Italy Active &amp; Adventure Travel Tours

From $4,199/person

Fun & Adventure from Montepulciano to Chianti

Family riding bikes on a gravel road with a brick church building in the background

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

Two people riding bikes on an empty road, surrounding by crop fields

Group of kids in the ocean with their hands in the air

Girl pointing at a chalkboard with a man kneeling down and smiling

Biking

Families with Kids & Teens

Tuscany Family Bike Tour

6 days

Levels 1-4

Premiere Hotels

2026: Jun-Aug

From $5,199/person

Southern Italy's Volcanoes, Ancient Cultures & Sun-Warmed Beaches

Two locals on boat during sunset, large mountain in distance.

Server pouring white wine into four glasses.

Shot of forest trail, fence, signage, two stone pylons.

Guest walking past cacti, ocean cliffs, blue water.

Hiking & Walking

Couples, Friends & Solos

Sicily & the Aeolian Islands Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

2026: May-Jul, Sep

From $5,399/person

Italian & French Mediterranean Isles

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

Jagged cliffs on the edge of an ocean, with a red kayak floating

Man and woman biking on an asphalt road with a rustic clocktower in the background

Man jumping out of a boat into a lake, with other people swimming in the ocean

Guest cycling through town square in Zonza.

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

Levels 1-3

Casual & Deluxe Hotels

2026: May-Jun, Aug-Sep

From $5,049/person

Dolce Tempo Journey from il Mare to Matera

Two guests cycling down coastal road, light blue water in background.

White, brick buildings with a small pathway

Flowers and a rustic building overlooking the ocean

Aerial shot of guests cycling down farm road, freshly tilled and watered trees on their left.

Two women riding bikes with an ancient building in the background

Biking

Couples, Friends & Solos

Puglia & Basilicata Easygoing E-bike Tour

6 days

Levels 1-3

Premiere Hotels

2026: Apr-Jun, Sep-Oct

From $5,899/person

Glamour & Luxury in Capri & Amalfi

Wide view of a town on a cliff next to the ocean

Two women on a boat, smiling while holding onto railings

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

A pink plate, full of sliced tomatoes and parsley on top

Sky view of town, with tall mountains in the back and the ocean to the left

Hiking & Walking

Couples, Friends & Solos

Italy's Amalfi Coast Hiking & Walking Tour

6 days

Levels 1-3

Premiere Hotels

2026: Apr-Jun, Aug-Oct

From $7,799/person

Emilia-Romagna & Veneto's Wine & Cuisine

Cyclists riding along an Italian road with an old church building

Cyclists enjoying coffees on front steps of a cafe

Cyclists crossing a wooden bridge in Veneto

Shelves filled with wheels of Parmigiano Regiano

Cyclist riding around a corner with a vineyard in the background

Biking

Couples, Friends & Solos

Parma to Verona & Venice Bike Tour

6 days

Levels 1-4

Casual & Premiere Hotels

From $4,599/person

Cuisine, Culture & Chianti in the Heart of Italy

Rear shot of guest with bike, looking towards vineyard town.

Guest rejoicing over grapevines, sunlight.

Two women cycling by a vineyard at sunset

Biking

Couples, Friends & Solos

Tuscany Wine Country Bike Tour

6 days

Levels 2-4

Premiere Hotels

2026: May-Jun, Sep-Oct

From $6,599/person

Mountain Adventures from Salzburg to Venice

Wide shot of hilly vista, riverside town and mountains in distance.

Man and woman wearing biking gear, riding bikes on a road with to large grass valleys

Man riding a bike on an empty road, with a large field and tall mountains in the background

Man smiling while holding up a skinny bottle of alcohol

Two women smiling while riding bikes with tall mountains in the background

Biking

Couples, Friends & Solos

Austrian Alps & Italy's Dolomites Bike Tour

6 days

Levels 2-4

Premiere Hotels

From $5,899/person

Dolce Tempo Journey through the Towns & Vineyards of Chianti

Guest cycling on countryside road, smiling.

Group of guests at dinner, cheersing wine glasses.

Biking

Couples, Friends & Solos

Tuscany Wine Country Easygoing E-bike Tour

6 days

Levels 1-3

Premiere Hotels

2026: May-Jun, Sep-Oct

From $6,499/person

Catania to Mount Etna—Italy's Legendary Isle

Wide shot of Mount Etna, small boats in water in foreground.

People smiling down from outside a church in Sicily

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

Multi-Adventure

Couples, Friends & Solos

Sicily Multi-Adventure Tour

6 days

Levels 2-4

Premiere & Deluxe Hotels

2026: May-Jun, Oct

From $5,699/person

Alpine Adventures Beneath Majestic Mountains

Wooden sign with red and white arrows, with tall rocky mountains in the background

Group of guests hiking down forested trail, one looking back to camera.

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

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

Multi-Adventure

Families with Kids & Teens

Dolomites Family Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

2026: Jun-Jul

From $5,499/person

Dramatic Peaks & Lakeside Elegance in Italy

Two bikers on a road through grassy fields

Two bikers on a road next to colorful buildings

Biking

Couples, Friends & Solos

Dolomites to Lake Garda Bike Tour

6 days

Levels 2-4

Premiere Hotels

2026: Aug-Oct

From $5,799/person

Peak Experiences in Germany, Austria & Italy

Two people with walking poles descending a grassy hill

Rocky hill with large mountains in the distance

Three people biking through a town of white buildings with wooden roofs

Man in a grassy field holding up a bike over his head

Multi-Adventure

Couples, Friends & Solos

Bavaria, Tyrolean Alps & the Dolomites Multi-Adventure Tour

6 days

Levels 2-4

Premiere Hotels

2026: May-Sep

From $6,099/person

Glacial Paths in the Brenta Range & Passo Tonale

Three women and one man hiking on a grassy trail with fog-covered mountains in the background

Open valley with dirt trails and tall hills

Two men smiling while holding up large beer mugs

Wide shot of craggy cliffs, trails, valley, mountain in distance.

Woman riding a bike on an empty road, with a large valley to the right

NEW

Multi-Adventure

Couples, Friends & Solos

Dolomites Multi-Adventure Tour

6 days

Levels 2-4

Deluxe Hotels

2026: Jun-Sep

From $5,099/person

High Peaks, Lakes & Luxuries from St. Moritz to Varenna

Man and woman ascending a rocky, dirt trail with large mountains ahead

Alleyway of houses with mountains in the distance

Boots with plants on top of a hill, with mountains in the distance

Group of guests cheersing glasses at meal.

Snowy mountain trails in the Swiss Alps.

NEW

Hiking & Walking

Couples, Friends & Solos

Swiss Alps to Italy's Lake Como Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

2026: Jun-Aug

From $7,199/person

Winter Magic, Fairy-Tale Hamlets & Italian Peaks

A small town covered in snow and lit up with lights

Multi-Adventure

Couples, Friends & Solos

Dolomites Snow Adventure Tour

5 days

Levels 1-3

Premiere Hotels

2025: Dec

2026: Jan-Mar, Dec

2027: Jan-Mar

From $5,299/person

Dolce Tempo Journey from Italy's Seaside to Tuscan Villages

Sky view of a row of buildings in front of a boat dock

Three guests laughing and holding wine themed decorative signs.

Cliffside by the ocean with buildings on top

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

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Easygoing Walking Tour

6 days

Levels 1-2

Casual & Premiere Hotels

From $4,499/person

High-Alpine Adventure in Val di Fassa

Group of people walking in a grassy valley towards tall mountains

Large stone archway with a building in a gravel area

Wooden cabin with flower pots hanging outside

Grassy hill with a house and a forest and mountains in the background

Group of people walking up a hill towards a white building

NEW

Hiking & Walking

Couples, Friends & Solos

Dolomites Hiking Tour

6 days

Levels 3-5

Casual & Deluxe Hotels

2026: Jun-Sep

From $4,799/person

Immersive Adventure & High-Alpine Luxury in Northern Italy

Green slopping hills in front of snowy mountains

Hikers walking a path towards mountain range

Hiking & Walking

Couples, Friends & Solos

Dolomites Lodge-to-Lodge Hiking Tour

6 days

Levels 3-5

Premiere Hotels

2026: Jun-Sep

From $5,799/person

A Taste of Italy from Pienza to Siena & Chianti

Two guests cycling down vineyard road towards villa.

Five young guests biking down forest road, grapevines.

Two guests walking with their bikes, talking, both smiling.

Biking

Families with Teens & 20s

Tuscany Family Bike Tour

6 days

Levels 2-5

Casual & Deluxe Hotels

2026: May-Jul

From $4,299/person

Alpine Adventures beneath Majestic Mountains

Guest cycling on road, meadow and large mountain in background.

Group of guests hiking down mountain trail, Dolomite range in background.

Guest on mountain trail, donkey beside her.

Multi-Adventure

Families with Teens & 20s

Dolomites Family Multi-Adventure Tour

6 days

Levels 2-4

Premiere Hotels

2026: Jun-Jul

From $6,299/person

Peak Experiences in Germany, Austria & Italy

Small town scattered across a large grass valley, surrounded by large mountains

Three men on a road next to a lake riding their bicycles

Three women posing together in traditional German dresses.

Biker riding on road with scenic German lake in background.

Man and women wearing a bicycle jersey, holding up glasses full of beer

Multi-Adventure

Families with 20s & Beyond

Bavaria, Tyrolean Alps & the Dolomites Family Multi-Adventure Tour

6 days

Levels 2-4

Premiere Hotels

2026: May-Aug

From $6,099/person

Dolce Tempo Journey Through Italy's Majestic Mountains

Group of people with walking poles, walking through a road with mountains in the distance

Lager beer mug and fresh baked homemade pretzel with sea salt on wooden table. Classic beer snack

Person wearing a red shirt, walking through a trail surrounded by plants

NEW

Hiking & Walking

Couples, Friends & Solos

Dolomites Easygoing Walking Tour

6 days

Levels 1-2

Premiere Hotels

2026: Jun-Jul, Sep-Oct

From $6,199/person

977 Dates

Sort: Date

2026

April 2026

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

Biking

Couples, Friends & Solos

Puglia to Basilicata Bike Tour

6 days

2-4

Deluxe Hotels*

$4,599/person

(+$850 for optional single occ.)

Available

Apr 26, 2026

Sunday

May 1, 2026

Friday

Sky view of large lake surrounded by a town of houses and mountains

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

2-4

Casual Hotels

$4,499/person

(+$1,500 for optional single occ.)

Available

Apr 28, 2026

Tuesday

May 3, 2026

Sunday

Hiking & Walking

Couples, Friends & Solos

Italy's Amalfi Coast Hiking & Walking Tour

6 days

2-4

Casual Hotels

$5,299/person

(+$1,000 for optional single occ.)

Request to Book

Apr 28, 2026

Tuesday

May 3, 2026

Sunday

Wide shot of Corsican coastline. Houses dotting the hillside.

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

1-3

Premiere Hotels

$6,299/person

(+$1,400 for optional single occ.)

Available

Apr 28, 2026

Tuesday

May 3, 2026

Sunday

May 2026

Two bikers riding past stone Truli houses in Puglia, Italy

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

6 days

1-4

Premiere Hotels

$5,799/person

(+$1,500 for optional single occ.)

Available

May 1, 2026

Friday

May 6, 2026

Wednesday

Multi-Adventure

Couples, Friends & Solos

Sicily Multi-Adventure Tour

6 days

2-4

Premiere & Deluxe Hotels

$5,699/person

(+$1,200 for optional single occ.)

Available

May 1, 2026

Friday

May 6, 2026

Wednesday

Biking

Couples, Friends & Solos

Tuscany by the Sea Bike Tour

6 days

1-4

Premiere Hotels

$6,399/person

(+$2,000 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Sicily Bike Tour

6 days

2-5

Premiere Hotels

$5,499/person

(+$2,100 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

6 days

1-4

Premiere Hotels

$5,799/person

(+$1,300 for optional single occ.)

Unplugged

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Wide shot of Lake Como coastline, colorful houses.

Hiking & Walking

Couples, Friends & Solos

Italy's Lake Como & Bellagio Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$6,799/person

(+$2,350 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Guest cycling down lone, tree-lined road.

Biking

Couples, Friends & Solos

Tuscany Bike Tour

6 days

2-5

Casual & Deluxe Hotels

$4,299/person

(+$700 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Tuscany Active Culinary Hiking & Walking Tour

6 days

1-3

Casual & Deluxe Hotels

$4,599/person

(+$1,000 for optional single occ.)

Going fast! 5 spaces left

May 3, 2026

Sunday

May 8, 2026

Friday

Man and woman smiling while looking at each other, with a large stone arch in the background

Hiking & Walking

Couples, Friends & Solos

Sicily Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,799/person

(+$1,600 for optional single occ.)

Request to Book

May 3, 2026

Sunday

May 8, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

1-3

Premiere Hotels

$6,299/person

(+$1,750 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Puglia to Basilicata Bike Tour

6 days

2-4

Deluxe Hotels*

$4,599/person

(+$950 for optional single occ.)

Request to Book

May 3, 2026

Sunday

May 8, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Sicily & the Aeolian Islands Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

(+$700 for optional single occ.)

Solo Room Savings

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

1-3

Casual & Deluxe Hotels

$5,049/person

(+$750 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Italy's Amalfi Coast Hiking & Walking Tour

6 days

1-3

Premiere Hotels

$7,799/person

(+$2,300 for optional single occ.)

Request to Book

May 3, 2026

Sunday

May 8, 2026

Friday

Hiking & Walking

Women's Adventures

Italy's Amalfi Coast Women's Hiking & Walking Tour

6 days

2-4

Casual Hotels

$5,199/person

(+$1,100 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

a backroads guest walks through a vineyard

Hiking & Walking

30s & 40s

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

2-4

Casual Hotels

$4,499/person

(+$900 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Puglia & Basilicata Easygoing E-bike Tour

6 days

1-3

Premiere Hotels

$5,899/person

(+$1,800 for optional single occ.)

Available

May 4, 2026

Monday

May 9, 2026

Saturday

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

2-4

Casual Hotels

$4,499/person

(+$1,500 for optional single occ.)

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday

Hiking & Walking

Couples, Friends & Solos

Italy's Lake Como & Bellagio Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$6,799/person

(+$2,350 for optional single occ.)

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday

Biking

Couples, Friends & Solos

Tuscany Bike Tour

6 days

2-5

Casual & Deluxe Hotels

$4,299/person

(+$750 for optional single occ.)

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

1-3

Premiere Hotels

$6,299/person

(+$1,400 for optional single occ.)

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday