal-clear water. In the afternoon, you can take a bus or a taxi up to the village of Montepertuso for stunning views of Positano and the coastline. This is a day trip you'll never forget.

Continue your exploration of the Amalfi Coast with a visit to the historic town of Amalfi and the romantic village of Ravello. In Amalfi, visit the magnificent cathedral, stroll along the waterfront, and learn about the town's history as a maritime republic. Enjoy a delicious lunch at a traditional trattoria. In the afternoon, take a bus up to Ravello, a peaceful village perched high above the sea. Visit the beautiful gardens of Villa Rufolo and Villa Cimbrone, which offer breathtaking views of the coastline. Ravello is a truly magical place that will steal your heart.

After a few busy days of exploring, it's time to relax and rejuvenate. Spend the day at your leisure, perhaps by the pool at your hotel or at one of Capri's many beach clubs. You could also indulge in a spa treatment or a massage to pamper yourself. In the afternoon, you could take a cooking class and learn how to make some of Capri's most famous dishes. Or, you could simply relax with a good book and enjoy the beautiful scenery. This is your day to do as much or as little as you like.

Spend the day shopping for souvenirs and local products. In Capri town, you'll find high-end fashion boutiques, art galleries, and jewelry stores. In Anacapri, you'll find more traditional shops selling local crafts, ceramics, and limoncello. Don't forget to buy a pair of handmade Capri sandals, which are a specialty of the island. You can also find beautiful hand-painted ceramics, delicious local food products, and unique souvenirs to take home with you. This is a great way to support the local economy and bring back a piece of Capri with you.

Discover another of Capri's beautiful beaches with a visit to Bagni di Tiberio. This beach is located on the northern side of the island and is known for its calm, clear water and Roman ruins. You can reach the beach by boat from Marina Grande or by a scenic walk from Capri town. Spend the day swimming, sunbathing, and exploring the ruins of the ancient Roman villa. There is a beach club with a restaurant where you can enjoy a delicious lunch. This is a great place to relax and enjoy the natural beauty of Capri.

On your last evening in Capri, enjoy a special farewell dinner at one of the island's best restaurants. Choose a restaurant with a view of the sea and enjoy a delicious meal while watching the sunset. This is the perfect way to end your unforgettable trip to Capri. After dinner, you can take a final stroll through the charming streets of Capri town and enjoy the magical atmosphere of the island at night. Stop for a gelato or a limoncello and savor the last moments of your vacation.

Enjoy a final breakfast in Capri and take some time for any last-minute souvenir shopping. Depending on your flight schedule, you might have time for a final stroll through the Piazzetta or a quick dip in the sea. Take the funicular down to Marina Grande and say goodbye to the beautiful island of Capri. Take with you the memories of stunning landscapes, delicious food, and the magical atmosphere of this Mediterranean paradise. Arrivederci, Capri!