Personalized tours to Italy

Italy is where adventure meets long, slow lunches. From via ferrata in the Dolomites to coastal trails along the Cinque Terre, we plan private tours that move at your speed and never miss the gelato.

Big landscapes, big plates, and the kind of small towns you’ll keep talking about long after you’re home.

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Italy private tours

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Two women relaxing in a gondola on a sunlit Venetian canal, passing ornate palaces and a striped-shirt gondolier — classic Venice gondola ride with High Point Holidays.

Girls Adventure Between Paris and Venice

Paris and Venice, side by side — cobblestone boulevards give way to quiet canals on this girls escape built for romance, art and unforgettable memories with your surroundings.

Duration of the trip: 8 days.

€ 5,090

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8 days
Girls enjoying panoramic sea views from the Exotic Garden in Èze during a tailor-made Girls Trip with High Point Holidays.

Milan & French Riviera Girls Trip Escape

Gothic cathedrals, fashion boutiques, pastel villas and cliffside villages: this girls’ getaway takes your closest friends from Milan’s Duomo to the glamour of the French Riviera, with a birthday to celebrate along the way.

Duration of the trip: 7 days.

€ 2,340

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7 days
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Local Winter Tales: Immersing in France and Italy’s Winter Traditions

Experience the winter traditions of France and Italy as you witness stunning scenery

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12 days
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Dolomites: Tyrolean Explorer

A centre-based holiday to explore the best of the beautiful Dolomites while staying in the comfort of 3 star hotels

€ 1,018

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7 days

Your travel journey
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Introduction to Italy

There’s a reason every adventurer ends up in Italy sooner or later. The Dolomites for ridge walks and climbs, the lakes for paddling, Sicily and the Amalfi for swims you’ll remember years later. Our personalised tours blend the sporty bits with the slow bits — a hike that ends at a vineyard, an island hop that finishes with seafood by the harbour. You go home tired, sun-warmed, and quietly plotting the next trip.

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your Dream Vacation

High Point Holidays is an independent tour operator creating unique and authentic trips in Europe, with a focus on France, the United Kingdom and Ireland.

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Why Travel with high point holiday?

Individually designed

Every trip is shaped entirely around you — your interests, your pace, your dreams — crafting a journey that feels unmistakably yours.

Responsible Travel

We tread lightly wherever we go — supporting local communities, protecting wild places, and ensuring every journey leaves more than it takes.

Flexible Travel

Plans change, and so do we — adapting itineraries on the move, so your journey always reflects how you feel in the moment.

In our hands

From the first spark of an idea to your safe return home, every detail is handled with care — so you can simply enjoy the journey.

Local experts

Our people live and breathe their destinations — sharing hidden corners, trusted contacts, and the kind of insight no guidebook could capture.

Carefully Selected Partners

Handpicked for their passion and depth of knowledge, our guides turn every moment into a story — bringing each place vividly to life.

Our most recommended places to visit in Italy

The Dolomites

Pale limestone towers rise straight out of green pasture here, which makes the walking unusually varied: the Tre Cime circuit, the rolling meadows of
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Italian Alps

Italy's Alpine border curves from the Aosta Valley east to the Dolomites, and you walk it on waymarked paths that climb from larch forest to high summ
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Venice

Venice sits on a cluster of lagoon islands and has no cars, so you walk everywhere: over the Rialto, along the Zattere waterfront, into the quiet call
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Milan

Milan rewards a short, sharp stay.
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Amalfi Coast

Sea cliffs, lemon groves, and the beautiful Path of the Gods high above the water. Drive less, walk more.
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Sicily

An island of volcanoes, ancient temples, and some of the boldest food in the country. Mt Etna for adventure, Ortigia for the slow afternoons.
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accommodation types

A working agriturismo in Tuscany, a family-run rifugio high in the Dolomites, a sun-bleached pensione on the coast. Italy’s stays are personal — and we work with hosts who’ll feed you, point you to the right trail, and remember your name.

Hotel

Italian hotels run from family-owned palazzo stays in Rome and Florence to mountain hotels in the Dolomites and seaside hotels along the Amalfi.

We pick places where the breakfast spread is taken as seriously as the view.

Apartment

An apartment in a Tuscan hill-town or a Roman side-street puts you straight into local life — daily market shops, evening passeggiate, and your own little terrace at the end of it.

We hand-pick apartments with character, location, and the right number of espresso cups.

Guest house

An agriturismo or family-run pensione is the soul of Italian travel — a few rooms, a long table, and food made with what’s growing on the land around you.

It’s the kind of stay you’ll be telling friends about for years.

Campsite

Italian camping is comfortable, scenic, and surprisingly stylish — alpine pitches under the Dolomites, beach sites along the Adriatic, and well-equipped lakeside spots in the north.

We choose sites with the right mix of nature and creature comfort.

Experiences for everyone

Nature & Soft Adventure in ItalyNATURE & SOFT ADVENTURE
Culture & History in ItalyCULTURE & HISTORY
Relaxation in ItalyRELAXATION
Castles in ItalyCASTLES
Couples in ItalyCOUPLES

FAQs

Old towns, castles, and big history. Also great food, wine, thermal baths, and amazing nature like mountains and lakes. We mix famous highlights with smaller local spots so it feels real.

We offer a range, from stylish boutique hotels to cozy guesthouses and unique stays. We focus on places with good location, comfort, and strong reviews. If you want something special, we can add it.

Rules depend on your passport and the countries you visit. We can share general guidance, but you must check and confirm the latest rules yourself with the official authorities (embassy, consulate, or government site). Do this before booking and again close to departure.

Usually, no special vaccinations are needed for most travelers, but it depends on your situation and route. It’s smart to ask your doctor for up-to-date advice. Also make sure your routine vaccines are current.