Day-by-Day Locations On This 6-Day Tour
Urban walking tour (Alfama, Bairro Alto)
E-bike ride along the Tagus River to Belém
Forest hiking trails
Pena Palace gardens
Atlantic coastal viewpoints
Sea kayaking adventure along the coastline
Secluded coves and sea caves
Day 4 – Benagil to Marinha Beach, Algarve
Hike the Seven Hanging Valleys Trail
Clifftop view of Benagil Cave
Lunch in Carvoeiro
Day 5 – Évora Countryside, Alentejo
Cycling through olive groves and cork forests
Wine & olive oil tasting at a local estate
Historical old town tour
Roman Temple, Chapel of Bones, and markets
Private transfer to Lisbon airport or onward destination
Day 1: Welcome to Lisbon – Urban Hike & Riverfront Ride
Your Portuguese adventure begins the moment you land in Lisbon. Greeted at the airport by your private guide, you’ll enjoy a relaxed transfer into the city with an introduction to its history and culture along the way.
Once settled, set off on an immersive walking tour through Lisbon’s iconic hillside neighborhoods: Alfama, Graça, and Bairro Alto. With your guide leading the way, you’ll navigate narrow alleys that snake between terracotta rooftops, stopping at local miradouros (viewpoints) that offer stunning views of the Tagus River. This isn’t a typical sightseeing stroll: your guide brings the city to life with stories of Moorish influences, Fado traditions, and the small details only locals know.
In the afternoon, switch gears for a guided e-bike ride along the riverside promenade. Breeze past the MAAT museum and old port docks toward Belém, where monuments like the Tower of Belém and Jerónimos Monastery rise against the skyline. Your guide ensures a safe, scenic route with time for tastings, especially the legendary pastéis de nata from the original 1837 bakery.
Day 2: Sintra Forest Hike & Atlantic Views
Today, embark on an exciting day trip from Lisbon into a real-life fairy tale. With your private guide at the wheel, you’ll visit Sintra, a lush UNESCO World Heritage landscape of romantic palaces and forested peaks. Dive into nature with a guided hike through Sintra-Cascais Natural Park.
Trail options are tailored to your pace and preferences, and your guide enriches the journey with insights into local flora, geology, and the legends of the area. Hear about the 19th-century mystics and secret societies that once roamed these hills!
In the afternoon, visit the vibrant gardens surrounding Pena Palace, where Moorish arches, exotic trees, and hidden courtyards feel like stepping into a dream. On the return to Lisbon, detour to the westernmost point of Europe at Cabo da Roca, with dramatic Atlantic cliffs dropping into the ocean.
Day 3: Kayaking the Sea Caves of the Algarve
Leave city life behind as your private guide transfers you south to the Algarve, Portugal’s sun-drenched southern coast. Along the way, hear about the coastal geology, Moorish history, and regional food specialties to get you in the mood for the adventure ahead.
Upon arrival in Lagos, you’ll meet your experienced sea kayaking guide and set off on a private paddling expedition along the Ponta da Piedade coast. Navigate sea arches, drift into hidden grottoes, and explore remote beaches accessible only by water. Your guide will share stories of pirate attacks, fishing traditions, and natural rock formations sculpted by centuries of waves.
After kayaking, enjoy a relaxed coastal lunch or a swim before your guide escorts you to your lodging to unwind for the evening.
Day 4: Seven Hanging Valleys Trail – Coastal Hiking
On day 4, your private guide will transport you to the Seven Hanging Valleys Trail, often referred to as one of Europe’s most scenic hikes. Walk along a clifftop path that winds past striking rock formations, quiet little beaches, and breathtaking open views of the ocean.
The benefit of having a private guide means you can take detours that most hikers miss, such as a short scramble to a panoramic lookout above the Benagil Cave or a trail down to a secret cove for a quick dip. Along the way, learn about the region’s maritime past, the geology behind its honeycombed cliffs, and the shifting ecosystems shaped by sea and wind.
Wrap up your hike with a gourmet seafood lunch in a family-run restaurant in Carvoeiro, handpicked to suit your food preferences. Then, enjoy a relaxed return to your hotel, with the option for a sunset beach stroll.
Day 5: Cycling & Wine in Alentejo
Say goodbye to the coast as your private guide takes you inland to Alentejo. Known for its beautiful landscapes, open skies, cork oak forests, and vineyards, this region is best discovered slowly by bike. After a scenic drive with your guide through golden fields and stone villages, you’ll gear up for a private countryside cycling experience!
Pedal through olive groves, past crumbling Roman aqueducts, and alongside vineyard-lined roads, with your guide pacing the ride perfectly to your comfort level. You’ll stop at a family-owned winery and olive oil estate, where a private tasting and locally sourced lunch await. Discover the winemaking process firsthand from local producers, and enjoy exclusive samples.
Finish the day in the charming town of Évora, where you can relax in hidden wine bars or authentic Portuguese restaurants as the end of your private tour draws near.
Day 6: Évora’s Hidden Stories & Departure
On your final morning, you’ll explore Évora’s old town with your private guide. Stand beneath the still-standing columns of a Roman temple and wander through the bone-lined walls of the haunting Capela dos Ossos (Chapel of Bones).
As you enjoy a final coffee in a sun-dappled plaza, your guide shares favorite regional treats and parting travel tips. Then relax as you’re privately transferred to Lisbon Airport or your onward destination, with plenty of time and no stress.
