9-Day Portugal Odyssey

Portugal

$3100 | Payment plans available with no interest | $700 deposit due by March 28th to reserve your spot

$400 solo room supplement

October 3-12, 2026

14 spots available

About the adventure
About the adventure

About the adventure

Portugal, a jewel in Europe’s crown, offers a rich tapestry of experiences that captivate the soul. This 9-day epic adventure takes you from Lisbon's vibrant cityscapes to the sun-kissed shores of the Algarve, and finally to Madeira's lush, volcanic island – often called the "Hawaii of Europe." Each day unfolds a new chapter of thrilling activities and mindful practices.

About the adventure

Trip co-led by Lexi and Skye

🌿 Skye brings a grounded, adventurous energy to every travel journey she goes on. She has a natural ability to make people feel at ease while encouraging meaningful connection, presence, and exploration. Whether navigating a new destination or sharing stories along the way, Skye helps create experiences that feel supportive, intentional, and deeply memorable.

✨ Lexi brings enthusiasm, curiosity, and warmth to every adventure. She thrives on fostering genuine connection between people and places, and believes the most meaningful travel moments happen in between the plans. With her positive energy and thoughtful presence, Lexi helps make each trip feel effortless, connected, and unforgettably free.

Outlined Itinerary details for 9 days

B = Breakfast, L = Lunch, D = Dinner

About the adventure

DAY # 1

Arrive In Lisbon

You will arrive in Lisbon and be transported to the hotel. There will be time to relax, unwind, and potentially explore a bit of the city on your own.

Activities:

☯ Group meeting in lobby

☯ Evening to explore the area and grab dinner as a group


Accommodation: Pestana

About the adventure

DAY # 2

Explore Cascais Fishing Town (B)

We will be picked up from the hotel to drive to the beautiful fishing village of Cascais.

Activities:

☯ Yoga lesson on the beach (1 hour)

☯ Surf lesson (2 hours)

☯ Visit historical town of Sintra with it's narrow streets full of flowers, local crafts, and viewpoints

Drive time: 1 hour to/from Cascais

Accommodation: Same as day 1

About the adventure

DAY # 3

Lisbon to Algarve (B)

We will be picked up at the hotel at 8:00 am to drive to the coastal town of Lagos. Lagos is a lively city that is situated along the beautiful western Algarve coastline.

Activities:

☯ Half of day of free time to explore to explore the cobbled streets, traditional houses, and pretty harbour front

☯ Afternoon Grotto boat trip to the caves and rock formations

Drive time: Logos- Algarve around 3 hours

Accommodation: Tivoli Lagos

About the adventure

DAY # 4

Coastal Hike in Algarves (B, L)

Today will consist of a beautiful hike journey along the stunning cliffs of Arrifana to Monte Clerigo. We will traverse cliffs, valleys, and sandy plateaus.

Activities:

☯ Yoga sessio at Arrifana Beach

☯ Guided hike from Arrifana to Monte Clerigo (around 4 hours)

☯ Picnic lunch on hike

☯ You will have free time to relax and explore in the evening

Drive time: 1 hour drive to beach

Accommodation: Same as day 3

About the adventure

DAY # 5

Transfer Day to Madeira (B)

Today will be a travel day as we make our way to the majestic island of Madeira also known as the "Hawaii of Europe".

Schedule:

☯ After breakfast we will be picked up at the hotel to drive to Lisbon to catch a flight to Funchal

☯ Relax and unwind in Madeira

Drive time: 3 hour drive to Lisbon/ 1.5 hour flight to Funchal

Accommodation: Hotel Vila Baleira

About the adventure

DAY # 6

Tour of Funchal and Monte (B)

Today we will begin our exploration of the island by learning about Funchal and the history in the Old Town. We will walk through the charming narrow streets and learn about the interesting historical monuments, the fish market, and more. In the Afternoon, we will head to Camara de Lobos a charming bay and fish town.

Activities:

☯ City tour of Funchal

☯ Tour of Camara de Lobos

☯ Visit to the Cabo Girao- one of the highest sea cliffs in the world with an amazing view from its suspended glass platform we will walk out o

Accommodation: Same as day 5

About the adventure

DAY # 7

Full Day Hike Madeira Peaks (B)

Today we will embark on a hike that is about as good as it gets! This walk will give us a more complete picture of the abundance of beauty the island has to offer with breathtaking views, colors, and lush ambiance.

Activities:

☯ Full-day hike/ Pico Ruivo and Achada de Teixeira (9 am- 9 pm)/ 10 km round trip

Accommodation: Same as day 5

About the adventure

DAY # 8

Full Day Hike through the Rabacal Valley (B)

This valley has been described as "one of natures greatest masterpieces". We will be walking from the plateau of Paul de Serra to the Risco waterfall. We will walk down to a lake at the bottom of cliff that has 25 natural springs.

Activities:

☯ Full-day hike in the valley of Rabacal/ 10 kms

About the adventure

DAY # 9

Final Day/ Flight Home (B)

We will take a domestic flight back to Lisbon. Depending on your flight times back to the US you may need to have me arrange another night for you in Lisbon.

Included

  • Airport pick up & drop off

  • 8-nights in handpicked 4- star hotels

  • Local english speaking guide

  • All ground transportation

  • Breakfast each day and few picnics on the hike

  • Cliff boat tour in the Algarves

  • 2 yoga sessions

  • Surf lesson

  • 3 guided hikes

  • Variety of city and cultural tours

Not included

  • International flights

  • Trip insurance- (highly recommended)

  • Any Table Drinks, Tea/ Coffee, Water, Chocolates, Beer etc.

  • Domestic one way flight Lisbon/ Madeira (around 100 Euros)- will be paid 2 weeks before trip start

  • Any Meals that are not included in the itinerary

  • Personal Insurance & emergency rescue charges if necessary

  • Personal Expenses, Medical and evacuation Cost, Travel Insurance and Laundry

  • Cost raised by re-routing, cancellation, political disturbance which are not under our control etc

  • Tips to the Guides, Porters and the drivers [Tips are expected]

Let’s connect and travel

Immerse yourself in local culture, enjoy daring adventures, and form long-lasting friendships with fellow travelers from around the globe.

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