Italy Active & Adventure Travel Tours

85 Trips

Wide shot of Cinque Terre houses, small pier and ocean down below.

Shot of ceiling in domed church, mosaics and art on ceiling.

Porto Venere, Italy

Two guests walking past vineyard, Italian hillside in background.

Bird's eye shot of Italian countryside villa and vineyard.

Walking & Hiking

Couples, Friends & Solos

Cinque Terre & Tuscany Walking & Hiking Tour

Coastal Italy's Seaside Charm & Tuscan Villages

6 days

Levels 2-4

Casual Hotels

2025: Jul-Oct

2026: Apr-Oct

From $4,499/person

Lungomare Castiglione della Pescaia

Assortment of gelato.

Wide shot of hilly vineland during sunset.

Backroads guest holding a glass of wine with a vineyard in the background.

Shot of bay full of sailboats, colorful multi-tier housing on hillside in distance.

Biking

Couples, Friends & Solos

Tuscany by the Sea Bike Tour

Italian Vineyards & Romantic Coast

6 days

Levels 1-4

Premiere Hotels

2025: Jul-Oct

2026: May-Oct

From $6,399/person

Wide shot of Ramez Castle, large mountain in background.

Guest/leader at meal, hanging shish kabob(?) with potato wedges in front of them.

Guest cycling down mountain road, numerous peaks in background.

Wide shot of Campo Tures, Taufer's Castle in center.

Leader & guide seasoning bowl of tomatoes.

Biking

Couples, Friends & Solos

Dolomites Bike Tour

World-Class Routes in Italy & Austria

6 days

Levels 1-4

Premiere & Deluxe Hotels

2025: Jul-Sep

2026: May-Oct

From $5,799/person

Backroads guest biking on path

Biker posing with gelato.

Backroads guest biking on path

Two bikers posing in front of church with their bikes.

Two Backroads guests biking on path

Biking

Couples, Friends & Solos

Sicily Bike Tour

Italian Seaside & Ancient Civilizations

6 days

Levels 2-5

Premiere Hotels

2025: Aug-Oct

2026: Apr-Jun, Aug-Oct

From $5,199/person

View of large hills covered in trees, with tall mountains in the distance

Group of people around a circular table, raising their wine glasses for a toast while smiling

Numerous glasses of red wine.

Wide shot of the Dolomites, hilltop village in middleground, purple flowers in foreground.

Wide shot of mountainous vista, small hilltop house in middleground.

Multi-Adventure

Couples, Friends & Solos

Dolomites Multi-Adventure Tour

Alpine Adventures beneath Majestic Mountains

6 days

Levels 2-4

Premiere Hotels

2025: Jul-Oct

2026: Jun-Sep

From $6,199/person

Two bikers riding past stone Truli houses in Puglia, Italy

Bird's eye shot of Matera, Italy.

Someone preparing bruschetta, pouring olive oil.

Three people drinking wine and laughing in a vineyard in Puglia

Point of view shot of sky, tops of white houses and red tapestries flowing between them.

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

Coastlines, Hill Towns & World Heritage Sites

6 days

Levels 1-4

Premiere Hotels

2025: Aug-Oct

2026: Apr-Jun, Aug-Oct

From $5,699/person

Wide shot of the Amalfi coast.

Six guests on boat, three looking at one of their phones.

Wide shot of Amalfi Coast, boats dotting the crystal blue water.

Pier on the Amalfi Coast, boast littering the water's edge.

Bottle of limoncello.

Walking & Hiking

Couples, Friends & Solos

Italy's Amalfi Coast Walking & Hiking Tour

Path of the Gods, Idyllic Capri & Ischia

6 days

Levels 2-4

Casual Hotels

2025: Aug-Oct

2026: Apr-Oct

From $5,249/person

One guest taking photo of other three, mountains behind them.

Two locals smiling, large mountains, clouds behind them.

Guest with hiking poles on hilltop, gesturing to large range behind her.

Three guests in hiking gear, craggy cliffside to their right.

Three guests in front of wooden building, one in center, the other two gesturing to them.

Walking & Hiking

Couples, Friends & Solos

Dolomites Walking & Hiking Tour

Fairy-Tale Villages amid Italy's Great Peaks

6 days

Levels 2-4

Premiere Hotels

2025: Jul-Oct

2026: Jun-Oct

From $5,899/person

Wide shot of Lake Como coastline, colorful houses.

Two guests walking down narrow alleyway.

Wide shot of the Albergo Ristorante and it's surrounding lake, sunset.

Three guests walking beside lake, road to their right.

Bird's eye shot of the Cannavacciuolo Ristorante and it's surrounding village.

Walking & Hiking

Couples, Friends & Solos

Italy's Lake Como & Bellagio Walking & Hiking Tour

Stylish Sojourn in the Italian Lake District

6 days

Levels 2-4

Premiere Hotels

2025: Aug-Oct

2026: Apr-Jun, Aug-Oct

From $6,799/person

Wide shot of town square in Vinci Village.

Two guests cycling down brick road, small church in background.

Plate of italian food

Guest holding peach in front of camera.

Group of guests cheersing coffee mugs.

Biking

Couples, Friends & Solos

Italy's Piedmont Bike Tour

A Food & Wine Lover's Paradise in Piemonte

6 days

Levels 2-4

Premiere Hotels

2025: Aug-Oct

2026: Apr-Oct

From $5,599/person

Guest cycling down lone, tree-lined road.

Four guests at dinner, talking wine with local.

Guests cycling in front of red flower bushes, hills in distance.

Wide shot of Brunelleschi's dome and it's surrounding city.

Close-up of decorative plates.

Biking

Couples, Friends & Solos

Tuscany Bike Tour

A Taste of Italy from Pienza to Siena & Chianti

6 days

Levels 2-5

Casual & Deluxe Hotels

2025: Aug-Oct

2026: May-Oct

From $4,249/person

Shot of the Abbey of Sant'Antimo.

Wide shot of Tuscan countryside.

Close-up of guests at cooking class.

Small brick house, blue night sky and moon in background.

Three guests walking down Italian road, small stone shack in distance.

Walking & Hiking

Couples, Friends & Solos

Tuscany Active Culinary Walking & Hiking Tour

Gourmet Adventure in Italy from Chianti to Val d'Orcia

6 days

Levels 1-3

Casual & Deluxe Hotels

2025: Aug-Oct

2026: May-Jul, Sep-Oct

From $4,499/person

Guests walking next to ocean cliffside, towards small sandstone building.

Shot of the Cathedral of Cefalù during sunset.

Group of guests, all looking towards camera, wine glasses in hand.

Close-up of four full coffee mugs.

Food spread, cured meat, cheese, tomato, pizza bread, etc.

Walking & Hiking

Couples, Friends & Solos

Sicily Walking & Hiking Tour

Italian Enchantments from Palermo to Mount Etna

6 days

Levels 2-4

Premiere Hotels

2025: Aug-Oct

2026: Apr-Jun, Aug-Oct

From $5,499/person

Wide shot of Corsican coastline. Houses dotting the hillside.

Overhead shot of guests on the beach, some are on small boats in the water.

Close-up shot of white and purple flowers, ocean and cliffs in background.

Two guests cycling down road, between large, craggy rock faces.

Eight guests hiking on rocky shore, ocean to their right, hills in distance.

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

Italian & French Mediterranean Isles

6 days

Levels 1-3

Premiere Hotels

2026: Apr-Jun, Aug-Sep

From $6,299/person

Small oceanside town with crop fields and mountains

Colorful homes on a narrow street

Multiple colorful boats tied to a dock by the ocean

Woman smiling while holding on to a bicycle

Man and woman kissing while holding up glasses of beer

Multi-Adventure

Couples, Friends & Solos

Dolomites to Lake Garda Multi-Adventure

Towering Peaks, Green Valleys & Italy’s Grandest Lake

6 days

Levels 2-4

Premiere Hotels

2025: Aug-Oct

2026: May-Jun, Aug-Oct

From $6,099/person

Guest overlooking white-rock coast, light blue water in background.

Guest biking in Alberobello, large bush obscuring half the shot.

Guest smiling in front of Alberobello houses.

Two guests talking with local guide, wine glasses and bottle in hand.

Close-up of building, white and red walls, red door and purple flowers visible.

Biking

Couples, Friends & Solos

Puglia to Basilicata Bike Tour

From Ancient Matera to Salento

6 days

Levels 2-4

Deluxe & Premiere Hotels

2025: Sep-Oct

2026: Apr-Jun, Aug-Oct

From $4,499/person

Guest petting cow, large, craggy mountain range in distance.

Storefront shot of "LA MAISON DE FILIPPO".

Two men in snow gear, holding up their arms while holding walking poles on top of a snowy mountain

Group of men and women smiling while holding glasses of wine and spirits

Cheese Swiss Alps

Walking & Hiking

Couples, Friends & Solos

French & Italian Alps Walking & Hiking Tour

Chamonix, Mont Blanc & the Magic of the Alps

6 days

Levels 2-4

Premiere Hotels

2025: Aug-Sep

2026: Jun-Sep

From $5,899/person

Shot of Dolomite signage, numerous trails listed.

Shot of the Church of Colfosco and it's surrounding village.

Guest leaning on wooden fence, looking out towards mountain vista.

Local playing accordion.

Guest with horse in valley, mountains in distance.

Walking & Hiking

Couples, Friends & Solos

Dolomites Hut-to-Hut Hiking Tour

Alpine Adventure amid Italy's Dramatic Mountains

6 days

Levels 3-5

Casual Hotels

2025: Sep-Oct

2026: Jun-Oct

From $4,399/person

Two guests cycling down road on tree-filled vista.

Two guests cycling down road, rocky cliffs behind them.

POV shot of local handing guest an oyster.

Guests at meal, cheersing wine glasses.

Guests at meal, one playing guitar, other singing behind them.

Biking

Couples, Friends & Solos

Italy's Sardinia Bike Tour

White-Sand Beaches & Granite Peaks on Italy's Mediterranean Isle

6 days

Levels 2-5

Premiere & Deluxe Hotels

2025: Sep-Oct

2026: May-Jun, Sep-Oct

From $5,699/person

Small coastal pier, colorful ships visible, mountain in distance.

Local guide in traditional clothing posing for camera, leaning on wooden fence.

Wide shot of craggy, Italian coast cliffs. Ocean to left.

Shot of mountain cemetery building, gravestones in background.

Long outdoor dining table set for a meal amid the Dolomites

Walking & Hiking

Couples, Friends & Solos

Dolomites to Lake Garda Walking & Hiking Tour

Majestic Mountains & Italy’s Largest Lake

6 days

Levels 2-4

Premiere Hotels

2025: Sep-Oct

2026: May-Jun, Sep-Oct

From $5,699/person

Wide shot of brick villages, large brick building on hilltop.

Guest biking past vineyard.

Guest next to grapevine, holding grapes.

Close up of hand tending to red grapes.

Wide shot of curved vineyard.

Biking

Couples, Friends & Solos

Italy's Assisi to the Adriatic Bike Tour

Umbria's Wine Country & the Coastal Charm of Le Marche

6 days

Levels 1-4

Casual & Deluxe Hotels

2025: Jul, Sep

2026: May-Jun, Aug-Oct

From $4,399/person

Train Swiss Alps

Close-up shot of an Alpine Ibex.

Housefront shot of stone building, wooden doors, balcony.

Two guests walking up mountain trail, clouds, mountain in distance.

Storefront shot of "SOCIETA DELLE GUIDE".

Walking & Hiking

Couples, Friends & Solos

French & Italian Alps Lodge-to-Lodge Hiking Tour

Epic Alpine Adventure from Chamonix to Mont Blanc

6 days

Levels 3-5

Casual & Premiere Hotels

2025: Jul-Aug

2026: Jun-Sep

From $4,399/person

3 hikers descending a trail surrounded by trees and tall mountains

Wide shot of Trento, Italy.

Wide shot of blue lake, ring of mountains all around.

Women and two men hiking on a dirt path on top of a hill

Shot of still lake, craggy rocks dotting lakeside, mountain in distance.

Walking & Hiking

Couples, Friends & Solos

Brenta Dolomites Home Base Walking & Hiking Tour

A Singular Hotel Experience in Northern Italy’s Mountain Paradise

5 days

Levels 2-4

Premiere Hotels

2025: Aug-Sep

2026: Jun-Sep

From $5,299/person

Wide shot of Marebbe Enneberg.

Waiter holding plate of cake for two guests.

Guests sitting around a table holding pints of beer.

Basket filled with different types of bread and rolls, soft pretzels.

Biker enjoying a glass of rose wine.

Multi-Adventure

Couples, Friends & Solos

Dolomites Easygoing Multi-Adventure Tour

Dolce Tempo Journey amid Italy's Dramatic Peaks

6 days

Levels 1-2

Premiere Hotels

2025: Aug-Oct

2026: Jun-Sep

From $6,499/person

Italy Active & Adventure Travel Tours

Our roots in Italy run deep. We’ve been hosting guests like you on active adventure tours in Tuscany, Cinque Terre and beyond for decades. In designing our Italy trips, we’ve hand-picked the best biking routes, hiking trails, and restaurants, pairing them with local experiences and surprising encounters. From Northern Italy's Dolomites to Sicily's sun-warmed southern coast, join us for an active Italy vacation with off-the-beaten-path discoveries, luxurious hotels and so much more. Benvenuto!