Learn all the hacks to optimize and upgrade every aspect of your life while spending less and saving more. Chris is a life hacker who has saved millions by breaking down every aspect of life, looking to maximize happiness at the lowest cost.

#107: Italy travel expert Leigh Rowan joins Chris for a third time to discuss all things Italy. Leigh talks about why he feels most at home in the country with the most spectacular cuisine, gorgeous coastlines, ancient ruins, and rich history. He provides money-saving tips, gives suggestions on where to stay, reveals his favorite off-the-beaten-path locations for an authentically local experience, and explains why life is better in Italy. They also discuss the best ways to use your points and miles for your next trip to Italy (flights + hotels).

Leigh Rowan (@leighrowan) is the founder and CEO of Savanti Travel, a travel management company for executives, and the former COO of The Points Guy. He's traveled to Italy 40-50 times (enough that he's lost count).

Full show notes: https://allthehacks.com/italy-leigh-rowan

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Selected Links From The Episode

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Rome

Sites: Pantheon | Colosseum | Vatican | Trevi Fountain | Piazza Navona | Santa Maria in Trastevere

Dine: Pierluigi Restaurant | Panella

Accommodations: Palazzo Manfredi | The St. Regis Rome

North Italy

Places: Venice | Florence | Milan | Santa Margherita | Cinque Terre | Rapallo | Modena

Sites: Accademia Gallery | Uffizi Gallery (Florence) | Milan Museum | St Mark's Square (Venice)

Dine: ParlaComeMangi | Caffè Pasticceria Canepa (Rapallo) | Osteria Francescana (Modena)

South Italy

Places: Amalfi Coast | Naples | Pompei  | Ercolano | Sicily | Agrigento | Palermo | Aeolian Islands | Stromboli | Puglia | Ischia | Catania | Ragusa

Sites: San Domenico Palace | Mount Etna

Accommodations: Il San Pietro (Positano) | Belmond (Portofino)

Off-the-beaten-path: Umbria Festival Corso dei Ceri

Reviews and Ratings: Gambero Rosso

Tours: Context Travel | Airbnb Experiences

App: Duolingo

Stanley Tucci: Searching for Italy

Other Airlines: Neos | La Compagnie | Norse Atlantic

Hotel Award Search: Awayz

Flight Award Search: Point.me (First month for $1 with ALLTHEHACKS)

Full Show Notes

Introduction (00:00)

What makes Italy a unique place to visit? (02:45)

The biggest takeaway: Relax and enjoy life (04:13)

Different ways to approach planning a trip to Italy (05:25)

Must-see recommendations in Rome (07:59)

Southern Italy destinations (10:03)

Northern Italy destinations (11:28)

Off-the-beaten-path locations to visit (12:13)

Getting by without speaking Italian (14:08)

Cultural norms to be aware of (15:51)

Meeting locals and having an authentic local experience (17:50)

Navigating within Italy (19:14)

Cost-saving tips (23:22)

Website recommendations (24:47)

Where to stay and how to book (28:42)

Booking activities in Italy (33:24)

Private tours (35:42)

Other destinations to see in Italy (37:25)

What to see and do in northern Italy (41:32)

Leigh’s dining recommendations (42:36)

Getting to and from Italy (49:02)

Using points for Flights (53:41)

Using points for Hotels (1:04:22)

Italy Unlocked: Insider Tips, Must-See Destinations and Booking Flights/Hotels on Points with Leigh Rowan

All the Hacks