Challenging Hiking Trips

These hiking adventures offer activity levels 3-5 and 4-5, with varied terrain and daily route options perfect for avid hikers.

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34 Trips

Woman walking along a dirt trail with large mountains in the distance

Large mountains with a valley of trees on the ground floor

White goat walking on a hill with dried trees behind it

Group of guests walking next to small river, grassy meadow, mountains in background.

Woman smiling while walking a trail with hiking poles

Hiking & Walking

NEW

6 Days

Canadian Rockies Hiking Tour

Epic Hikes & Wilderness Lodges from Banff to Yoho

Couples, Friends & Solos

Deluxe Hotels

Activity Levels 3-5

From $4,849/person

Large valley wit thick forest and tall mountains on either side

Exterior view of wooden hotel building with two women in front walking

Guest at farm, cow licking her cheek.

Wide shot of green, hilly plains.

Shot of Dolomite signage, numerous trails listed.

Hiking & Walking

6 Days

Dolomites Hut-to-Hut Hiking Tour

Alpine Adventure amid Italy's Dramatic Mountains

Couples, Friends & Solos

Casual & Deluxe Hotels

Activity Levels 3-5

From $4,499/person

Local on hillside playing instrument, snowy mountains, hills behind them.

Wide shot of the Cuzco Main Square.

Guest on cliffside swing, overlooking large drop.

Wide shot of Machu Picchu during sunset.

Close-up of powdered dyes.

Hiking & Walking

9 Days

Peru Lodge-to-Lodge Trekking Tour

Journey Through the High Andes from Cusco to Machu Picchu

Couples, Friends & Solos

Premiere Hotels

Activity Levels 3-5

From $7,699/person

Green slopping hills in front of snowy mountains

Hikers walking trail towards mountain

Fog over tall pine trees

Hikers walking a path towards mountain range

Hikers walking with hiking poles

Hiking & Walking

6 Days

Dolomites Lodge-to-Lodge Hiking Tour

Immersive Adventure & High-Alpine Luxury in Northern Italy

Couples, Friends & Solos

Premiere Hotels

Activity Levels 3-5

From $5,899/person

Three guests walking over orange rocks, snowy peaks in distance.

Point of view shot of guests on horseback, heading towards beach.

Close-up of dry yerba mate infusion pot and gourd.

Shot of light blue glacier.

hikers walking against snowey mountains

Hiking & Walking

7 Days

Argentina's Patagonia Hiking Tour

Epic Peaks, Lakes & Glaciers

Couples, Friends & Solos

Casual Hotels

Activity Levels 3-5

From $5,399/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".

Hiking & Walking

6 Days

French & Italian Alps Lodge-to-Lodge Hiking Tour

Epic Alpine Adventure from Chamonix to Mont Blanc

Couples, Friends & Solos

Deluxe Hotels

Activity Levels 3-5

From $4,599/person

Coastal Town Fin Mountains

Docks Boat Houses Ferry Norway

Aerial Tiny Town Fjord Norway

Hiking Leader Guests Norway

Coast Red Boat Houses Norway

Hiking & Walking

6 Days

Norway's Lofoten Islands Hiking Tour

Dramatic Peaks & Remote Fjords above the Arctic Circle

Couples, Friends & Solos

Deluxe & Premiere Hotels

Activity Levels 3-5

From $6,499/person

green mountains and lakes below a blue sky with white fluffy clouds

Two hikers on a trail with wildflowers.

Three guests looking a phone.

Shot of old housefront, red flowers, wooden door.

Close-up of trail marker.

Hiking & Walking

6 Days

Pyrenees Lodge-to-Lodge Hiking Tour

Alpine Adventure on Spain's French Frontier

Couples, Friends & Solos

Casual & Premiere Hotels

Activity Levels 3-5

From $4,049/person

Multiple lakes surrounded by tall trees and mountains

Empanadas lined up on a steel plate

Active waterfall in the middle of a forest

Group of 3 people standing on a cliff, looking out to a lake

Group of hikers standing on snowy path

Hiking & Walking

7 Days

Argentina's Patagonia Lake District Hiking Tour

Rugged Peaks & Lakes of Bariloche

Couples, Friends & Solos

Premiere & Deluxe Hotels

Activity Levels 3-5

From $7,099/person

Small town of beige, stone buildings surrounded by a grassy valley

Train riding through a town, surrounded by palm trees and the ocean in the background

Sky view of ocean coast with ruins of stone buildings

Woman standing on top of a cliff holding two hiking poles, looking down towards tall mountains

Person walking on a gravel trail in the middle of a valley

Hiking & Walking

NEW

6 Days

Spain's Mallorca Lodge-to-Lodge Hiking Tour

Epic Journey Across Rugged Peaks to Sparkling Mediterranean Coves

Couples, Friends & Solos

Deluxe Hotels

Activity Levels 3-5

From $4,099/person

Large valley with mountains in the background

Woman descending a mountain with large mountains in the background

Silhouette of woman with her arms open with the stars in the sky

Large lake with hills in the background

Large lake with mountains in the background

Hiking & Walking

NEW

7 Days

New Zealand South Island Fiordland Hiking Tour

Coastal Fjords & Alpine Trails from Milford Sound to Queenstown

Couples, Friends & Solos

Deluxe & Casual Hotels

Activity Levels 3-5

From $8,299/person

Point of view shot of guests on horseback, heading towards beach.

hikers walking against snowey mountains

Close-up of dry yerba mate infusion pot and gourd.

Group of guests walking towards blue lake, snowy mountains in distance.

Close-up of two Crested Caracara.

Hiking & Walking

7 Days

Argentina's Patagonia Family Hiking Tour

Epic Peaks, Lakes & Glaciers

Families with Teens & 20s

Casual Hotels

Activity Levels 3-5

From $5,399/person

Two people descending down a mountain, with larger mountains in the distance

Small town with stone buildings, and a river flowing through a canal

Two rams with large horns standing next to each other in front of a boulder

Plate with a loaf of bread and two hands grabbing the loaf

Group of people walking on a valley, using hiking poles

Hiking & Walking

NEW

6 Days

Austrian Alps Lodge-to-Lodge Hiking Tour

High-Alpine Adventure along the Famed Arlberg Trail

Couples, Friends & Solos

Deluxe Hotels

Activity Levels 3-5

From $4,499/person

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

Dirt trail on a tall, grassy mountain

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

Hiking & Walking

NEW

6 Days

Dolomites Hiking Tour

High-Alpine Adventure in Val di Fassa

Couples, Friends & Solos

Deluxe Hotels

Activity Levels 3-5

From $4,499/person

Two men and one woman walking along a frozen river with a forest in the background

Hills with thick forest and houses on top, with fog in the background

Prayer wheels in Nepal

Man and woman smiling while walking on a dirt trail

Large forest with tall, snow mountains in the background

Hiking & Walking

9 Days

Nepal Lodge-to-Lodge Trekking Tour

The Himalayas to Chitwan National Park

Couples, Friends & Solos

Casual & Premiere Hotels

Activity Levels 3-5

From $6,999/person

Large valley with a lake in the center, and tall mountains in the distance

Gravel trail at the top of a mountain, with other mountains in the distance

Backroads guests looking at wheels of cheese

Rustic church with tall trees in the background

swiss flags hanging from a balcony with flowers

Hiking & Walking

NEW

6 Days

Switzerland Lodge-to-Lodge Hiking Tour

Epic Mountain Passes & Charming Villages Along the Via Alpina

Couples, Friends & Solos

Premiere Hotels

Activity Levels 3-5

From $6,399/person

Woman sitting down and smiling, pointing at a small lake

Local playing accordion.

Large grass valley with yellow flowers

Woman hiking on a dirt trail towards the edge of a cliff

Exterior view of wooden hotel building with two women in front walking

Hiking & Walking

6 Days

Dolomites Hut-to-Hut Family Hiking Tour

Alpine Adventure amid Italy's Dramatic Mountains

Families with Teens & 20s

Deluxe & Casual Hotels

Activity Levels 3-5

From $4,799/person

Wide shot of craggy mountains, golden hills in foreground.

Train Swiss Alps

Housefront shot of stone building, wooden doors, balcony.

Storefront shot of "SOCIETA DELLE GUIDE".

Close-up shot of an Alpine Ibex.

Hiking & Walking

6 Days

French & Italian Alps Lodge-to-Lodge Family Hiking Tour

Epic Alpine Adventure from Chamonix to Mont Blanc

Families with Teens & 20s

Deluxe Hotels

Activity Levels 3-5

From $4,549/person

Large valley and hills with colorful flowers

Man hiking down a dirt path, with a large mountain and cows on a grass field in the background

Man hiking with tall lavender flowers to the right

Top of a mountain with a rock pyramid and a wooden sign

Exterior view of large white building next to a river, with snowy mountains in the distance

Hiking & Walking

NEW

6 Days

Tour du Mont Blanc Hiking Tour

Epic Alpine Journey Through Switzerland, Italy and France

Couples, Friends & Solos

Premiere & Casual Hotels

Activity Levels 4-5

From $5,099/person

Close-up shot of an Alpine Ibex.

Housefront shot of stone building, wooden doors, balcony.

Young guest sitting on rock, smiling at camera, large mountain valley in distance.

Two guests posing for camera, rocky shacks and mountain behind them.

Storefront shot of "SOCIETA DELLE GUIDE".

Hiking & Walking

6 Days

French & Italian Alps Lodge-to-Lodge Women's Hiking Tour

Epic Alpine Adventure from Chamonix to Mont Blanc

Women's Adventures

Deluxe Hotels

Activity Levels 3-5

From $4,599/person

Two backroads guests hike through the mountains

A hiker stops at a lake to look at the view

Wide tan and gray building with a large, gray courtyard and tall mountains in the background

Woman descending a grassy trill, looking out towards large mountains

Woman in the middle of a valley, petting two horses

Hiking & Walking

NEW

6 Days

Pyrenees Lodge-to-Lodge Women's Hiking Tour

Alpine Adventure on Spain's French Frontier

Women's Adventures

Casual & Premiere Hotels

Activity Levels 3-5

From $3,899/person

Two women laying down with a cow and petting it

Large stone archway with a building in a gravel area

Person looking up to large mountains

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

Woman smiling while standing in a grassy valley

Hiking & Walking

NEW

6 Days

Dolomites Women's Hiking Tour

High-Alpine Adventure in Val di Fassa

Women's Adventures

Deluxe Hotels

Activity Levels 3-5

From $4,499/person

Two women looking at each other, smiling while hiking in front of a tall mountain

Large valley with a lake in the center, and tall mountains in the distance

Woman holding out her hand towards a brown cow

Long trail in a grassy hill with small cottages scattered throughout

Gravel trail at the top of a mountain, with other mountains in the distance

Hiking & Walking

NEW

6 Days

Switzerland Lodge-to-Lodge Women's Hiking Tour

Epic Mountain Passes & Charming Villages Along the Via Alpina

Women's Adventures

Premiere Hotels

Activity Levels 3-5

From $6,399/person

Stone Mountain Beach

Two women sitting on the edge of a rock with a lake and mountains in the distance

Two women holding wineglasses while smiling in front of a red building

Aerial Tiny Town Fjord Norway

Three women walking on a dirt trail with a large lake in the background

Hiking & Walking

NEW

6 Days

Norway's Lofoten Islands Women's Hiking Tour

Dramatic Peaks & Remote Fjords above the Arctic Circle

Women's Adventures

Deluxe & Premiere Hotels

Activity Levels 3-5

From $6,499/person