the perfect italian itineraries

Which itinerary would you choose...hit the cities, take a trip to the heel or go big with the all-rounder? After being lucky enough to spend a few weeks travelling around Italy earlier this year, I've rounded up some of the best itineraries below.

If you have a trip to Italy in mind, I'd love to hear from you!



Tag with Tuscany

Days 1 - 2

Venice for 2 nights

Stay at: Aman Venice, Palazzo Cristo, Il Palazzo Experimental, Palazzina G

Days 3 - 5

Florence for 3 nights

Stay at: Continentale, Portrait Firenze, JK Place, Il Salviatino

Days 6 - 8

Rome for 3 nights

Stay at: Hotel Vilon, Portrait Roma, JK Place, Casacau, DOM Hotel

Not to miss: a vespa tour of the city!



Tag with Milan, Venice or Verona

Days 1 - 3

Lake Como for 3 nights

Stay at: Grand Hotel Tremezzo, Mandarin Oriental Lago di Como, Filario or Il Sereno

Not to miss: a day on the lake!

Days 4 - 5

Lake Iseo for 2 nights

Stay at: L'Albereta

Days 6 - 8

Lake Garda for 3 nights

Stay at: Lido Palace, Vivere Suites, Prati Palai



Days 1 - 3

Basilicata for 3 nights

Stay at: Sextantio le Grotte della Civita, Palazzo Margherita

Not to miss: a visit to Matera - the city built into the mountainside

Days 4 - 8

Puglia for 5 nights

Stay at: Palazzo Bozzi Corso, Borgo Egnazia, Masseria Torre Maizza, La Peschiera, Don Totu, Masseria Cervarolo, Borgo Canonica

Not to miss: pasta! This area is the top producer of this Italian staple



With a hint of coast

Days 1 - 5

Tuscany for 5 nights

Stay at: Borgo Pignano, COMO Castello del Nero, Monteverdi, Castello di Vicarello, Locanda in Tuscany

Days 6 - 9

for 4 nights

Stay at: Il Pellicano

Not to miss: take a boat trip and snorkel at some of the nearby hidden coves



Tag with Naples

Days 1 - 4

Amalfi Coast for 4 nights

Stay at: Palazzo Avino, Monastero Santa Rosa, Il San Pietro di Positano, Le Sirenuse, Maison La Minervetta, Bellevue Syrene

Not to miss: a private boat trip

Days 5 - 7

Capri for 3 nights

Stay at: JK Place, Capri Tiberio Palace, Capri Palace

Not to miss: hike Monte Solaro to take in the incredible views



Days 1 - 3

Aeolian Islands for 3 nights

Stay at: Principe di Salina

Not to miss: a cooking class!

Days 4 - 8

Sicily for 5 nights

Stay at: Dimora delle Balze, Monaci delle Terre Nere, Verdura Resort, Belmond Grand Hotel Timeo

Days 9 - 11

Pantelleria for 3 nights

Stay at: Sikelia Luxury Retreat

Not to miss: spend an evening on board the hotel boat to enjoy your dinner cooked and served up at sea



Days 1 - 5

Milan for 2 nights before heading up to Lake Como for 3 nights

Days 6 - 8

Florence for 3 nights

Days 9 - 13

Tuscany for 5 nights

Days 14 - 16

Rome for 3 nights

Days 17 - 20

Amalfi Coast for 4 nights

Days 21 - 23

Capri for 3 nights

If you have an extra night to spare, end with a night of pizza eating in Naples

Price - best guaranteed

Paper Plane receives payment direct from hotels and partners so there's no fee to book, and a guarantee that you won't pay over the published price.


Destinations - worldwide

Paper Plane can create itineraries for any destination using instinct and experience (an 'eye' for the right thing); weekend breaks, long-haul holidays, villa holidays, weddings, honeymoons, babymoons, family holidays, group holidays, health retreats & business travel. 


Trust - multiple trusted partners

Paper Plane has relationships with multiple trusted partners so the recommendations provided don't come from just one collection of hotels, which gives me the freedom to make you the only priority


Service - the extra touches

Flights, hotels and transfers are booked as a given but Paper Plane believes it's the extra touches that mean the most to any trip so can happily assist with tours, restaurants, activities and any personal requests.