Curator’s statement
Capri and Sorrento are two of my favorite destinations for a week-long coastal getaway. This itinerary combines stunning views, hands-on experiences, and plenty of downtime—perfect for couples, friend groups, or anyone craving la dolce vita. From private boat rides to sunset cooking classes, this trip blends luxury and leisure with just the right amount of adventure.
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Day 1: Arrive in Capri & explore Capri town
Arrive on the island of Capri by ferry, ideally in the late morning or early afternoon, and let the magic of the island immediately begin. Most hotels will arrange porter service to transport your luggage up to town, which gives you the freedom to walk and soak in the atmosphere. Start your visit with a coffee or light lunch at Bar Tiberio or Il Piccolo, both located on the bustling Piazzetta, the social heart of Capri town and a perfect place to get your bearings.
Once you’ve checked in, spend the afternoon exploring on foot. Stroll down Via Camerelle, where you’ll find a mix of luxury boutiques and charming storefronts, then head toward the Augustus Gardens. This peaceful overlook offers panoramic views of the Faraglioni and the winding Via Krupp, one of the most photographed spots on the island.
As the light softens, walk along Via Tragara, a scenic path lined with flowering villas and quiet viewpoints. For dinner, consider Da Paolino, where you’ll dine beneath a canopy of lemon trees, or Ristorante Panorama, which lives up to its name with sweeping views of the coastline.
Why I recommend it
Your first day on Capri should be relaxed and full of beauty. Capri Town is walkable and easy to navigate, making it a great place to start your trip without needing to plan too much. You’ll experience a mix of iconic views, charming streets, and excellent food within just a few hours of arrival.
Insider tip
If you arrive early and your room isn’t ready, pack a small day bag with sandals, a swimsuit, and sunscreen. Many hotels will store your luggage and offer access to the pool or spa. If you’re ready to explore right away, the Augustus Gardens are only about a 10-minute walk from the Piazzetta and are rarely crowded in the early afternoon.
Day 2: Private boat tour around Capri
Today is all about seeing Capri from its most dazzling angle: the water. Begin your morning with breakfast at Bar Grottino, a cozy local spot known for its pastries and strong cappuccinos. Then head down to Marina Grande to meet your skipper for a private boat tour around the island. These tours typically last three to four hours and cover highlights like the Blue Grotto, Green Grotto, Faraglioni rocks, and various sea caves along the coast.
You’ll have time to swim in clear turquoise coves and relax on deck between stops. If you’re doing a longer tour, ask to stop for lunch at Da Luigi ai Faraglioni or Il Riccio, two beachside restaurants only accessible by boat. Both offer excellent seafood and a one-of-a-kind setting right on the water.
In the late afternoon, return to your hotel to freshen up or grab a gelato from Buonocore, whose house-made cones are as good as the gelato itself. For dinner, consider Pulalli Wine Bar, which overlooks the Piazzetta and is perfect for people-watching, or Aurora, known for its vibrant scene and excellent pizza.
Why I recommend it
Capri is stunning from land, but seeing it from the water is unforgettable. A boat tour allows you to reach parts of the island that are completely inaccessible by foot. It’s also the most relaxed way to experience Capri’s natural beauty while escaping the crowds during peak hours.
Insider tip
The Blue Grotto is weather-dependent and can get crowded by mid-morning. If visiting it is a priority, ask your skipper to head there first. Bring cash for the entrance fee, and don’t forget a towel and change of clothes—most boats offer space to change on board, but it’s good to be prepared.
Day 3: Mone Solaro, Anacapri & scenic walks
Today, you’ll explore the quieter, more local side of the island: Anacapri. Start the morning with a taxi or local bus up from Capri Town, then grab a quick breakfast at Bar Grotta Azzurra, a simple spot near the town center with fresh cornetti and espresso. Head straight to the Monte Solaro chairlift, a peaceful 12-minute ride that offers panoramic views across the island and out toward the Bay of Naples. From the top, you can walk to scenic viewpoints and take in one of the best vistas on Capri.
After descending, spend some time exploring Anacapri’s charming streets. Visit Villa San Michele, a historic home with beautifully preserved gardens and sea views from nearly every angle. For lunch, reserve a table at Da Gelsomina, tucked into the countryside with its own vineyard and a swimming pool you can use before or after your meal. It’s one of the most relaxing spots on the island.
In the afternoon, browse artisan sandal shops, stop for lemon granita, or walk out to Punta Carena Lighthouse for a swim and sunset. Return to Capri Town in time for a final evening stroll and dinner at Terrazza Brunella, which offers one of the most romantic dining views on the island.
Why I recommend it
Anacapri offers a slower, more authentic feel that contrasts beautifully with the energy of Capri Town. The chairlift to Monte Solaro is a highlight for most travelers, and the peaceful lanes, lush gardens, and sweeping views make this part of the island well worth a full day. It’s a chance to get beyond the postcard version of Capri and see how locals live.
Insider tip
If you’re up for a light workout, consider walking back down from Monte Solaro instead of taking the chairlift. The trail is scenic and takes about 30 to 40 minutes. Also, many sandal shops in Anacapri will custom-fit your order in under an hour—it makes for a meaningful and practical souvenir.
Day 4: Ferry to Sorrento & afternoon in the historic center
After breakfast on your hotel terrace or at Bar Alberto, take a morning ferry from Capri to Sorrento. The journey takes about 30 minutes and offers one last look at the Faraglioni as you leave the island behind. Upon arrival in Sorrento, head to your hotel to drop off your bags. Many properties offer luggage storage if your room isn’t ready yet.
Once you’re settled, ease into your new home base with a walk through Sorrento’s historic center. Start in Piazza Tasso, then explore the cobblestone lanes of Via San Cesareo, lined with artisan shops, limoncello tastings, and colorful ceramics. Stop for a bite at Inn Bufalito, known for fresh mozzarella and seasonal pastas, or opt for a lighter meal at Pasticceria Monica, where you’ll find great savory pastries and sfogliatelle.
In the late afternoon, head toward the Villa Comunale gardens for sunset views over the Bay of Naples. From here, you can take an elevator or stairs down to Marina Piccola, where beach clubs and cafes line the water. For dinner, reserve a table at Bagni Delfino, perched right at the edge of the harbor with views of the water and Capri in the distance.
Why I recommend it
Today’s shift from Capri to Sorrento is the perfect mid-trip reset. Sorrento is larger and more grounded than Capri but still incredibly scenic, with easy access to the Amalfi Coast and Naples. The old town is lively but not overwhelming, and iit’seasy to explore on foot.
Insider tip
Buy ferry tickets in advance, especially in summer. Choose seats on the right side of the boat for the best views as you approach Sorrento. When visiting Villa Comunale, aim to be there about 30 minutes before sunset to grab a good spot and linger as the sky changes color—it’s one of the most photogenic corners of town.
Day 5: Amalfi Coast day trip to Positano & Ravello
Today is your chance to explore two of the most iconic towns along the Amalfi Coast. Start early and meet your private driver (highly recommended for comfort and flexibility) or catch a morning ferry to Positano. Once you arrive, take your time walking through the pastel-colored streets, lined with linen boutiques, ceramic shops, and staircases that tumble toward the sea. Stop at Collina Bakery or Casa e Bottega for a quick breakfast or smoothie before heading down to Spiaggia Grande, the town’s main beach
After a few hours in Positano, continue along the coast to Ravello, a hilltop town known for its refined atmosphere and sweeping views. Visit the lush gardens of Villa Cimbrone and Villa Rufolo, both offering panoramic terraces perfect for photos and quiet reflection. Ravello tends to be much calmer than Positano, making it a lovely contrast for the afternoon.
For lunch, book a table at Ristorante Vittoria or Ristorante Villa Maria, where you can dine al fresco while overlooking the cliffs. After exploring, meet your driver or catch your return ferry back to Sorrento. Wrap up your day with a casual dinner at La Lanterna or a celebratory meal at Ristorante Lorelei, which offers incredible views and elevated cuisine.
Why I recommend it
This day offers the best of the Amalfi Coast without requiring you to move hotels. Starting in lively, beachy Positano and ending in peaceful Ravello creates a beautiful balance. Seeing the coast from both sea and land gives you a true sense of its dramatic geography and distinct personalities.
Insider tip
The roads along the Amalfi Coast are notoriously winding and can cause motion sickness. If you’re sensitive to that, request a front seat and pack motion bands or ginger chews. If you prefer to avoid driving altogether, taking the ferry to Positano and a private car between towns can be a good hybrid option.
Day 6: Beach club morning & sunset cooking class
After a few busy days of sightseeing, today is all about slowing down and savoring Sorrento. Start your morning with a pastry and cappuccino at Bar Veneruso or Pasticceria Pollio, both local favorites known for their flaky sfogliatelle. Then walk or take a short taxi to Leonelli’s Beach Club or Marameo Beach, two well-run seaside spots with sunbeds, umbrellas, and direct access to the water. Spend a few hours swimming, relaxing, and enjoying the views across the bay to Mount Vesuvius.
For lunch, stay at the beach club or head to Porta Marina Seafood, a laid-back harbor restaurant with tables right on the water and fresh daily catches. After lunch, enjoy a quiet break at your hotel or spend time browsing Sorrento’s artisan shops, especially along Corso Italia and Via San Cesareo.
In the late afternoon, head into the hills above Sorrento for a hands-on cooking class. Options like Sorrento Cooking School or Marina in Cucina offer small-group experiences that include everything from handmade pasta to tiramisu, often using ingredients picked fresh from the garden. Many classes are timed to end with a seated dinner at sunset, complete with local wine and sweeping views.
Why I recommend it
After a few packed days, it’s important to build in time to rest and enjoy your surroundings. Sorrento’s beach clubs are easy to access and feel like a luxury break without requiring extra travel. A cooking class adds a special touch and is one of the most memorable ways to connect with the culture through food.
Insider tip
Cooking classes tend to fill up, especially on weekends. Book at least a few weeks in advance and confirm if transportation is included. If you’re traveling as a couple or small group, look for semi-private options for a more personal experience. And if you want a beach club with a quieter vibe, ask your hotel to reserve beds ahead of time for the morning.
Day 7: Farewell morning in Sorrento
Spend your final morning in Sorrento soaking in the beauty and charm of the town at a relaxed pace. Start your day with a cappuccino and something sweet at Fauno Bar, located right on Piazza Tasso, or head to Bar Ercolano for a quieter option just a few blocks away. If you have a bit of time before your departure, stroll through Villa Comunale one last time or walk down to Marina Grande for a peaceful view of the fishing boats.
For those with a later transfer, consider a quick visit to Bagni della Regina Giovanna, a natural swimming cove surrounded by ancient ruins. It’s a beautiful and low-key way to end your trip with one more moment of natural beauty and local history.
Before you leave, stop by Gargiulo & Jannuzzi or Limonoro to pick up final souvenirs like ceramics, limoncello, or locally produced olive oil. When you’re ready, head to Naples via private transfer or the Circumvesuviana train, depending on your travel style and flight time.
Why I recommend it
This final morning keeps things simple and meaningful. Sorrento is beautiful even in its quietest corners, and a few unhurried hours before departure lets you leave feeling grounded, not rushed. Whether you want one more scenic walk, a last pastry, or a meaningful souvenir, it’s the perfect wind-down to an incredible trip.
Insider tip
If you’re flying out of Naples, give yourself at least two hours for travel time, especially during high season when traffic can be unpredictable. Ask your hotel to arrange a transfer in advance, and confirm your departure terminal the night before. If you have lounge access, the Pearl Lounge at Naples Airport is a nice spot to relax before your flight.
Need to know
Capri and Sorrento make a perfect pairing for a one-week Italian coastal escape. The two destinations are well-connected by ferry and offer completely different but complementary experiences—one glamorous and remote, the other lively and welcoming. Plan to do a mix of exploring and relaxing, and try to build in some flexibility for weather or last-minute changes, especially if you’re scheduling a boat tour or day trip along the Amalfi Coast.
Comfortable walking shoes are essential, as both destinations involve hills, stairs, and cobblestone streets. In Capri, most areas are pedestrian-only and luggage porters are the norm. In Sorrento, you can get around on foot, by local taxi, or with private drivers for day trips. Dining reservations are highly recommended in high season, and many restaurants open later in the evening.
Shoulder season (May, early June, or September) is an ideal time to visit, with warm weather and fewer crowds. And if you’re celebrating something special, a private boat tour in Capri or sunset cooking class in Sorrento are two unforgettable experiences worth the splurge.
Travel Advisor
Katie Stevens
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