About Olli
The Boston Terrier who traded Beantown for il Bel Paese
Official Rating
Italy gets 5 Pawps
Meet Olli
One walk, one snack, one historic stop, and one Olli Pawp at a time.
Olli is a lovable, clever, brown-and-white Boston Terrier with a big personality, an adventurous spirit, and absolutely no interest in being left behind.
He loves to travel and believes every trip is better when he is right beside his humans. Whether he is walking through medieval hill towns, riding across Italy, relaxing at an Airbnb, exploring historic streets, visiting restaurants, or investigating a brand-new smell, Olli wants to be part of everything. Personal space is not really his thing. Family time is.
During his adventures in Italy, Olli explored famous cities, quiet villages, grocery stores, wineries, cafés, piazzas, beaches, farms, and countryside stays. He traveled from Rome through Orte and Sinalunga, explored Tuscany, visited Montepulciano and Siena, and continued onward through many more stops across Italy and Sicily.
Olli is curious about history, fascinated by food, and always ready to inspect a new location. He carefully reviews the places he visits using his official Olli Pawp Rating, judging everything from accommodations and restaurants to scenery, snacks, comfort, and overall dog-friendliness.
16+
Episodes Filmed
20+
Italian Towns Visited
5
Gelato Flavors Approved
50+
Pawp Rating Reviews
The Traveler
He is a remarkably patient traveler who rarely gripes or complains. Long drives, unfamiliar beds, busy streets, unusual shopping carts, and crazy Italian roundabouts are all manageable — as long as his humans stay nearby.
There is, however, one important exception: Olli expects snacks. Cheese is his favorite form of travel compensation, emotional support, and quality-control payment. A shortage of cheese may result in dramatic expressions, sarcastic thoughts, prolonged staring, or an immediate reduction in the official Pawp rating.
Olli enjoys Italian food, but he has made one thing very clear: he hates wine. His humans may enjoy winery tours and tastings, but Olli would much rather skip the tasting notes and move directly to the cheese plate.
Smart, Expressive, Endlessly Affectionate
Olli notices the smells his humans miss, finds the snacks they overlook, and reminds everyone that the best part of traveling is experiencing it together.
Curious
Olli investigates everything. Every smell. Every sound. Every Italian grandmother.
Dramatic
A shortage of cheese may result in dramatic expressions, sarcastic thoughts, and prolonged staring.
Loyal
Olli's humans are his whole world. He just also happens to love all of Italy.
Opinionated
He hates wine. His humans may enjoy winery tours, but Olli goes straight for the cheese plate.
"The snaggle tooth has its own fan club."
The Humans Behind the Lens
Olli's adventure wouldn't be possible without his humans — the ones who carry the camera, book the Airbnbs, translate the menus, and make sure Olli doesn't eat anything he shouldn't. They're the producers, directors, editors, and chief treat-dispensers of Olli In Italy. They prefer to stay behind the camera, but their love for Italy — and for Olli — is in every single frame.
The Olli Pawp Rating System
Every place Olli visits gets rated on the official Olli Pawp Scale — from 1 to 5 Pawps. The criteria? Vibes, smells, walkability, friendliness to dogs, and the all-important question: would Olli come back? It's the most rigorous rating system in Italy. Probably.
See All Pawp RatingsOne walk, one snack, one historic stop, and one Olli Pawp at a time.
Follow the Adventure
New episodes drop regularly. Subscribe on YouTube so you never miss Olli discovering a new piazza, judging a new hotel, or giving his signature side-eye to a particularly disappointing espresso.
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