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7-Day Naples Itinerary — Autumn 2026 - Amalfi Coast Romance

7 days · 2026-09-18 → 2026-09-24 · departing New York

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This itinerary was generated by Bon Voyage's AI trip planner and shared by its owner.

Day 1 — 2026-09-19

Naples, Italy
10:40
Arrive at Naples International Airport
Flight arrives from JFK. Proceed through customs and baggage claim. Look for pre-arranged private transfer or taxi to your hotel. The journey to the city center takes approximately 20–30 minutes depending on traffic.
📍 Naples International Airport (NAP), Naples, Italy
11:15
Private transfer to Best Western Plus Hotel Plaza
Settle in and freshen up. If your room is not yet ready, the hotel will hold your luggage. Take advantage of this time to recharge after your overnight flight.
📍 Best Western Plus Hotel Plaza, Piazza Garibaldi area, Naples
13:00
Welcome lunch at a traditional Neapolitan trattoria
Enjoy your first authentic Neapolitan meal — try the spaghetti alle vongole or rigatoni al ragù. This beloved local spot is steps from the historic center. No reservations needed for lunch but arrive before 13:30 to avoid a wait.
📍 Trattoria San Ferdinando, Via Nardones 117, Naples
14:30
Stroll through the historic Spaccanapoli district
Walk along Naples' iconic straight street that bisects the old city. Admire baroque churches, artisan workshops, and the vibrant street life of this UNESCO World Heritage site. Wear comfortable shoes — cobblestones throughout.
📍 Spaccanapoli (Via San Biagio dei Librai), Naples Historic Center
15:30
Visit the Naples Cathedral (Duomo di Napoli)
Explore the magnificent 13th-century cathedral housing the famous Cappella di San Gennaro. Free entry. Dress modestly — shoulders and knees covered required. Open until 17:30.
📍 Via Duomo 147, Naples
16:30
Explore the underground Naples at Napoli Sotterranea
A fascinating guided tour through 2,400-year-old Greek-Roman underground tunnels beneath the city. Tours depart every two hours; book online in advance. Approximately 75-minute tour. Temperature underground is around 15°C — bring a light layer.
📍 Piazza San Gaetano 68, Naples
18:30
Aperitivo hour at a rooftop bar overlooking the Bay of Naples
Celebrate your first evening in Italy with a classic Aperol Spritz or Negroni while watching the sun begin to set over the Bay of Naples and Mount Vesuvius. Dress code is smart casual.
📍 Terrazza Calabritto, Piazza Vittoria 1, Naples (or rooftop of Grand Hotel Vesuvio nearby)
20:00
Romantic dinner at a celebrated Neapolitan pizzeria
A bucket-list Neapolitan experience — this legendary pizzeria has been making pizza since 1870 and was made famous by 'Eat Pray Love.' They serve only Margherita and Marinara. Arrive early (doors open at 19:00) or expect a queue. Cash only. The wait is absolutely worth it.
📍 L'Antica Pizzeria da Michele, Via Cesare Sersale 1, Naples
21:30
Evening passeggiata along the Lungomare Caracciolo
Join locals for a leisurely evening walk along Naples' beautiful seafront promenade with views of Castel dell'Ovo and the illuminated bay. A perfect romantic end to your first evening.
📍 Lungomare Caracciolo, Naples seafront
22:30
Return to hotel and rest
Rest well — tomorrow begins your journey down the Amalfi Coast to Positano. Set an early alarm to make the most of the day.
📍 Best Western Plus Hotel Plaza, Naples

Day 2 — 2026-09-20

Positano & Amalfi Coast, Italy
07:30
Breakfast at the hotel
Fuel up with a classic Italian breakfast — cornetto and cappuccino. Check hotel breakfast hours; typically available from 07:00.
📍 Best Western Plus Hotel Plaza, Naples
08:30
Depart Naples for Positano by private car or SITA bus
For romance and convenience, pre-book a private car transfer (approximately €90–€120). Alternatively, take the SITA bus from Napoli Centrale — scenic but can be crowded. The coastal drive along the SS163 Amalfitana is breathtaking; sit on the right side for the best sea views.
📍 Departure from Naples, arrival in Positano (~1.5–2 hours)
10:30
Check in and drop luggage at accommodations in Positano
Note: Hotel Plaza is your base in Naples, so for this and subsequent coastal days you are day-tripping or you may wish to arrange an overnight stay in Positano for full immersion. Consult your agent about upgrading to a night in Positano for a more romantic experience.
📍 Positano town center (luggage storage at hotel if room not ready)
11:00
Explore Positano's cliffside village on foot
Wander the steep, winding stairways and flower-draped lanes of Positano. Admire the iconic cascade of pastel-colored houses tumbling to the sea. Browse the boutiques selling hand-painted ceramics and locally-made sandals. Wear comfortable footwear — the steps are steep.
📍 Positano town center and Via dei Mulini
12:00
Visit the Church of Santa Maria Assunta
Don't miss the beautiful majolica-tiled dome of this charming church near the beach. Inside is a Byzantine Black Madonna icon. Free entry; modest dress required.
📍 Piazza Flavio Gioia, Positano
12:30
Relax on Spiaggia Grande beach
Enjoy some time on Positano's main beach with its colorful umbrellas and crystal-clear water. September is ideal — the summer crowds have thinned but the sea remains warm (approximately 24°C). Sun lounger rental available.
📍 Spiaggia Grande, Positano
13:30
Romantic seaside lunch
One of the Amalfi Coast's most magical dining experiences — a rustic seafood restaurant on a secluded beach only reachable by boat. The boat leaves from Positano beach. Try the grilled mozzarella wrapped in lemon leaves, fresh catch of the day, and house rosé. Reserve well in advance.
📍 Ristorante da Adolfo, Laurito Beach (accessible by free boat from Spiaggia Grande)
15:30
Boat ride along the Amalfi Coast to Praiano and Grotta dello Smeraldo
Hire a local gozzo boat (small wooden motorboat) for a private 2-hour coastal excursion. Cruise past the Li Galli Islands (once owned by Rudolf Nureyev), dramatic sea cliffs, sea caves, and the village of Praiano. Ask your captain to stop at Grotta dello Smeraldo (Emerald Grotto) — a sea cave with luminous green water. Approximately €80–€120 per boat for 2 hours.
📍 Depart from Positano harbor
17:30
Golden hour aperitivo with coastal views
Find a terrace bar or restaurant perched above the sea to watch the golden hour light transform the cliffs. Order a local limoncello spritz made with Amalfi Coast lemons. September evenings are warm and magical along this stretch of coast.
📍 La Tagliata or Music on the Rocks terrace, Positano
19:30
Romantic dinner overlooking the sea in Positano
Chez Black is a Positano institution right on the beach with excellent seafood and a festive atmosphere. Il Tridente offers a more intimate terrace setting. Both require advance reservations in September. Order the linguine agli scampi and finish with a classic delizia al limone dessert.
📍 Ristorante Il Tridente or Chez Black, Positano
21:30
Evening stroll through Positano and return to Naples
Last bus departs Positano for Naples around 22:00 (verify timetable locally). Private car return is more reliable and comfortable for an evening journey. The coastal road is stunning even at night.
📍 Positano to Naples (private car or bus)
23:30
Arrive back at hotel in Naples
Rest and prepare for tomorrow's island adventure to Capri.
📍 Best Western Plus Hotel Plaza, Naples

Day 3 — 2026-09-21

Capri, Italy
07:00
Early breakfast and prepare for Capri day trip
An early start is essential to visit the Blue Grotto before tourist crowds arrive. Pack swimwear, sunscreen, and a light layer. Bring cash for the Blue Grotto entrance and small purchases on the island.
📍 Best Western Plus Hotel Plaza, Naples
08:00
Transfer to Naples Molo Beverello ferry port
Take a taxi or walk from the hotel to the main ferry terminal. The port is approximately 10–15 minutes from Piazza Garibaldi. Purchase your round-trip hydrofoil (aliscafo) tickets here or book online in advance with Caremar or SNAV. The hydrofoil is faster (45 min) than the ferry (80 min).
📍 Molo Beverello, Via Acton, Naples
08:30
Depart Naples by hydrofoil to Capri
Sit on the outer deck if possible for stunning views of Vesuvius receding and Capri emerging from the sea. The crossing takes approximately 45–50 minutes. September seas are generally calm and pleasant.
📍 Naples Molo Beverello to Marina Grande, Capri
09:20
Arrive at Marina Grande and head directly to the Blue Grotto
Upon docking, hire a small motorboat at the marina to take you to the Blue Grotto (Grotta Azzurra) — this is the recommended approach to avoid the long queues that form by mid-morning. The boat ride takes approximately 20 minutes. Entrance to the grotto is €14 per person plus the boat fee.
📍 Marina Grande, Capri
09:45
Experience the Blue Grotto (Grotta Azzurra)
One of the world's most magical natural wonders — a sea cave where sunlight refracts through an underwater opening, filling the cavern with an ethereal electric-blue glow. You enter lying flat in a small rowboat. The experience inside lasts only a few minutes but is utterly unforgettable. Note: The grotto closes in rough seas or if water levels are too high — this is rare in September.
📍 Grotta Azzurra, northwest coast of Capri
10:30
Take the funicular up to Capri town
The historic funicular (€2 each way) whisks you up the cliff from Marina Grande to Capri town in 3 minutes with spectacular views. Alternatively, taxis are available but more expensive.
📍 Funicular station, Marina Grande, Capri
10:45
Stroll the Piazzetta and Capri town boutiques
Capri's famous outdoor 'living room' — the Piazzetta — is the beating heart of the island. Have a coffee at one of the café terraces and watch the world go by. Browse the elegant boutiques along Via Camerelle and Via Vittorio Emanuele for luxury brands and local artisan goods.
📍 Piazza Umberto I (La Piazzetta), Capri town
12:00
Hike to Villa Jovis — Emperor Tiberius's palace
A scenic but moderately strenuous walk through lemon groves and bougainvillea-draped lanes leads to the ruins of Emperor Tiberius's grand cliff-top palace. The panoramic views from the top over the Bay of Naples and the Faraglioni rocks are among the best on the island. Wear sturdy shoes. Entry approximately €8.
📍 Villa Jovis, Via Tiberio, Capri (45-minute walk from Piazzetta)
13:30
Romantic lunch with panoramic views
A charming, vine-covered terrace restaurant serving excellent Capresi cuisine with sweeping sea views. Try the insalata Caprese (made with real buffalo mozzarella and heirloom tomatoes), grilled fish, and local Falanghina white wine. Reservation strongly recommended.
📍 Ristorante Il Geranio, Via Matermania, Capri (near Villa Jovis)
15:00
Visit the Gardens of Augustus (Giardini di Augusto)
Beautifully terraced gardens with stunning views over the Faraglioni rocks and Via Krupp (the famous zig-zagging stairway carved into the cliff). A romantic and peaceful escape. Entry approximately €3. Open until 19:30.
📍 Via Federico Serena, Capri town
16:00
Boat tour around the Faraglioni rocks and secret coves
Hire a small boat at Marina Piccola for a magical afternoon circumnavigation of Capri's famous sea stacks (Faraglioni). Swim in crystal-clear coves accessible only by boat, including the green-hued Grotta Verde. A private boat for 2 hours costs approximately €80–€120. One of the most romantic activities on Capri.
📍 Marina Piccola, Capri
18:00
Sunset aperitivo at a clifftop bar
Watch the sun dip behind the horizon with a chilled glass of local Lacryma Christi wine or classic limoncello. The views of the Faraglioni at golden hour are extraordinarily romantic.
📍 Terrazza Brunella or Bar Tiberio, Capri town
19:30
Depart Capri by hydrofoil back to Naples
Check the last hydrofoil timetable carefully — last departures to Naples from Capri are typically around 20:00–20:30 in September (confirm with ferry operators Caremar or SNAV). Arriving back at Naples Molo Beverello around 21:00–21:15.
📍 Marina Grande ferry terminal, Capri
21:15
Late dinner near the waterfront in Naples
A beloved Neapolitan institution near the waterfront serving exceptional seafood. Try the frittura di paranza (mixed fried seafood) and finish with a delizia al limone. Perfect for a late dinner after returning from Capri.
📍 Ristorante Ciro a Mergellina, Via Mergellina 21, Naples
23:00
Return to hotel
A full and unforgettable day on Capri. Rest well — tomorrow brings the lemon groves and villages of the Amalfi Coast.
📍 Best Western Plus Hotel Plaza, Naples

Day 4 — 2026-09-22

Amalfi, Ravello & Lemon Groves, Italy
07:30
Breakfast at the hotel
Enjoy a leisurely Italian breakfast. Today's exploration along the coast is best done by private car or taxi for flexibility. Alternatively, the SITA bus connects Naples to Amalfi via Positano.
📍 Best Western Plus Hotel Plaza, Naples
08:30
Depart Naples for Amalfi by private car
The drive along the SS163 Amalfitana coastal road is one of the most scenic in the world. A private car (€100–€130) allows stops at viewpoints along the way. Ask your driver to pause at Vallone di Furore, a dramatic fjord with a tiny beach, and the belvedere at Capo di Conca.
📍 Naples to Amalfi (~1.5 hours by car)
10:00
Explore Amalfi town and the Cathedral of Saint Andrew
Amalfi's stunning Arab-Norman cathedral with its distinctive black-and-white striped façade and elaborate golden mosaics is a masterpiece. Climb the dramatic staircase to the entrance. Visit the Chiostro del Paradiso (Paradise Cloister) within the cathedral complex. Entry approximately €3. Open from 09:00.
📍 Piazza del Duomo, Amalfi
11:00
Visit the Paper Museum (Museo della Carta)
Amalfi was once the paper-making capital of Europe. This small but fascinating museum in a 13th-century paper mill demonstrates the ancient craft. Guided tours run every 30 minutes. A unique and unexpected cultural gem. Entry approximately €5.
📍 Via delle Cartiere 23, Amalfi
11:45
Lemon grove experience and limoncello tasting
The Amalfi Coast's sfusato amalfitano lemons are legendary — enormous, intensely fragrant, and sweeter than any lemon you've tasted. Join a guided walk through a traditional terraced lemon grove, learn about the cultivation, and enjoy a tasting of fresh-squeezed lemonade and artisan limoncello. Book in advance; approximately €20 per person.
📍 Lemon Grove Tour, Valle dei Mulini, Amalfi or nearby Minori
13:00
Lunch in the pastel fishing village of Atrani
Just around the headland from Amalfi lies tiny Atrani — the smallest municipality in Italy and one of the most authentic villages on the coast, almost entirely free of tourist crowds. Eat at A'Paranza restaurant (book ahead — it's beloved by locals) for outstanding fresh seafood at very fair prices.
📍 Atrani, 10-minute walk east of Amalfi
15:00
Drive up to Ravello — the 'City of Music'
Ravello sits 350 meters above the sea and is one of the most romantic places in Italy. Wagner composed here; Gore Vidal lived here for decades. The views are absolutely staggering. Take a taxi or private car up the winding road from Amalfi.
📍 Ravello, 5 km above Amalfi (~20-minute drive)
15:30
Visit Villa Rufolo and its legendary gardens
The 13th-century Villa Rufolo's terraced gardens with their floral profusion and vertiginous views over the Tyrrhenian Sea are among the most beautiful in Italy. Wagner was inspired here to create Klingsor's magic garden in Parsifal. Entry approximately €7. Open until 20:00 in September — perfect for late afternoon light.
📍 Piazza del Duomo, Ravello
16:30
Explore Villa Cimbrone and the Terrace of Infinity
A short walk from Villa Rufolo, the Villa Cimbrone's 'Belvedere dell'Infinito' (Terrace of Infinity) — a balustrade lined with classical busts extending over a sheer drop to the sea — is one of the most photographed and romantically overwhelming spots in all of Italy. Greta Garbo hid here with her lover. Entry approximately €7.
📍 Via Santa Chiara 26, Ravello
18:00
Aperitivo in Ravello's Piazza del Duomo
Settle into a piazza café and watch the evening light dissolve over the mountains. Order a local white wine from the Furore or Tramonti vineyards nearby. Ravello at dusk, with its cathedral bells and mountain silence, is pure poetry.
📍 Caffè Calce or Bar Kléos, Piazza del Duomo, Ravello
19:30
Romantic dinner in Ravello
One of Ravello's finest restaurants with a stunning terrace overlooking the coast far below. Serves elevated Campanian cuisine — scialatielli ai frutti di mare, slow-cooked lamb, and extraordinary local wines. The candlelit terrace at night is breathtakingly romantic. Reserve well in advance.
📍 Ristorante Salvatore, Via della Repubblica 2, Ravello
21:30
Return to Naples by private car
Pre-arrange your return transfer in advance. The evening coastal road is beautiful. Settle in for the ride and relive the day's extraordinary sights.
📍 Ravello to Naples (~1.5–2 hours)
23:30
Return to hotel and rest
Your penultimate evening in Italy. Tomorrow is your last full day — make the most of Naples and the bay.
📍 Best Western Plus Hotel Plaza, Naples

Day 5 — 2026-09-23

Naples, Italy
04:30
Wake up and final preparations for departure
Your flight departs Naples at 07:40. You must check out of the hotel and be at the airport by 05:30–05:45 at the latest. Pack the evening before and request an early morning checkout and luggage service from the hotel.
📍 Best Western Plus Hotel Plaza, Naples
05:00
Check out of hotel and transfer to Naples International Airport
Pre-arrange a taxi or private car transfer the evening before — at this hour, taxis must be booked in advance. The journey to the airport takes approximately 20–30 minutes. Confirm your transfer booking with the hotel concierge on day 4.
📍 Best Western Plus Hotel Plaza to Naples International Airport (NAP)
05:40
Arrive at Naples International Airport and check in
Proceed to check-in for your flight to JFK. Ensure you have all travel documents ready. Security lines can be quick at this hour but allow adequate time. Grab a last espresso at the airport bar — drinking it standing at the counter, Italian-style, one final time.
📍 Naples International Airport (NAP), Viale F. Ruffo di Calabria, Naples
07:40
Depart Naples International Airport for New York JFK
Estimated arrival at John F. Kennedy International Airport (JFK) is 14:25 local New York time. Settle in, close your eyes, and let the memories of the Amalfi Coast wash over you — the blue grotto, the lemon groves, the candlelit dinners, and the infinite sea.
📍 Naples International Airport (NAP) — Gate TBC