Challenging Hiking Trips

These hiking adventures offer activity levels 2-5 and 3-5, with varied terrain and daily route options perfect for avid hikers.

Wide shot of mountain train passing bridge, forest, mountains, sky in distance.

Walking & Hiking

Couples, Friends & Solos

Switzerland Walking & Hiking Tour

Swiss Alps Adventure from Interlaken to Zermatt

6 days

Levels 2-5

Premiere Hotels

2025: Jun-Sep

2026: Jun-Sep

From $5,999/person

Coastal Town Fin Mountains

Walking & Hiking

Couples, Friends & Solos

Norway's Lofoten Islands Hiking Tour

Dramatic Peaks & Remote Fjords above the Arctic Circle

6 days

Levels 3-5

Deluxe & Premiere Hotels

2025: Jun-Sep

2026: Jun-Sep

From $6,099/person

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

Walking & Hiking

Couples, Friends & Solos

Pyrenees Lodge-to-Lodge Hiking Tour

Alpine Adventure on Spain's French Frontier

6 days

Levels 3-5

Casual & Premiere Hotels

2025: Jul-Sep

2026: Jun-Sep

From $3,749/person

Shot of Dolomite signage, numerous trails listed.

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

Train Swiss Alps

Walking & Hiking

Couples, Friends & Solos

Italian, French & Swiss 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

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

Walking & Hiking

Couples, Friends & Solos

Argentina's Patagonia Hiking Tour

Epic Peaks, Lakes & Glaciers

7 days

Levels 3-5

Casual Hotels

2025: Nov-Dec

2026: Jan-Mar, Nov-Dec

2027: Jan-Apr

From $5,199/person

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

Walking & Hiking

Couples, Friends & Solos

Peru Lodge-to-Lodge Trekking Tour

Journey through the High Andes from Cusco to Machu Picchu

9 days

Levels 3-5

Premiere Hotels

2025: Jul, Sep, Dec

2026: Apr-Dec

From $7,299/person

Matterhorn during sunset.

Walking & Hiking

Families with 20s & Beyond

Switzerland Family Walking & Hiking Tour

Swiss Alps Adventure from Interlaken to Zermatt

6 days

Levels 2-5

Premiere Hotels

2025: Jul-Aug

2026: Jun-Aug

From $5,999/person

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

Walking & Hiking

Families with Teens & 20s

Argentina's Patagonia Family Hiking Tour

Epic Peaks, Lakes & Glaciers

7 days

Levels 3-5

Casual Hotels

2027: Jan-Mar

From $5,349/person

Wide shot of craggy mountains, golden hills in foreground.

Walking & Hiking

Families with Teens & 20s

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

Epic Alpine Adventure from Chamonix to Mont Blanc

6 days

Levels 3-5

Casual & Premiere Hotels

2025: Jun-Jul

2026: Jun-Aug

From $4,399/person

Two guests with cow, one reaching out to it, mountain in background.

Walking & Hiking

Families with 20s & Beyond

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

Epic Alpine Adventure from Chamonix to Mont Blanc

6 days

Levels 3-5

Casual & Premiere Hotels

2025: Jul-Aug

2026: Jul-Aug

From $4,399/person

Matterhorn during sunset.

Walking & Hiking

Women's Adventures

Switzerland Women's Walking & Hiking Tour

Swiss Alps Adventure from Interlaken to Zermatt

6 days

Levels 2-5

Premiere Hotels

2025: Jul, Sep

2026: Jun, Aug

From $6,099/person

Group of guests walking among arid mountain range, snowy peaks in distance.

Walking & Hiking

Families with 20s & Beyond

Argentina's Patagonia Family Hiking Tour

Epic Peaks, Lakes & Glaciers

7 days

Levels 3-5

Casual Hotels

2026: Jan-Feb

From $5,499/person

Wide shot of the Cuzco Main Square.

Walking & Hiking

Families with 20s & Beyond

Peru Lodge-to-Lodge Family Trekking Tour

Journey through the High Andes from Cusco to Machu Picchu

9 days

Levels 3-5

Premiere Hotels

From $7,399/person

Shot of Dolomite signage, numerous trails listed.

Walking & Hiking

Families with 20s & Beyond

Dolomites Hut-to-Hut Family Hiking Tour

Alpine Adventure amid Italy's Dramatic Mountains

6 days

Levels 3-5

Casual Hotels

From $4,799/person

Green slopping hills in front of snowy mountains

Walking & Hiking

Couples, Friends & Solos

Dolomites Lodge-to-Lodge Hiking Tour

Immersive Adventure & High-Alpine Luxury in Northern Italy

6 days

Levels 3-5

Premiere Hotels

2025: Jun-Jul, Sep

2026: Jun-Sep

From $5,399/person

Hikers on a gravel trail with tall pine trees along tall mountains

Walking & Hiking

Couples, Friends & Solos

Glacier & Waterton Lakes Walking & Hiking Tour

National Park Adventures in the US & Canadian Rockies

6 days

Levels 2-5

Casual Hotels

2026: Jun-Sep

From $4,699/person

Close-up shot of an Alpine Ibex.

Walking & Hiking

Women's Adventures

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

Epic Alpine Adventure from Chamonix to Mont Blanc

6 days

Levels 3-5

Casual & Premiere Hotels

2026: Jul-Aug

From $4,399/person

Multiple lakes surrounded by tall trees and mountains

NEW

Walking & Hiking

Couples, Friends & Solos

Argentina's Patagonia Lake District Hiking Tour

Mountains, Lakes & Gaucho Culture

7 days

Levels 3-5

Premiere Hotels

2026: Jan-Mar, Nov-Dec

2027: Jan-Mar

From $7,399/person

Two backroads guests hike through the mountains

NEW

Walking & Hiking

Women's Adventures

Pyrenees Lodge-to-Lodge Women's Hiking Tour

Alpine Adventure on Spain's French Frontier

6 days

Levels 3-5

Casual & Premiere Hotels

2026: Jul-Sep

From $3,899/person