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Portugal in Motion 2026

  • Hike or run along Portugal’s dramatic coastlines and historic trails with expert local guides and world-renowned adventure racers
  • Discover iconic landmarks and hidden gems from Lisbon’s vibrant streets to Sintra’s fairytale hills
  • Unwind and recover each night in boutique hotels chosen for luxury, comfort, and authentic Portuguese charm
  • Savor Portugal’s rich culinary traditions with wine tastings and unforgettable regional dining

Itinerary at a Glance

Day 1
Saturday, September 19 | Arrival Day

• Arrival in Porto and check in at The Yeatman

• Meet and mingle with fellow Inspirato members and some of the world's top adventure racers at our Inspirato Only Welcome Reception and Dinner

Meals included: Dinner
Accommodations: The Yeatman

Day 2
Sunday, September 20 | Valongo Trail Experience

• Breakfast at The Yeatman

• Morning trail experience at Valongo Trail Centre in Parque das Serras do Porto - choose your pace: run, jog, or walk

• Six Bridges Douro River Cruise followed by Port tasting experience at Sandeman

• Enjoy dinner at your leisure this evening

Meals included: Breakfast, Lunch
Accommodations: The Yeatman

Day 3
Monday, September 21 | Sintra + Cascais

• Breakfast at The Yeatman

• Depart Porto and transfer to Cascais

• Explore Sintra Historic Old Town with a scenic hike in and around the castles of Sintra

• Check-in at Pestana Cidadela Cascais

• Dinner at leisure

Meals included: Breakfast, Lunch
Accommodations: Pestana Cidadela Cascais

Day 4
Tuesday, September 22 | Monsanto + Lisbon

• Breakfast at the Pestana Cidadela Cascais

• Morning trail experience at Parque Florestal de Monsanto - choose your own pace: run, walk or jog

• Afternoon private tuk-tuk tour through Lisbon’s historic quarters

• Inspirato Only group dinner at Furnas do Guincho

Meals included: Breakfast, Lunch, Dinner
Accommodations: Pestana Cidadela Cascais

Day 5
Wednesday, September 23 | Evora + Alentejo Wine Country

• Breakfast at the Pestana Cidadela Cascais

• Transfer from Lisbon to Évora

• Savor a private wine tasting and lunch at Fita Preta Winery

• Check-in at Octant Évora

• Afternoon at leisure with optional touring or wellness activities

• Inspirato group dinner at À TERRA

Meals included: Breakfast, Lunch, Dinner
Accommodations: Octant Évora

Day 6
Thursday, September 24 | Monsaraz to Algarve

• Breakfast at Octant Évora

• Transfer to Monsaraz

• Explore medieval paths at your own speed—stroll, jog, or run

• Inspirato group lunch overlooking the lake at Barrocal

• Transfer to the Algarve and check in at Cascade Wellness Resort

• Inspirato group dinner at hotel

Meals included: Breakfast, Lunch, Dinner
Accommodations: Cascade Wellness Resort

Day 7
Friday, September 25 | Kayaking and Catamaran Tour

• Breakfast at the Cascade Wellness Resort

• Start the day exploring Praia da Luz’s coastal cliffs—walk, jog, or run as you wish

• Lunch in Ponta de Piedade

• Transfer to Benagil Caves

• Embrace your own adventure by choosing to kayak, SUP, or boat your way over to the famous Benagil Cave

• Dinner at leisure

Meals included: Breakfast, Lunch
Accommodations: Cascade Wellness Resort

Day 8
Saturday, September 26 | Ria Formosa

• Breakfast at the Cascade Wellness Resort

• Final morning exploration of Parque Natural da Ria Formosa—move at your own pace with a walk, jog, or run

• Lunch and catamaran cruise along the Algarve coastline

• Inspirato farewell group dinner at Senses

Meals included: Breakfast, Lunch, Dinner
Accommodations: Cascade Wellness Resort

Day 9
Sunday, September 27 | Departures

• Breakfast at the Cascade Wellness Resort

• Check out and departures

Meals included: Breakfast

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