๐Ÿ‡ฎ๐Ÿ‡น
ITALY 2026
Nick & Ella
July 3 โ€“ 18, 2026
๐Ÿ› Rome ๐Ÿซ’ Allerona ๐Ÿ‹ Sorrento ๐ŸŒŠ Amalfi ๐Ÿ• Naples
๐Ÿ›
ROME
Depart Jul 3 ยท Arrive Jul 4 ยท 3 Nights Rome
๐Ÿจ Hotel Artemide, Via Nazionale โ€” BOOKED
July 3 โ€” Friday ยท Departure Day
12:33 PMFLIGHT
Flight 301 โ€” GCM โ†’ Charlotte (CLT)
Departs Grand Cayman 12:33pm, arrives Charlotte 4:45pm. Booking ref: NGCVVG. Layover at Charlotte Douglas International Airport.
7:15 PMFLIGHT
Flight 720 โ€” Charlotte (CLT) โ†’ Rome FCO
Departs Charlotte 7:15pm, arrives Rome FCO 10:20am July 4. Booking ref: NGCVVG. Overnight transatlantic flight.
July 4 โ€” Saturday ยท Arrival
10:20 AM โ€” LandBOOKED
Arrive Rome FCO โ€” Check In to Hotel Artemide
Land at FCO 10:20am. Take the Leonardo Express to Roma Termini โ€” โ‚ฌ14, 30 minutes. Hotel Artemide is right on Via Nazionale, 5 minutes walk from Termini. No hire car needed in Rome โ€” the city is entirely on foot, you collect the car on July 7.
Mid Afternoon
I Pizzicaroli โ€” Cured Meats & Cheese
A few blocks from Piazza Navona. Charcuterie boards bigger than the tables โ€” porcini and truffle spread, bruschetta, cured meats and cheese on oak cutting boards, incredible wine selection. Surprisingly low prices. The kind of place where you go for one board and stay for three hours. Perfect first afternoon in Rome.
Dinner โ€” Trastevere
Dinner โ€” Da Enzo al 29, Trastevere
Via dei Vascellari 29. Old-school Roman trattoria, family run, open since the 1930s. Legendary cacio e pepe and coda alla vaccinara (Roman oxtail). No frills, all substance. Book ahead โ€” fills up fast. Exactly what you want on night one.
July 5 โ€” Sunday
8:00 AM
Pantheon โ€” Go at 8am Opening
One of the most extraordinary buildings ever made โ€” a perfect concrete dome with an oculus open to the sky, built in 125 AD. Entry โ‚ฌ5. Completely different before crowds arrive at 10am.
Morning
Colosseum โ€” Walk Past, View from Outside
15-minute walk from the Pantheon. The exterior is extraordinary โ€” the scale of it doesn't hit you until you're standing in front of it. Walk around the full perimeter. The Roman Forum and Arch of Constantine are right there too. No need to go inside โ€” the outside view is the moment.
Lunch
Lunch โ€” Fuorinorma, Monti
One of Rome's most celebrated gourmet shops, right in the Monti neighbourhood. Exceptional charcuterie platters with unique pairings โ€” Parma ham, rare salumi, local cheeses โ€” alongside some of the city's best panini. Affordable, neighbourhood feel, no tourist markup. Book a table or grab a board at the counter.
Afternoon
Trevi Fountain
10-minute walk from Trattoria Monti. The most famous fountain in the world โ€” 26 metres high, Baroque masterpiece completed in 1762. Go mid-afternoon rather than evening when it is absolutely packed. The legend: throw a coin over your left shoulder with your right hand to ensure a return to Rome.
Noon
Gianicolo Hill โ€” Cannon at Noon
Best panoramic view of Rome. Almost no tourists. A cannon fires at noon every single day โ€” tradition since 1847. Free. 20-minute walk from Trastevere.
Dinner
Dinner โ€” Armando al Pantheon
Salita dei Crescenzi 31 โ€” steps from the Pantheon. Family-run since 1961, one of the most beloved trattorias in Rome. Spaghetti alla carbonara and saltimbocca are the signatures. Warm, old-school, genuinely local crowd despite the central location. Book well ahead โ€” always full.
July 6 โ€” Monday
Morning
Piazza Navona & Campo de' Fiori Walk
The two great piazzas of central Rome connected by a 10-minute walk through ancient streets. Navona has Bernini's Fountain of the Four Rivers at its centre. Campo de' Fiori hosts a morning market โ€” fruit, vegetables, flowers, street food. Free, entirely walkable, beautiful in the morning light.
Lunch
Lunch โ€” Roscioli, Via dei Giubbonari 21
The most serious deli in Rome โ€” part salumeria, part wine bar. They age their own cured meats. 36-month prosciutto, aged pecorino, lardo di Colonnata, nduja alongside rare Italian imports. Order a tagliere misto and a glass of natural wine. Steps from Campo de' Fiori โ€” walk through the market after lunch. Book ahead.
5:00 PMBOOKED & PAID
Ride Rome on a Vespa with a Local Driver
Hotel pickup from Artemide at 5:00 PM. 3-hour guided evening Vespa tour with a local driver โ€” you ride pillion, no licence needed. See Rome's landmarks lit up at golden hour and dusk. English, 2 adults. Booking ref 1412697665. An unforgettable way to see the city before dinner.
Dinner
Dinner โ€” Felice a Testaccio
Via Mastro Giorgio 29, Testaccio. Widely considered the best neighbourhood restaurant in Rome. Retro checkered floors, white tablecloths. Their cacio e pepe is finished at the table โ€” tossed in the bowl in front of you. The unrivalled star of Testaccio. Book ahead โ€” always full. Pack bags tonight for the morning drive.
July 7 โ€” Tuesday ยท Drive Day
10:00 AMCAR PICKUP
Collect Hire Car โ€” Centauro, Fiumicino (FCO)
Leonardo Express back to FCO from Termini (โ‚ฌ14, 32 min), then Centauro's shuttle to the depot. Pickup 10:00 AM at Vรญa Portuense 2483, Fiumicino. Car: Lynk & Co 01 or similar (automatic SUV, 5 seats, 4 bags, A/C). Tel +39 0683793686. Booking ref IT882147190 ยท Confirmation IR26104802. โš ๏ธ Check whether your plate ends odd or even โ€” it matters on July 14.
~11:00 AM
Drive FCO โ†’ Allerona โ€” approx 2 hours
From Fiumicino, head north on the A1 motorway (~2h from the airport via the ring road). Romeโ†’Orvieto is 1h30; Allerona ~15 min beyond. Consider stopping at Orvieto (30 min from Allerona) โ€” extraordinary hilltop town with Etruscan underground tunnels. Or Lubriano Viewpoint โ€” one of Italy's most photographed landscapes, just 2 minutes off the road.
๐Ÿซ’
ALLERONA
July 7 โ€“ 10 ยท Wedding ยท Southern Umbria
๐Ÿฐ SPAO Borgo San Pietro Aquaeortus ยท spao.it
July 7โ€“10 โ€” The Wedding
Venue
SPAO Borgo San Pietro Aquaeortus
Strada Provinciale SP50 km.10300, Allerona (TR) ยท spao.it

A fully restored medieval borgo in Umbria, reserved exclusively for luxury weddings โ€” an entire private village where history, architecture and Italian charm merge. Originally an 11th-century fortress of Williamite monks, restored over more than twenty years. The wedding dinner takes place in the Piazza Grande, embraced 360 degrees by medieval buildings. 25 suites of various sizes on site โ€” all guests stay within the borgo itself. Sit at the crossroads of Umbria, Tuscany and Lazio.
Optional Day Trip
Orvieto โ€” If You Get a Free Afternoon
One of Umbria's great hilltop towns on a volcanic rock. The Duomo facade is extraordinary. Go underground through the Etruscan tunnels โ€” Orvieto Sotterranea, โ‚ฌ6. Allow 1.5 hours.
Optional Day Trip
Civita di Bagnoregio
A dying medieval village on a crumbling tufa cliff, accessible only by a pedestrian bridge. Surrounded by an eroded canyon. One of Italy's most surreal landscapes. 25 min from Allerona, entry โ‚ฌ5.
July 10 โ€” Friday ยท Drive to Sorrento
Morning โ€” Leave Early
Drive Allerona โ†’ Sorrento โ€” 3.5 to 4 Hours
South on the A1 then A3 motorway past Naples, joining the SS145 for the Sorrentine Peninsula. Leave early morning โ€” the SS145 gets congested from early afternoon in July. Vesuvius appears ahead as you pass Naples. The landscape becomes increasingly dramatic as you descend toward the coast. โš ๏ธ Arrive before 3pm for the olive oil farm pickup
๐Ÿ‹
SORRENTO
July 10 โ€“ 12 ยท 2 Nights
๐Ÿจ Hotel Mediterraneo โ€” BOOKED ยท Pay Day Before
July 10 โ€” Friday ยท Arrival Day
Arrival
Check In โ€” Hotel Mediterraneo
Pay the day before check-in. Arrive and settle in. Hotel is well located for walking Sorrento's clifftop streets and Piazza Tasso.
3:00 PMBOOKED ยท PAY DAY BEFORE
Frantoio Gargiulo Olive Oil Farm โ€” Sant'Agnello
Hotel pickup included ยท 90-minute tour. A genuine working oil mill 5 minutes from Sorrento. Walk through century-old olive trees, see old stone presses and modern cold-extraction machinery, then a proper tasting of 20+ varieties including lemon and orange infusions. Honey on wood-fired bread, citrus marmalades, limoncello to finish. People consistently call this the highlight of their entire Sorrento stay.
Evening
Piazza Tasso, Corso Italia & Shops
The heart of Sorrento at its most beautiful in the early evening light. Walk the Corso Italia, browse the shops, have a gelato, watch the world go by from Piazza Tasso.
Dinner
Dinner โ€” La Cantinaccia del Popolo
Walk-in only โ€” queue outside and find your table. Cured meats hanging from the ceiling, locals at every table, honest Sorrentine food. No pretence, no tourist menu. One of the most atmospheric dinner spots in town.
July 11 โ€” Saturday ยท Capri Day
9:00 AM Pickup at HotelBOOKED & PAID
Capri Boat Trip โ€” Half Day Small Group + Blue Grotto
Pickup at Hotel Mediterraneo at 9:00 AM. Hydrofoil to Capri, Blue Grotto visit, group boat tour of the island's dramatic southern coastline โ€” sea caves, the Li Galli islands where Nureyev once lived, and the Green Grotto. Back in Sorrento by early afternoon, well before cruise ship crowds. As you leave Sorrento harbour and Capri rises ahead โ€” vertical limestone cliffs from the sea โ€” it's one of those moments.
Afternoon
Lunch โ€” Enjoy the Little Things Bistro (Sandwiches)
Casual, relaxed lunch spot after the Capri boat trip. Light, quick, good quality. Perfect after a morning on the water.
Dinner โ€” Walk In
Dinner โ€” Pizzeria da Franco
No reservations โ€” walk in. Corso Italia 265. Wood-burning oven 8ft deep at 500ยฐC, been here nearly 70 years. Long communal benches, paper plates, locals queuing for takeaway outside. Extraordinarily good pizza. Open until 2am so no rush.
After Dinner
Gelateria David
One of the best gelaterias in Sorrento โ€” natural flavours only, no artificial towers of colour. Locals eat here. The perfect end to the day.
July 12 โ€” Sunday ยท Drive Day
Lunch
Lunch โ€” Porta Marina Seafood Restaurant
Final Sorrento meal before hitting the coast road. Harbourside, fresh catch of the day, relaxed setting. Eat well before the drive โ€” the SS163 demands full attention.
Afternoon
Drive Sorrento โ†’ Amalfi โ€” 2h to 2h 30min (SS145 + SS163)
First ~40 min is inland on the SS145 over the peninsula, then you join the legendary SS163 coast road. One of the most dramatic drives in the world โ€” but in July a 5km coastal stretch can take 45 min, so budget the full 2h 30. โœ… You're exempt from the plate rule today as an arriving hotel guest โ€” show your reservation. Worth stopping briefly at Positano (30 min), the Furore Fjord bridge (5 min โ€” extraordinary canyon), and the Grotta dello Smeraldo (Emerald Grotto) just before Amalfi if time allows.
๐ŸŒŠ
AMALFI COAST
July 12 โ€“ 15 ยท 3 Nights ยท Based in Praiano
๐Ÿจ Hotel Piccolo Sant'Andrea, Praiano โ€” BOOKED
July 12 โ€” Sunday ยท Arrival Evening
AfternoonBOOKED
Check In โ€” Hotel Piccolo Sant'Andrea
5-star boutique hotel in Praiano โ€” 27 rooms, modern design, indoor and outdoor pool, spa, gym on site. Rooms have private terraces with outdoor sea-view showers. Free shuttle to Positano and Praiano village.
7:00 PMBOOKED
Dinner โ€” Il Pirata (Michelin Starred), Praiano
A restaurant carved directly into the cliffs of Praiano, with waves crashing on the rocks below as you eat. Candle-lit cave dining, accessible by boat or a staircase cut through the cliff face. One of the most dramatic and unique dining settings in all of Italy. The perfect first dinner after the drive down.
July 13 โ€” Monday ยท Chill Day
All Day
Rest Day โ€” Pool & Hotel Piccolo Sant'Andrea
A genuine rest day. Sleep in. Use the hotel pool โ€” both indoor and outdoor available. The coast road, the drive, and the olive oil tour have all been full-on. Read on the terrace, swim, order room service. Optional: walk to Atrani village (10-min coastal walk east from Amalfi) โ€” one tiny perfect piazza on a small beach, almost no tourists.
6:30 PM DepartureBOOKED & PAID
2-Hour Sunset Boat Cruise โ€” Praiano/Positano Harbour
Departs 6:30 PM. Traditional gozzo boat from Praiano/Positano harbour. Cruise west along the coast โ€” Furore Fjord, sea caves, the Arc of Lovers rock formation (a natural arch shaped like two elephants kissing). All as the sun sets over the Mediterranean. Sun sets at approximately 8:30pm.
Dinner
Dinner โ€” La Moressa, Praiano
Fresh-caught seafood purchased daily from local Praiano fishermen. Terrace overlooking the sea, warm summer evening. Very local, very authentic. A relaxed dinner after the sunset cruise.
July 14 โ€” Tuesday ยท The Big Day
โš ๏ธ SS163 ALTERNATING PLATE RULE โ€” APPLIES TODAY
The Amalfi coast road restricts cars by plate number 10amโ€“6pm, Juneโ€“Sept: even plates on even dates, odd plates on odd dates. Today (the 14th, an even date) only EVEN-ending plates may drive the SS163. Unlike your check-in and check-out days, you are NOT exempt today โ€” the hotel-guest exemption only covers arrival and departure days. You won't know your plate until you collect the rental car. If your plate is odd: do the Villa Cimbrone / Ravello trip and be off the SS163 before 10am (the 7am hike start already sets this up), or use the SITA bus, ferry, or a licensed NCC driver (all exempt) for the Ravello leg. Scooters are also exempt.
7:00 AM โ€” Leave Hotel
Path of the Gods โ€” Nocelle Short Hike
40-minute drive to Nocelle village. Walk 2km west along the clifftop trail โ€” 600m above the sea, the entire Amalfi Coast laid out below from Positano to Capri on a clear day. 2 hours total out and back. Start at 7am โ€” non-negotiable in July heat. Grip shoes, 2 litres of water each, SPF 50+.
10:00 AM
Drive Nocelle โ†’ Ravello โ€” Villa Cimbrone Gardens
50โ€“70 minutes from Nocelle in July traffic โ€” Nocelle is on the western (Positano) end and Ravello sits east of Amalfi, so you drive almost the full SS163 between them. Walk through the village lanes to Villa Cimbrone. The Terrace of Infinity projects over the cliff edge with nothing between you and the horizon โ€” the Gulf of Salerno 300m below. One of the great views in Europe. Allow 1 hour.
1:00 PM โ€” Lunch
Lunch โ€” Salvatore Ravello 1958, Ravello
Via della Repubblica 2, Ravello. Book ahead. Family-run since 1958, often used as a wedding venue for its extraordinary views over the medieval buildings of Ravello and the coast beyond. Authentic Campanian cooking. A well-earned reward after the morning's walking.
DinnerBOOKED & PRE-PAID
Dinner โ€” Roc Pizza & Steak
โš ๏ธ Pre-paid โ€” must cancel 48 hours before if plans change. Keep this dinner lighter given the Salvatore Ravello lunch earlier in the day โ€” pizza or a simple steak rather than a full multi-course meal.
๐Ÿ•
NAPLES
July 15 โ€“ 17 ยท 2 Nights ยท Fly Home July 17
๐Ÿจ Hotel Excelsior Naples โ€” BOOKED ยท Via Partenope 48
July 15 โ€” Wednesday ยท Arrival Day
Morning Drive
Drive Praiano โ†’ Naples โ€” 1h 30โ€“1h 45min
Get off the coast first (SS163 โ†’ A3 on-ramp), then straightforward A3 motorway. Pure motorway is ~1h10 but door-to-door is 1h30โ€“1h45 in summer. โœ… Exempt from the plate rule as a departing hotel guest. Leave with time to spare before the 3pm check-in and 4pm Cappella Sansevero.
4:00 PM ยท Meet 3:50 PMBOOKED
Cappella Sansevero โ€” The Veiled Christ (with Guide)
Meet at 3:50 PM at Piazza San Domenico Maggiore 16, 80134 Napoli โ€” in front of the Napoli Store. Tour with English-speaking guide, 40 minutes, 2 adults. A marble sculpture of Christ beneath a burial shroud so impossibly fine it appears to be actual wet fabric. Done in 1753. People genuinely gasp. The single most extraordinary thing you will see on the entire trip. Payment processes automatically on July 12, 2026.

๐ŸŒ museosansevero.it
Midday โ€” 2 min walk from Cappella
Lunch โ€” Di Matteo Pizza, Via dei Tribunali 94
2 minutes from the Cappella Sansevero. Stand at the marble counter. Order a margherita or marinara. Pay โ‚ฌ3. 150 years unchanged. Bill Clinton ate here during the G7 summit in 1994 โ€” there's a photo on the wall.
AfternoonBOOKED
Check In โ€” Hotel Excelsior Naples
Via Partenope 48. Right on the Naples seafront overlooking the Bay of Naples, Capri and Vesuvius. Rooftop restaurant, fitness centre, elegant rooms. 11-minute walk from the Royal Palace and Piazza Plebiscito โ€” perfectly located for everything on the Naples plan.
Dinner โ€” Arrive 7pm Sharp
Dinner โ€” Starita Pizzeria, Via Materdei 27
No reservations โ€” arrive at 7pm opening to get a table. Open since 1901, setting of a famous Sophia Loren film. One of the finest pizzerias in Naples by local consensus. Order the montanara (fried then oven-baked) or the classic margherita. Closed Mondays โ€” you are there on a Tuesday, all good.
July 16 โ€” Thursday ยท Full Naples Day
MorningTO BOOK
Gran Caffรจ Gambrinus โ€” Coffee Experience with Arturo
Piazza del Plebiscito, next to the Royal Palace. Hosted by Arturo, third-generation owner of this legendary cafรฉ open since 1860. You gather in the ornate Belle ร‰poque main hall, hear the cafรฉ's history, see coffee cups used by heads of state, craft an espresso with a master barista, and taste a traditional Neapolitan sfogliatella pastry. Book: airbnb.com/experiences/6498132
Late Morning
Spaccanapoli Walk โ€” 45 Minutes
The ancient Greek street that cuts Naples perfectly in two โ€” laid out around 470 BC, unchanged since. Walk it end to end, 45 minutes. Loud, chaotic, completely alive. A church every 50 metres, street markets, laundry above your head. The realest street in Italy.
12:00 PM โ€” Lunch
Lunch โ€” All'Antico Vinaio, Corso Umberto I, 28
The best mortadella sandwich in Naples. Order the La Paradiso โ€” thinly sliced mortadella, stracciatella cheese, pistachio cream and crushed pistachios on fresh focaccia baked to order. โ‚ฌ8โ€“14, large enough to share. Right in Centro Storico, steps from everything on today's plan.
3:00 PM ยท 3 HoursBOOKED & PAID
AVPN Pizza Making Class โ€” 3 Hours
The Associazione Verace Pizza Napoletana โ€” the governing body that certifies authentic Neapolitan pizza worldwide. Max 10 people. Learn the actual technique โ€” dough, San Marzano tomatoes, buffalo mozzarella โ€” then bake in a traditional wood-fired oven. Leave with a certificate and the skills to recreate it at home.
July 17 โ€” Friday ยท Departure Day
7:30 AM
Check Out โ€” Hotel Excelsior Naples
Bags ready the night before. Relaxed breakfast โ€” no need to rush this morning. Final espresso on the seafront.
By 9:00 AMCAR DROP-OFF
Drop Hire Car โ€” Centauro, Via del Riposo 18
~25 min drive from the hotel. Return to Centauro at Via del Riposo 18 โ€” the depot is 600m from Naples Airport (NAP) Terminal 1. Booked drop-off 09:00 (return earlier if you like, no penalty). Tel +390 683 662 959. If the depot is open earlier and you drop by ~8am, you can take an earlier train and gain a bigger cushion at FCO.
~9:15 AM
Taxi โ€” Naples Airport area โ†’ Naples Centrale
Taxi or Uber from the Centauro depot / Naples Airport to Naples Centrale station. ~20 minutes. Metered taxi from the rank or via the Uber app.
~10:00 AMBOOK IN ADVANCE
High-Speed Train โ€” Naples Centrale โ†’ Roma Termini
Book at italotreno.it or trenitalia.com in advance. Aim for a departure around 9:45โ€“10:15 AM ยท Journey 1h 10min ยท Approx โ‚ฌ20โ€“40 per person. Trains run every 20โ€“30 min, so you have flexibility. Arrive Roma Termini approximately 11:10am.
~11:20 AM
Leonardo Express / Taxi โ€” Roma Termini โ†’ FCO
Leonardo Express โ‚ฌ14, 32 min, or fixed-fare taxi ~โ‚ฌ50, 45 min. At FCO by approximately 12:00pm โ€” over 2 hours before the 14:15 departure. Comfortable for an international flight.
2:15 PMFLIGHT
Flight 53 โ€” FCO โ†’ Miami (MIA)
Departs FCO 2:15pm, arrives Miami 7:05pm. Booking ref: KDDQMR.
July 18 ยท 10:15 AMFLIGHT
Flight 1300 โ€” Miami (MIA) โ†’ Grand Cayman โ€” HOME
Departs Miami 10:15am July 18, arrives Grand Cayman 10:56am. Booking ref: MWJTGB. Welcome home.